*Storage: Keep in dark place, inert atmosphere, room temperature.
*Shipping:
4.5
*For Research Use Only !
Change View
Size | Price | US Stock | Global Stock | In Stock |
5g | łÇʶÊÊ | In Stock | In Stock | Login |
10g | łÇ˶ÊÊ | In Stock | In Stock | Login |
25g | łÇÿ¶ÊÊ | In Stock | In Stock | Login |
100g | łÍÿ¶ÊÊ | In Stock | In Stock | Login |
500g | łËÇʶÊÊ | Inquiry | In Stock | Login |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
łÇʶÊÊ
łÇ˶ÊÊ
łÇÿ¶ÊÊ
łÍÿ¶ÊÊ
łËÇʶÊÊ
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Jacob Silzel ; Chengwei Chen ; Colomba Sanchez-Marsetti ; Phillip Farias ; Veronica Carta ; W. Hill Harman , et al.
Abstract: Cysteine is the most reactive naturally occurring amino acid due to the presence of a free thiol, presenting a tantalizing handle for covalent modification of peptides/proteins. Although many mass spectrometry experiments could benefit from site-specific modification of Cys, the utility of direct arylation has not been thoroughly explored. Recently, Spokoyny and coworkers reported a Au(III) organometallic reagent that robustly arylates Cys and tolerates a wide variety of solvents and conditions. Given the chromophoric nature of aryl groups and the known susceptibility of carbon-sulfur bonds to photodissociation, we set out to identify an aryl group that could efficiently cleave Cys carbon-sulfur bonds at 266 nm. A streamlined workflow was developed to facilitate rapid examination of a large number of aryls with minimal sample using a simple test peptide, RAAACGVLK. We were able to identify several aryl groups that yield abundant homolytic photodissociation of the adjacent Cys carbon-sulfur bonds with short activation times (<10 ms). In addition, we characterized the radical products created by photodissociation by subjecting the product ions to further collisional activation. Finally, we tested Cys arylation with human hemoglobin, identified reaction conditions that facilitate efficient modification of intact proteins, and evaluated the photochemistry and activation of these large radical ions.
Show More >
Keywords: Fragmentation ; photodissociation ; radical-directed dissociation ; cysteine modification
Show More >
Purchased from AmBeed: 15854-87-2 ; 615-43-0 ; 5029-67-4 ; 1120-90-7 ; 540-37-4
Show More >
Identification of a Noxo1 inhibitor by addition of a polyethylene glycol chain
Mokhtarpour, Nazanin ; Sterling, Alyssa ; Garcia, Joshua J. ; Gutierrez-Rivera, Laura ; Senevirathne, Prasadini ; Luisa Kadekaro, Ana , et al.
Abstract: Reactive oxygen species (ROS) are a heterogeneous group of highly reactive ions and mols. derived from mol. oxygen (O2) which can cause DNA damage and lead to skin cancer. NADPH oxidase 1 (Nox1) is a major producer of ROS in the skin upon exposure to UV light. Functionally, Nox1 forms a holoenzyme complex that generates two superoxide mols. and reduces NADPH. The signaling activation occurs when the organizer subunit Noxo1 translocates to the plasma membrane bringing a cytochrome P 450, through interaction with Cyba. We propose to design inhibitors that prevent Cyba-Noxo1 binding as a topical application to reduce UV-generated ROS in human skin cells. Design started from an apocynin backbone structure to generate a small mol. to serve as an anchor point. The initial compound was then modified by addition of a polyethylene glycol linked biotin. Both inhibitors were found to be non-toxic in human keratinocyte cells. Further in vitro experiments using isothermal calorimetric binding quantification showed the modified biotinylated compound bound Noxo1 peptide with a KD of 2 nM. Both using isothermal calorimetric binding and MALDI (TOF) MS showed that binding of a Cyba peptide to Noxo1 was blocked. In vivo experiments were performed using donated skin explants with topical application of the two inhibitors. Experiments show that UV light exposure of with the lead compound was able to reduce the amount of cyclobutene pyrimidine dimers in DNA, a mol. known to lead to carcinogenesis. Further synthesis showed that the polyethylene glycol but not the biotin was essential for inhibition.
