*Storage:
*Shipping:
4-Carboxypyrazole is an endogenous metabolite.
Synonyms: 4-Carboxypyrazole
4.5
*For Research Use Only !
Change View
Size | Price | US Stock | Global Stock | In Stock |
1g | łÇʶÊÊ | Inquiry | Inquiry | |
5g | łÇ˶ÊÊ | Inquiry | Inquiry | |
10g | łÇÿ¶ÊÊ | Inquiry | Inquiry | |
25g | łËó¶ÊÊ | Inquiry | Inquiry | |
100g | łîò¶ÊÊ | Inquiry | Inquiry | |
500g | łÍďî¶ÊÊ | Inquiry | Inquiry |
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
łÇʶÊÊ
łÇ˶ÊÊ
łÇÿ¶ÊÊ
łËó¶ÊÊ
łîò¶ÊÊ
łÍďî¶ÊÊ
In Stock
- +
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'.
Surveying the scope of aromatic decarboxylations catalyzed by prenylated-flavin dependent enzymes
Anushree Mondal ; Pronay Roy ; Jaclyn Carrannatto ; Prathamesh M. Datar ; Daniel J. DiRocco ; Katherine Huntera and E. Neil G. Marsh
Abstract: The prenylated-flavin mononucleotide-dependent decarboxylases (also known as UbiD-like enzymes) are the most recently discovered family of decarboxylases. The modified flavin facilitates the decarboxylation of unsaturated carboxylic acids through a novel mechanism involving 1,3-dipolar cyclo-addition chemistry. UbiD-like enzymes have attracted considerable interest for biocatalysis applications due to their ability to catalyse (de)carboxylation reactions on a broad range of aromatic substrates at otherwise unreactive carbon centres. There are now ∼35[thin space (1/6-em)]000 protein sequences annotated as hypothetical UbiD-like enzymes. Sequence similarity network analyses of the UbiD protein family suggests that there are likely dozens of distinct decarboxylase enzymes represented within this family. Furthermore, many of the enzymes so far characterized can decarboxylate a broad range of substrates. Here we describe a strategy to identify potential substrates of UbiD-like enzymes based on detecting enzyme-catalysed solvent deuterium exchange into potential substrates. Using ferulic acid decarboxylase (FDC) as a model system, we tested a diverse range of aromatic and heterocyclic molecules for their ability to undergo enzyme-catalysed H/D exchange in deuterated buffer. We found that FDC catalyses H/D exchange, albeit at generally very low levels, into a wide range of small, aromatic molecules that have little resemblance to its physiological substrate. In contrast, the sub-set of aromatic carboxylic acids that are substrates for FDC-catalysed decarboxylation is much smaller. We discuss the implications of these findings for screening uncharacterized UbiD-like enzymes for novel (de)carboxylase activity.
Show More >
Purchased from AmBeed: 27916-43-4 ; 2438-05-3 ; 501-89-3 ; 42287-94-5 ; 776-79-4 ; 53473-36-2 ; 7251-61-8 ; 42287-97-8 ; 1621-91-6 ; 37718-11-9 ; 288-13-1 ; 86-73-7 ; 104-53-0 ; 2018-90-8 ; 87-66-1 ; 135-19-3 ; 1664-57-9 ; 289-80-5 ; 693-95-8 ; 55-22-1 ; 102-93-2 ; 1477-50-5 ; 1632-76-4 ; 4780-79-4 ; 16642-79-8 ; 3581-89-3 ; 501-97-3 ; 771-50-6 ; 98-98-6 ; 619-64-7 ; 100-51-6 ; 402-45-9 ; 59-67-6 ; 93-60-7 ; 273-53-0 ; 2084-13-1 ; 51-17-2 ; 2459-09-8 ; 2459-07-6 ; 95-16-9 ; 459-31-4 ; 90-05-1 ; 150-76-5 ; 103-25-3 ; 271-44-3 ; 6293-56-7 ; 2550-26-7 ; 288-32-4 ; 501-52-0 ; 2001-32-3 ; 1592-38-7 ; 95-15-8 ; 91-19-0 ; 1122-61-8 ; 3724-19-4 ; 20173-24-4 ; 118-31-0 ; 6125-24-2 ; 60-12-8 ; 90-15-3 ; 120-72-9 ; 822-36-6 ; 288-47-1 ; 288-42-6 ; 2038-57-5 ; 38628-51-2 ; 1929-29-9 ; 15009-91-3 ; 1505-50-6 ; 581-40-8 ; 616-47-7 ; 1571-33-1
Show More >
Spatially confined protein assembly in hierarchical mesoporous metal-organic framework
Wang, Xiaoliang ; He, Lilin ; Sumner, Jacob ; Qian, Shuo ; Zhang, Qiu ; O′Neill, Hugh , et al.
