Structure of 20485-41-0
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
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'.
CAS No. : | 20485-41-0 |
Formula : | C5H5NO2S |
M.W : | 143.16 |
SMILES Code : | O=C(C1=C(C)N=CS1)O |
MDL No. : | MFCD00626872 |
InChI Key : | ZGWGSEUMABQEMD-UHFFFAOYSA-N |
Pubchem ID : | 209805 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H317 |
Precautionary Statements: | P261-P280 |
Num. heavy atoms | 9 |
Num. arom. heavy atoms | 5 |
Fraction Csp3 | 0.2 |
Num. rotatable bonds | 1 |
Num. H-bond acceptors | 3.0 |
Num. H-bond donors | 1.0 |
Molar Refractivity | 34.04 |
TPSA ? Topological Polar Surface Area: Calculated from |
78.43 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.11 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
1.21 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.15 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
-0.36 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
1.9 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.0 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.84 |
Solubility | 2.09 mg/ml ; 0.0146 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-2.45 |
Solubility | 0.503 mg/ml ; 0.00352 mol/l |
Class? Solubility class: Log S scale |
Soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-1.03 |
Solubility | 13.3 mg/ml ; 0.0931 mol/l |
Class? Solubility class: Log S scale |
Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
No |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
No |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-6.31 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
1.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.56 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
0.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
2.08 |
* 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 |
---|---|---|
With 1-ethyl-3-(3-dimethylamino-propyl)-carbodiimide hydrochloride; In 1,2-dichloro-ethane; at 20℃; | A mixture of <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> (108 mg), 4-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]aniline (223 mg), WSCD hydrochloride 152 mg) and DCE (5 ml) was stirred overnight at room temperature. Water (10 ml) was added to the reaction mixture, and the thus formed product was extracted with a mixed solvent of diethyl ether (5 ml) and ethyl acetate (10 ml). The extract was washed with 1 N hydrochloric acid, saturated sodium hydrogencarbonate aqueous solution and saturated brine in that order. The resulting organic layer was dried over anhydrous magnesium sulfate and then concentrated under a reduced pressure. The thus obtained residue was purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=3:1-2:1) and then recrystallized from a mixed solvent of ethyl acetate and n-hexane to give 4-methyl-4'-[3,5-bis(trifluoromethyl)-1H-pyrazol-1-yl]thiazole-5-carboxyanilide (143 mg) as colorless needles. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
The title compound N-[5(S)-3-[4-(1-cyanocyclopropan-1-yl)phenyl]-2-oxooxazolidin-5-ylmethyl]-(4-methyl-1,3-thiazole)-5-carboxamide (215 mg) was prepared from 5(S)-aminomethyl-3-[4-(1-cyanocyclopropan-1-yl)phenyl]oxazolidin-2-one (150 mg) and <strong>[20485-41-0]4-methyl-1,3-thiadiazole-5-carboxylic acid</strong> (100 mg) in the same manner as described for EXAMPLE 62. [0516] MS (EI+) m/z: 382 (M+). [0517] HRMS (EI+) for C19H18N4O3S (M+): calcd, 382.1100; found, 382.1121. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | With 1-hydroxy-7-aza-benzotriazole; PS-DCC; N-ethyl-N,N-diisopropylamine; In dichloromethane; | Example 38 {(S)-3-[3-(4-Fluoro-phenyl)-1, 2, 4-oxadiazol-5-yl]-piperidin-1-yl}- (4-methyl-thiazol- 5-yl)-methanone The compound was prepared following the procedure described in the Example 36, using <strong>[20485-41-0]4-methyl-thiazole-5-carboxylic acid</strong> as the acid of choice and S-3-[3-(4-fluoro- phenyl)- [1, 2,4] oxadiazol-5-yl] -piperidine hydrochloride (prepared as described in the Example 12). Yield: 76percent (yellow powder); mp=122-124°C ; [a] D20= +101° (c=0.55, CHCl3) ; LCMS (Tr): 5.08 min (Method A); MS (ES+) gave m/z : 373. 1. lH-NMR (CDCl3, 300 MHz), 8 (ppm) : 8. 75 (s, 1H); 8.06 (dd, 2H); 7.16 (dd, 2H); 4.42 (m, 1H); 3.97 (m, 1H) ; 3.56 (dd, 1H); 3.35-3. 19 (m, 2H) ; 2.50 (s, 3H); 2.34 (m, 1H); 2.08-1. 88 (m, 2H); 1.70 (m, 1H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