Show More >
Keywords: Reactive oxygen species ; Apocynin ; UV ; Noxo1 ; Cyba ; Cyclobutane pyrimidine dimer ; CPD ; UV protection
Show More >
Purchased from AmBeed: 615-43-0 ; 58-85-5 ; 351422-73-6 ; 158407-04-6 ; 103-67-3 ; 103-67-3
Show More >
Design, Synthesis, and Biological Evaluation of NADPH Oxidase 1 Inhibitors
Nazanin Mokhtarpour ;
Abstract: Reactive oxygen species (ROS) are a heterogeneous group of highly reactive ions and molecules derived from molecular oxygen (O 2), which can cause DNA damage and lead to skin cancer. High levels of ROS can promote cancer development, cancer cell survival, and resistance to chemotherapeutics. NADPH oxidase (NOX) is a significant producer of ROS in the cell. NOX1 generates two superoxide molecules by reducing NADPH. This only occurs when the membrane-bound NOX cytochrome p450 alpha chain (CYBA) binds to the organizer subunit NOXO1 from the cytosolic portions of the holoenzyme on the cell surface. We propose that stopping NOX1 complex subunits from coming together at this CYBA-NOXO1 junction is a potential way to prevent ROS production in human skin cells when exposed to ultraviolet rays. This dissertation investigates potential small-molecule inhibitors of the crucial NOX1 holoenzyme to solve these issues. We designed and synthesized NOX1 specific Inhibitor 1 using a diapocyin backbone structure. Computational docking studies were used to optimize inhibitor design and evaluate the NOXO1 protein subunit specificity. Due to increased binding interaction with NOXO1 protein and to improve solubility of solution preparation for further physical binding studies, we modified Inhibitor 1 and synthesized Inhibitor 2 by adding the NHS-ester Biotin polyethylene glycol chain to the piperidine ring. Both inhibitors were found to be non-toxic in human keratinocyte cells. The Inhibitor 2 reduced the cyclobutene pyrimidine dimer (CPD) DNA mutation in a human skin explant model. Finally, the isothermal calorimetric (ITC) binding assay and MALDI-TOF mass spectrometry were used for physical binding studies to evaluate the critical molecular interaction, leading to the decreased binding affinity of Inhibitor 1, Inhibitor 2, resulting in additional modifications seen in Inhibitor 3 and Inhibitor 4. The results demonstrate that Inhibitor 2 and Inhibitor 3 reduced the binding affinity between NOXO1 protein and CYBA membrane peptide because of a higher binding interaction of the inhibitors with NOXO1 protein, due to the interaction of the polyethylene glycol chain. In the second section of the project, we computationally design and synthesize NOX1-specific inhibitors using the sequence of CYBA peptides as a modeling tool. Through docking studies, we demonstrated inhibitor interference with NOX1 complexes. Several molecules were designed computationally, and three candidate compounds were tested in vitro and demonstrated a reduction of UVR damage in keratinocyte cells. Biophysical studies, like ITC, were performed to identify interactions. Through these studies, an understanding of protein-protein interactions was gained that are essential for discovering and validating inhibitor candidates, along with information for future inhibitor design. To determine the optimum strategy to utilize the biological features of the small molecule NM-166, a structure-activity relationship analysis was performed.
Show More >
Purchased from AmBeed: 615-43-0 ; 14221-01-3 ; 158407-04-6 ; 103-67-3
Show More >
CAS No. : | 615-43-0 |
Formula : | C6H6IN |
M.W : | 219.02 |
SMILES Code : | C1=CC=CC(=C1N)I |
Synonyms : |
2-Iodophenylamine
|
MDL No. : | MFCD00007680 |
InChI Key : | UBPDKIDWEADHPP-UHFFFAOYSA-N |
Pubchem ID : | 11995 |
GHS Pictogram: | ![]() |
Signal Word: | Warning |
Hazard Statements: | H302+H312+H332-H315-H319-H335 |
Precautionary Statements: | P261-P264-P280-P337+P313-P302+P352+P312-P304+P340+P312 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | With sodium hydroxide In tetrahydrofuran; water at 0 - 20℃; | Acetyl chloride (6 mmol) was added dropwise to the mixture of 2-iodoaniline (5 mmol) and sodium hydroxide (13 mmol) in THF/H2O (1/1, 4 mL). Stirred the mixture at 0° C. for 2 h, and then at room temperature for overnight. The mixture was diluted with 10 mL water and extracted with diethyl ether 3 times. The combined organic layer was washed with water 3 times and brine. Dried over sodium sulfate, filtered, and removed solvent. The residue was then purified by column chromatography afforded white solid of 2-iodoacetanilide 68percent yield. NMR |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With sulfuric acid; at 20℃; for 0.0833333h; | One drop of concentrated H2SO4 was added to a stirred solution of 2-iodoaniline (100 mg; 0.46 mmol) in acetic anhydride (100 mL). The resulting mixture was stirred at room temperature for 5 min and then quenched with water and extracted with ethyl acetate (3 x 5 mL). The combined organic layers were washed with water, brine and dried with anhydrous sodium sulfate. The solvent was removed and the crude product was crystallized from ethanol to give the N-acetyl derivative as a crystalline solid in 85% yield, mp:102-104 C. |