Abstract: Immobilization of biomols. into porous materials could lead to significantly enhanced performance in terms of stability towards harsh reaction conditions and easier separation for their reuse. Metal-Organic Frameworks (MOFs), offering unique structural features, have emerged as a promising platform for immobilizing large biomols. Although many indirect methods have been used to investigate the immobilized biomols. for diverse applications, understanding their spatial arrangement in the pores of MOFs is still preliminary due to the difficulties in directly monitoring their conformations. To gain insights into the spatial arrangement of biomols. within the nanopores. We used in situ small-angle neutron scattering (SANS) to probe deuterated green fluorescent protein (d-GFP) entrapped in a mesoporous MOF. Our work revealed that GFP mols. are spatially arranged in adjacent nanosized cavities of MOF-919 to form "assembly" through adsorbate-adsorbate interactions across pore apertures. Our findings, therefore, lay a crucial foundation for the identification of proteins structural basics under confinement environment of MOFs.
Show More >
Purchased from AmBeed: 37718-11-9
Show More >
CAS No. : | 37718-11-9 |
Formula : | C4H4N2O2 |
M.W : | 112.09 |
SMILES Code : | C1=N[NH]C=C1C(O)=O |
Synonyms : |
4-Carboxypyrazole
|
MDL No. : | MFCD00011558 |
InChI Key : | IMBBXSASDSZJSX-UHFFFAOYSA-N |
Pubchem ID : | 3015937 |
GHS Pictogram: | ![]() |
Signal Word: | Warning |
Hazard Statements: | H315-H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* 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 |
---|---|---|
38% | With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In DMF (N,N-dimethyl-formamide); at 23℃; for 17h; | To a solid mixture of N-[((5S)-3-{O4-[exo-(1R,5S)-3-azabicyclo [3.1. 0] hex-6- YL]-3-FLUOROPHENYL}-2-OXO-1, 3-oxazolidin-5-yl) methyl] acetamide (0.12 g, 0.36 mmol, 1 equivalent), HOBT (74 mg, 0.54 mmol, 1.5 equiv. ), EDCI (120 mg, 0.626 mmol, 1.74 equiv. ) and <strong>[37718-11-9]4-pyrazolecarboxylic acid</strong> (47 mg, 0.42 mmol, 1.2 equiv. ) at 23°C was added DMF (5 mL), followed by DIEA (0.3 mL, 1.7 mmol, 4.7 equiv. ). The reaction mixture was stirred at the same temperature for 17 hours, diluted with saturated NaHC03 aqueous and extracted with CH2C12 (3X100 mL). The combined organic layers were washed (H20, brine), dried (NaSO4), filtered and evaporated to dryness. The crude product was purified by chromatography on a silica gel column, eluting with a gradient increasing in polarity from 0 to 5percent methanol in methylene chloride. Relevant fractions were combined to give the title compound. Yield 0.059 g (38percent). MS (m/z): [M+H] + = 428. HPLC (SYMMETRY C18 3.5 JIM, 4.6 x 30 mm column; gradient elution 2percent- 98percent MECN with 0. 1percent TFA over 5 min; 2 mL/min rate): retention time = 1.71 min. H NMR (300 MHz, DMSO-d6): 1.69 (m, 1H), 1.81 (s, 3H), 1.99 (bs, 1H), 2.07 (bs, 1H), 3.39 (t, J=5. 4 Hz, 2H), 3.52 (m, 1H), 3.69 (m, 1H), 3.98 (m, 3H), 4.08 (t, J=8. 7 Hz, 1H), 4.71 (m, 1H), 7.09 (t, J=8. 7 Hz, 1H), 7.19 (m, 1H), 7.44 (dd, J=12. 9 Hz, 2.1 Hz, 1H), 7.82 (s, 1H), 8.16 (s, 1H), 8.24 (t, J=6. 0 Hz, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With toluene-4-sulfonic acid; In DMF (N,N-dimethyl-formamide); ethyl acetate; at 20℃; for 3h; | Step 1 : Preparation of L-(TETRAHYDRO-PYRAN-2-YL)-LH-PYRAZOLE-4-CARBOXYLIC acid :; To a solution of 4-pyrazole carboxylic acid (6. 3 mmol, 947 mg) in ETOAC/DMF (50/5ML) at room temperature was added 3, 4-dihydro-2H-pyran (12. 45mmoles, 1. 135ML) followed bypara-toluenesulfonic acid (0. leq, 79mg). The mixture was stirred for 3 hours. Upon completion, the reaction mixture was concentrated under vacuum and the residue partitioned between saturated aqueous sodium carbonate (150ml) and EtOAc (50ML), the aqueous layer was decanted and acidified to pH 5 then extracted with EtOAc (4X100ML). The EtOAc layers were combined, dried over NA2S04 and concentrated to afford the title compound as a white solid (1. 46g, 90%). LH NMR (400 MHz, DMSO-d6) 5 12. 44 (s, 1H, Broad) ; 8. 36 (s, 1H, Broad) ; 7. 84 (s, 1H) ; 5. 44 (dd, 1H, J=9. 9, 2. 1) ; 3. 96-3. 91 (m, 1H) ; 3. 65- 3. 59 (m, 1H) ; 2. 15-2. 05 (m, 1H) ; 1. 94-1. 87 (m, 2H) ; 1. 71-1. 60 (m, 1H) ; 1. 56-1. 48 (m, 1H). LCMS : method A, Rt =1. 95 min, [MH+=197]. |
