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Synthesis, characterization and biological activity studies on 6-p-dimethylaminophenyl-5,6-dihydrobenzoimidazo [1,2-c]quinazoline: Crystal structure of the title compound and comparative study with related derivatives

Title
Synthesis, characterization and biological activity studies on 6-p-dimethylaminophenyl-5,6-dihydrobenzoimidazo [1,2-c]quinazoline: Crystal structure of the title compound and comparative study with related derivatives
Creator
Bubbly S.G.; Gudennavar S.B.; Gowda N.M.N.; Bhattacharjee R.; Gayathri V.; Natarajan S.
Description
Reaction of o-aminophenylbenzimidazole with p-dimethylaminobenzaldehyde yielded 6-p-dimethylamin-ophenyl-5,6-dihydrobenzoimidazo[ 1,2-c]quinazoline, which was characterized by elemental analysis, IR, UV-Vis, 1H NMR, 13C NMR, mass spectral studies and X-ray crystal structure analysis. Studies on the antimicrobial activity of the compound revealed that it is active against fungus Yeast but not Bacillus subtilis. The compound crystallized in the space group P2 1/n with the unit cell parameters a = 10.652(2) b = 11.002(2) c = 15.753(2) ? = 109.29(2) and the structure was refined to an R-factor of 0.0479. The hydropyrimidine ring in the quinazoline moiety is in skew-boat conformation. The dimethylamino group attached to phenyl ring is in conjugation with it. The structure was stabilized by intermolecular C-H-N interactions. A few of the related quinazolines (6-p-hydroxyphenyl-5,6-dihydrobenzoimidazo [1,2-c]quinazoline; 6-phenyl-5,6-dihydrobenzoimidazo[1,2-c]quinazoline; 6-pyridyl-5,6- dihydrobenzoimidazo[1,2-c]quinazoline; 6-furyl-5,6-dihydrobenzoimidazo[1,2-c] quinazoline) were also examined for their biological activity, in addition to their characterization by IR, UV-Vis, JH and 13C NMR spectral studies along with structural comparison. Springer Science+Business Media, LLC 2011.
Source
Journal of Chemical Crystallography, Vol-42, No. 4, pp. 305-312.
Date
2012-01-01
Subject
Benzoimidazo[1,2-c]quinazoline; Biological activity; NMR; O-aminophenylbenzimidazole; P-dimethylaminobenzaldehyde; X-ray crystal structure
Coverage
Bubbly S.G., Department of Physics, Christ University, Bangalore 560029, Karnataka, Hosur Road, India; Gudennavar S.B., Department of Physics, Christ University, Bangalore 560029, Karnataka, Hosur Road, India; Gowda N.M.N., Christ University, Bangalore 560 029, Karnataka, India; Bhattacharjee R., Department of Chemistry, Bangalore University, Central College Campus, Bangalore 560001, Karnataka, India; Gayathri V., Department of Chemistry, Bangalore University, Central College Campus, Bangalore 560001, Karnataka, India; Natarajan S., School of Physics, Madurai Kamaraj University, Madurai 625021, Tamilnadu, India
Rights
Restricted Access
Relation
ISSN: 10741542; CODEN: JCCYE
Format
Online
Language
English
Type
Article

Collection

Articles

Citation

Bubbly S.G.; Gudennavar S.B.; Gowda N.M.N.; Bhattacharjee R.; Gayathri V.; Natarajan S., “Synthesis, characterization and biological activity studies on 6-p-dimethylaminophenyl-5,6-dihydrobenzoimidazo [1,2-c]quinazoline: Crystal structure of the title compound and comparative study with related derivatives,” CHRIST (Deemed To Be University) Institutional Repository, accessed February 25, 2025, https://archives.christuniversity.in/items/show/17341.

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