75% | With triethylamine; In dichloromethane; at 0 - 20℃; for 19h;Inert atmosphere; | 2-Iodoaniline (2.2 g, 10.1 mmol, 1.0 equiv) and triethylamine (3.1 mL, 22.2 mmol, 2.2 equiv) weredissolved in CH2Cl2 (25 mL) under argon atmosphere at rt, followed by dropwise addition of aceticanhydride (1.2 mL, 12.1 mmol, 1.2 equiv) at 0 C. The mixture stirred over night at roomtemperature to completion after 19 h, as judged by TLC. The reaction was quenched with water andextracted with CH2Cl2. The combined organic phases were washed with saturated solutions ofsodium bicarbonate and ammonium chloride, dried over anhydrous magnesium sulfate andconcentrated under vacuum. The crude product was purified by column chromatography (pentane:EtOAc 4:1) to give amide 8 (1.987 g, 7.61 mmol, 75%) as colorless crystals. |
58% | With triethylamine; at 20℃; for 16h;Inert atmosphere; | A mixture of 2-iodoaniline (2.2 g, 10.0 mmol), Ac2O (1.2 g, 12.0 mmol) and Et3N (2.2 g, 22 mmol) in DCM was degassed with nitrogen, the mixture was stirred for 16 hours at r.t. The reaction was concentrated in vacuo. The residue was purified by column chromatography to give N-(2-iodophenyl)acetamide (1.6 g, 58% yield) as a white solid. LC/MS (ESI, m/z): [M+1]+=262.1. |
With glacial acetic acid; zinc powder; at 20 - 80℃; for 3.5h; | 2-Iodoanilines 21,24,25 (2. 2 g, 0.01 mole) were added separately to the mixture of aceticacid (5 mL, 0.08 mole) and acetic anhydride (1.02 g, 0.01 mole) in presence of smallamount of zinc dust and stirred at room temperature for half an hour. The reactionmixture was refluxed for 3 hours with constant stirring at 80 C. The hot reaction mixturewas poured into a beaker containing 200 mL of cold water with constant stirring andextracted with chloroform (3x50 mL). The combined organic layer was washed withdistilled water, dried over anhyd. Na2SO4 and concentrated under reduced pressure. Thecrude product was purified by chromatography on a column of silica gel andcrystallization from ethanol to afford desired products 1-3 in good yield. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With triethylamine; In dichloromethane; at 0 - 20℃; | A solution of 2-iodoaniline (333.6 mg, 1.52 mmol, 1.0 equiv) in DCM (5.0 mL) was added with Et3N (0.23 mL, 166.9 mg, 1.65 mmol, 1.1 equiv). The reaction solution was cooled at 0 C and acetyl chloride (0.28 mL, 308 mg, 3.92 mmol, 2.6 equiv) was added into the cooled solution. The resulting mixture was warmed to stir at room temperature overnight. Upon completion, thereaction was added with water and the separated aqueous phase was extracted with EtOAc (3xtimes). The combined organic phases were washed with sat. aq. NaCl, dried over anh. Na2SO4 and concentrated under reduced pressure. The crude material was purified by SiO2 column chromatography eluting with 30% EtOAc-hexane to yield 387.9 mg (98%) of the corresponding N-(2-iodophenyl)acetamide as a white solid. |
83% | With triethylamine; In tetrahydrofuran; at 0 - 20℃; for 6h; | General procedure: Acyl chloride (1.5 equiv) in 5 mL of dry THF was added drop- wise to a stirred, cooled (0-5 C) solution of 2-iodoaniline ( 3 ) (1.0 equiv) and Et 3 N (1.5 equiv) in 20 mL of dry THF. The ice bath was then removed, and the mixture stirred vigorously for 6 hours at room temperature. Solid Et 3 N.HCl was then filtered off, and the fil- trate was washed with THF (3 ×5 mL). The resulting organic frac- tions were combined, and THF was removed under reduced pres- sure to afford the crude amides. Recrystallization from hexanes and drying in a vacuum produced the desired product (4a-4e) [11] . |
82% | With triethylamine; In dichloromethane; at 0 - 20℃; for 2h;Inert atmosphere; | To a solution of 2-iodoaniline (23.6 g, 108 mmol) in DCM (250 mL) was added TEA (13.1 g, 129 mmol) and cooled to 0 C. Then acetylchloride (9.30 g, 119 mmol) was added to the reaction mixture at 0 C. by dropwise and stirred at 20 C. for 2 hours. On completion, the reaction mixture was quenched by water (200 mL) and extracted with dichloromethane (3×100 mL). The extracts was washed by brine (100 mL) and dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to get the crude residue. The residue was purified by column chromatography (SiO2, petroleum ether:dichloromethane:ethyl acetate=1:0:0 to 10:5:1) to give the title compound (25 g, 82% yield) as a white solid. 1H NMR (400 MHz, CDCl3) δ ppm 8.21 (d, J=7.6 Hz, 1H), 7.78 (d, J=8.0 Hz, 1H), 7.48 (s, 1H) 7.35 (td, J1=1.2 Hz, J2=8.4 Hz, 1H), 6.85 (t, J=7.2 Hz, 1H), 2.25 (s, 3H); LC-MS (ESI, m/z): [M+1]+=261.7. |
