3177-24-0

Basic information

• Product Name: 2,4-Dichloro-5-cyanopyrimidine
• Synonyms: 2,4-Dichloro-5-cyanopyrimidine;2,4-Dichloro-5-Pyrimidinecarbonitrile;5-Pyrimidinecarbonitrile,2,4-dichloro-
• CAS NO: 3177-24-0
• Molecular Formula: C₅HCl₂N₃
• Molecular Weight: 173.99
• Product Categories: Boron, Nitrile, Thio,& TM-Cpds;Heterocycles;pharmacetical;Heterocycle-Pyrimidine series
• Mol File: 3177-24-0.mol
• Article Data: 4

Chemical Properties

• Melting Point: 62-63℃
• Boiling Point: 323.916 °C at 760 mmHg
• Flash Point: 149.699 °C
• Appearance: /
• Density: 1.60±0.1 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.591
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -5.54±0.29(Predicted)
• CAS DataBase Reference: 2,4-Dichloro-5-cyanopyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-Dichloro-5-cyanopyrimidine(3177-24-0)
• EPA Substance Registry System: 2,4-Dichloro-5-cyanopyrimidine(3177-24-0)

Safety Data

• Safety Statements: 24/25
• RIDADR: UN3439
• Hazardous Substances Data: 3177-24-0(Hazardous Substances Data)

Usage

General Description

2,4-Dichloro-5-cyanopyrimidine is a chemical compound with the molecular formula C5H2Cl2N2. It is a pyrimidine derivative, which is a type of organic compound containing a ring of six atoms made up of four carbon atoms and two nitrogen atoms. 2,4-Dichloro-5-cyanopyrimidine is used in the synthesis of pharmaceuticals and agrochemicals due to its ability to act as a building block for various biologically active compounds. It is also known for its use as a pesticide and herbicide, as it has herbicidal activity against broadleaf and grassy weeds. Additionally, 2,4-Dichloro-5-cyanopyrimidine is known to be toxic to aquatic organisms and may cause long-term adverse effects in the aquatic environment.

InChI:InChI=1/C5HCl2N3/c6-4-3(1-8)2-9-5(7)10-4/h2H

Upstream product

• 4425-56-3 5-cyanouracil 

Downstream Products

• 1332300-63-6 3-(5-cyano-2-(3-(4-fluorophenoxy)azetidin-1-yl)pyrimidin-4-ylamino)-N-methylbenzamide 
• 1332302-03-0 3-(4-chloro-5-cyanopyrimidin-2-ylamino)-N-methylbenzamide 
• 1332302-04-1 3-(2-chloro-5-cyanopyrimidin-4-ylamino)-N-methylbenzamide 
• 1214727-96-4 4-chloro-2-{[2-(methylsulfanyl)benzyl]amino}pyrimidine-5-carbonitrile 
• 892413-66-0 2,4-bis[[3-(2-propenyloxy)phenyl]amino]-5-pyrimidinecarbonitrile 
• 874822-07-8 4-chloro-2-({[2-(trifluoromethoxy)phenyl]methyl}amino)pyrimidine-5-carbonitrile 

Relevant articles and documents

HETEROARYL PIPERIDINE ETHER ALLOSTERIC MODULATORS OF THE M4 MUSCARINIC ACETYLCHOLINE RECEPTOR

The present invention is directed to heteroarylpiperidine ether compounds which are allosteric modulators of the M4 muscarinic acetylcholine receptor. The present invention is also directed to uses of the compounds described herein in the potential treatment or prevention of neurological and psychiatric disorders and diseases in which M4 muscarinic acetylcholine receptors are involved. The present invention is also directed to compositions comprising these compounds. The present invention is also directed to uses of these compositions in the potential prevention or treatment of such diseases in which M4 muscarinic acetylcholine receptors are involved.

Falcipain inhibitors: Optimization studies of the 2-pyrimidinecarbonitrile lead series

Falcipain-2 and falcipain-3 are papain-family cysteine proteases of the malaria parasite Plasmodium falciparum that are responsible for host hemoglobin hydrolysis to provide amino acids for parasite protein synthesis. Different heteroarylnitrile derivatives were studied as potential falcipain inhibitors and therefore potential antiparasitic lead compounds, with the 5-substituted-2- cyanopyrimidine chemical class emerging as the most potent and promising lead series. Through a sequential lead optimization process considering the different positions present in the initial scaffold, nanomolar and subnanomolar inhibitors at falcipains 2 and 3 were identified, with activity against cultured parasites in the micromolar range. Introduction of protonable amines within lead molecules led to marked improvements of up to 1000 times in activity against cultured parasites without noteworthy alterations in other SAR tendencies. Optimized compounds presented enzymatic activities in the picomolar to low nanomolar range and antiparasitic activities in the low nanomolar range.