Synthesis of new 4(3H)-quinazolinone derivatives using 5(4H)-oxazolones

Molecules

Volumn 11, Issue 5, 2006, Pages 377-382

  Hamidian, Hooshang ^a   Tikdari, Ahmad Momeni ^a   Khabazzadeh, Hojatollah ^a  

^a SHAHID BAHONAR UNIVERSITY OF KERMAN   (Iran)

Author keywords

4(3H) Quinazolinone; 5(4H) oxazolone; Synthetic method

Indexed keywords

OXAZOLE DERIVATIVE; QUINAZOLINONE DERIVATIVE;

ARTICLE; CHEMISTRY; INFRARED SPECTROSCOPY; SYNTHESIS;

OXAZOLES; QUINAZOLINONES; SPECTROSCOPY, FOURIER TRANSFORM INFRARED;

EID: 33750473750     PISSN: 14203049     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/11050377     Document Type: Article

References (11)

1. (a) Wolfe, J. F.; Rathman, T. L.; Sleevi, M. C.; Campbell, J. A.; Greenwood, T. D. Synthesis and anticonvulsant activity of some new 2-substituted 3-aryl-4(3H)-quinazolinones J. Med. Chem. 1990, 33, 161-166;
2. (b) Padia, J. K.; Field, M.; Hinton, J.; Meecham, K.; Pablo, J.; Pinnock, R.; Roth, B. D.; Singh, L.; Suman-Chauhan, N.; Trivedi, B. K.; Webdale, L. Novel Nonpeptide CCK-B Antagonists: Design and Development of Quinazolinone Derivatives as Potent, Selective, and Orally Active CCK-B Antagonists. J. Med. Chem. 1998, 41, 1042-1049.
3. Xia, Y.; Yang, Z. Y.; Hour, M. J.; Kuo, S. C.; Xia, P.; Bastow, K. F.; Nakanishi, Y.; Nampoothiri, P.; Hackl, T.; Hamel, E.; Lee, K. H. Antitumor Agents. Part 204: Synthesis and Biological Evaluation of Substituted 2-Aryl Quinazolinones. Bioorg. Med. Chem. Lett. 2001, 11, 1193-1196.
4. Kenichi, O.; Yoshihisa, Y.; Toyonari, O.; Toru, I.; Yoshio, I. Studies on 4(1H)-Quinazolinones. 5. Synthesis and Antiinflammatory Activity of 4(1H)-Quinazolinone Derivatives. J. Med. Chem. 1985, 28, 568-576.
5. Buchanan, J. G.; Sable, H. Z. In Selective Organic Transformations; Thyagarajan, B. S., Ed.,; Wiley-Interscience: New York, 1972; Vol. 2, pp. 1-95.
6. Lyle, F. R. U.S. Patent 5,973,257, 1985; [Chem. Abstr. 1985, 65, 2870].
7. Segarra, V.; Crespo, M. I.; Pujol, F.; Belata, J.; Domenech, T.; Miralpeix, M.; Palacios, J. M.; Castro, A.; Martinez, A. Phosphodiesterase inhibitory properties of losartan. design and synthesis of new lead compounds. Bioorg. Med. Chem. Lett. 1998, 8, 505-510.
8. Akazome, M.; Yamamoto, J.; Kondo, T.; watanabe, Y. Palladium complex-catalyzed intermolecular reductive N-heterocyclization: novel synthesis of quinazoline derivatives from 2-nitrobenzaldehyde or 2-nitrophenyl ketones with formamide. J. Organomet. Chem. 1995, 494, 229-233.
9. Butler, K.; Partridge, M. W. Cyclic Amidines. Part VIII. Derivatives of 12H-6:7:12a-Triazabenz[a]anthracene and 5aH-5:6:11a-Triazanaphthacene. J. Chem. Soc. 1959, 1512-1520.
10. Yesilada, A.; Koyunoglu, S.; Saygili, N.; Kupeli, E.; Yesilada, E.; Bedir, E.; Khan, I. Synthesis, Anti-inflamatory and Analgesic Activity Screening of some New 4(3-H)-Quinazolinone Derivatives. Arch. Pharm. Pharm. Med. Chem. 2004, 337, 96-104.
11. Crawford, M.; Little, W.T. The Erlenmeyer Reaction with Aliphatic Aldehydes, 2-Phenyloxazol-5-one Being Used Instead of Hippuric Acid. J. Chem. Soc. 1959, 729-731.