54% | In toluene; at 20℃; for 3h; | General procedure: To a solution of o-iodoaniline(2 mmol) in dry toluene (10 mL), acid chloride (2.4 mmol) was addedand the resulting mixture was stirred at room temperature for 3 h. Then, dichloromethane(20 mL) and HCl (1N, 20 mL) were added. The organic layer was separated and driedover anhydrous Na2SO4 and concentrated. The crude residuewas purified by column chromatography. |
With pyridine; at 0 - 20℃; for 3h; | Example 37; 2-Cyclopropyl-l-[4-(3-pyrrolidin-l-ylpropoxy)phenyl]-li-indoIe; iV~(2-Iodophenyl)acetamide; 2-Iodoaniline (1.00 g, 4.56 mmol) was dissolved in pyridine (5 mL) and cooled to 0 C. After acetyl chloride (314 μL5 5.94 mmol) was added, the reaction was stirred at 0 C for 1 hour and then at room temperature for 2 hours. The reaction was diluted with 1 N HCl and extracted with ether. The organic layer was dried (MgSO4) and EPO <DP n="38"/>concentrated to give the desired acetamide (assumed quantitative), which was used in the next reaction without further purification. | |
In dichloromethane; at 20℃; for 24h; | General procedure: To a solution of o-haloaniline (4.63 mmol) in dry DCM (20 mL) at room temperature was dropped acyl chloride (5.09 mmol). The reaction mixture was stirred for 24 hours then poured into water, extracted with DCM, washed with saturated NaHCO3, brine, dried over MgSO4, filtered and concentrated. The product was carried on to next step without any further purification in most cases. | |
With triethylamine; In tetrahydrofuran; at 0 - 20℃; for 0.666667h; | General procedure: The procedure consists of two steps. First, to a stirred, cooled (0-5C) solution of 2-bromoaniline (2.190g, 10mmol) and Et3N (1.113g, 1.55ml, 11mmol) in 20ml of dry THF, a solution of an appropriate acyl chloride (10mmol) in 5ml of dry THF was added dropwise within 10min. Then the ice bath was removed and the mixture was stirred vigorously for 30min at room temperature. Then, solid Et3NHCl was filtered off and washed with THF (3×5ml). The resulting organic fractions were combined and THF was removed under reduced pressure to yield crude amides. Recrystallization from hexane/CHCl3 and drying in vacuum afforded the analytically pure intermediate compounds: N-(2-bromophenyl)acylamides. In the second step, to a stirred suspension of NaH (0.132g; 5.5mmol) in 5ml of dry THF at 0C the respective amide (5mmol) dissolved in 10ml of THF was added dropwise within 10min. The reaction mixture was stirred until the solution became clear (30min, hydrogen gas evolved), and the solution of MeI (0.923g; 0.405ml; 6.5mmol) in 5ml of THF was added dropwise within 10min. The solution was warmed up to room temperature and stirred for 3-8h. Then, the reaction mixture was quenched with water (30ml). The resulting solution was extracted with ethyl acetate (3×20ml). Combined organic layers were washed with brine (1×20ml) and dried over Na2SO4. Ethyl acetate was removed under reduced pressure to give crude 1a-r. Recrystallization from hexane and drying in vacuum afforded analytically pure compounds 1a-r. In the case of (1n) and (1o), the same procedure was conducted but instead of MeI, ethyl bromide and benzyl bromide were respectively used. In the case of (1p), 2-bromopyridin-3-amine was used instead of 2 bromoaniline. In the case of (1a-Cl) and (1a-I), the same procedure was conducted but instead 2-bromoaniline, 2-chloro- and 2-iodoaniline were respectively used. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | General procedure: 2-iodoaniline (500.2 mg, 2.28 mmol, 1.0 equiv) was dissolved in Et3N (4.5 mL). The resulting solution was added with PdCl2(PPh3)2 (32.1 mg, 0.046 mol, 0.02 equiv) and CuI (17.4 mg, 0.091mmol, 0.04 equiv). The orange-yellow solution was degassed by bubbling with a stream of argon into the solution at room temperature for 30 min. After degassing, phenylacetylene (0.30 mL,279.0 mg, 2.73 mmol, 1.2 equiv) was added as a neat liquid into the solution via syringe. The resulting dark brown solution was allowed to stir at room temperature under argon atmosphere overnight. The reaction was quenched by addition of sat. aq. NH4Cl. The separated aqueousphase was extracted with EtOAc (3x times). The combined organic phases were washed with sat. aq. NaCl, dried over anh. Na2SO4, filtered and concentrated to a crude product. The crudeproduct was purified by SiO2 column chromatography eluting with 0-10% EtOAc-hexane to give 398.2 mg (90%) of 2-(phenylethynyl)aniline as an orange solid. | |
