18892-39-2

Basic information

• Product Name: 6-amino-7-chloro-5,8-dioxoquinoline
• Synonyms: 6-amino-7-chloro-5,8-dioxoquinoline
• CAS NO: 18892-39-2
• Molecular Formula: C9H5 Cl N2 O2
• Molecular Weight: 0
• Mol File: 18892-39-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 338.6°Cat760mmHg
• Flash Point: 158.5°C
• Appearance: /
• Density: 1.57g/cm³
• Vapor Pressure: 9.75E-05mmHg at 25°C
• Refractive Index: 1.666
• CAS DataBase Reference: 6-amino-7-chloro-5,8-dioxoquinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 6-amino-7-chloro-5,8-dioxoquinoline(18892-39-2)
• EPA Substance Registry System: 6-amino-7-chloro-5,8-dioxoquinoline(18892-39-2)

Safety Data

• Hazardous Substances Data: 18892-39-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H5ClN2O2/c10-5-6(11)8(13)4-2-1-3-12-7(4)9(5)14/h1-3H,11H2

Upstream product

• 6541-19-1 6,7-dichloroquinoline-5,8-dione 
• 148-24-3 8-quinolinol 
• 1023880-02-5 6-azido-7-chloro-5,8-quinolinedione 
• 1228299-80-6 6-(benzhydryl-amino)-7-chloro-5,8-quinolinequinone 

Downstream Products

• 58372-39-7 N-(7-chloro-5,8-dioxo-5,8-dihydro-6-quinolinyl)acetamide 
• 132624-34-1 2-phenyl-thiazolo[4,5-g]quinoline-4,9-dione 
• 91426-36-7 6-amino-7-methylsulfanyl-5,8-quinolinequinone 
• 132624-33-0 2-(2-hydroxy-phenyl)-thiazolo[4,5-g]quinoline-4,9-dione 
• 98000-21-6 2-methyl-3-phenyl-3H-imidazo[4,5-g]quinoline-4,9-dione 

Relevant articles and documents

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Design, synthesis and biological evaluation of novel naphthoquinone derivatives as IDO1 inhibitors

Indoleamine 2,3-dioxygenase 1 (IDO1) mediated kynurenine pathway of tryptophan degradation is identified as an appealing and novel target in immunotherapy for the treatment of cancer. In this study, a novel series of naphthoquinone derivatives were synthesized, characterized and evaluated for their inhibitory activities against IDO1, and their structure?activity relationship was investigated. Among them, compounds T16, T44, T47, T49, T53 and T54 displayed potent IDO1 inhibitory activities with IC50 values ranging between 18 and 61 nM, which are more potent than INCB024360 undergoing clinical trial III evaluation. In addition, compounds T28, T44 and T53 decreased the kynurenine levels in rat plasma by 30%–50%. Compounds exhibiting excellent IDO1 inhibitory activities were also evaluated for their inhibitory activities against tryptophan 2,3-dioxygenase (TDO). Of which, compound T28 (IDO1 IC50 = 120 nM) showed promising TDO inhibition (IC50 72 nM) and was identified as an IDO1/TDO dual inhibitor.

The regioselectivity in the reaction of 6,7-dihaloquinoline-5,8-diones with amine nucleophiles in various solvents

The regioselectivity in the reaction of 6,7-dihaloquinoline-5,8-diones with amine nucleophiles was described. In this reaction the solvent played an important role. (C) 2000 Elsevier Science Ltd.