99.2% | With N,N,N,N,N,N-hexamethylphosphoric triamide; In toluene; | EXAMPLE 15 In a similar apparatus to Example 1, 7.2 g (0.05 mole) of <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> were suspended in 100 ml of toluene, followed by the addition of 0.02 g of hexamethylphosphoramide Under heating and reflux, phosgene was blown at a rate of 1.2 l/hr for 2.5 hours (0.13 mole). After completion of the blowing, stirring was continued for additional 2 hours. After completion of the reaction, the reaction mixture was filtered and the filtrate was concentrated to obtain 8.0 g of <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> chloride. Its purity and yield were 99.2percent an d99.0percent, respectively. NMR (deltaCDCl 3/TMS, ppm): 2.88(3H,s). |
With oxalyl dichloride; In dichloromethane; at 0℃; for 1h; | Step A:; To an ice-cold solution of 4-methyl-5-thiozolcarboxylic acid (306 mg, 2.14 mmol) in dichloromethane (20 mL) was added oxalyl chloride (0.21 mL, 2.14 mmol) dropwise. The ice bath was removed and stirring was continued for 1 h. 2-Amino-3-hydroxybenzoic acid hydrobromide (500 mg, 2.14 mmol) was added, followed by triethylamine (0.90 mL, 6.42 mmol). The resulting reaction mixture was stirred at room temperature overnight. The reaction was quenched with aqueous 1 N HCl (25 mL) until the solution reached pH 1 and stirred for 30 min. The aqueous layer was extracted with dichloromethane. The organic layers were washed with brine, dried over Na2SO4, filtered and concentrated. The residue was directly re-dissolved in toluene (10 mL) and the solution was treated with p-toluenesulfonic acid monohydrate (517 mg, 1.85 mmol). The reaction mixture was then heated to reflux for 5 h. The reaction was cooled down to room temperature, poured into water and extracted with ethyl acetate. The organic layer was separated, washed with water and brine, dried over Na2SO4, filtered and concentrated to a yellow solid. The crude product was purified by re-crystallization from ethyl acetate to afford the desired product (115 mg, 24percent) as a yellow solid: 1H NMR (300 MHz, DMSO-d6) delta 13.50 (br s, 1H), 9.31 (s, 1H), 8.05 (dd, J=14.0, 2.0 Hz, 1H), 7.93 (dd, J=7.8, 1.2 Hz, 1H), 7.22 (t, J=7.5 Hz, 1H), 2.91 (s, 3H); MS (ESI+) m/z 261 (M+H). | |
With thionyl chloride; In benzene; at 0℃; for 0.5h; | General procedure: To the solution of heterocyclic acid (1 mmol) in benzene at 0°C was added SOCl2 (1.5 mmol) and reaction mixture was stirred for 30 min. Solvent was evaporated and heterocyclic acid chlorides obtained were used for next step without any purification. |
With oxalyl dichloride;N,N-dimethyl-formamide; In dichloromethane; at 20℃; for 2h; | Step 1: N-(3-Chlorophenyl)-4-methylthiazole-5-carboxamide Oxalyl chloride (510 muL, 5.85 mmol) was added to a solution of <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> (643 mg, 4.5 mmol) and DMF (35 muL, 0.50 mmol) in dry DCM (30 mL) at RT. The resulting mixture was left to stir for 2 h, after which time it was concentrated to dryness under reduced pressure, and redissolved in NMP (2 mL). The resulting solution was added to a separate mixture of 3-chloroaniline (474 muL, 4.5 mmol), triethylamine (1.7 mL, 12.0 mmol), and DMAP (cat., 30 mg) in dry DCM (40 mL) at RT. The reaction was monitored and determined to be complete by TLC after 2 h, at which time it was diluted with 1:1 hexanes:EtOAc (400 mL) and poured in to a separatory funnel. The resulting crude mixture was washed with 5percent brine (3.x.50 mL), 1N HCl (50 mL), and H2O (100 mL), then dried over MgSO4, filtered, and concentrated to dryness under reduced pressure to afford N-(3-chlorophenyl)-4-methylthiazole-5-carboxamide (1.04 g, 91percent) as a tan solid that was used in the next step without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