75% | With sodium hydroxide; In toluene; at 130℃; for 72h; | General procedure: To a stirred solution of the corresponding 2-iodoaniline (6, 1 mmol) in toluene (3 mL) under argon atmosphere were added Pd/CuO-Fe3O4 (50 mg), NaOH (400 mg, 10 mmol), and the corresponding alkyne (2, 1.5 mmol). The resulting mixture was stirred at 130 C until the end of reaction (see Table 6). The catalyst was removed by a magnet and the resulting mixture was quenched with water and extracted with EtOAc. The organic phases were dried over MgSO4, followed by evaporation under reduced pressure to remove the solvent. The product was purified by chromatography on silica gel (hexane/ethyl acetate) to give the corresponding compounds 7. Yields are included in Table 6. Then, to a stirred solution of 7 (1 mmol) in toluene (4 mL) was added ZnBr2 (225 mg, 1 mmol). The resulting mixture was stirred at 130 C during 24 h. The mixture was quenched with water and extracted with EtOAc. The organic phases were dried over MgSO4, followed by evaporation under reduced pressure to give the pure products 8 in quantitative yields. Physical and spectroscopic data for compounds 7 and 8, as well as literature for known compounds, follow. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With lithium hydroxide monohydrate; C24H23N3O3PdS; In N,N-dimethyl-formamide; at 130℃; for 20h; | General procedure: The 25 mL RB-flask was charged with 2-haloamines (1 mmol), diphenylacetylene (1.5 mmol), LiOH·H2O (4 mmol) and catalyst (0.001 molpercent of 5 in 2 mL N,N-dimethylformamide). The reaction mixture was stirred at 130 °C for 20 h. The reaction mixture was cooled to room temperature, diluted with ethyl acetate (20 mL) and washed with brine water. The combined organic phase was dried over anhydrous Na2SO4. After removal of the solvent, the residue was subjected to column chromatography on silica gel using ethyl acetate and hexane to afford the indole product in high purity. In case of 2-bromoanilines, 0.1 molpercent of catalyst 5 was applied. |
86% | With potassium carbonate; In N,N-dimethyl-formamide; at 100℃; for 30h; | General procedure: The 25 mL RB-flask was charged with 2-iodoaniline (1 mmol), diphenylacetylene (1.5 mmol), K2CO3 (2 mmol) and PS-tsu-Pd(II) complex (3) (0.005 mmol) in DMF (2 mL). The reaction mixture was stirred at 100 °C for 30 h. After completion of the reaction, the reaction mixture was cooled to room temperature and filtered to recover the catalyst. Then the experimental procedure was same as above. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60% | General procedure: Potassium tert-butoxide (1.14 g, 10.2 mmol) was added to a stirred solution of the acetophenone (10 mmol) in anhydrous and oxygen-free DMSO. The mixture was stirred for 15 min., when 2-iodoaniline (0.657 g, 3.0 mmol) was added and the reaction was subjected to irradiation with a 400 W mercury lamp. After 3 h, water (50 mL) was added and the reaction products were extracted with CH2Cl2 (2 × 30 mL). The combined organic phases were successively washed with water (20 mL) and brine (20 mL), dried over MgSO4, and the solvent was removed under reduced pressure. The products were obtained in pure form after crystallization from a 20:80 mixture of Et2O and petroleum ether. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | General procedure: A dry sealed tube was charged with 1.1 mmol (271 mg) of 2-iodoaniline and 2 equiv. of K3PO4 (424 mg). To the above mixture was added 1 mmol of phenylacetylene (102 mg, 0.109 ml), 5 mol % of Et2Zn (0.05 ml), 10 mol % of DMEDA (0.01 ml) and 3 ml of acetonitrile under nitrogen. The sealed tube was heated in an oil bath which was preheated to 125 C and the reaction mixture was stirred under the same conditions for 12 hours. After that 2 equiv. of NaOtBu (192 mg) was added to the reaction mixture and allowed to stir for another six hours. The reaction mixture was then cooled and extracted with ethyl acetate (3 x 15 ml) and the ethyl acetate layer was washed with distilled water. The organic layer was dried over anhydrous Na2SO4 and the solvent was removed under reduced pressure in a rotary evaporator. The crude residue was purified by column chromatography using hexane as the eluent to get 172 mg (89 %) of the product as a colourless solid. All other benzofuran derivatives were synthesized by similar procedure. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic anhydride; In dichloromethane; water; | Example 6B 2,2,2-Trifluoro-N-(2-iodophenyl)acetamide 2-Iodo-phenylamine (Aldrich, 1.09 g, 5 mmol) was treated with trifluoroacetic anhydride (Aldrich, 1.26 g, 6 mmol) and 2,6-di-tert-butyl-4-methyl-pyridine (Aldrich, 1.23 g, 6 mmol) in CH2Cl2 (10 mL)at room temperature overnight. It was then quenched with with water (5 mL) and extracted with EtOAc (3*10 mL). The extracts were combined and washed with brine (5 mL). The organic solution was concentrated and the title compound was purified by flash chromatography (SiO2, Hexanes/EtOAc, 80:20, Rf. 0.50) as a solid (1.1 g, yield, 70percent). 