70% | With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20℃; for 20h; | Step 6.1, 1-(tetrahydro-2H-pyran-2-yl)-<strong>[37718-11-9]1H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong></strong> To a suspension of <strong>[37718-11-9]1H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong></strong> (50 g, 446 mmol) in 500 mL of DMF are added para-toluenesulfonic acid (8.48 g, 44 mmol) and DHP (132 mL, 1561 mmol). The reaction medium turns yellow and then black after stirring at room temperature for 20 hours. The reaction mixture is poured into saturated aqueous NaHCO3 solution and extracted with EtOAc. The aqueous phase is acidified to pH 3 by adding 6M hydrochloric acid solution. The precipitate formed is filtered off and washed with water and then dried under vacuum at 50 C. to give 61.2 g of a white powder (yield: 70%). |
70% | With toluene-4-sulfonic acid; at 20℃; for 20h; | Step 6.1. 1 -(tetrahydro-2H-pyran-2-yl)-1 H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong> To a suspension of 1 /-/-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong> (50 g, 446 mmol) in 500 mL of DMF are added para-toluenesulfonic acid (8.48 g, 44 mmol) and DHP (132 mL, 1561 mmol). The reaction medium turns yellow and then black after stirring at room temperature for 20 hours. The reaction mixture is poured into saturated aqueous NaHC03 solution and extracted with EtOAc. The aqueous phase is acidified to pH 3 by adding 6M hydrochloric acid solution. The precipitate formed is filtered off and washed with water and then dried under vacuum at 50C to give 61.2 g of a white powder (yield: 70%). LCMS (Method D): MH+ = 197.1 , RT = 0.60 min |
70% | With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20℃; for 20h; | Step 6.1. 1-(tetrahydro-2H-pyran-2-yl)-<strong>[37718-11-9]1H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong></strong> To a suspension of <strong>[37718-11-9]1H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong></strong> (50 g, 446 mmol) in 500 mL of DMF are added para-toluenesulfonic acid (8.48 g, 44 mmol) and DHP (132 mL, 1561 mmol). The reaction medium turns yellow and then black after stirring at room temperature for 20 hours. The reaction mixture is poured into saturated aqueous NaHCO3 solution and extracted with EtOAc. The aqueous phase is acidified to pH 3 by adding 6M hydrochloric acid solution. The precipitate formed is filtered off and washed with water and then dried under vacuum at 50C to give 61.2 g of a white powder (yield: 70%). LCMS (Method D): MH+= 197.1, RT = 0.60 min |
70% | With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 5 - 25℃; for 20h; | To a suspension of <strong>[37718-11-9]1H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong></strong> (50 g, 446 mmol) in 500 mL of DMF are added para-toluenesulfonic acid (8.48 g, 44 mmol) and DHP (132 mL, 1561 mmol). The reaction medium turns yellow and then black after stirring at room temperature for 20 hours. The reaction mixture is poured into saturated aqueous NaHCO3 solution and extracted with EtOAc. The aqueous phase is acidified to pH 3 by adding 6M hydrochloric acid solution. The precipitate formed is filtered off and washed with water and then dried under vacuum at 50 C. to give 61.2 g of a white powder (yield: 70%). [0867] LCMS (Method D): MH+=197.1, RT=0.60 min |
70% | With toluene-4-sulfonic acid; In N,N-dimethyl-formamide; at 20℃; for 20h;Darkness; | To a suspension of lH-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong> (50 g, 446 mmol) in 500 ml DMF was added p-toluenesulfonic acid(8.48 g, 44 mmol) and DHP (132 mL, 1561 mmol).The reaction medium turned yellow and then changed at room temperature for 20 hoursblack. The reaction mixture was poured into saturated aqueous NaHCO3 and extracted with EtOAc. The aqueous phase was added by the addition of 6M hydrochloric acid solutionTo pH = 3. The resulting precipitate was filtered off and washed with water and then dried in vacuo at 50 C to give 61.2 g of a white powder(Yield: 70%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
