86627-02-3

Basic information

• Product Name: 4-Pyrimidinamine, 6-chloro-2-(methylsulfonyl)-N-phenyl-
• CAS NO: 86627-02-3
• Molecular Formula: C11H10ClN3O2S
• Molecular Weight: 283.738
• Mol File: 86627-02-3.mol

Chemical Properties

• CAS DataBase Reference: 4-Pyrimidinamine, 6-chloro-2-(methylsulfonyl)-N-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Pyrimidinamine, 6-chloro-2-(methylsulfonyl)-N-phenyl-(86627-02-3)
• EPA Substance Registry System: 4-Pyrimidinamine, 6-chloro-2-(methylsulfonyl)-N-phenyl-(86627-02-3)

Safety Data

• Hazardous Substances Data: 86627-02-3(Hazardous Substances Data)

Upstream product

• 62-53-3 aniline 
• 4489-34-3 4,6-dichloro-2-(methylsulfonyl)pyrimidine 
• 86626-97-3 (6-chloro-2-methylsulfanylpyrimidin-4-yl)phenylamine 
• 6299-25-8 4,6-Dichloro-2-(methylthio)pyrimidine 

Downstream Products

• 1450822-08-8 2-[4-chloro-6-(phenylamino)pyrimidin-2-ylamino]ethanol 
• 1450822-10-2 2-(methylsulfonyl)-N,6-diphenylpyrimidin-4-amine 
• 1450822-11-3 2-(methylsulfonyl)-N-phenyl-6-(m-tolyl)pyrimidin-4-amine 
• 1450822-12-4 6-(4-methoxyphenyl)-2-(methylsulfonyl)-N-phenylpyrimidin-4-amine 
• 1450822-13-5 6-(4-fluorophenyl)-2-(methylsulfonyl)-N-phenylpyrimidin-4-amine 
• 1450822-14-6 6-chloro-N²-(2-chlorophenyl)-N⁴-phenylpyrimidine-2,4-diamine 
• 1450822-15-7 6-chloro-N²-(3-chlorophenyl)-N⁴-phenylpyrimidine-2,4-diamine 
• 1450822-18-0 6-chloro-N²-(4-nitrophenyl)-N⁴-phenylpyrimidine-2,4-diamine 
• 1450822-19-1 1-[4-chloro-6-(phenylamino)pyrimidin-2-yl]piperidin-2-one 
• 228575-10-8 6-chloro-N,2-diphenylpyrimidin-4-amine 
• 1450822-21-5 6-chloro-2-(4-fluorophenyl)-N-phenylpyrimidin-4-amine 
• 1450822-05-5 2-(methylsulfonyl)-N⁴-phenyl-N⁶-(p-tolyl)pyrimidine-4,6-diamine 
• 1450822-06-6 N⁴-(4-chlorophenyl)-2-(methylsulfonyl)-N⁶-phenylpyrimidine-4,6-diamine 
• 1450822-02-2 2-(methylsulfonyl)-N⁴,N⁶-diphenylpyrimidine-4,6-diamine 

Relevant articles and documents

Novel pyrimidines as antitubercular agents

Mycobacterium tuberculosis infection is responsible for a global pandemic. New drugs are needed that do not show cross-resistance with the existing front-line therapeutics. A triazine antitubercular hit led to the design of a related pyrimidine family. Th

Discovery of 2-(cyclohexylmethylamino)pyrimidines as a new class of reversible valosine containing protein inhibitors

Valosine-containing protein (VCP), also known as p97 or cdc48 in yeast, is a highly abundant protein belonging to the AAA ATPase family involved in a number of essential cellular functions, including ubiquitin-proteasome mediated protein degradation, Golgi reassembly, transcription activation, and cell cycle control. Altered expression of VCP has been detected in many cancer types sometimes associated with poor prognosis. Furthermore, VCP mutations are causative of some neurodegenerative disorders. In this paper we report the discovery, synthesis, and structure-activity relationships of substituted 2-aminopyrimidines, representing a new class of reversible VCP inhibitors. This class of compounds, identified in a HTS campaign against recombinant VCP, has been progressively expanded and manipulated to increase biochemical potency and gain cellular activity.

Chemoselective reactions of 4,6-dichloro-2-(methylsulfonyl)pyrimidine and related electrophiles with amines

Chemoselective SNAr reactions of 4,6-dichloro-2-(methylsulfonyl) pyrimidine and several related electrophiles with amines and their derivatives are described. In the presence of weak bases anilines and secondary aliphatic amines selectively displace the chloride group. Deprotonated anilines and their carbonyl derivatives displace the sulfone group. Sterically and electronically unbiased primary aliphatic amines selectively displace the sulfone group in 4,6-dichloro-2-(methylsulfonyl)pyrimidine; however, their reactions with other electrophiles generally are less selective. Steric-driven selectivity explanation was proposed. Georg Thieme Verlag Stuttgart. New York.