686267-34-5

Basic information

• Product Name: 4-(BENZYLAMINO)-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLIC ACID
• Synonyms: 4-(BENZYLAMINO)-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLIC ACID;5-PyriMidinecarboxylic acid, 2-(Methylthio)-4-[(phenylMethyl)aMino]-;4-(benzylamino)-2-(methylsulfanyl)pyrimidine-5-carboxylic acid
• CAS NO: 686267-34-5
• Molecular Formula: C₁₃H₁₃N₃O₂S
• Molecular Weight: 275.33
• Mol File: 686267-34-5.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 502.28°C at 760 mmHg
• Flash Point: 257.57°C
• Appearance: /
• Density: 1.372g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.662
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(BENZYLAMINO)-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(BENZYLAMINO)-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLIC ACID(686267-34-5)
• EPA Substance Registry System: 4-(BENZYLAMINO)-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLIC ACID(686267-34-5)

Safety Data

• Hazardous Substances Data: 686267-34-5(Hazardous Substances Data)

Usage

InChI:InChI=1/C13H13N3O2S/c1-19-13-15-8-10(12(17)18)11(16-13)14-7-9-5-3-2-4-6-9/h2-6,8H,7H2,1H3,(H,17,18)(H,14,15,16)

Upstream product

• 100973-67-9 ethyl 4-(benzylamino)-2-(methylthio)pyrimidine-5-carboxylate 
• 5909-24-0 4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester 
• 100-46-9 benzylamine 
• 686266-25-1 methyl 4-[(2-ethylbutyl)amino]-2-(methylthio)pyrimidine-5-carboxylate 

Downstream Products

• 919486-26-3 4-(benzylamino)-2-(methylsulfanyl)pyrimidine-5-carboxamide 
• 919486-27-4 4-(benzylamino)-N-methyl-2-(methylsulfanyl)pyrimidine-5-carboxamide 
• 919486-28-5 4-(benzylamino)-N-methyl-2-(methylsulfonyl)pyrimidine-5-carboxamide 
• 643086-98-0 4-(benzylamino)-2-(methylsulfonyl)pyrimidine-5-carboxamide 
• 919486-40-1 AS 1517499 
• 453563-01-4 N-[4-(isopropyl)-phenyl]{2-methylthio-4-[(4-pyridylmethyl)-amino]-pyrimidin-5-yl}-carboxamide 
• 686267-35-6 1-benzyl-7-(methylthio)-2H-pyrimido[4,5-d][1,3]oxazine-2,4(1H)-dione 
• 1430095-86-5 4-((4-(benzylamino)-5-carbamoylpyrimidin-2-yl)amino)phenyl methanesulfonate 
• 1430096-00-6 4-((4-(benzylamino)-5-carbamoylpyrimidin-2-yl)amino)phenyl propane-2-sulfonate 
• 1430095-89-8 4-((4-(benzylamino)-5-carbamoylpyrimidin-2-yl)amino)-2-(dimethylamino)phenyl methanesulfonate 
• 1254213-18-7 4-(benzylamino)-2-(methylsulfinyl)pyrimidine-5-carboxamide 

Relevant articles and documents

Discovery of diaminopyrimidine-carboxamide derivatives as JAK3 inhibitors

Selective inhibition of janus kinase (JAK) has been identified as an important strategy for the treatment of autoimmune disorders. Optimization at the C2 and C4-positions of pyrimidine ring of Cerdulatinib led to the discovery of a potent and orally bioavailable 2,4-diaminopyrimidine-5-carboxamide based JAK3 selective inhibitor (11i). A cellular selectivity study further confirmed that 11i preferentially inhibits JAK3 over JAK1, in JAK/STAT signaling pathway. Compound 11i showed good anti-arthritic activity, which could be correlated with its improved oral bioavailability. In the repeat dose acute toxicity study, 11i showed no adverse changes related to gross pathology and clinical signs, indicating that the new class JAK3 selective inhibitor could be viable therapeutic option for the treatment of rheumatoid arthritis.

INHIBITORS OF JAK

The present invention is directed to compounds of formula (I) and tautomers and pharmaceutically acceptable salts thereof which are selective inhibitors of JAK. The present invention is also directed to intermediates used in making such compounds, the preparation of such a compound, pharmaceutical compositions containing such a compound, methods of inhibition JAK activity, and methods to prevent or treat a number of conditions mediated at least in part by JAK activity.

Anti-infective agents

Compounds having the formula are hepatitis C(HCV) polymerase inhibitors. Also disclosed are a composition and method for inhibiting hepatitis C(HCV) polymerase, processes for making the compounds, and synthetic intermediates employed in the processes.