To a solution of tert-butyl { [(5S)-5-(hydroxymethyl)tetrahydro-2H-pyran-2- yl] methyl} carbamate (300 mg, 1.22 mmol) and 3,4-difluorophenol (397.7 mg, 3.06 mmol) in THF (4.9 mL), were added PPh3 (737.7 mg, 2.81 mmol) and DIAD (0.56 mL, 2.32 mmol) at 0 °C. The mixture was irradiated by microwave at 180 °C for 5 min. Then the mixture was cooled to room temprature and was diluted AcOEt. The oganic layer was washed with 2N NaOH aq. and brine. The organic layer was dried over Na2SO4, was filtered and evaporated. The crude product was purified by silica gel column chromatography (hexane: AcOEt = 50: 1-20: 1) to give tert-butyl ({(2R, SR)-5-[(3, 4- difluorophenoxy) methyl] tetrahydro-2H-pyran-2-yl} methyl) carbamate (55.5 mg, 0.155 mmol) This was dissolved in HCl-MeOH (1 mL) and the mixture was stirred at 40 °C for 2hr. The mixture was evaporated to give the crude amine. The amine was dissolved in DMF (2 mL) and were added lH-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong> (17.4 mg, 0.155 mmol), Et3N (0.064 mL, 0.466 mmol), HOBt (28.5 mg, 0.186 mmol) and WSC (35.6 mg, 0.186 mmol) at 0 °C. The mixture was stirred at room temperature overnight. 2N NaOH aq was added to the mixture and the mixture was stirred at room temperature for 1 hr. The mixture was extracted with AcOEt and the organic layer was washed with brine. The organic layer was dried over Na2S04, was filtered and evaporated. The crude product was purified by silica gel column chromatography (CH2CI2 : MeOH = 20 : 1) to give the titled compound. 'H NMR (DMSO-d) 6 : 13.08 (br, 1H), 8.17-7. 92 (m, 3H), 7.35-7. 25 (m, 1H), 7.13-7. 05 (m, 1H), 6. 84-6. 75 (m, 1H), 4.14 (t, J = 9.1 Hz, 1H), 4.03-3. 87 (m, 2H), 3.58-3. 11 (m, 4H), 1.94 (br, 1H), 1. 88-1. 64 (m, 2H), 1.53-1. 29 (m, 2H) ppm. MS (ESI): 352.20 (M+H) +, 350.15 (M-H)- |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
To a suspension of LiAlH4 (119.7 mg, 3., 15 mmol) in THF (10 mL) the solution of 2- (azidomethyl)-5- [ (4-chlorophenoxy) methyl] tetrahydro-2H-pyran (444.3 mg, 1. 58 mmol) in THF (6 mL) was added at 0 °C. Then the mixture was stirred at 0 °C for 1.25 hr. The reaction was quenched by Na2S04-10H20 (1. 6 g, 4.97 mmol) and KF (200 mg, 3.44 mmol). The mixture was stirred at room temperature for lhr. The mixture was filtered through a pad of celite and the filtrate was evaporated to give the crude compound. To a solution of the crude compound in DMF (5 mL), were added lH-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong> (177.1 mg, 1.58 mmol), HOBt (290.4 mg, 1.90 mmol) and WSC (363.5 mg, 1.90 mmol) at 0 °C. The mixture was stirred at room temperature overnight. 2N NaOH aq was added to the mixture and the mixture was stirred at room temperature for 1 hr. The mixture was extracted with AcOEt and the organic layer was washed with brine. The organic layer was dried over Na2S04, was filtered and evaporated. The crude product was purified by silica gel column chromatography (CHzCI2 : MeOH = 20 : 1) to give the mixture of 4 stereoisomers. 4 stereoisomers were separated by Chiral column (Chiralcel OJ-H, 20 mm I. D. x 250 mm (No. OJHOCJ-DH004), DAICEL) using n-Hexane: EtOH: Et2NH = 88: 12: 0.1 as an eluent (18. 9 mLJmin). Example 120 N-({(2R,5R)-5-[(4-Chlorophenoxy)methyl]tetrahydro-2H-pyran-2-yl}methyl)-1H-pyrazole- 4-carboxamide Retention time 12 min-20 min (13 min) lH NMR (DMSO-d) 8 : 13. 10 (br, 1H), 8.23-7. 83 (m, 3H), 7.33 (d, J = 9.0 Hz, 2H), 6.99 (d, J = 8.8 Hz, 2H), 4.14 (t, J = 9.0 Hz, 1H), 4.05-3. 86 (m, 2H), 3. 58-3. 12 (m, 4H), 1.95 (br, 1H), 1.89-1. 66 (m, 2H), 1.53-1. 20 (m, 2H) ppm. MS (ESI) : 350.05 (M+H) +, 348. 06 (M-H)- Example 121 N-({(2S,5S)-5-[(4-Chlorophenoxy)methyl]tetrahydro-2H-pyran-2-yl}methyl)-1H-pyrazole- 4-carboxamide Retetntion time 20 min-24 min (22 min) 'H NMR (DMSO-d) b : 13.09 (br, 1H), 8. 20-7. 85 (m, 3H), 7.32-7. 28 (m, 2H), 7.04-6. 94 (m, 2H), 4.14 (t, J= 8.7 Hz, 1H), 4.05-3. 86 (m, 2H), 3.60-3. 10 (m, 4H), 1.95 (br, 1H), 1. 86-1. 64 (m, 2H), 1.53-1. 20 (m, 2H) ppm. MS (ESI): 350.04 (M+H)+, 348.06 (M-H)- |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
97% | With thionyl chloride; for 18h;Heating / reflux; | Step B: 1H-pyrazole-4-carbonyl chloride; A mixture of <strong>[37718-11-9]1H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong></strong> (1.03 g, 9.2 mmol) in thionyl chloride (20 mL) was heated for 18 h at reflux. Upon evaporation, 1.16 g (97percent) of a white solid was obtained. |
97% | With thionyl chloride; for 18h;Reflux; | Step B: 1H-pyrazole-4-carbonyl chlorideA mixture of <strong>[37718-11-9]1H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong></strong> (1.03 g, 9.2 mmol) in thionyl chloride (20 mL) was heated for 18 h at reflux. Upon evaporation, 1.16 g (97percent) of a white solid was obtained. |
With thionyl chloride; at 90℃; for 18h; | Step 1: 4-pyrazolecarbonyl chloride A mixture of <strong>[37718-11-9]4-pyrazolecarboxylic acid</strong> (600 mg) in thionyl chloride (5 mL) was heated to 90° C. under nitrogen. After 18 hr., the mixture was allowed to cool to room temperature and the solvent removed in vacuo to provide 579 mg of 4-pyrazolecarbonyl chloride 12, which was used without further purification for the next step (Step 2). El-HRMS m/e calcd for C16H11N3OS (M+) 293.0623, found 293.0621. |
