144147-01-3

Basic information

• Product Name: Quinoline, 7-fluoro-4-methyl- (9CI)
• Synonyms: Quinoline, 7-fluoro-4-methyl- (9CI);7-Fluoro-4-methylquinoline
• CAS NO: 144147-01-3
• Molecular Formula: C10H8FN
• Molecular Weight: 161.1756232
• Product Categories: HALIDE
• Mol File: 144147-01-3.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Quinoline, 7-fluoro-4-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Quinoline, 7-fluoro-4-methyl- (9CI)(144147-01-3)
• EPA Substance Registry System: Quinoline, 7-fluoro-4-methyl- (9CI)(144147-01-3)

Safety Data

• Hazardous Substances Data: 144147-01-3(Hazardous Substances Data)

Upstream product

• 372-19-0 meta-fluoroaniline 
• 78-94-4 methyl vinyl ketone 

Relevant articles and documents

Anti-mutagenic structural modification by fluorine-substitution in highly mutagenic 4-methylquinoline derivatives

We have previously shown that fluorine-substitution at position 3 of quinoline deprived this molecule of mutagenicity, possibly due to interference with the yield of its metabolically activated form, the 1,4-hydrated 2,3-epoxide (enamine epoxide), which is directly responsible for the mutagenic modification of DNA. To further explore the possibility of a method for anti-mutagenic modification of mutagens by fluorine-substitution, 4-methylquinoline (4-MeQ), the most mutagenic form of all the quinoline derivatives examined so far, was used as a target in the present study. Five mono- and di-fluorinated derivatives of 4-MeQ, 2-fluoro-4-methylquinoline (2-F-4-MeQ), 6-F-4-MeQ, 7-F-4-MeQ, 2,6-difluoro-4-methylquinoline (2,6-diF-4-MeQ), and 2,7-diF-4-MeQ, were subjected to analysis of their structure-mutagenicity relationships. The 2-fluorinated derivatives (2-F-4-MeQ, 2,6-diF-4-MeQ, and 2,7-diF-4-MeQ) were all non-mutagenic in the Ames test. 7-F-4-MeQ was as highly mutagenic as, and 6-F-4-MeQ was less mutagenic than non-fluorinated 4-MeQ. Metabolic studies were also conducted with 4-MeQ, 2-F-4-MeQ, 6-F-4-MeQ, and 7-F-4-MeQ, using a liver microsomal enzyme fraction prepared from the 3-methylcholanthrene-treated rat. The HPLC analytical data showed that, although the metabolic patterns (hydroxylation at 4-methyl group as a main metabolic pathway and 3-hydroxylation as a minor pathway) of these four F-MeQs were similar to one another, only the 3-hydroxy metabolite of 2-F-4-MeQ was not produced under the present experimental conditions employed. These results suggest that fluorine-substitution at position 2 of 4-MeQ inhibited the formation of the enamine epoxide in the pyridine moiety and deprived this molecule of mutagenicity as in the case of quinoline. Copyright (C) 2000 Elsevier Science B.V.