863030-14-2

Basic information

• Product Name: 7-chloro-6-nitro-4-oxo-1,4-dihydroquinoline-3-carbonitrile
• Synonyms: 7-Chlor-4-hydroxy-6-nitrochinolin-3-carbonitril; 7-Chlor-6-nitro-4-oxo-1,4-dihydrochinolin-3-carbonitril; 7-chloro-4-hydroxy-6-nitroquinoline-3-carbonitrile
• CAS NO: 863030-14-2
• Molecular Formula: C₁₀H₄ClN₃O₃
• Molecular Weight: 249.6101
• Mol File: 863030-14-2.mol

Chemical Properties

• Boiling Point: 428.677°C at 760 mmHg
• Flash Point: 213.056°C
• Density: 1.65g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.685
• CAS DataBase Reference: 7-chloro-6-nitro-4-oxo-1,4-dihydroquinoline-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 7-chloro-6-nitro-4-oxo-1,4-dihydroquinoline-3-carbonitrile(863030-14-2)
• EPA Substance Registry System: 7-chloro-6-nitro-4-oxo-1,4-dihydroquinoline-3-carbonitrile(863030-14-2)

Safety Data

• Hazardous Substances Data: 863030-14-2(Hazardous Substances Data)

Upstream product

• 5900-58-3 2-amino-4-chloro-benzoic acid methyl ester 
• 89-77-0 2-Amino-4-chlorobenzoic acid 
• 263149-38-8 ethyl 3-[(3-chloro-4-nitrophenyl)amino]-2-cyanoacrylate 
• 348617-31-2 7-chloro-6-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid 
• 825-41-2 3-chloro-4-nitroaniline 
• 348617-32-3 7-chloro-6-nitro-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid amide 
• 108-77-0 1,3,5-trichloro-2,4,6-triazine 
• 75001-52-4 7-chloro-6-nitro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid ethyl ester 

Downstream Products

• 263149-40-2 4,7-dichloro-6-nitro-3-quinolinecarbonitrile 
• 348617-61-8 2-(chloromethyl)-8-(3,4,5-trimethoxyanilino)imidazo[4,5-g]quinoline-7-carbonitrile 
• 348619-34-1 7-azido-6-nitro-4-(3,4,5-trimethoxyanilino)-3-quinolinecarbonitrile 
• 348619-35-2 6,7-diamino-4-(3,4,5-trimethoxyanilino)-3-quinolinecarbonitrile 
• 348617-45-8 7-chloro-6-nitro-4-(3,4,5-trimethoxyanilino)-3-quinolinecarbonitrile 
• 348619-33-0 7-azido-4-(5-methoxy-2-methylanilino)-6-nitro-3-quinolinecarbonitrile 
• 348617-42-5 7-chloro-4-(5-methoxy-2-methylanilino)-6-nitro-3-quinolinecarbonitrile 
• 348617-43-6 6,7-diamino-4-(5-methoxy-2-methylanilino)-3-quinolinecarbonitrile 

Relevant articles and documents

Method for preparing 7-halo-6-nitro-1,4-dihydroquinoline-4-one-3-carbonitrile

The invention discloses a method for preparing 7-halo-6-nitro-1,4-dihydroquinoline-4-one-3-carbonitrile. The method comprises the following steps of: S1, adopting 2-amino-4-halo benzoic acid as a starting material, and performing esterification on simple fatty alcohol under the action of a catalyst so as to produce 4-halo-2-aminobenzoate; S2, performing a reaction between 4-halo-2-aminobenzoate and 3-dimethylaminoacrylonitrile under the action of an acidic catalyst so as to produce 4-halo-2-((2-cyanovinyl)amino) benzoate; S3, performing cyclization on 4-halo-2-((2-cyanovinyl)amino) benzoate under the action of strong base so as to produce 7-halo-1,4-dihydroquinoline-4-one-3-carbonitrile; and S4, performing nitrification on 7-halo-1,4-dihydroquinoline-4-one-3-carbonitrile in the presence ofa mixture of strong acid and nitric acid to obtain 7-halo-6-nitro-1,4-dihydroquinoline-4-one-3-carbonitrile. According to the method for preparing 7-halo-6-nitro-1,4-dihydroquinoline-4-one-3-carbonitrile, the process route is novel, the novel intermediates are obtained, and the total yield is more than 35%; the method has the advantages of a novel process route, mild reaction conditions and the like.

Ethyl 1,8-naphthyridone-3-carboxylates downregulate human papillomavirus-16 E6 and E7 oncogene expression

Strong epidemiological and molecular data associate cervical cancer (CC) with high-risk human papillomavirus (HPV) infections. The carcinogenic mechanism depends mainly on the expression of E6 and E7 oncoproteins encoded by the viral genome. Using a cell-based high-throughput assay, an in-house library of compounds was screened identifying the 1,8-naphthyridone 1 that efficiently inhibited the transcription driven by the long control region of the HPV genome. A series of analogues were then synthesized, obtaining more potent derivatives able to downregulate E6 and E7 transcripts in HPV-16-positive CC CaSki cells. An unusual structural insight emerged for the C-3 position of the 1,8-naphthyridone core, where the ethyl carboxylate esters, but not the carboxylic acids, are responsible for the activity. In vitro uptake studies showed that the 3-ethyl carboxylates do not act as prodrugs. The 1,8-naphthyridones emerged as valid starting points for the development of innovative agents potentially useful for the treatment of HPV-induced CC.

Substituted 3-cyanoquinolines as protein tyrosine kinases inhibitors

This invention provides compounds of formula 1 wherein R1, G1, G2, R4, Z, X and n are defined herein, or a pharmaceutically acceptable salt thereof, which are useful as antineoplastic agents and in the treatment of polycystic kidney disease.

8-Anilinoimidazo[4,5-g]quinoline-7-carbonitriles as Src kinase inhibitors

A series of 8-anilinoimidazo[4,5-g]quinoline-7-carbonitriles was synthesized and evaluated as Src kinase inhibitors. Several aniline substituents were surveyed, as well as water-solubilizing groups at the C-2 and N-3 positions. Potent Src inhibitors were

Tricyclic protein kinase inhibitors

This invention provides compounds of formula 1, having the structure which are useful as inhibitors of protein tyro sine kinase and are antiproliferative agents.