13% | Step 1: 5-(1H-Benzo[d]imidazol-2-yl)-4-methylthiazole o-Phenylenediamine (0.43 g, 4 mmol) and <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> (0.57 g, 4 mmol) were suspended in polyphosphoric acid (5 mL) under nitrogen and heated to 125° C. for 48 h, whereupon the reaction mixture was cooled to RT. The reaction mixture was poured carefully into ice/H2O (100 mL) and extracted with EtOAc (2*100 mL). The pH of the aqueous layer was then taken to 8 using NaOH (10M) and extracted with EtOAc (2*100 mL). The combined organic layers were dried over Na2SO4, filtered and concentrated to a solid. This was purified by column chromatography on silica gel column (50percent to 100percent EtOAc in hexanes) to afford a solid. This was recrystallized from hot EtOAc/hexane (1/1) to give 5-(1H-benzo[d]imidazol-2-yl)-4-methylthiazole as a crystalline solid 100 mg (13percent yield). 1H NMR (400 MHz, DMSO-d6) delta 12.64 (s, 1H), 9.10 (s, 1H), 7.64 (m, 1H), 7.51 (m, 1H), 7.21 (m, 2H), 2.78 (s, 3H). LCMS: 216.0 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
60% | With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20℃; for 18h; | PREPARATION 12 Preparation ofiV-benzyM-methylthiazole-S-carboxamideTo a solution of <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> (5.00 g, 34.92 mmol) in anhydrous N, N-dimethylformamide (75 mL) was added 1-hydroxybenzotriazole (5.66 g, 41.91 mmol), N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide (8.04 g, 41.91 mmol), iV,7V-diisopropylethylamine (18.23 mL, 104.76 mmol) and benzylamine (4.57 mL, 41.91 mmol). The reaction mixture was stirred at ambient temperature for 18 hours, diluted with dichloromethane (100 mL) and washed with saturated aqueous sodium bicarbonate solution (55 mL) and brine (45 mL). The organic layer was dried over anhydrous sodium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (35-45percent ethyl acetate in hexanes) to afford N-benzyl-4-methylthiazole- 5-carboxamide as a white solid (4.85 g, 60percent): 1H nuMR (300 MHz, CDCl3) delta 8.69 (s, IH), 7.36-7.33 (m, 5H), 6.17 (br s, IH), 4.61 (d, J= 6.0 Hz, 2H), 2.72 (s, 3H); MS (ES+) m/z 233.2 (M + 1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
42% | A solution of <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> (526 mg, 3.68 mmol) in SOCl2 (10 rnL) was heated to 800C for 2 h. The excess SOCl2 was removed and the residue was dissolved in DCM (5 mL). This was followed by the addition of a solution of 3-chloro- N-((8-fluoroisoquinolin-4-yl)methyl)benzenamine (350 mg, 1.22 mmol) in DCM (3 mL) dropwise. The resulting solution was stirred at RT for 1 h. The resulting solution was diluted with 30 mL of DCM and was washed with NaHCO3 (2x20 mL) and brine (2x20 mL). The organic layer was dried over Na2SO4 and evaporated to dryness. The residue was purified by column chromatography on silica gel (eluting with 1 :10 EtOAc/PE solvent system) to afford in 210 mg (42percent) of N-(3-chlorophenyl)-N-((8- fluoroisoquinolin-4-yl)methyl)-4-methylthiazole-5-carboxamide as yellow oil. 1HNMR (300MHz, DMSO-d6) delta 9.38(s, IH), 8.90 (s, IH), 8.39 (s, IH), 8.05 (d, IH), 7.91 (m, IH), 7.53 (t, IH), 7.34 (s, IH), 7.23 (d, IH), 7.13 (t, IH), 6.82 (d, IH), 5.61(s, 2H), 2.44 (s, 3H). LCMS: 412.0 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | With 1-methyl-pyrrolidin-2-one; In tetrahydrofuran; N,N-dimethyl-formamide; | Example 178 Production of N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-fluorophenyl]-4-methyl-1,3-thiazole-5-carboxamide Using <strong>[20485-41-0]4-methyl-1,3-thiazole-5-carboxylic acid</strong> (143 mg, 1.0 mmol), N,N-dimethylformamide (2 drops), tetrahydrofuran (10 mL), oxalyl chloride (0.172 mL, 2.0 mmol), N-methylpyrrolidone (5 mL) and N-[6-(3-amino-4-fluorophenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (164 mg, 0.50 mmol), and in the same manner as in Example 173, the title compound (179 mg, yield 79percent) was obtained. 1H-NMR (DMSO-d6, 300 MHz) delta 0.73-0.86 (4H, m), 1.85-1.98 (1H, m), 2.63 (3H, s), 7.08 (1H, d, J=9.5 Hz), 7.20 (1H, ddd, J=8.8, 3.7, 3.2 Hz), 7.40 (1H, dd, J=9.9, 9.3 Hz), 7.59 (1H, dd, J=6.6, 3.0 Hz), 7.94 (1H, s), 8.04 (1H, d, J=9.5 Hz), 9.14 (1H, s), 10.13 (1H, s), 11.07 (1H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