With thionyl chloride; In dichloromethane; at 40℃; | A 250-mL round-bottom flask was charged with lH-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong> (5.00 g, 44.6 mmol, 1.00 equiv), DCM (50 mL), and thionyl chloride (21.3 g, 179 mmol, 4.00 equiv). The resulting solution was stirred overnight at 40 °C and concentrated under reduced pressure to provide 6.00 g (crude) of lH-pyrazole-4-carbonyl chloride as a white solid. | |
With oxalyl dichloride; N,N-dimethyl-formamide; at 0 - 30℃; for 2h; | In a 3L three-necked bottle, <strong>[37718-11-9]1H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong></strong> (SM1, 112.0 g, 1.0 mol) and DMF (500 ml) were added and controlled.The system temperature is 0-5°C, and a solution of 254 g (2.0 mol) oxalyl chloride in DMF (500 ml) is slowly added dropwise to the solution of oxalyl chloride in DMF.During the liquid process, the temperature of the control system is maintained at 0-5°C. After the DMF solution of the acyl chloride reagent is added dropwise,Warm to room temperature (25-30°C) and stir for 2h. Then spin to obtain <strong>[37718-11-9]1H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong></strong> chloride; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | <strong>[37718-11-9]1H-Pyrazole-4-carboxylic acid</strong> (300 mg, 2.1 mmol), 4-(2-chloroethyl)morpholine (822 mg, 4.3 mmol) and potassium carbonate (1.2 g, 8.6 mmol) are dissolved in dimethylformamide (12 ml) and stirred for 6.5 h at 75° C. Aftr stnding for another 18 h at ambient temperature, the reaction mixture was treated with water (25 ml) and extracted four times with ethyl acetate (25 ml each). The combined organic layers are extracted four times with water, dryed with magnesium sulphate and evaporated in vacuo. Flash chromatography (silice, eluent dichloromethane containing 4percent methanol) afforded the title compound as colorles liquid (70percent yield). MS: m/e=254(M+H+). Following the general method of example 30 the compounds of examples 31 to 32 were prepared. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
2.6 g(90%) | In methanol; | Methyl 3-pyrazolcarboxylate hydrochloride 10 mL of methanol at 0° C. was treated dropwise with lmL acetyl chloride, followed by addition of 2.0 g(17.84 mmol) of 4-pyrazolcarboxylic acid, followed by warming the mixture at reflux for 18 h. The solution was cooled and concentrated in vacuo to afford 2.6 g(90percent) of the title compound as a white solid. 1 H NMR (CD3 OD) delta8.25, 3.86. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | With sodium chloride; sodium hydrogencarbonate; triethylamine; In N-methyl-acetamide; | EXAMPLE 13 N-[4-(4-piperidinomethyl-2-pyridyloxy)-cis-2-butenyl]pyrazole-4-carboxamide A solution of 2.39 g of 4-(4-piperidinomethyl-2-pyridyloxy) -cis-2-butenylamine and 1.08 g of <strong>[37718-11-9]4-pyrazolecarboxylic acid</strong> in 40 ml of dry dimethylformamide was stirred for 5 minutes, whilst ice-cooling. 1.89 g of diethyl cyanophosphonate and 1.65 ml of triethylamine were added to the mixture, and the resulting mixture was stirred at room temperature for 3 hours. At the end of this time, the reaction mixture was diluted with water and extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium hydrogencarbonate and then with a saturated aqueous solution of sodium chloride, after which it was dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, and the residue was purified by column chromatography through silica gel, using a 1:9 by volume mixture of methanol and chloroform as the eluent, to give 1.65 g (yield 51percent) of the title compound as a white powder, melting at 121°-123° C. Nuclear Magnetic Resonance Spectrum (CDCl3), delta ppm: 1.38-1.52 (2H, multiplet); 1.52-1.66 (4H, multiplet); 2.32-2.48 (4H, multiplet); 3.42 (2H, singlet); 4.16 (2H, triplet, J=5.6 Hz); 4.95 (2H, doublet, J=5.9 Hz); 5.72-5.96 (2H, multiplet); 6.74 (1H, singlet); 6.81 (1H, broad triplet, J=5.6 Hz); 6.87 (1H, doublet, J=5.3 Hz); 7.99 (2H, singlet); 8.03 (1H, doublet, J=5.3 Hz). Infrared Absorption Spectrum (KBr), numax cm-1: 2933, 1629, 1611, 1566, 1530, 1408, 1342, 1299. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