1H NMR (300 MHz, CD3OD) delta 7.07-7.12 (m, 1H), 7.39-7.47 (m, 2H), 7.95 (dd, J=7.8, 1.3 Hz, 1H) ppm. MS (DCI): m/z 316 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | With copper(l) iodide; 1H-tetrazol-1-ylacetic acid; caesium carbonate; In dimethyl sulfoxide; at 80℃; for 12h;Sealed tube; | General procedure: To a 10mL sealed tube was added CuI (0.05mmol), L4 (0.1mmol), ortho-iodo/bromoaniline (0.5mmol), beta-keto ester/beta-diketone (3.0mmol), Cs2CO3 (1.0mmol), and DMSO (1mL). The reaction mixture was reacted at 80C in a preheated oil bath for 12h (for ortho-iodoanilines) or 36h (for ortho-bromoanilines). The reaction mixture was cooled to room temperature and extracted with ethyl acetate (3×20mL). The combined organic phases were washed with water and brine, dried over anhydrous Na2SO4, and concentrated in vacuo. The residue was purified by flash column chromatograph on silica gel (ethyl acetate/petroleum ether as the eluent) to afford the target products 3a-3s. |
85% | With cetyltrimethylammonim bromide; potassium carbonate; In water; at 50℃; for 3h;Green chemistry;Catalytic behavior; | A mixture of the appropriate 1,3-dicarbonyl compound 3 (1.1equiv), 2-iodoaniline (1 equiv), CTAB (10 mol%), K2CO3 (1equiv), and magnetic catalyst (20 mg) in H2O (4 mL) was stirredat 50 C for 3 h then cooled to r.t. The catalyst was removed byusing an external magnet, and the solution was extracted withEtOAc (3 × 10 mL). The extracts were dried (MgSO4), filtered,and concentrated under vacuum to give a crude product thatwas purified by column chromatography.Methyl 2-Methyl-1H-indole-3-carboxylate (4a)Beige solid; yield: 160 mg (85%); mp 164-166 C. IR (KBr):3016, 1690, 1449, 1209, 10905 cm-1. 1H NMR (400 MHz, CDCl3):delta = 2.72 (s, 3 H), 3.93 (s, 3 H), 7.16-7.30 (m, 3 H), 8.08 (d, J= 7.7Hz, 1 H), 8.67 (br s, 1 H). 13C NMR (100 MHz, CDCl3): delta = 14.2,50.8, 104.3, 110.4, 121.2, 121.7, 122.3, 127.2, 134.5, 144.2,166.7. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | With potassium phosphate;palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 150℃; for 3.0h; | Step 1 : synthesis of compound 1To a solution of 2-iodoaniline ( 1.0 eq) and dimethylphosphine oxide (1.1 eq) in DMF were added potassium phosphate ( 1.1 eq) and palladium acetate/Xantphos (catalytic). The reaction was stirred at 150 °C for 3 hours and cooled to room temperature. The solvent was evaporated and the residue was worked up with DCM/water. The crude product was purified with a column(EtOAc/MeOH 10: 1 ) to give 1 as a brown solid (80percent yield). |
80% | With potassium phosphate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 150℃; for 3.0h; | To a solution of 2-iodoaniline (1.0 eq) and dimethylphosphine oxide (1.1 eq) in DMF were added potassium phosphate (1.1 eq) and palladium acetate/Xantphos (catalytic). The reaction was stirred at 150 °C for 3 hours and cooled to room temperature. The solvent was evaporated and the residue was worked up with DCM/water. The crude product was purified with a column (EtOAc/MeOH 10:1) to give 1 as a brown solid (80percent yield). |
80% | With potassium phosphate; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 150℃; for 3.0h; | Synthesis of 1 (0791) (0792) To a solution of 2-iodoaniline (1.0 eq) and dimethylphosphine oxide (1.1 eq) in DMF were added potassium phosphate (1.1 eq), palladium acetate/Xantphos (catalytic). The reaction was stirred at 150° C. for 3 hours and cooled to room temperature. The solvent was evaporated and the residue was worked up with DCM/water. The crude product was purified with a column (EtOAc/MeOH 10:1) to give 1 as a brown solid (80percent yield). |
79.96% | With potassium phosphate; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In water; N,N-dimethyl-formamide; at 110 - 125℃; for 3.0h;Inert atmosphere; | The 2 - iodo aniline (990.01 g, 4. 52 muM, 1 equivalent) and dimethyl phosphine oxide (690 g, 5.2 muM, 1.15 equiv), K3PO4(0.594 g, 0.226 muM, 0.05 wt) in DMF (5.5 L, ) and water (0.55 L) in, the reaction mixture is under the protection of nitrogen, heated to 110 - 125 ° C and stirring 3 hours. LCMS and TLC (PE: EA = 10: 1, DCM: MeOH = 10: 1 ) Display the completion of reaction. The mixture is filtered and concentrated, wherein the DMF is removed, the resulting residues of ethyl acetate (2 L) dilution. Then adding HC / EA (4 M, 2 L) make the product into a salt , There are a large quantity of solid precipitate, stirring to make it uniform dispersion, the concrete filtering, the filter cake is used which acetone (0.4 L x 3) washing, and drying solid, to obtain the target compound (817 g, yield 79.96percent IS) AS Yellow Solid |