80% | In tetrahydrofuran; N,N-dimethyl acetamide; N,N-dimethyl-formamide; | Example 298 Production of N-[5-({2-[(cyclopropylcarbonyl)amino]imidazo[1,2-b]pyridazin-6-yl}oxy)-2-methylphenyl]-4-methyl-1,3-thiazole-5-carboxamide In the same manner as in Example 259 and using <strong>[20485-41-0]4-methyl-1,3-thiazole-5-carboxylic acid</strong> (86 mg, 0.60 mmol), tetrahydrofuran (5 mL), N,N-dimethylformamide (1 drop), oxalyl chloride (100 muL, 1.2 mmol), N-[6-(3-amino-4-methylphenoxy)imidazo[1,2-b]pyridazin-2-yl]cyclopropanecarboxamide (150 mg, 0.46 mmol) and N,N-dimethylacetamide (7 mL) as starting materials, the title compound (170 mg, 80percent) was obtained as a white solid. 1H-NMR (DMSO-d6, 300 MHz) delta 0.74-0.85 (4H, m), 1.85-1.97 (1H, m), 2.26 (3H, s), 2.65 (3H, s), 7.04 (1H, d, J=9.8 Hz), 7.09 (1H, dd, J=8.3, 2.7 Hz), 7.30-7.39 (2H, m), 7.94 (1H, s), 8.03 (1H, d, J=9.8 Hz), 9.12 (1H, s), 9.80 (1H, s), 11.06 (1H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
51% | Reference Example 1Synthesis of tert-butyl 4-methylthiazole-5-carboxylateA mixture of <strong>[20485-41-0]4-methyl-5-thiazolecarboxylic acid</strong> (1.36 g, 9.48 mmol) and thionyl chloride (28.7 mL) was stirred at 80° C. for 1 hour.The reaction mixture was concentrated under reduced pressure by removing thionyl chloride and the crude product obtained was dried under reduced pressure.To a solution of this crude material in dichloromethane (5.68 mL), there were added tert-butanol (2.84 mL) and pyridine (16.9 mL) and the mixture was stirred at 60° C. overnight.After the reaction was complete, the reaction mixture was concentrated under reduced pressure.To the crude material obtained were added a saturated aqueous sodium carbonate solution and ethyl acetate.After separating ethyl acetate, extraction was performed by adding ethyl acetate again to the saturated aqueous sodium bicarbonate solution.The combined organic phases were washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate.After removing magnesium sulfate by filtration, the solvent was concentrated under reduced pressure.The crude product obtained was purified by silica gel chromatography (hexane/ethyl acetate=85/15) to obtain the title compound (964 mg).Yield, 51percent.1H-NMR (400 MHz, CDCl3): delta 8.72 (s, 1H), 2.74 (s, 3H), 1.58 (s, 9H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; | Examples 1 - 478[0081] The following abbreviations are used throughout the Example section and are not meant to limit the scope of the disclosure.TLC = thin layer chromatography eq. = equivalents equiv. = equivalentsTHF = tetrahydrofuranDIPEA = diisopropylethylamineDIEA = diisopropylethylamineDCM = dichloromethaneMeOH = methanolEtOAc = ethyl acetateBOC2O = di-tert-buty\\ dicarbonate mCPBA = 3-chloroperbenzoic acidDMAP = 4-(Dimethylamino)pyridineTFA = trifluoroacetic acidDMA = N,N-dimethylacetamideTBTU = O-(Benzotriazol-l-yl)-N,N,Nf,N'-tetramethyluronium tetrafluoroborateDMSO = dimethyl sulfoxideEt2O = diethyl etherMeCN = acetonitrileDMF = nu, nu-dimethylformamidenuMP = l-Methyl-2-pyrrolidinone[0082] The compounds of Examples 1-475, shown below in Tables 1 (thiazoyl amides), 2 (thiadiazolyl amides) and 3 (thiazoyl sulfonamides) were prepared by the methods described in Example 477 as indicated in the Tables using intermediates described in Example 476. ; Method 2: Amide Formation by TBTU Coupling of Carboxylic Acid and Amine.Carboxylic acid (0.25 mmol) was dissolved in 3 ml DMF, and TBTU (1.1 eq) and base (K2CO3 or DIEA, 1.1 eq.) were added. To the stirred mixture, N-alkylaminomethyl thia(dia)zolylurea was added and stirred overnight. 10 ml of water was added. If the product precipitated from the solution, it was filtered and washed with water and dried. The crude was purified by column chromatography using 0-100percent gradient of 10percent MeOH/EtOAc and hexanes. If the product remained in the solution, the product was extracted three times with EtOAc and back washed with brine twice. The organic was dried, concentrated and purified by column chromatography using 0-10percent gradient of 7 N ammonia/MeOH and DCM. