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
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)
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.
N-Bromosuccinimide Price
- Product number
- H52223
- Product name
- Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate, 97%
- Packaging
- 1g
- Price
- $110
- Updated
- 2021/12/16
- Product number
- H52223
- Product name
- Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate, 97%
- Packaging
- 5g
- Price
- $439
- Updated
- 2021/12/16
- Product number
- E918910
- Product name
- Ethyl2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate
- Packaging
- 5g
- Price
- $395
- Updated
- 2021/12/16
- Product number
- E918910
- Product name
- Ethyl2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate
- Packaging
- 2.5g
- Price
- $210
- Updated
- 2021/12/16
- Product number
- X8013
- Product name
- Ethyl2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
- Packaging
- 100g
- Price
- $316
- Updated
- 2021/12/16
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.
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
- Product
- ethyl 2-(4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate 161797-99-5
- Price
- US $30.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 2000kg
- Release date
- 2024-05-13
- Product
- Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate 161797-99-5
- Price
- US $5.00-2.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000kg
- Release date
- 2024-08-20
- 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