105161-35-1

Basic information

• Product Name: 5-Pyrimidinecarboxaldehyde, 4-amino-1,2-dihydro-2-thioxo- (9CI)
• Synonyms: 5-Pyrimidinecarboxaldehyde, 4-amino-1,2-dihydro-2-thioxo- (9CI);4-Amino-2-mercaptopyrimidine-5-carbaldehyde
• CAS NO: 105161-35-1
• Molecular Formula: C5H5N3OS
• Molecular Weight: 155.1777
• Product Categories: ALDEHYDE
• Mol File: 105161-35-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-Pyrimidinecarboxaldehyde, 4-amino-1,2-dihydro-2-thioxo- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Pyrimidinecarboxaldehyde, 4-amino-1,2-dihydro-2-thioxo- (9CI)(105161-35-1)
• EPA Substance Registry System: 5-Pyrimidinecarboxaldehyde, 4-amino-1,2-dihydro-2-thioxo- (9CI)(105161-35-1)

Safety Data

• Hazardous Substances Data: 105161-35-1(Hazardous Substances Data)

Upstream product

• 449811-60-3 1,3-diethoxy-2-formylpropionitrile potassium salt 
• 17356-08-0 thiourea 
• 149139-41-3 α-cyano-β-dimethylaminoacrolein 

Downstream Products

• 770-31-0 4-amino-2-(methylthio)pyrimidine-5-carbaldehyde 
• 1280218-33-8 6-(2,4-difluorophenoxy)-2-methylsulfanyl-8-(2-methylsulfanylethyl)-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1313610-16-0 6-(2,4-difluorophenoxy)-2-methanesulfonyl-8-(2-methanesulfonylethyl)-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1280218-08-7 6-(2,4-difluorophenoxy)-8-(2-methanesulfonylethyl)-2-(tetrahydropyran-4-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1280218-35-0 6-(2,4-difluorophenoxy)-2-methylsulfanyl-8-(3-methylsulfanylpropyl)-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1280218-36-1 6-(2,4-difluorophenoxy)-2-methanesulfonyl-8-(3-methanesulfonylpropyl)-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1280218-09-8 6-(2,4-difluorophenoxy)-8-(3-methanesulfonylpropyl)-2-(tetrahydropyran-4-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1280218-42-9 6-(2,4-difluorophenoxy)-8-(2-hydroxy-2-methylpropyl)-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1280218-43-0 6-(2,4-difluorophenoxy)-8-(2-hydroxy-2-methylpropyl)-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1280218-11-2 6-(2,4-difluorophenoxy)-8-(2-hydroxy-2-methylpropyl)-2-(tetrahydropyran-4-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1280218-44-1 6-(2,4-difluorophenoxy)-8-((S)-2,2-dimethyl[1,3]dioxolan-4-ylmethyl)-2-methylsulfanyl-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1280218-45-2 6-(2,4-difluorophenoxy)-8-((S)-2,2-dimethyl[1,3]dioxolan-4-ylmethyl)-2-methanesulfonyl-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1280218-46-3 6-(2,4-difluorophenoxy)-8-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-2-(tetrahydropyran-4-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one 
• 1280218-12-3 6-(2,4-difluorophenoxy)-8-((S)-2,3-dihydroxypropyl)-2-(tetrahydropyran-4-ylamino)-8H-pyrido[2,3-d]pyrimidin-7-one 

Relevant articles and documents

Discovery of 6-(2,4-difluorophenoxy)-2-[3-hydroxy-1-(2-hydroxyethyl) propylamino]-8-methyl-8 H -pyrido[2,3- d ]pyrimidin-7-one (pamapimod) and 6-(2,4-difluorophenoxy)-8-methyl-2-(tetrahydro-2 H -pyran-4-ylamino)pyrido[2,3- d ]pyrimidin-7(8 H)-one (R1487) as orally bioavailable and highly selective inhibitors of p38α mitogen-activated protein kinase

The development of a new series of p38α inhibitors resulted in the identification of two clinical candidates, one of which was advanced into a phase 2 clinical study for rheumatoid arthritis. The original lead, an lck inhibitor that also potently inhibited p38α, was a screening hit from our kinase inhibitor library. This manuscript describes the optimization of the lead to p38-selective examples with good pharmacokinetic properties.

SYNTHESIS WITH NITRILES: 92. SYNTHESIS OF 5-FORMYLCYTOSINE DERIVATIVES

The reactivity of 3-dimethylamino-2-formylpropenenitrile (1) with various amino compounds is studied.Thus, condensation of 1 with anilines gives the corresponding azomethines (2a-c).Reaction of 1 with thiourea and guanidine resp., leads to 5-formylthiocyt