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20℃; for 20h; | Example 148N-((ls,4s)-4-(5-fluoro-2-(4'-(3-(piperazin-l-yl)propyl)biphenyl-3- yloxy)nicotinamido)cyclohexyl)-4-methylthiazole-2-carboxamide HATU (0.093 g, 0.24 mmol) was added to a solution of tert-butyl 4-(3-(3'-(3-((ls,4s)-4- aminocyclohexylcarbamoyl)-5 -fluoropyridin-2-yloxy)biphenyl-4-yl)propyl)piperazine- 1 - carboxylate (0.14 g, 0.22 mmol), 4-methylthiazole-2-carboxylic acid (0.035 g, 0.24 mmol) and DIPEA (0.194 mL, 1.11 mmol) in DMF (5 mL) and the solution stirred at RT for 20 h. The mixture was quenched with water, extracted with EtOAc (50 mL), washed with water and brine, dried (Na2SO4), filtered and evaporated in vacuo. The residue was dissolved in DCM (10 mL), 4M HCl/dioxane (5 mL, 20.00 mmol) added and stirred for 2 h. The mixture was evaporated in vacuo and the residue was purified by reverse phase HPLC with aq TFA/MeCN as eluant to afford the title compound as a white solid. This was stirred in DCM (2 mL) and MeOH (1 mL) with triethylamine (0.031 mL, 0.22 mmol) and PS-benzaldehyde (0.07 g, 0.22 mmol) for 48 h. Filtered and purified by reverse phase HPLC with MeOH/aqTFA as eluent to afford the title compound as a white solid. Yield: 40 mg 1H NMR (400 MHz, CD3OD) delta 8.47 (d, J= 7.3 Hz, IH), 8.12 (d, J= 3.3 Hz, IH), 8.06 (m, IH), 7.98 (m, IH), 7.52 (d, J= 8.7 Hz, 2H), 7.47 (m, 2H), 7.40 (m, IH), 7.36 (s, IH), 7.24 (d, J= 8.7 Hz, IH), 7.14 (m, IH), 4.13 (m, IH), 3.96 (m, IH), 3.41 (t, J= 5.7 Hz, 4H), 3.20 (m, 4H), 2.92 (m, 2H), 2.71 (t, J= 7.5 Hz, 2H), 2.39 (s, 3H), 2.03 - 1.70 (m, 10H). MS: APCI (+ve):657 (M+l) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 144N-((ls,4s)-4-(2-(4'-(((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)-2'- (morpholinomethyl)biphenyl-3-yloxy)-5-fluoronicotinamido)cyclohexyl)-4- methylthiazole-2-carboxamide EDCI (0.021 g, 0.11 mmol) was added to a solution of 4-methylthiazole-2-carboxylic acid (0.016 g, 0.11 mmol) and lH-benzo[d][l,2,3]triazol-l-ol hydrate (0.017 g, 0.11 mmol) in THF (2 mL) and stirred for 10 min. A solution of N-((ls,4s)-4-aminocyclohexyl)-2-(4'- (((3S,5R)-3,5-dimethylpiperazin-l-yl)methyl)-2'-(morpholinomethyl)biphenyl-3-yloxy)-5- fluoronicotinamide (0.075 g, 0.10 mmol) and triethylamine (0.042 mL, 0.30 mmol) in DMF (2 mL) was then added and the reaction stirred for 20 h. The reaction was diluted with 10percent 2M HCl/MeCN (1 mL) and purified by reverse phase HPLC with aqTFA/MeOH as eluent to afford the title compound as a white solid. Yield: 70 mg1H NMR (400 MHz, CD3OD) delta 8.14 (d, J= 2.9 Hz, IH), 8.04 (m, IH), 7.74 (m, IH), 7.58 (t, J= 7.9 Hz, IH), 7.51 (m, IH), 7.38 (m, 2H), 7.32 (m, IH), 7.20 (m, IH), 7.16 (m, IH), 4.43 (s, 2H), 4.12 (m, IH), 3.98 (m, IH), 3.90 - 3.66 (m, 4H), 3.79 (s, 2H), 3.43 (m, 2H), 3.29 - 2.74 (m, 4H), 3.13 (m, 2H), 2.44 (s, 3H), 2.27 (t, J= 12.3 Hz, 2H), 1.93 - 1.74 (m, 8H), 1.29 (d, J= 6.6 Hz, 6H). MS: APCI (+ve):756 (M+l) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine; In tetrahydrofuran; acetonitrile; at 20℃; | Example 33N-((ls,4s)-4-(5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3- yloxy)nicotinamido)cyclohexyl)-4-methylthiazole-5-carboxamide N-((ls,4s)-4-Aminocyclohexyl)-5-fluoro-2-(4'-hydroxy-2'-(morpholinomethyl)biphenyl-3- yloxy Nicotinamide dihydrochloride (150 mg, 0.25 mmol) was suspended in acetonitrile (2 mL) and treated with <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> (43.4 mg, 0.30 mmol). After stirring for a few moments 1-propanephosphonic acid cyclic anhydride (T3P, 1.57M in THF) (0.241 mL, 0.38 mmol) was added and then triethylamine (0.281 mL, 2.02 mmol) and the reaction was stirred overnight. Further T3P (0.24mL) and triethylamine (0.28mL) were added and stirring was continued overnight. Further <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> (43.4 mg, 0.30 mmol) was added and stirring was continued over a weekend. Further 4-methylthiazole-5- carboxylic acid (43.4 mg, 0.30 mmol), T3P (0.24mL) and triethylamine (0.28mL) were added, and stirring