| Identification | More | [Name]
4-HYDROXYTHIOBENZAMIDE | [CAS]
25984-63-8 | [Synonyms]
4-HYDROXYTHIOBENZAMIDE
4-Hydroxy Thiobenzamide p-Hydroxy Thiobenzamide
p-HydroxyThioBenzamide
4-hydroxybenzothioamide
4-HYDROXY THIOBENZAMIDE 98.0%MIN | [EINECS(EC#)]
674-712-0 | [Molecular Formula]
C7H7NOS | [MDL Number]
MFCD04973332 | [Molecular Weight]
153.2 | [MOL File]
25984-63-8.mol |
| Questions And Answer | Back Directory | [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.
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| Chemical Properties | Back Directory | [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 | [pka]
9.24±0.26(Predicted) | [color ]
Light Yellow | [InChI]
InChI=1S/C7H7NOS/c8-7(10)5-1-3-6(9)4-2-5/h1-4,9H,(H2,8,10) | [InChIKey]
VDTNKXSVUGXUOJ-UHFFFAOYSA-N | [SMILES]
C1(C(N)=S)=CC=C(O)C=C1 | [CAS DataBase Reference]
25984-63-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [HS Code ]
29242990 |
| Hazard Information | Back Directory | [Description]
4-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 Properties]
4-Hydroxythiobenzamide has an appearance ranging from light orange to yellow to green, powder to crystalline, melting point 192 °C, soluble in methanol. | [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.
| [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 |
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