233-55-6

Basic information

• Product Name: 1H-Imidazo[4,5-f]quinoline(8CI,9CI)
• Synonyms: 1H-Imidazo[4,5-f]quinoline(8CI,9CI)
• CAS NO: 233-55-6
• Molecular Formula: C10H7N3
• Molecular Weight: 169.18
• Product Categories: BENZIMIDAZOLE
• Mol File: 233-55-6.mol

Chemical Properties

• Boiling Point: 489.8°Cat760mmHg
• Flash Point: 248.2°C
• Appearance: /
• Density: 1.381g/cm³
• Vapor Pressure: 2.9E-09mmHg at 25°C
• Refractive Index: 1.804
• CAS DataBase Reference: 1H-Imidazo[4,5-f]quinoline(8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazo[4,5-f]quinoline(8CI,9CI)(233-55-6)
• EPA Substance Registry System: 1H-Imidazo[4,5-f]quinoline(8CI,9CI)(233-55-6)

Safety Data

• Hazardous Substances Data: 233-55-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H7N3/c1-2-7-8(11-5-1)3-4-9-10(7)13-6-12-9/h1-6H,(H,12,13)

Upstream product

• 50-00-0 formaldehyd 
• 42143-23-7 5,6-diaminoquinoline 
• 64-18-6 formic acid 
• 83003-96-7 2-(trifluoromethyl)imidazo<4,5-f>quinoline 
• 7647-01-0 hydrogenchloride 
• 35975-00-9 5-amino-6-nitroquinoline 
• 74308-05-7 9-Oxo-6,9-dihydro-3H-imidazo[4,5-f]quinoline-8-carboxylic acid ethyl ester 
• 116962-19-7 9-oxo-6,9-dihydroimidazo<4,5-f>quinoline-8-carboxylic acid nitrile 
• 82723-43-1 9-Oxo-6,9-dihydro-3H-imidazo[4,5-f]quinoline-8-carboxylic acid 
• 82723-47-5 3,6-Dihydro-imidazo[4,5-f]quinolin-9-one 
• 55404-06-3 9-chloroimidazo[4,5-f]quinoline 
• 613-50-3 6-nitroquinoline 
• 327-19-5 6‐nitro‐2‐trifluoromethyl‐1H-benzimidazole 
• 83003-97-8 5-acetamido-2-(trifluoromethyl)benzimidazole 

Relevant articles and documents

Mild and general one-pot reduction and cyclization of aromatic and heteroaromatic 2-nitroamines to bicyclic 2 H -imidazoles

A one-pot procedure for the conversion of aromatic and heteroaromatic 2-nitroamines into bicyclic 2H-benzimidazoles is described. The procedure employs formic acid, iron powder, and an additive such as NH4Cl to reduce the nitro group and effect the imidazole cyclization with high-yielding conversions generally within one to two hours. The compatibility with a wide range of functionality demonstrates the general utility of this procedure.

Thiazolyl-benzimidazoles

The invention is directed to compounds of formula (1) [image] and pharmaceutically acceptable salts thereof, methods for the preparation thereof, and methods of use thereof.

PREPARATION AND SPECTRAL PROPERTIES OF IMIDAZO- AND TRIAZOLOQUINOLINES WITH ANGULAR RING FUSION

The imidazo- and triazoloquinolines (Va, Vb) and imidazo- and triazoloquinolines (Xa, Xb) have been synthetized by the Gould-Jacobs reaction starting from the quinolinecarboxylic acids II and VII prepared by base catalyzed hydrolysis of the esters I and VI, resp.The decarboxylation of the acids II and VII gives the quinolones III and VIII, resp., which are aromatized to the corresponding chloroquinolines IV and IX.The latter compounds give the azoloquinolines V and X on catalytic reduction.The structure of the condensed heterocyclic compounds with angular ring fusion has been proved by 1H and 13C NMR, IR, UV, and mass spectra.

A Facile Synthesis of 2-Substituted Imidazoquinolines

Condensation of quinoline-5,6-diamine (II) with aliphatic and aromatic acids under catalytic and thermal conditions results in the corresponding 2-alkyl/aryl-1H-imidazoquinolines (I).

ALKALINE HYDROLYSIS OF 2-(TRIFLUOROMETHYL)IMIDAZO AND -QUINOLINES

2-(Trifluoromethyl)imidazo and -quinoline have been prepared from 5(6)-acetamido-2-(trifluoromethyl)benzimidazole and 7,8-diaminoquinoline respectively.These (trifluoromethyl)quinolines like 2-(trifluoromethyl)imidazoles but unlike 2-(trifluoromethyl)benzimidazoles, undergo hydrolysis in dilute sodium hydroxide to give ultimately the corresponding imidazo and -quinoline, respectively.