was continued overnight. More thiazole acid (215mg), T3P (1.2mL) and triethylamine (2mL) were added and the mixture was stirred at RT overnight. All volatile matter was evaporated and the oily residue was taken up in acetonitrile, filtered and purified (RPHPLC ACE 5C8 column, 95-25percent 0.2percent aqueous TFA-acetonitrile). The product containing fractions were combined, (transferred by washing with methanol) and evaporated to dryness affording the title compound as a glass. Yield: 26 mg1H NMR (400 MHz, DMSO) delta 9.03 (s, IH), 8.38 (d, J= 6.9 Hz, IH), 8.25 (d, J= 3.1 Hz, IH), 8.05 - 7.98 (m, 2H), 7.50 (t, J= 7.8 Hz, IH), 7.28 - 7.04 (m, 5H), 6.93 (d, J= 6.9 Hz, IH), 3.66 - 3.43 (m, 2H), 3.26 - 3.04 (m, 2H), 2.85 - 2.61 (m, 2H), 1.85 - 1.58 (m, 8H). Other resonances obscured by DMSO and water signals MS: [M+H]+=646.2 (calc=646.2499) (MultiMode+) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
95% | With acetic acid; In N,N-dimethyl-formamide; at 105 - 110℃; for 8h;Green chemistry; | 14.6 g (0.1 mol, 98percent, Belling Technology Co., Ltd.) <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> was dissolved in 45.0 g of N,N-dimethylformamide and 0.32 g of acetic acid (0.002 mol, 37percent). Heat 105-110 ° C, stir the reaction for 8 hours, The solvent was distilled off under reduced pressure to give 4-methylthiazole; The NMR data was consistent with the reported compound with a yield of 95percent and a purity of 98percent. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 76l-{4-[5-cycIopropyl-3-(trifluoromethyl)-lH-pyrazol-l-yI]phenyl}-3-(4-methylthiazol-5- yl)urea:[320] <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> (lg, 6.99 mmol) was dissolved in acetone, water mixture (50 ml and 5 ml) and cooled to -5 °C. Ethyl choroformate was added slowly to this mixture and stirred at same temperature for 30 mins. At this stage sodium azide (0.9 g, 13.8 mmol) was added and stirred for 30 mins at the same temperature. Water was added to the reaction mixture and extracted with Et20 and ether was removed to obtain the crude. Crude was dissolved in dioxane, intermediate 31 was added and refluxed for 30 mins. Work up (AcOEt:H20) followed by purification on 60-120 mesh silica gel using EA and Peteher (45:50) as eluent afforded the title compound (2.1 g) as a pale yellow solid. M. P.: 124-126 °C. -NMR (delta ppm, DMSO-</6, 400 MHz): 9.17 (s, 1H), 9.15 (s, 1H), 8.50 (s, 1H), 7.64 (d, J 8.9, 2H), 7.55 (d, J 8.9, 2H), 6.59 (s, 1H), 2.32 (s, 3H), 1.84-1.74 (m, 1H), 1.02-0.92 (m, 2H), 0.82-0.74 (m, 2H). MS (m/z): 405.49 [M- H]- |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Example 120l-{6-[3-cyclopropyl-5-(trifluoromethyI)-lH-pyrazol-l-yl]pyridin-3-yl}-3-(4- methylthiazol-5-yl)urea:[366] <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> (300 mg, 2.09 mmol) was dissolved in acetone, water mixture (15 ml and 1.5 ml) and cooled to -5 °C. Ethyl choroformate (270 mg, 2.5 mmol) was added slowly to this mixture and stirred at same temperature for 30 mins. At this stage sodium azide (270 mg, 4.2 mmol) was added and stirred for 30 mins at the same temperature. Water was added to the reaction mixture and extracted with Et20 and ether was removed to obtain the crude. Crude was dissolved in dioxane, intermediate 36 (240 mg, 0.89 mmol) was added and refluxed for 30 mins. Work up (AcOEt:H20) followed by purification on 60-120 mesh silica gel using EA and Peteher (45:50) as eluent afforded the title compound (200 mg) as a pale yellow solid. M. P.: 244-247°C. -NMR (delta ppm, DMSO-i 6, 400 MHz): 9.49 (s, 1H), 9.45 (s, 1H), 8.60- 8.53 (m, 2H), 8.20 (m, 1H), 7.70 (m, 1H), 6.60 (s, 1H), 2.30 (s, 3H), 1.84-1.74 (m, 1H), 1.06-0.96 (m, 2H), 0.82-0.72 (m, 2H). MS (m/z): 409.06 [ +H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