85% | With sodium chloride; sodium hydrogencarbonate; triethylamine; In N-methyl-acetamide; | EXAMPLE 64 N-[3-(4-Piperidinomethyl-2-pyridyloxy)propyl]-pyrazole-4-carboxamide A solution of 1.0 g of 3-(4-piperidinomethyl-2-pyridyloxy)propylamine and 0.45 g of <strong>[37718-11-9]4-pyrazolecarboxylic acid</strong> dissolved in 15 ml of dimethylformamide was stirred for 5 minutes, whilst ice-cooling, after which 734 mg of diethyl cyanophosphonate and 0.68 ml of triethylamine were added to the resulting mixture. The mixture was then stirred at room temperature for 3 hours, after which it was diluted with water, and the aqueous mixture was extracted with ethyl acetate. The extract was washed with a saturated aqueous solution of sodium hydrogencarbonate and then with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. The solvent was then removed by distillation under reduced pressure, and the resulting residue was purified by column chromatography through silica gel, using a 1:9 by volume mixture of methanol and chloroform as the eluent, to give 1.2 g (yield 85%) of the title compound as a white powder, melting at 117-119 C. Nuclear Magnetic Resonance Spectrum (CDCl3), delta ppm: 1.39-1.47 (2H, multiplet); 1.50-1.62 (4H, multiplet); 1.99-2.11 (2H, multiplet); 2.34-2.44 (4H, multiplet); 3.41 (2H, singlet); 3.55 (2H, quartet, J=5.9 Hz); 4.42 (2H, triplet, J=5.9 Hz); 6.72 (1H, singlet); 6.88 (1H, doublet, J=5.3 Hz); 7.16 (2H, broad triplet, J=5.9 Hz); 7.99-8.05 (2H, multiplet); 8.05 (1H, doublet, J=5.3 Hz). Infrared Absorption Spectrum (KBr), numax cm-1: 3250, 2935, 1631, 1607, 1566, 1421, 1386, 1302, 1212. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
34% | EXAMPLE 28 N-{4-[4-(1-Pyrrolidinylmethyl)-2-pyridyloxy]-cis-2-butenyl}pyrazole-4-carboxamide Following a procedure similar to that described in Example 13, but using 4-[4-(1-pyrrolidinylmethyl)-2-pyridyloxy]-cis-2-butenylamine and <strong>[37718-11-9]4-pyrazolecarboxylic acid</strong> as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as a white powder, melting at 57°-61° C., in a 34percent yield. Nuclear Magnetic Resonance Spectrum (CDCl3), delta ppm: 1.75-1.90 (4H, multiplet); 2.50-2.67 (4H, multiplet); 3.61 (2H, singlet); 4.17 (2H, triplet, J=5.9 Hz); 4.95 (2H, doublet, J=6.4 Hz); 5.69-5.92 (2H, multiplet); 6.72 (1H, broad triplet, J=5.4 Hz); 6.77 (1H, singlet); 6.90 (1H, doublet, J=5.4 Hz); 7.96 (2H, singlet); 8.04 (1H, doublet, J=5.4 Hz). Infrared Absorption Spectrum (KBr), numax cm-1: 2962, 1626, 1610, 1568, 1539, 1421, 1410, 1400. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | EXAMPLE 65 N-[4-(4-Piperidinomethyl-2-pyridyloxy)butyl]-pyrazole-4-carboxamide Following a procedure similar to that described in Example 64, but using 4-(4-piperidinomethyl-2-pyridyloxy)butylamine and <strong>[37718-11-9]4-pyrazolecarboxylic acid</strong> as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as a white powder, melting at 145°-147° C., in a 71percent yield. Nuclear Magnetic Resonance Spectrum (CDCl3), delta ppm. 1.39-1.50 (2H, multiplet); 1.53-1.62 (4H, multiplet); 1.71-1.92 (4H, multiplet); 2.31-2.42 (4H, multiplet); 3.41 (2H, singlet); 3.49 (2H, doublet of doublets, J=12.5 and 6.6 Hz); 4.29 (2H, doublet of doublets, J=11.2 and 6.1 Hz); 6.36-6.42 (1H, broad); 6.71 (1H, singlet); 6.85 (1H, doublet, J=5.3 Hz); 7.96 (2H, singlet); 8.05 (1H, doublet, J=5.3 Hz). Infrared Absorption Spectrum (KBr), numax cm-1: 3335, 2940, 1628, 1619, 1560, 1426, 1366, 1299, 992. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
EXAMPLE 66 N-[5-(4-Piperidinomethyl-2-pyridyloxy)pentyl]pyrazole-4-carboxamide Following a procedure similar to that described in Example 64, but using 5-(4-piperidinomethyl-2-pyridyloxy)pentylamine and <strong>[37718-11-9]4-pyrazolecarboxylic acid</strong> as starting materials, in relative proportions similar to those used in that Example, the title compound was obtained as a white powder, melting at 105°-106° C., in a yield. Nuclear Magnetic Resonance Spectrum (CDCl3), delta ppm: 1.42-1.60 (4H, multiplet); 1.60-1.74 (6H, multiplet); 1.76-1.88 (2H, multiplet); 2.40-2.63 (4H, multiplet); 3.43 (2H, quartet, J=6.7 Hz); 3.51 (2H, singlet); 4.27 (2H, triplet, J=6.3 Hz); 6.15-6.25 (1H, broad); 6.75 (1H, singlet); 6.88 (1H, doublet, J=5.3 Hz); 7.96 (2H, singlet); 8.07 (1H, doublet, J=5.3 Hz). Infrared Absorption Spectrum (CHCl3), numax cm-1: 3460, 2930, 1640, 1610, 1570, 1418, 1320. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79.6% | With hydrogenchloride; In methanol; water; | 3. Preparation of 4-carbomethoxypyrazole (5): To an ice cold saturated solution of HCl in methanol (500 ml), <strong>[37718-11-9]pyrazole-4-carboxylic acid</strong> (4) (19.2 g, 0.17 m) was added and the solution stirred at 0° C. for 3 hours and at ambient temperature overnight. The solvent was distilled off and the brown residue was dissolved in water. The aqueous solution was neutralized with NaHCO3 and the product was repeatedly extracted with ether (25*100 ml). The ether extract was dried over Mg SO4 and concentrated to give the methyl ester (5) as a pale yellow solid (13.59 g, 79.6percent). |
