Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate

Product Name: Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
CAS No.: 161797-99-5
Chemical Name: Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
Synonyms: ethyl 2-(4-hydroxyphenyl)-4-Methyl-5-Thiazolecarboxylate;Febuxostat-8;Febuxostat Impurity A-1;3-thiazole-5-carboxylate;ethyl 2-(4-hydroxyphenyl);Intermediates of Febuxostat;Intermediate 2 of non brucite;Febuxostat Desaldehyde Impurity;Ethyl 2-(4-hydroxyphenyl)-4-methyl-1;Febuxostat Descyano Hydroxy Ethyl Ester
CBNumber: CB02128586
Molecular Formula: C13H13NO3S
Formula Weight: 263.31
MOL File: 161797-99-5.mol

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Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Property

Melting point:: 180 ºC
Boiling point:: 426.8±55.0 °C(Predicted)
Density: 1.274
storage temp.: Sealed in dry,Room Temperature
solubility: DMSO (Slightly), Methanol (Very Slightly)
form: Solid
pka: 8.56±0.15(Predicted)
color: Off-White
InChI: InChI=1S/C13H13NO3S/c1-3-17-13(16)11-8(2)14-12(18-11)9-4-6-10(15)7-5-9/h4-7,15H,3H2,1-2H3
InChIKey: LOCYSKNNFCGDTR-UHFFFAOYSA-N
SMILES: S1C(C(OCC)=O)=C(C)N=C1C1=CC=C(O)C=C1
CAS DataBase Reference: 161797-99-5(CAS DataBase Reference)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TRC

Product number: E918910
Product name: Ethyl2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate
Packaging: 5g
Price: $395
Updated: 2021/12/16

TRC

Product number: E918910
Product name: Ethyl2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate
Packaging: 2.5g
Price: $210
Updated: 2021/12/16

AK Scientific

Product number: X8013
Product name: Ethyl2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
Packaging: 100g
Price: $316
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 94633
Product name: Ethyl2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate
Packaging: 250mg
Price: $350
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0068815
Product name: ETHYL 2-(4-HYDROXYPHENYL)-4-METHYLTHIAZOLE-5-CARBOXYLATE
Purity: 95.00%
Packaging: 1G
Price: $1280.66
Updated: 2021/12/16

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Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Chemical Properties,Usage,Production

Uses

Ethyl 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate is used in the synthesis of the major metabolites of Febuxostat (F229000), a xanthine oxidase/xanthine dehydrogenase inhibitor. Used for treatment of hyperuricemia and chronic gout. 40-120 mg/day febuxostat was proven effective in lowering serum urate levels when administered to manage hyperuricemia in patients with gout.

Synthesis

A mixture of 4-cyanophenol, NaOH, and ethanol was mixed in a pressure bottle while heated to 80° C. Hydrogen sulfide gas was then introduced, and the pressure increased to 30-60 psi until the thioamidation was determined to be complete by HPLC. Without isolating the thioamide product, HCl was added to the bottle until the pH was below 3.5, the H2S gas was removed, and the bottle was placed under a vacuum for 20 minutes at 30-40° C. The reaction was then heated to 70° C, and ethyl 2-chloroacetoacetate(1.1 eq.) was added to the reaction solution. The reaction was mixed under reflux for 2-3 hours, treated with enough H2O to dissolve the NaCl salt in the reaction mixture, cooled to room temperature, treated with enough water to precipitate the product, and the solid was collected by filtration. The precipitate was washed with water and dried at 80° C. with nitrogen bleeding to provide Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate.

References

[1] Patent: US2005/75503, 2005, A1. Location in patent: Page/Page column 3

Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate manufacturers

Anhuyan (Hainan) Biotechnology Co., LTD

Product: Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate 161797-99-5
Price: US $0.00-0.00/g
Min. Order: 0.1g
Purity: 99.99%
Supply Ability: 1000000T
Release date: 2025-06-16

Hebei Fengjia New Material Co., Ltd

Product: Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate 161797-99-5
Price: US $3.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 10000
Release date: 2024-08-19

ShenZhen H&D Pharmaceutical Technology Co., LTD

Product: Febuxostat Impurity 8 161797-99-5
Price: US $0.00-0.00/mg
Min. Order: 10mg
Purity: 98%
Supply Ability: 500mg
Release date: 2024-07-10

161797-99-5, Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylateRelated Search:

ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate 2-[3-(AMinocarbonyl)-4-(2-Methylpropoxy)phenyl]-4-Methyl-5-thiazolecarboxylic Acid Febuxostat Descyano Impurity isopropyl 2-(3-cyano-4-isobutoxyphenyl)-4-methylthiazole-5-carboxylate 2-(4-HYDROXY-PHENYL)-4-METHYL-THIAZOLE-5-CARBOXYLIC ACID FeBuxostat Impurity 18 2-[3-Carboxy-4-(2-Methylpropoxy)phenyl]-4-Methyl-5-thiazolecarboxylic Acid Febuxostat Impurity 8 Methyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate Ethyl 2-(3-cyano-4-isobutoxyphenyl)-4-methyl-5-thiazolecarboxylate Febuxostat Ethyl 2-(3-Cyano-4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate 3-Cyano-4-(2-methylpropoxy)benzenecarbothioamide Ethyl 2-(3-bromo-4-isobutoxyphenyl)- 4-methyl-5-thiazolecarboxylate 4-HYDROXYTHIOBENZAMIDE ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate ETHYL 2-(3-FORMYL-4-ISOBUTOXYPHENYL)-4-METHYLTHIAZOLE-5-CARBOXYLATE 4-Methylthiazole

ethyl 2-(4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate

Ethyl 2-(4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate

2-(4-hydroxyphenyl)-4-Methyl-5-Thiazolecarboxylicacid ethyl ester

5-Thiazolecarboxylic acid, 2-(4-hydroxyphenyl)-4-Methyl-, ethyl ester

Intermediates of Febuxostat

ethyl 2-(4-hydroxyphenyl)-4-Methyl-5-Thiazolecarboxylate

Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Ethyl 2-(4-hydroxyphenyl)-4-methyl-1,3-thiazole-5-carboxylate

2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate

Febuxostat Descyano Hydroxy Ethyl Ester

3-thiazole-5-carboxylate

Ethyl 2-(4-hydroxyphenyl)-4-methyl-1

2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxytic acid ethyl ester

Febuxostat Impurity, Ethyl 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate (G)

ethyl 2-(4-hydroxyphenyl)

Febuxostat-8

Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Ethyl 2-

ethyl 2-(4-hydroxyphenyl)-4-methyl thiazole-5-carb

Ethyl2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate,97%

Febuxostat intermediates，Ethyl 2-(4-hydroxyphenyl)-4- methylthiazole-5-carboxylate

CAS 161797-99-5 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxytic acid ethyl

Febuxostat Desaldehyde Impurity

ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate 2-

ethyl 4-methyl-2-(4-oxocyclohexa-2,5-dien-1-ylidene)-3H-1,3-thiazole-5-carboxylate

Ethyl 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate(G)

Ethyl 2-(4-hydroxyphenyl)-4- ethylthiazole-5-carboxylate

Intermediate 2 of non brucite

Ethyl 2-(4-+B1:C32Hydroxyphenyl)-4-Methyl-5- Thiazolecarboxylate

Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate（F2）

Febuxostat Impurity A-1

161797-99-5

161798-99-5

Febuxostat Intermediates

Febuxostat intermediate