[232] Intermediate 56: ethyl 4-methylthiazole-5-carboxylate: 4-methylthiazole-5- carboxylic acid was dissolved in DCM, cooled to 0 °C, added oxalyl chloride (7.6 ml, 88 mmol) and DMF (2 drops). Reaction mixture was stirred for 30 mins and DCM was removed on rotavapour. Residue was dissolved in MeOH at 0 °C and stirred for 30 mins at rt. MeOH was removed on rotavapour and crude was worked up (AcOEt/H20) to obtain the title compound (4.1 g) as a white solid. -NMR (delta ppm, CDC13, 400 MHz): 8.83 (s, 1H), 4.35 (q, J 7.2, 2H), 2.78 (s, 3H), 1.37 (t, J 7.2, 3H).[233] Intermediate 57: (4-methylthiazol-5-yl) methanol: Intermediate 56 (262 mg, 1.6 mmol) was dissolved in MeOH and added sodium borohydride (126 mg, 3.2 mmol) and stirred the reaction mixture at rt for overnight. MeOH was removed on rotavapour and residue was worked up (AcOEt/H20) to obtain the title compound (183 mg) as a white solid. -NMR (delta ppm, CDC13, 400 MHz): 8.67 (s, 1H), 4.82 (s, 2H), 2.44 (s, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
[235] Intermediate 59: 4-methylthiazol-5-amine: 4-Methylthiazole-5-carboxylic acid (lg, 7 mmol) was dissolved in acetone (50 mL) and cooled to 0 C. To this mixture triethyl amine (0.84 g, 8.3 mmol) was added and after 5 mins ethylchloroformate (0.9 g, 8.3 mmol) was added slowly. This mixture stirred at rt for 1 h and then Sodium azide solution (0.9 g, 13.8 mmol in 5 ml H20) was added to it at 0 C. The reaction mixture was stirred for half an hour at rt, acetone was removed and residue was extracted with ether. Ether removed on rotavapour to obtain the crude. Crude was dissolved in 1,4- dioxane, added Cone. H2S04 and refluxed for lh. The reaction mixture cooled to rt, pH adjusted to 9 with aq NaOH and extracted with EtOAc to obtain the title compound (0.24 g) as a brown solid. 'H-NMR (delta ppm, OMSO-d6, 400 MHz): 7.98 (s, 1H), 5.13 (s, 2H), 2.11 (s, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
44% | With bis(tri-t-butylphosphine)palladium(0); ammonium chloride; caesium carbonate; In N,N-dimethyl-formamide; at 170℃; for 0.266667h;Microwave irradiation; | 2-(trimethylsilyl)ethyl 4-(4-methylthiazol-5-yl)benzylcarbamate - tr met y s y et y 4-bromobenzylcarbamate (132 mg, 0.4 mmol, 1 eq), 4- methylthiazole-5-carboxylic acid (114.5 mg, 0.8 mmol, 2 eq), tetrabutylammonium chloride hydrate (118 mg, 0.4 mmol, 1 eq), cesium carbonate (196 mg, 0.6 mmol, 1.5 eq) and Pd(P(tBu)3)2 (40.8 mg, 0.08 mmol, 0.2 eq) were dissolved in DMF (4 mL).1 The reaction was heated to 170°C in a microwave reactor for 16 minutes. The mixture was then cooled to room temperature, diluted with EtOAc and washed thrice with brine, once with saturated sodium bicarbonate, water, and then brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification by coulm chromatography (10 to 35percent EtOAc/hexanes) gave a colorless oil (61.7 mg, 0.177 mmol, 44percent). NMR (400 MHz, CDCI3) delta 8.67 (s, 1H), 7.43 - 7.37 (m, 2H), 7.34 (d, J= 8.1 Hz, 2H), 5.09 (s, 1H), 4.39 (d, J= 6.0 Hz, 2H), 4.28 - 4.02 (m, 2H), 2.52 (s, 3H), 1.10 - 0.90 (m, 2H), 0.14 - -0.09 (m, 9H). 13C NMR (101 MHz, CDC13) delta 156.98, 150.42, 148.66, 138.76, 131.67, 131.18, 129.66, 127.89, 63.46, 44.71, 17.90, 16.18, -1.34. MS (ESI) 349.0 (M+H). |
44% | With bis(tri-t-butylphosphine)palladium(0); tetrabutylammonium chloride hydrate; caesium carbonate; In N,N-dimethyl-formamide; at 170℃; for 0.266667h;Microwave irradiation; | 2-(trimethylsilyl)ethyl 4-bromobenzylcarbamate (132 mg, 0.4 mmol, 1 eq), <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> (114.5 mg, 0.8 mmol, 2 eq), tetrabutylammonium chloride hydrate (118 mg, 0.4 mmol, 1 eq), cesium carbonate (196 mg, 0.6 mmol, 1.5 eq) and Pd(P(tBu)3)2 (40.8 mg, 0.08 mmol, 0.2 eq) were dissolved in DMF (4 mL).1 The reaction was heated to 170° C. in a microwave reactor for 16 minutes. The mixture was then cooled to room temperature, diluted with EtOAc and washed thrice with brine, once with saturated sodium bicarbonate, water, and then brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification by column chromatography (10 to 35percent EtOAc/hexanes) gave a colorless oil (61.7 mg, 0.177 mmol, 44percent). 1H NMR (400 MHz, CDCl3) delta 8.67 (s, 1H), 7.43-7.37 (m, 2H), 7.34 (d, J=8.1 Hz, 2H), 5.09 (s, 1H), 4.39 (d, J=6.0 Hz, 2H), 4.28-4.02 (m, 2H), 2.52 (s, 3H), 1.10-0.90 (m, 2H), 0.14-0.09 (m, 9H). 13C NMR (101 MHz, CDCl3) delta 156.98, 150.42, 148.66, 138.76, 131.67, 131.18, 129.66, 127.89, 63.46, 44.71, 17.90, 16.18, ?1.34. MS (ESI) 349.0 (M+H). |