With sulfuric acid; sodium methylate; In methanol; chloroform; | PREPARATIVE EXAMPLE 6 Synthesis of methyl pyrazole-4-carboxylate <strong>[37718-11-9]4-Pyrazolecarboxylic acid</strong> (514 mg) was dissolved in methanol (10 ml) and sulfuric acid (0.25 ml), and the mixture was stirred at room temperature for 2 hours, followed by refluxing under heating for 4 hours. After cooling, a 28percent solution (0.95 ml) of sodium methylate in methanol was added to the reaction mixture for neutralization and the solvent was distilled away. Chloroform was added to the residue, and the residue was washed with water and brine and dried over anhydrous magnesium sulfate. The solvent was distilled away to give 433 mg of the title compound. 1 H-NMR(CDCl3 /ppm) delta3.92(3H, s), 8.08(2H, s), 8.26(1H, br s) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
INTERMEDIATE 61H N-N1 H-Pyrazole-4-carboxamide The mixture of <strong>[37718-11-9]1H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong></strong> (2.0 g, 17.8 mmol) and thionyl chloride (20 mL, 168 mmol) was heated to reflux. After 4 h, the reaction mixture was concentrated, and then dried at reduced pressure for 0.5 h. The resulting residue was dissolved in CH2Cl2 (35 mL), cooled to 0 C and added to a solution of ammonium hydroxide (46.8 mL, 357 mmol) in CH2Cl2 (20 mL). The reaction mixture was warmed to rt and stirred for 12 h. After which point, the mixture was concentrated and CH3OH /CHiCl2 (1 : 10, 40 ml) were added and stirred for 10 min. The solution was filtered and washed with CH3OH /CH2Cl2 (1:10). The filtrate was concentrated to give the title compound (1.5 g), which was used in the next step without purification. LC/MS: m/e 112.0 (M+H)+. | ||
Description 16;. llZ-Pyrazole-4~carboxamideA solution of lH-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong> (56 mg, 0,50 mmol) in thionyl chloride (4 mL) was heated at 75°C for 4 hours. After cooling, the solution was evaporated to dryness. The residue was dissolved in dioxane (5 mL) and this solution was added to a rapidly stirred solution of ammonium hydroxide in water. After 1 hour the mixture was evaporated to dryness to give the title compound. | ||
The mixture of <strong>[37718-11-9]1H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong></strong> (2.0 g, 17.8 mmol) and thionyl chloride (20 mL, 168 mmol) was heated to reflux. After 4 h, the reaction mixture was concentrated, and then dried at reduced pressure for 0.5 h. The resulting residue was dissolved in CH2Cl2 (35 mL), cooled to 0° C. and added to a solution of ammonium hydroxide (46.8 mL, 357 mmol) in CH2Cl2 (20 mL). The reaction mixture was warmed to rt and stirred for 12 h. After which point, the mixture was concentrated and CH3OH/CH2Cl2 (1:10, 40 ml) were added and stirred for 10 min. The solution was filtered and washed with CH3OH/CH2Cl2 (1:10). The filtrate was concentrated to give the title compound (1.5 g), which was used in the next step without purification. LC/MS: m/e 112.0 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; n-butyllithium; In hexane; water; | 2. Preparation of Pyrazole -4-carboxylic acid (4): To a solution 4-bromopyrazole (3) (3.82 g, 0.026 m) in ether (30 ml) at -78° C., was added a solution of 2-4 M n-butyllithium in hexane (21.7 ml, 0.052 m) in drops over a period of 40 minutes. After stirring at -78° C. for 31/2 hours, the solution was warmed to ambient temperature and stirred for a further period of 5 hours. The solution was cooled again to -78° C. and excess dry ice was added. After stirring for 2 hours at -78° C., the reaction mixture was allowed to warm to ambient temperature overnight. Water was added to quench the reaction and the heterogeneous mixture was neutralized to ph 7 by the careful addition of concentrated HCl. The mixture was further diluted with water to dissolve all the solids and was washed with ether. Water was removed from the aqueous layer by distillation under vacuum to yield an off-white solid (4.38 g, crude 4). The product was not purified and was carried on for the subsequent reaction. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
