1090-16-0

Basic information

• Product Name: 3-anilino-2-chloro-1,4-naphthoquinone
• Synonyms: 3-anilino-2-chloro-1,4-naphthoquinone;2-Anilino-3-chloro-1,4-naphthoquinone;2-Chloro-3-(phenylamino)-1,4-dihydronaphthalene-1,4-dione
• CAS NO: 1090-16-0
• Molecular Formula: C₁₆H₁₀ClNO₂
• Molecular Weight: 283.72
• Mol File: 1090-16-0.mol
• Article Data: 32

Chemical Properties

• Boiling Point: 408.3°Cat760mmHg
• Flash Point: 200.7°C
• Appearance: /
• Density: 1.39g/cm³
• Vapor Pressure: 2.21E-05mmHg at 25°C
• Refractive Index: 1.682
• CAS DataBase Reference: 3-anilino-2-chloro-1,4-naphthoquinone(CAS DataBase Reference)
• NIST Chemistry Reference: 3-anilino-2-chloro-1,4-naphthoquinone(1090-16-0)
• EPA Substance Registry System: 3-anilino-2-chloro-1,4-naphthoquinone(1090-16-0)

Safety Data

• Hazardous Substances Data: 1090-16-0(Hazardous Substances Data)

Usage

General Description

3-anilino-2-chloro-1,4-naphthoquinone is a chemical compound with the molecular formula C16H11ClN2O2. It is a derivative of naphthoquinone, which is a type of organic compound commonly used in the synthesis of pharmaceuticals and dyes. This specific compound is characterized by the presence of an aniline group and a chloro group attached to a naphthoquinone backbone. It has been studied for its potential therapeutic properties, particularly as an antibacterial and antifungal agent. Additionally, it has shown promise in the field of cancer research, with studies suggesting its potential as an anticancer agent. Its unique chemical structure and potential biological activities make it an interesting compound for further exploration and potential applications in various fields of medicine and chemistry.

InChI:InChI=1/C16H11ClN2O2/c17-13-14(19-18-10-6-2-1-3-7-10)16(21)12-9-5-4-8-11(12)15(13)20/h1-9,18-19H

Upstream product

• 16867-03-1 2-amino-3-hydroxypyridine 
• 4497-73-8 N-(3-chloro-1,4-dioxo-1,4-dihydronaphthalen-2-yl)-N-phenylacetamide 
• 117-80-6 2,3-Dichloro-1,4-naphthoquinone 
• 62-53-3 aniline 
• 1010-60-2 2-chloro-1,4-naphthoquinone 
• 98-95-3 nitrobenzene 
• 589-09-3 N-allyl-N-phenylamine 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 303159-24-2 2-anilino-3-chloro-[1,4]naphthoquinone-4-phenylimine 
• 104307-23-5 2-phenylimino-3,3-dichloro-2,3-dihydro-1,4-naphthoquinone 
• 6628-97-3 2-(phenylamino)naphthoquinone 
• 99-57-0 2-hydroxy-5-nitroaniline 
• 95-55-6 2-amino-phenol 

Downstream Products

• 72520-46-8 2-phenylamino-3-(phenylthio)naphthalene-1,4-dione 
• 62101-45-5 2-(4-bromophenylamino)-3-chloronaphthalene-1,4-dione 
• 861352-78-5 2-anilino-3-mercapto-[1,4]naphthoquinone 
• 75112-66-2 2-chloro-3-[(4-nitrophenyl)amino]-1,4-naphthoquinone 
• 113689-75-1 2-chloro-3-(N-nitroso-anilino)-[1,4]naphthoquinone 
• 60598-39-2 6-anilino-9-methyl-benzo[a]phenothiazin-5-one 
• 465547-43-7 2-(N-anilino)-3-pyrrolidino-1,4-naphthoquinone 
• 1171120-73-2 2-(naphthalene-1-ylthio)-3-(phenylamino)naphthalene-1,4-dione 
• 1171120-72-1 2-(3-methoxyphenylthio)-3-(phenylamino)naphthalene-1,4-dione 
• 1315212-66-8 4,9-dioxo-1-phenyl-1H-naphtho[2,3-d][1,2,3]triazole 2-oxide 
• 1315212-70-4 2-[(1-phenyl-1H-1,2,3-triazol-4-yl-2-oxide)carbonyl]benzoic acid 
• 1569968-17-7 2-chloro-3-(2,4-dibromophenylamino)naphthalene-1,4-dione 
• 60598-36-9 6-anilino-9-chloro-benzo[a]phenothiazin-5-one 
• 104307-23-5 2-phenylimino-3,3-dichloro-2,3-dihydro-1,4-naphthoquinone 

Relevant articles and documents

Biological evaluation of donor-acceptor aminonaphthoquinones as antitumor agents

Several members of the phenylamino-1,4-naphthoquinone series were prepared in order to investigate structure-activity relationships (SAR) and to explore the antitumor effects associated with this scaffold. The cytotoxic effects of the aminoquinones (ECsu

Synthesis and characterization of nitrogen and sulfur containing 1,4-naphthoquinones

New N,S-disubstituted naphthoquinones were synthesized by reactions of S- and N-nucleophiles with 2,3-dichloro-1,4-naphthoquinone. 2-(Hexadecylthio)-3- (phenylamino)-naphthalene-1,4-dione 5a was synthesized by reaction of 2-chloro-3-(phenylamino)-naphthal

Synthesis, antimicrobial properties, and inhibition of catalase activity of 1,4-naphtho-and benzoquinone derivatives containing N-, S-, O-substituted

A series of new 1,4-naphtho-and benzoquinone derivatives possessing N-, S-, O-substituted groups which has not been reported yet has been synthesized from 2,3-dichloro-1,4-naphthoquinone 1 and 2,3,5,6-tetrachlorocyclohexa-2,5-diene-1,4-dione 15 involving

Spectroscopic and theoretical studies on the nucleophilic substitution of 2,3-dichloronaphthoquinone with para-substituted anilines in solid state via initial charge transfer complexation

Various spectroscopy techniques (UV-Vis, DRS, FT-IR, 1H NMR, LC-MS) and theoretical computations have been employed to investigate the mechanism of the nucleophilic substitution reaction of 2,3- dichloronaphthoquinone (DCNQ) with para-substitut

Thermolysis of 2-azido-3-(R-anilino)-1,4-naphthoquinones. Nitrene insertion versus hydrogen abstraction

2-chloro-3-(R-anilino)-1,4-naphthoquinones react with sodium azide upon refluxing in DMF. The thermochemistry of 2-azido-3-(R-anilino)-1,4-naphthoquinone is strongly modified by the substituent on aniline. Having an strong electron-donor like O-R results

A One-Pot Approach to 2-(N-Substituted Amino)-1,4-naphthoquinones with Use of Nitro Compounds and 1,4-Naphthoquinones in Water

A one-pot synthesis of 2-(N-substituted amino)-1,4-naphthoquinones from 1,4-naphthoquinones and nitro compounds in water has been developed. This method features mild reaction conditions and provides aromatic nitro compounds with various functional groups such as halogens, methylthio, ester, amide, even allyl, propargyl, and heterocycles, as well as aliphatic nitro compounds that are well tolerated. This method can be scaled up and we conducted further transformation of the obtained 2-(N-substituted amino)-1,4-naphthoquinones to synthesize carbazolequinone derivatives.