44% | With chloro[(tri-tert-butylphosphine)-2-(2-aminobiphenyl)]palladium (II); tetrabutyl-ammonium chloride; caesium carbonate; In N,N-dimethyl-formamide; at 170℃; for 0.266667h;Microwave irradiation; | 2-(trimethylsilyl)ethyl 4-(4-methylthiazol-5-yl)benzylcarbamate 2-(Trimethylsilyl)ethyl 4-bromobenzylcarbamate (132 mg, 0.4 mmol, 1 eq), <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> (114.5 mg, 0.8 mmol, 2 eq), tetrabutylammonium chloride hydrate (118 mg, 0.4 mmol, 1 eq), cesium carbonate (196 mg, 0.6 mmol, 1.5 eq) and Pd(P(tBu)3)2 (40.8 mg, 0.08 mmol, 0.2 eq) were dissolved in DMF (4 mL). The reaction was heated to 170° C. in a microwave reactor for 16 minutes. The mixture was then cooled to room temperature, diluted with EtOAc and washed thrice with brine, once with saturated sodium bicarbonate, water, and then brine. The organic layer was dried over sodium sulfate, filtered and concentrated under reduced pressure. Purification by column chromatography (10 to 35percent EtOAc/hexanes) gave a colorless oil (61.7 mg, 0.177 mmol, 44percent). 1H NMR (400 MHz, CDCl3) delta 8.67 (s, 1H), 7.43-7.37 (m, 2H), 7.34 (d, J=8.1 Hz, 2H), 5.09 (s, 1H), 4.39 (d, J=6.0 Hz, 2H), 4.28-4.02 (m, 2H), 2.52 (s, 3H), 1.10-0.90 (m, 2H), 0.14-0.09 (m, 9H). 13C NMR (101 MHz, CDCl3) delta 156.98, 150.42, 148.66, 138.76, 131.67, 131.18, 129.66, 127.89, 63.46, 44.71, 17.90, 16.18, -1.34. MS (ESI) 349.0 (M+H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | With diphenyl phosphoryl azide; triethylamine; at 95℃; for 1.5h; | To a solution of <strong>[20485-41-0]4-methyl-1,3-thiazole-5-carboxylic acid</strong> (5.0 g, 34.9 mmol) in tert-butyl alcohol (125 mL) were successively added triethylamine (14.6 mL, 105 mmol) and DPPA (15.1 mL, 69.9 mmol) at room temperature, and the mixture was stirred at 95°C for 1.5 hr. The reaction mixture was cooled to room temperature, saturated aqueous sodium hydrogen carbonate solution was added, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: hexane-ethyl acetate (2:1-1:3)] to give the title compound (2.34 g) as pale-yellow crystals (yield 78percent). 1H NMR (300 MHz, DMSO-d6) delta 1.47 (9H, s), 2.26 (3H, s), 8.55 (1H, s), 9.73 (1H, brs). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
0.4 g | With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20℃; for 2h;Cooling with ice; Reflux; | 0.36 g of <strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> (manufactured by Sigma-Aldrich Japan) and 0.34 g of 3-isopropylaniline were dissolved in 20 ml of methylene chloride, and 0.53 g of WSCI/HCl was added thereto while being cooled in ice. The mixture was stirred at room temperature for one hour, and refluxed for one hour to cause reaction. Then, the same reaction and posttreatment operation were performed as in Synthesis Example 1 to thereby obtain 0.40 g of colorless gum-like compound of 3'-isopropyl-<strong>[20485-41-0]4-methylthiazole-5-carboxylic acid</strong> anilide. 1H-NMR (CDCl3) deltappm; 8.73 (1H, s), 7.54-6.98 (5H, m), 3.07-2.84 (1H, m), 2.79 (3H, s), 1.30 (3H, s), 1.22 (3H, s) |
Tags: 20485-41-0 synthesis path| 20485-41-0 SDS| 20485-41-0 COA| 20485-41-0 purity| 20485-41-0 application| 20485-41-0 NMR| 20485-41-0 COA| 20485-41-0 structure
A214902 [53137-27-2]
2,4-Dimethylthiazole-5-carboxylic acid
Similarity: 0.89
A519243 [67899-00-7]
2-Amino-4-methylthiazole-5-carboxylic acid
Similarity: 0.88
A236655 [875237-46-0]
2-Hydroxy-4-methylthiazole-5-carboxylic acid
Similarity: 0.86
A147532 [40003-41-6]
2-Bromo-4-methylthiazole-5-carboxylic acid
Similarity: 0.85
A977066 [119778-44-8]
4-Ethyl-2-methylthiazole-5-carboxylic acid
Similarity: 0.81
A132435 [81569-44-0]
Methyl 4-methylthiazole-5-carboxylate
Similarity: 0.96
A193444 [20582-55-2]
Ethyl 4-methylthiazole-5-carboxylate
Similarity: 0.93
A214902 [53137-27-2]
2,4-Dimethylthiazole-5-carboxylic acid
Similarity: 0.89
A519243 [67899-00-7]
2-Amino-4-methylthiazole-5-carboxylic acid
Similarity: 0.88
A236655 [875237-46-0]
2-Hydroxy-4-methylthiazole-5-carboxylic acid
Similarity: 0.86
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