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4-Hydroxythiobenzamide

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CAS:25984-63-8
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4-Hydroxythiobenzamide Basic information
Uses
Product Name:4-Hydroxythiobenzamide
Synonyms:4-HYDROXYTHIOBENZAMIDE;p-HydroxyThioBenzamide;4-hydroxybenzothioamide;4-HYDROXY THIOBENZAMIDE 98.0%MIN;4-Hydroxy Thiobenzamide p-Hydroxy Thiobenzamide;4-[amino(sulfanyl)methylidene]cyclohexa-2,5-dien-1-one;Febuxostat Intermediate;Febuxostat-22
CAS:25984-63-8
MF:C7H7NOS
MW:153.2
EINECS:674-712-0
Product Categories:Febuxostat Intermediates;Febuxostat intermediate;chemical additive;pharmaceutical intermediate;25984-63-8
Mol File:25984-63-8.mol
4-Hydroxythiobenzamide Structure
4-Hydroxythiobenzamide Chemical Properties
Melting point 181-185℃
Boiling point 320.4±44.0 °C(Predicted)
density 1.338±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
pka9.24±0.26(Predicted)
color Light Yellow
InChIInChI=1S/C7H7NOS/c8-7(10)5-1-3-6(9)4-2-5/h1-4,9H,(H2,8,10)
InChIKeyVDTNKXSVUGXUOJ-UHFFFAOYSA-N
SMILESC1(C(N)=S)=CC=C(O)C=C1
CAS DataBase Reference25984-63-8(CAS DataBase Reference)
Safety Information
Hazard Codes Xi
Risk Statements 20/21/22-36/37/38-43-22
Safety Statements 26-36/37/39-36/37
HS Code 29242990
MSDS Information
4-Hydroxythiobenzamide Usage And Synthesis
Uses 4-Hydroxythiobenzamide(25984-63-8) is used in the synthesis of PPARα agonists used in increasing HDLc levels. Also used in the synthesis of potent CDK5 inhibitors in the treatment of Alzheimer’s disease.
Description4-Hydroxythiobenzamide is a key intermediate in febuxostat, a highly effective drug for treating gout. In addition, 4-hydroxythiobenzamide has been used to synthesize a variety of bioactive compounds, such as PPARγ agonists (used to increase high-density lipoprotein cholesterol levels) and potent CDK5 inhibitors (used in neurological disorders and cancer research).
Chemical Properties4-Hydroxythiobenzamide has an appearance ranging from light orange to yellow to green, powder to crystalline, melting point 192 °C, soluble in methanol.
Usesfebuxostat intermediate
Uses4-Hydroxythiobenzamide is used in the synthesis of PPARα agonists used in increasing HDLc levels. Also used in the synthesis of potent CDK5 inhibitors in the treatment of Alzheimer’s disease.
Synthesis 4-Hydroxythiobenzamide is an important intermediate of Febuxostat, a new anti-gout drug. A patent discloses a method for preparing p-hydroxythiobenzamide. Specifically, a certain amount of water, p-cyanophenol, sodium hydrosulfide, and secondary amine are mixed evenly. At a specific temperature, an organic weak acid is added dropwise. After the reaction is completed, the mixture is filtered, and the filter cake is dried to obtain 4-Hydroxythiobenzamide.
4-HYDROXYTHIOBENZAMIDE
References[1] Patent: US2005/75503, 2005, A1. Location in patent: Page/Page column 3
[2] Patent: US2012/78013, 2012, A1. Location in patent: Page/Page column 4
[3] Patent: CN106928108, 2017, A. Location in patent: Paragraph 0043; 0044; 0046; 0048; 0063; 0065; 0067; 0071
[4] Patent: WO2016/46836, 2016, A2. Location in patent: Page/Page column 3
[5] Synthetic Communications, 2000, vol. 30, # 6, p. 1083 - 1094
4-Hydroxythiobenzamide Preparation Products And Raw materials
Raw materials4-Hydroxybenzamide-->Diethylphosphorodithioate-->4-Cyanophenol
Tag:4-Hydroxythiobenzamide(25984-63-8) Related Product Information
Ethyl 2-(4-hydroxyphenyl)-4-methylthiazole-5-carboxylate ETHYL 2-(3-FORMYL-4-ISOBUTOXYPHENYL)-4-METHYLTHIAZOLE-5-CARBOXYLATE ethyl 2-(3-formyl-4-hydroxyphenyl)-4-methyl thiazole-5-carboxylate Febuxostat 4-Hydroxythiobenzamide 4-METHOXYTHIOBENZAMIDE 2,3-DIHYDRO-1,4-BENZODIOXINE-6-CARBOTHIOAMIDE 6,7-DIMETHOXY-1,2,3,4-TETRAHYDROISOQUINOLINE-1-THIONE Tritiozine Vanitiolide 4-Ethoxybenzenecarbothioamide Benzamide THIOBENZAMIDE 4-[5-(TRIFLUOROMETHYL)PYRID-2-YLOXY]THIOBENZAMIDE 4-METHOXY-3-NITROBENZENE-1-CARBOTHIOAMIDE 2,3-DIHYDROBENZO[B]FURAN-5-CARBOTHIOAMIDE 1,3-BENZODIOXOLE-5-CARBOTHIOAMIDE 1-BENZYL-3-(TERT-BUTYL)-1H-PYRAZOLE-5-CARBOXYLIC ACID

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