7781-33-1

Basic information

• Product Name: N~4~-(3-chlorophenyl)-6-methylpyrimidine-2,4-diamine
• CAS NO: 7781-33-1
• Molecular Formula: C₁₁H₁₁ClN₄
• Molecular Weight: 234.6848
• Mol File: 7781-33-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 456.5°C at 760 mmHg
• Flash Point: 229.9°C
• Density: 1.361g/cm³
• Vapor Pressure: 1.62E-08mmHg at 25°C
• Refractive Index: 1.688
• CAS DataBase Reference: N~4~-(3-chlorophenyl)-6-methylpyrimidine-2,4-diamine(CAS DataBase Reference)
• NIST Chemistry Reference: N~4~-(3-chlorophenyl)-6-methylpyrimidine-2,4-diamine(7781-33-1)
• EPA Substance Registry System: N~4~-(3-chlorophenyl)-6-methylpyrimidine-2,4-diamine(7781-33-1)

Safety Data

• Hazardous Substances Data: 7781-33-1(Hazardous Substances Data)

Upstream product

• 3977-29-5 2-amino-6-methylpyrimidin-4-ol 
• 5600-21-5 2-amino-6-methyl-4-chloropyrimidine 
• 108-42-9 3-chloro-aniline 
• 593-85-1 diguanidine carbonate 

Relevant articles and documents

Species-Selective Pyrimidineamine Inhibitors of Trypanosoma brucei S-Adenosylmethionine Decarboxylase

New therapeutic options are needed for treatment of human African trypanosomiasis (HAT) caused by protozoan parasite Trypanosoma brucei. S-Adenosylmethionine decarboxylase (AdoMetDC) is an essential enzyme in the polyamine pathway of T. brucei. Previous attempts to target this enzyme were thwarted by the lack of brain penetration of the most advanced series. Herein, we describe a T. brucei AdoMetDC inhibitor series based on a pyrimidineamine pharmacophore that we identified by target-based high-throughput screening. The pyrimidineamines showed selectivity for T. brucei AdoMetDC over the human enzyme, inhibited parasite growth in whole-cell assay, and had good predicted blood-brain barrier penetration. The medicinal chemistry program elucidated structure-activity relationships within the series. Features of the series that were required for binding were revealed by determining the X-ray crystal structure of TbAdoMetDC bound to one analog. The pyrimidineamine series provides a novel starting point for an anti-HAT lead optimization.

Reaction of N-aryl-3-oxobutanethioamides with bis(guanidinium) carbonate

Reactions of N-aryl-3-oxobutanethioamides with bis(guanidinium) carbonate lead to the formation of N-aryl-3-guanidinobut-2-enethioamides, 4-arylamino-6-methylpyrimidin-2-amines, guanidinium acetate, and arylamines, depending on the temperature conditions.