61727-33-1

Basic information

• Product Name: 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid
• Synonyms: AKOS BBS-00000276;5-CHLORO-2-(METHYLSULFANYL)-4-PYRIMIDINECARBOXYLIC ACID;5-CHLORO-2-(METHYLTHIO)PYRIMIDINE-4-CARBOXYLIC ACID;BUTTPARK 97\18-95;5-CHLORO-2-(METHYLTHIO)PYRIMIDINE-4-CAR&;5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid 98%;5-Chloro-2-methylsulfanyl-pyrimidine-4-carboxylic acid;5-Chloro-2-(methylsulphanyl)pyrimidine-4-carboxylic acid, 4-Carboxy-5-chloropyrimidin-2-yl methyl sulphide, 4-Carboxy-5-chloro-2-(methylthio)pyrimidine
• CAS NO: 61727-33-1
• Molecular Formula: C₆H₅ClN₂O₂S
• Molecular Weight: 204.63
• EINECS: 1312995-182-4
• Product Categories: pharmacetical;Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrimidines;PyrimidinesHeterocyclic Building Blocks;Heterocycle-Pyrimidine series
• Mol File: 61727-33-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 165 °C (dec.)
• Boiling Point: 396.4°C at 760 mmHg
• Flash Point: 193.5°C
• Appearance: /
• Density: 1.59g/cm³
• Vapor Pressure: 5.4E-07mmHg at 25°C
• Refractive Index: 1.638
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: soluble in Methanol
• PKA: 1.20±0.25(Predicted)
• CAS DataBase Reference: 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid(61727-33-1)
• EPA Substance Registry System: 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid(61727-33-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36-37/38-36/37/38
• Safety Statements: 26-36/37-37/39
• WGK Germany: 3
• Hazardous Substances Data: 61727-33-1(Hazardous Substances Data)

Usage

Description

5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid is an organic compound that serves as a synthetic intermediate in the pharmaceutical industry. It is characterized by its unique chemical structure, which includes a pyrimidine ring with a chlorine atom at the 5th position, a methylthio group at the 2nd position, and a carboxylic acid group at the 4th position. 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid is known for its potential applications in the development of various therapeutic agents.

Uses

Used in Pharmaceutical Industry:
5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid is used as a synthetic intermediate for the preparation of GSK3β inhibitors. These inhibitors are important in the development of treatments for various diseases, as they target the glycogen synthase kinase 3 beta (GSK3β) enzyme, which plays a role in several cellular processes and is implicated in the pathogenesis of certain conditions.
Additionally, 5-Chloro-2-(methylthio)pyrimidine-4-carboxylic acid is used as a synthetic intermediate for the preparation of non-nucleoside reverse transcriptase inhibitors (NNRTIs). NNRTIs are a class of antiretroviral drugs used in the treatment of HIV infection. They work by inhibiting the reverse transcriptase enzyme, which is essential for the replication of the HIV virus. The development of NNRTIs is crucial in the ongoing fight against the HIV/AIDS pandemic, as they provide an alternative treatment option for patients who may not respond well to other antiretroviral medications.

InChI:InChI=1/C6H5ClN2O2S/c1-12-6-8-2-3(7)4(9-6)5(10)11/h2H,1H3,(H,10,11)

Upstream product

• 87-56-9 mucochloric acid 
• 867-44-7 S-Methylisothiourea sulfate 
• 14527-26-5 2-methylisothiourea sulphate 
• 2986-19-8 carbamimidothioic acid methyl ester 

Downstream Products

• 1462949-89-8 [5-chloro-2-(methylsulfanyl)pyrimidin-4-yl][2-(difluoromethoxy)phenyl]methanol 
• 1462949-98-9 7-(4-fluorophenyl)-2-(methylsulfonyl)thieno[3,2-d]pyrimidine-6-carboxamide 
• 1462950-00-0 7-(4-fluorophenyl)-2-(methylsulfanyl)thieno[3,2-d]pyrimidine-6-carboxamide 
• 1462949-99-0 methyl 7-(4-fluorophenyl)-2-(methylsulfanyl)thieno[3,2-d]pyrimidine-6-carboxylate 
• 1462949-91-2 methyl 7-[2-(difluoromethoxy)phenyl]-2-(methylsulfanyl)thieno[3,2-d]pyrimidine-6-carboxylate 
• 1462949-90-1 [5-chloro-2-(methylsulfanyl)pyrimidin-4-yl][2-(difluoromethoxy)phenyl]methanone 
• 1462947-64-3 7-(4-fluorophenyl)-2-{[4-(4-methylpiperazin-1-yl)-2-(propan-2-yloxy)phenyl]-amino}thieno[3,2-d]pyrimidine-6-carboxamide 
• 1462949-88-7 methyl 2-(methylsulfanyl)-7-phenylthieno[3,2-d]pyrimidine-6-carboxylate 
• 1462949-87-6 methyl 2-(methylsulfonyl)-7-phenylthieno[3,2-d]pyrimidine-6-carboxylate 
• 1093255-58-3 N-({4-chloro-3-[(3-chloro-5-cyanophenyl)oxy]-2-fluorophenyl}methyl)-2-(methylthio)-4-pyrimidinecarboxamide 
• 1269771-43-8 5-chloro-N-[2-(methylamino)phenyl]-2-(methylthio)pyrimidine-4-carboxamide 
• 79686-03-6 methyl 5-chloro-2-(methylsulfanyl)pyrimidine-4-carboxylate 
• 74840-37-2 (5-chloro-2-methylthio-4-pyrimidinyl)-diphenyl-(1-imidazolyl)methane 
• 74840-36-1 α-(5-chloro-2-methylthio-4-pyrimidinyl)benzhydrol 

Relevant articles and documents

General and facial synthesis of 2-amino-5-halogenpyrimidine-4-carboxylic acids and their derivatives

A facile synthetic approach to 2-amino-5-halogen-pyrimidine-4-carboxylic acids from 5-halogen-2-methylsulfonylpyrimidine-4-carboxylic acid by nucleophilic displacement of the methylsulfonyl group with primary and secondary aliphatic amines has been develo

On the synthesis of 4- and 5-pyrimidinyl-diphenyl-(1-imidazolyl)methanes and their antifungal activity

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