2.6 g (90%) | In methanol; | Methyl 3-pyrazolecarboxylate hydrochloride 10 mL of methanol at 0° C. was treated dropwise with 1 mL acetyl chloride, followed by addition of 2.0 g (17.84 mmol) of <strong>[37718-11-9]4-pyrazolecarboxylic acid</strong>, followed by warming the mixture at reflux for 18 h. The solution was cooled and concentrated in vacuo to afford 2.6 g (90percent) of the title compound as a white solid. 1 H NMR (CD3 OD) delta 8.25, 3.86. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 4-methyl-morpholine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; at 20℃; for 20h; | Example 36; (R)-1 H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong> (4-(3,4-dimethoxy-phenyl)-4-{1 ,3-dioxo-4-[4-(1 R)-(I -phenyl-ethyl)-piperazin-1 -yl]-1 ,3-dihydro- isoindol-2-yl}-butyl)-amide Cpd 190; A 50-mL round bottom flask was charged with Compound 23I (30 mg, 0.05 mmol) and dimethylformamide (1.0 mL). The mixture was cooled using an ice/water bath. N-Methylmorpholine (NMM) (16.0 muL, 0.147 mmol), <strong>[37718-11-9]4-pyrazolecarboxylic acid</strong> (9.0 mg, 0.08 mmol), hydroxybenzotriazole hydrate (HOBT) (6.0 mg, 0.044 mmol), and O-benzotiazoM-yl-N.N.N'.N'- <n="261"/>tetramethyluronium hexafluorophosphate (HBTU) (37 mg, 0.10 mmol) were added. The mixture was stirred at room temperature for 20 h. The mixture was diluted with ethylacetate (100 mL), washed with 1 N sodium hydroxide (2 X 30 mL), and saturated aqueous sodium chloride (30 mL). The organic layer was dried using Na2SO4, filtered through Celite.(R)., and concentrated in vacuo. The crude material was purified on a Gilson HPLC with a reversed phase Kromasil column (10t/, 1OpsiA C18, column length 250x50 mm, gradient 85:15-0:100 H2O:MeCN) to give 10.0 mg of the title Compound 190 as a yellow solid. 1H NMR (300 MHz, CDCI3) delta 8.07 (s, 1 H), 7.58 (ovdd, J = 8.0 Hz, 1 H), 7.41-7.49 (m, 6 H), 6.98-7.09 (m, 3 H), 6.77- 6.88 (m, 3 H), 6.40-6.51 (m, 1 H), 5.20-5.24 (m, 1 H), 4.34-4.36 (m, 1 H), 3.85 (s, 3 H), 3.83 (s, 3 H), 3.71-3.80 (m, 3 H), 3.36-3.51 (m, 5 H), 2.92-3.18 (m, 3 H), 2.62- 2.74 (m, 1 H), 2.19-2.28 (m, 1 H), 1.85 (d, J = 5.9 Hz, 3 H), and 1.51-1.75 (m, 2 H); MS (ES+) 637.3 (M+1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In toluene; at 70 - 78℃; for 21.25h; | Description 13: 1 H-Pvrazole-4-carboxylic acid ter-butyl ester A stirred suspension of 1 H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong> (1. 12g) in dry toluene (20ml) was heated at 70°C for 15min under an atmosphere of nitrogen. To the hot suspension was added a solution of N, N-dimethylformamide-di-tert-butyl acetal (8ml) in dry toluene (8ml). The resultant solution was heated at 78°C for 21 hrs. After cooling, the mixture was diluted with ethyl acetate (100ml) and washed with saturated aqueous brine solution (5x25mi). The organic phase was dried over magnesium sulphate, filtered, and evaporated to dryness to give a gum. The gum was purified by flash column chromatography on silica gel (60g of Merck 9385) and eluted with dichloromethane/methanol 50: 1. The required fractions were combined and evaporated to dryness to give the title compound as a gum which solidified upon standing (0.481g). Mpt. 96-97 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
24% | With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 20℃; for 216h; | Intermediate 34: 1 ,1-Dimethylethyl 6-r(1 H-pyrazol-4-ylcarbonyl)aminol-3,4-dihvdro- 2(1 HVisoalphauinolinecarboxylate; To a solution of 1 H-<strong>[37718-11-9]pyrazole-4-carboxylic acid</strong> (800 mg, 7.1 mmol), N-(3- dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride (1.48 g, 7.74 mmol), 1- hydroxybenzotriazole hydrate (1.04 g, 7.74 mmol) and triethylamine (1.8 ml_, 12.9 mmol) in DCM was added 1 , 1 -dimethylethyl 6-amino-3,4-dihydro-2(1 /-/)- isoquinolinecarboxylate (1.6 g, 6.45 mmol) and the reaction mixture was stirred at room temperature for 9 days. The organic phase was washed with 1 N sodium hydroxide, dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash column chromatography eluting with DCM/MeOH: 90/10 to give the title compound as a solid (580 mg, 24percent). LC/MS: m/z 341 (M-H)+, Rt: 2.70 min. |
Tags: 4-Carboxypyrazole | Pyrazoles | Carboxylic Acids | Organic Building Blocks | Heterocyclic Building Blocks | 37718-11-9
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