62.15% | With potassium phosphate; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 100℃; for 16.0h;Inert atmosphere; | 2-iodoaniline solution (12.50 g, 57.07 mmol) and Example 1J (5.35 g, 68.49 mmol), K3PO4 (14.54 g, 68.49 mmol), Xantphos (660.44 mg, 1.14 mmol) and palladium acetate ( 256.26 mg, 1.14 mmol) in DMF (80mL), the reaction mixture was stirred under nitrogen and heated to 100 deg. C and stirred for 16 hours. LCMS (DCM: methanol = 10: 1) showed the reaction was complete. The mixture was filtered and concentrated and the resulting residue was diluted with aqueous HCl (1N, 80mL), the pH is adjusted to about 2, and the resulting mixture was filtered. The filtrate (100mL × 2) and extracted with the DCM, the aqueous layer was separated, and washed with aqueous sodium bicarbonate to adjust the pH to about 9, and (200mL × 2) and extracted with DCM. The organic layer was dried over anhydrous sodium sulfate and concentrated to dryness. The crude product was purified by recrystallization (the PE: ethyl acetate = 5: 1) to give the title compound (6.00 g, 35.47 mmol, 62.15percent yield) as a white solid. |
62.15% | With potassium phosphate; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 120℃; for 6.0h;Inert atmosphere; | To a solution of 2-iodoaniline (1.0g, 4.57mmol, 1.Oeq) in dimethylformamide (lOmL) were added compound 128.1 (0.463g, 5.94mmol, Oeq) and potassium phosphate (1.937g, 9.14mmol, 2. Oeq). The reaction mixture was degassed for 10 min under argon atmosphere, and palladium acetate (0.103g, 0.457mmol, O. leq) and 4,5-Bis(Diphenylphosphino)-9,9-dimethylxanthene (0.529g, 0.914mmol, 0.2eq) were added. Reaction mixture was again degassed for 10 min and stirred at 120°C for 6h. After completion of reaction, reaction mixture was transferred into water and extracted with ethyl acetate. Organic layer was combined, dried over sodium sulphate and concentrated under reduced pressure to obtain crude material. This was further purified by column chromatography and compound was eluted in 3percent methanol in dichloromethane as eluent to obtain 128.2. (0.48g, 62.15percent). MS(ES): m/z 170.16 [M+H]+ |
With potassium phosphate; palladium diacetate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 0.12℃; | [00366] A mMure of 2iodoaniHne (66 g, 0.393 moL 1.0 eq.), dimethyl phosphine oxide (36.4 g, 0466 meL 1.19 eq.), potasshim phosphate (92.4 g. 0.423 mol, 1.1 eq.), paNadk1m(H) acetate (4.56 g, 002 mol, 005 eq), and Xantphos (11.6g, 0.02 mel. 0.05 eq.) in DMF (700 mL) was stirred at ?120° C for ?6 h. The color of the mixture turned dark brown. Upon cooling to rt, celite (30 g) was added to the mixture. The mixture was then filtered and the filter cake was rinsed with EtOAc (2 x 250 mL). The filtrate was then concentrated in vacuo to afford a residue. [00367] Another batch of (2..aminophenyl)dimethylphosphine oxide was synthesized at the same scale as performed above, and the residue obtained from both batches were combined and purified as discussed below.[00368] To the combined residues was added EtOAc (1 L), and the resulting mixture was stirred at rt for ?1 h. The mixture was filtered, and the collected residue was washed with EtCAc (2 x 250 mL), The combined filtrate was dried over sodium sulfate, filtered and concentrated in vacuo to afford an oil. The resulting oil was dissolved in a mixture of water / concentrated hydrochloric acid (1 .2 L / 300 mL) with agitation at rt, and stirred for 30 mm. The resulting mixture was filtered, and the collected residue was washed with aqueous hydrochloric acid (10percent, 300 mL). The combined aqueous filtrate was washed with EtOAc (2 x I L washes, followed by a 500 mL wash). The aqueous layer was cooled in an ice bath (less than 10° C internal mixture temperature) and the pH of the solution was adjusted to?12 (as determined by pH paper) by adding aqueous sodium hydroxide (30percent w/w), while maintaining an internal solution temperature of less than 20° C throughout the addition. The resulting solution was extracted with IPA?DCM (1/3 v/v, 4 x I L), and the combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo to afford a viscous oil, which crystallized upon standing at rt. The resulting solids were triturated with EtOAc/heptane (1/10 v/v, 2 x 150 mL) to afford (2aminophenyl)dimethylphosphine oxide as a light brown solid. | |
With palladium diacetate; N-ethyl-N,N-diisopropylamine; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 100℃; for 6.0h;Inert atmosphere; | 2-iodoaniline (17.5 g, 79.9 mmol) and dimethyl phosphine oxide (6.9 g, 88.5 mmol) were added,Palladium acetate (0.3 g, 1.3 mmol), Xantphos (0.77 g, 1.3 mmol),N,N-diisopropylethylamine (22.7 g, 175.8 mmol), DMF (50 mL),Magnetic stirring. Under nitrogen protection, heat to 100°C for 6 hours,The 2-iodoaniline consumption was monitored by thin layer chromatography. Cool to room temperature2,4,5-trichloropyrimidine (17.5 g, 95.9 mmol) was added and the reaction was heated to 75°C for 6 hours.The reaction was complete by thin layer chromatography. Cool to room temperature, add water 300mL,Adjust pH to 5 with 5percent hydrochloric acid and extract with ethyl acetate (100 mL x 3).Wash with sodium bicarbonate solution (100 mL), wash with saturated sodium chloride solution (100 mL × 2),Dry over anhydrous sodium sulfate. It is filtered with suction and concentrated to give a crude brown solid.Recrystallization with ethyl acetate/petroleum ether (volume ratio 1:2) gave an almost white solid 17g.Yield 67.3percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
