5738-15-8

Basic information

• Product Name: 4-CHLORO-N,6-DIMETHYLPYRIMIDIN-2-AMINE
• Synonyms: ASISCHEM C63757;4-CHLORO-N,6-DIMETHYLPYRIMIDIN-2-AMINE;4-chloro-N,6-dimethyl-2-pyrimidinamine(SALTDATA: FREE);4-chloro-N,6-dimethyl-2-pyrimidinamine
• CAS NO: 5738-15-8
• Molecular Formula: C₆H₈ClN₃
• Molecular Weight: 157.6
• Mol File: 5738-15-8.mol

Chemical Properties

• Boiling Point: 279.8°C at 760 mmHg
• Flash Point: 123°C
• Appearance: /
• Density: 1.275g/cm³
• Vapor Pressure: 0.00393mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-CHLORO-N,6-DIMETHYLPYRIMIDIN-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-N,6-DIMETHYLPYRIMIDIN-2-AMINE(5738-15-8)
• EPA Substance Registry System: 4-CHLORO-N,6-DIMETHYLPYRIMIDIN-2-AMINE(5738-15-8)

Safety Data

• Hazardous Substances Data: 5738-15-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Chloro-N,6-dimethylpyrimidin-2-amine is used as a key intermediate in the synthesis of pyrimidine-based drugs. Its unique structure and properties make it a valuable building block for creating new molecules with diverse biological activities, contributing to the development of innovative therapeutic agents.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Chloro-N,6-dimethylpyrimidin-2-amine is utilized as a crucial component in the production of pyrimidine-based pesticides. Its role in the synthesis of these agrochemicals helps in the development of effective solutions for pest control and crop protection, ensuring sustainable agricultural practices.
Used in Medicinal Chemistry Research:
4-Chloro-N,6-dimethylpyrimidin-2-amine is employed as a valuable building block in medicinal chemistry research. Its unique structure and properties allow scientists to explore its potential in the creation of new molecules with diverse biological activities, paving the way for the discovery of novel therapeutic agents and drug candidates.
Used in Agricultural Chemistry Research:
In agricultural chemistry research, 4-Chloro-N,6-dimethylpyrimidin-2-amine serves as a key intermediate for the development of pyrimidine-based pesticides. Its role in the synthesis of these agrochemicals aids researchers in finding innovative solutions for pest control and crop protection, contributing to the advancement of sustainable agricultural practices.

InChI:InChI=1/C6H8ClN3/c1-4-3-5(7)10-6(8-2)9-4/h3H,1-2H3,(H,8,9,10)

Upstream product

• 3934-20-1 2,6-Dichloropyrimidine 
• 75-04-7 ethylamine 
• 5424-21-5 2,4-dichloro-6-methylpyrimidine 
• 74-89-5 methylamine 
• 39247-89-7 6-methyl-2-methylamino-3H-pyrimidin-4-one 
• 10025-87-3 trichlorophosphate 

Downstream Products

• 133061-43-5 6-methyl-2-methylamino-4-N-methylanilinopyrimidine 
• 15231-63-7 4-Methyl-2-methylamino-pyrimidin 
• 39247-89-7 6-methyl-2-methylamino-3H-pyrimidin-4-one 
• 1176761-06-0 1-[6-methyl-2-(methylamino)-4-pyrimidinyl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide 

Relevant articles and documents

ANTIVIRAL COMPOUNDS

The invention is provides novel antiviral compounds, as well as derivatives thereof. The compounds of the invention are preferably formulated as pharmaceuticals. The invention provides the compounds for use in the prevention and treatment of infectious diseases, in particular viral diseases. In some aspects the invention is based on the antiviral activity of the provided compounds against the Chikungunya virus, and hence, their application in the treatment or prevention of any physiological manifestation of such viral infection.

Discovery of a Novel Mycobacterial F-ATP Synthase Inhibitor and its Potency in Combination with Diarylquinolines

The F1FO-ATP synthase is required for growth and viability of Mycobacterium tuberculosis and is a validated clinical target. A mycobacterium-specific loop of the enzyme's rotary γ subunit plays a role in the coupling of ATP synthesis within the enzyme complex. We report the discovery of a novel antimycobacterial, termed GaMF1, that targets this γ subunit loop. Biochemical and NMR studies show that GaMF1 inhibits ATP synthase activity by binding to the loop. GaMF1 is bactericidal and is active against multidrug- as well as bedaquiline-resistant strains. Chemistry efforts on the scaffold revealed a dynamic structure activity relationship and delivered analogues with nanomolar potencies. Combining GaMF1 with bedaquiline or novel diarylquinoline analogues showed potentiation without inducing genotoxicity or phenotypic changes in a human embryonic stem cell reporter assay. These results suggest that GaMF1 presents an attractive lead for the discovery of a novel class of anti-tuberculosis F-ATP synthase inhibitors.

Discovery of 1-(1,3,5-triazin-2-yl)piperidine-4-carboxamides as inhibitors of soluble epoxide hydrolase

1-(1,3,5-Triazin-yl)piperidine-4-carboxamide inhibitors of soluble epoxide hydrolase were identified from high through-put screening using encoded library technology. The triazine heterocycle proved to be a critical functional group, essential for high potency and P450 selectivity. Phenyl group substitution was important for reducing clearance, and establishing good oral exposure. Based on this lead optimization work, 1-[4-methyl-6-(methylamino)-1,3,5-triazin-2-yl]-N- {[[4-bromo-2-(trifluoromethoxy)]-phenyl]methyl}-4-piperidinecarboxamide (27) was identified as a useful tool compound for in vivo investigation. Robust effects on a serum biomarker, 9, 10-epoxyoctadec-12(Z)-enoic acid (the epoxide derived from linoleic acid) were observed, which provided evidence of robust in vivo target engagement and the suitability of 27 as a tool compound for study in various disease models.