Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
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- CAS-Nr.
- 161797-99-5
- Englisch Name:
- Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate
- Synonyma:
- 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
- Summenformel:
- C13H13NO3S
- Molgewicht:
- 263.31
- MOL-Datei:
- 161797-99-5.mol
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Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Eigenschaften
- Schmelzpunkt:
- 180 ºC
- Siedepunkt:
- 426.8±55.0 °C(Predicted)
- Dichte
- 1.274
- storage temp.
- Sealed in dry,Room Temperature
- Löslichkeit
- DMSO (Slightly), Methanol (Very Slightly)
- Aggregatzustand
- Solid
- pka
- 8.56±0.15(Predicted)
- Farbe
- 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 Datenbank
- 161797-99-5(CAS DataBase Reference)
Sicherheit
- Risiko- und Sicherheitserklärung
- Gefahreninformationscode (GHS)
Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Chemische Eigenschaften,Einsatz,Produktion Methoden
Verwenden
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.
Synthese
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 Upstream-Materialien And Downstream Produkte
Upstream-Materialien
Downstream Produkte
Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Anbieter Lieferant Produzent Hersteller Vertrieb Händler.
Global( 370)Lieferanten
161797-99-5()Verwandte Suche:
- 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-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
- 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 2-
- Febuxostat Desaldehyde Impurity
- CAS 161797-99-5 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxytic acid ethyl
- Febuxostat intermediates，Ethyl 2-(4-hydroxyphenyl)-4- methylthiazole-5-carboxylate
- Ethyl2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate,97%
- ethyl 2-(4-hydroxyphenyl)-4-methyl thiazole-5-carb
- Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate Ethyl 2-
- Febuxostat-8
- ethyl 2-(4-hydroxyphenyl)
- Febuxostat Impurity, Ethyl 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate (G)
- ethyl 2-(4-hydroxyphenyl)-4-Methyl-5-Thiazolecarboxylate
- Ethyl 2-(4-Hydroxyphenyl)-4-methylthiazole-5-carboxylate(G)
- Ethyl 2-(4-hydroxyphenyl)-4- ethylthiazole-5-carboxylate
- Intermediate 2 of non brucite
- Febuxostat Impurity A-1
- Ethyl 2-(4-+B1:C32Hydroxyphenyl)-4-Methyl-5- Thiazolecarboxylate
- Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate（F2）
- 161797-99-5
- 161798-99-5
- Febuxostat Intermediates
- Febuxostat intermediate
