Synthesis of halogen derivatives of benzo[h]chromene and benzo[a]anthracene with promising antimicrobial activities

Mostafa M Khafagy; Ashraf H F Abd el-Wahab; Fathy A Eid; Ahmed M el-Agrody

doi:10.1016/s0014-827x(02)01263-6

Synthesis of halogen derivatives of benzo[h]chromene and benzo[a]anthracene with promising antimicrobial activities

Farmaco. 2002 Sep;57(9):715-22. doi: 10.1016/s0014-827x(02)01263-6.

Authors

Mostafa M Khafagy¹, Ashraf H F Abd el-Wahab, Fathy A Eid, Ahmed M el-Agrody

Affiliation

¹ Chemistry Department, Faculty of science, Al-Azhar University, Nasr City, Cairo, Egypt.

PMID: 12385521
DOI: 10.1016/s0014-827x(02)01263-6

Abstract

The synthesis of novel 7-(4-halophenyl)-8,9-dihydro-7H-12-oxa-9,11-diaza-benzo[a]anthracene derivatives has been reported. The key intermediate 3-amino-9-chloro-1-(4-halophenyl)-1H-benzo[h]chromene-2-carbonitrile (3) was obtained by treating 4-halobenzylidenmalononitriles (1a-c) and ethyl 4-halobenzylidenmalonates (1d-f) with 4-chloro-1-naphthol (2) in ethanolic piperidine solution. Antimicrobial activity was shown for most of the synthesized compounds.

MeSH terms

Anthracenes / chemical synthesis*
Anthracenes / pharmacology
Anti-Bacterial Agents
Anti-Infective Agents / chemical synthesis*
Anti-Infective Agents / pharmacology
Antifungal Agents / chemical synthesis
Antifungal Agents / pharmacology
Benzopyrans / chemical synthesis*
Benzopyrans / pharmacology
Gram-Negative Bacteria / drug effects
Gram-Positive Bacteria / drug effects
Halogens / chemistry
Magnetic Resonance Spectroscopy
Microbial Sensitivity Tests
Mitosporic Fungi / drug effects
Spectrophotometry, Infrared
Structure-Activity Relationship

Substances

Anthracenes
Anti-Bacterial Agents
Anti-Infective Agents
Antifungal Agents
Benzopyrans
Halogens