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

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

Uses

Used in Pharmaceutical Synthesis:
2,4-Dichloro-5-cyanopyrimidine is used as a key intermediate in the synthesis of pharmaceuticals for its ability to form the core structure of several biologically active compounds. Its unique chemical properties allow for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Synthesis:
In the agrochemical industry, 2,4-Dichloro-5-cyanopyrimidine is utilized as a precursor in the production of various agrochemicals. Its incorporation into these compounds contributes to their effectiveness in controlling pests and diseases in agriculture.
Used as a Pesticide and Herbicide:
2,4-Dichloro-5-cyanopyrimidine is employed as a pesticide and herbicide due to its herbicidal activity against a broad spectrum of weeds, including broadleaf and grassy species. Its application helps in controlling weed growth, thereby improving crop yield and quality.
Environmental Considerations:

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

• 1106295-93-5 2-chloro-4-methoxypyrimidine-5-carbonitrile 
• 1570258-91-1 2-(biphenyl-3-ylamino)-4-(2,8-diazaspiro[4.5]dec-8-yl)pyrimidine-5-carbonitrile 
• 1570262-37-1 tert-butyl 8-[2-(biphenyl-3-ylamino)-5-cyanopyrimidin-4-yl]-2,8-diazaspiro[4.5]decane-2-carboxylate 
• 1439908-36-7 tert-butyl (1S,2S)-2-(4-chloro-5-cyanopyrimidin-2-ylamino)-3,3-difluorocyclohexylcarbamate 
• 1439908-38-9 tert-butyl (1S,2S)-2-(2-chloro-5-cyanopyrimidin-4-ylamino)-3,3-difluorocyclohexylcarbamate 
• 1439909-36-0 tert-butyl ((1S,2R)-2-((4-chloro-5-cyanopyrimidin-2-yl)amino)cyclohexyl)carbamate 

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.

2,4-Pyrimidinediamine Compounds and Their Uses

The present invention provides 2,4-pyrimidinediamine compounds that inhibit the IgE and/or IgG receptor signaling cascades that lead to the release of chemical mediators, intermediates and methods of synthesizing the compounds and methods of using the compounds in a variety of contexts, including in the treatment and prevention of diseases characterized by, caused by or associated with the release of chemical mediators via degranulation and other processes effected by activation of the IgE and/or IgG receptor signaling cascades.

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.

Pyrimidine derivatives useful as inhibitors of PKC-theta

Disclosed are novel compounds of formula (I): wherein X, Y, R1, R2 and R3 are as defined herein, which are useful as inhibitors of PKC-theta and are thus useful for treating a variety of diseases and disorders that are mediated or sustained through the activity of PKC-theta, including immunological disorders and type II diabetes. This invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.