72% | With triethylamine; In dichloromethane; at 0 - 20℃; for 16h;Inert atmosphere; | General procedure: To an ice cold solution of 2-Iodo aniline (150 mg, 0.688 mmol) indry DCM, triethyl amine (83 mg, 0.825mmol) was added drop wise at 0 C under nitrogen atmosphere. Benzoylchloride (116 mg, 0.825 mmol) was added into thereaction mixture drop wise maintaining 0 C and the stirring was continued for 16 hours at room temperature. After the completetion of the reaction (monitored by TLC), water (15mL) was added and extracted with DCM (20 mL x 3). The combined organic layer was washed with brine (20 mL) and dried (Na2SO4). The solvent was evaporated under reduced pressure to furnish a crude mass which was purified bycolumn chromatography over silica gel (230-400 mesh) using Cyclohexane-EtOAc(8:2) as elutant to afford the products 2a (177 mg) as white solid. All the other compounds 2b-2h were prepared similarly following the above procedure. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With pyridine; dmap; at 20℃; for 48h; | General procedure: Typically a mixture of 2-iodoaniline (1.1 g, 5.0 mmol), 4-DMAP (30 mg, 0.24 mmol) and the arylsulfonyl chloride (6.0 mmol) in pyridine (10 mL) was stirred at room temperature for 2 days. The pyridine was removed in vacuo, the residue dissolved in CH2Cl2 (25 mL) washed with saturated aqueous CuSO4 (2x20 mL) and water (20 mL), dried over MgSO4, filtered, the solvent removed in vacuo and the residue purified by column chromatography or crystallisation. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; tetrabutylammomium bromide; potassium carbonate; In 1,4-dioxane; water; at 130℃; for 1h;Microwave irradiation; | General procedure: Substituted 2-iodoaniline 1 (1.0 eq.), substituted phenylboronicacid 2 (1.2 eq.), K2CO3 (3.0 eq.), tetrabutylammonium bromide (0.1eq.), PdCl2(dppf) (0.1 eq.) and dioxane/H2O (9:1) (0.5 M) wereadded to a 10 mL microwave-vial. The vial was sealed with a capand placed in a Cem Discover-microwave cavity. After irradiation at130 C for 1 h and subsequent cooling, the solvent was removed invacuo. The residue was taken up into EtOAc (30 mL) and washedonce withwater and brine. The organic layerwas dried over MgSO4,filtered, and concentrated. The crude product was purified by flashcolumn chromatography using 0e10percent EtOAc/petroleum benzine togive the biphenylamine product 3a-3aa. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60.42% | With palladium diacetate; dimethyl phosphine oxide; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; In N,N-dimethyl-formamide; at 150℃; for 2.0h;Inert atmosphere; | A mixture of 2-iodoaniline (1.5g, 6.85mmol, 1.Oeq), dimethyl phosphine oxide (0.590g, 7.53mmol, 1.leq), Potassium phosphate (1.6g, 7.53mmol, 1.leq) in dimethylformamide (l5mL) was degassed by argon for 20mm. Xantphos (0.397g, 0.685mmol, 0.leq), Palladium(II) acetate (0.153g, 0.685mmol, 0.leq,) was added into reaction mixture and again degassed by argon for 30mm. Further reaction mixture was stirred at 150°C for 2h. Upon completion, reaction mixture was transferred into water and extracted with10percent MeOH in CH2C12. Organic layers were combined, dried over Na2SO4 and concentrated in vacuo to obtain crude product. This was purified by column chromatography and compound was eluted in 5percent MeOH in CH2C12 to obtain pure 242.1 (0.700g, 60.42 percent). MS(ES): m/z 170.16 [M+H]. |
Tags: 2-Iodoaniline | 2-Iodophenylamine | Iodides | Amines | Aryls | Fluorinated Building Blocks | Organic Building Blocks | 615-43-0
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
P103 | Read label before use |
Prevention | |
Code | Phrase |
P201 | Obtain special instructions before use. |
P202 | Do not handle until all safety precautions have been read and understood. |
P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
P242 | Use only non-sparking tools. |
P243 | Take precautionary measures against static discharge. |
P244 | Keep reduction valves free from grease and oil. |
P250 | Do not subject to grinding/shock/friction. |
P251 | Pressurized container: Do not pierce or burn, even after use. |
P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
Home
* Country/Region
* Quantity Required :
* Cat. No.:
* CAS No :
* Product Name :
* Additional Information :
Total Compounds: mg
The concentration of the dissolution solution you need to prepare is mg/mL