5219-07-8

Basic information

• Product Name: 2-(4-CHLORO-PHENYL)-3-OXO-BUTYRONITRILE
• Synonyms: 2-(4-CHLOROPHENYL)-3-OXOBUTANENITRILE;2-(4-CHLORO-PHENYL)-3-OXO-BUTYRONITRILE;2-(p-chlorophenyl)-acetoacetonitril;alpha-acetyl-4-chloro-benzeneacetonitril;alpha-p-chlorophenylacetoacetonitrile;α-Acetyl-4-chlorobenzeneacetonitrile;a-Acetyl-4-chlorobenzeneacetonitrile
• CAS NO: 5219-07-8
• Molecular Formula: C₁₀H₈ClNO
• Molecular Weight: 193.63
• EINECS: 226-012-8
• Mol File: 5219-07-8.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 274.9°Cat760mmHg
• Flash Point: 120°C
• Appearance: /
• Density: 1.221g/cm³
• Vapor Pressure: 0.00527mmHg at 25°C
• Refractive Index: 1.542
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(4-CHLORO-PHENYL)-3-OXO-BUTYRONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-CHLORO-PHENYL)-3-OXO-BUTYRONITRILE(5219-07-8)
• EPA Substance Registry System: 2-(4-CHLORO-PHENYL)-3-OXO-BUTYRONITRILE(5219-07-8)

Safety Data

• Statements: 36
• Safety Statements: 26
• Hazardous Substances Data: 5219-07-8(Hazardous Substances Data)

Usage

General Description

2-(4-chloro-phenyl)-3-oxo-butyronitrile, also known as 4-chlorophenylacetoacetonitrile, is a chemical compound with the molecular formula C10H7ClNO. It is a white to off-white crystalline powder that is commonly used in the synthesis of pharmaceuticals and organic compounds. 2-(4-CHLORO-PHENYL)-3-OXO-BUTYRONITRILE is a versatile building block in the production of various drugs and can be used in the formation of complex chemical structures. It is known for its role as an intermediate in the synthesis of various pharmaceuticals, including anti-cancer and anti-bacterial agents. The compound has several applications in the pharmaceutical industry due to its versatile nature and ability to be transformed into a wide range of compounds.

InChI:InChI=1/C10H8ClNO/c1-7(13)10(6-12)8-2-4-9(11)5-3-8/h2-5,10H,1H3/t10-/m0/s1

Upstream product

• 141-78-6 ethyl acetate 
• 140-53-4 p-chlorobenzyl cyanide 
• 75-36-5 acetyl chloride 

Downstream Products

• 100121-93-5 3-ethoxy-2-(4-chloro-phenyl)-crotononitrile 
• 98947-25-2 4-(4-chloro-phenyl)-3-methyl-isoxazol-5-ylamine 
• 5586-88-9 1-(4-chlorophenyl)propan-2-one 
• 214416-39-4 3-methyl-4-(4-chlorophenyl)-1H-pyrazol-5-amine 
• 118364-47-9 (E)-2-(4-Chloro-phenyl)-3-methoxy-but-2-enenitrile 
• 897769-21-0 7-chloro-3-(4-chloro-phenyl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidine 
• 850764-60-2 3-(4-chloro-phenyl)-2,5-dimethyl-pyrazolo[1,5-a]pyrimidin-7-ol 
• 906765-93-3 3-(4-chloro-phenyl)-5-ethyl-2-methyl-pyrazolo[1,5-a]pyrimidin-7-ol 
• 879450-15-4 3-(4-chloro-phenyl)-5-methoxymethyl-2-methyl-pyrazolo[1,5-a]pyrimidin-7-ol 
• 3275-44-3 2,4-diamino-5-(4-chlorophenyl)-6-methylpyrimidine 
• 214416-33-8 3-(4-Chloro-phenyl)-2,5-dimethyl-4H-pyrazolo[1,5-a]pyrimidin-7-one 

Relevant articles and documents

Copper-catalysed: N -arylation of 5-aminopyrazoles: A simple route to pyrazolo[3,4- b] indoles

A copper-catalysed intramolecular N-arylation of 5-aminopyrazoles is demonstrated for the first time. Highly substituted pyrazolo[3,4-b]indoles are synthesized. In particular, the indole core is decorated with halogens and alkyl and methoxy groups. Furthermore, a selective N-arylation of unsymmetrical diaryl bromide containing pyrazoles is exemplified, resulting in valuable pyrazolo[1,5-a]benzimidazoles. This journal is

Pyrimethamine Derivatives: Insight into Binding Mechanism and Improved Enhancement of Mutant β- N -acetylhexosaminidase Activity

In order to identify structural features of pyrimethamine (5-(4-chlorophenyl)-6-ethylpyrimidine-2,4-diamine) that contribute to its inhibitory activity (IC50 value) and chaperoning efficacy toward β-N-acetylhexosaminidase, derivatives of the compound were synthesized that differ at the positions bearing the amino, ethyl, and chloro groups. Whereas the amino groups proved to be critical to its inhibitory activity, a variety of substitutions at the chloro position only increased its IC50 by 2-3-fold. Replacing the ethyl group at the 6-position with butyl or methyl groups increased IC50 more than 10-fold. Surprisingly, despite its higher IC50, a derivative lacking the chlorine atom in the para-position was found to enhance enzyme activity in live patient cells a further 25% at concentrations >100 μM, while showing less toxicity. These findings demonstrate the importance of the phenyl group in modulating the chaperoning efficacy and toxicity profile of the derivatives.

Synthesis of N-substituted indole derivatives via PIFA-mediated intramolecular cyclization

(Chemical Equation Presented) A variety of N-arylated and N-alkylated indole derivatives were synthesized by way of a phenyliodine bis(trifluoroacetate) (PIFA)-mediated intramolecular cyclization. This novel method allows for the construction of an indole skeleton by joining the N-atom on the side chain to the benzene ring at the last synthetic step. Other novel pyrrole-fused aromatic compounds can also be achieved by this method.