3-(3-ethylphenyl)-2-substituted hydrazino-3H-quinazolin-4-one derivatives: New class of analgesic and anti-inflammatory agents

Chemical Biology and Drug Design

Volumn 73, Issue 4, 2009, Pages 471-479

  Alagarsamy, V ^a   Raja Solomon, V ^b   Sheorey, R V ^c   Jayakumar, R ^a  

^a MNR College of Pharmacy   (India)

^b CENTRAL DRUG RESEARCH INSTITUTE   (India)

^c Raipur Institute of Technology   (India)

Author keywords

Analgesic; Anti inflammatory activity; Quinazoline; Structure activity relationship

Indexed keywords

2 (N' (4 METHYLBENZYLIDENE HYDRAZINO)) 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 (N' 1 PHENYLETHYLIDENE HYDRAZINO) 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 (N' 2 BUTYLIDENE HYDRAZINO) 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 (N' 2 OXOINDOLIN 2 ONE 3 YLIDENE HYDRAZINO) 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 (N' 2 PENTYLIDENE HYDRAZINO) 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 (N' 3 PENTYLIDENE HYDRAZINO) 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 (N' BENZYLIDENE HYDRAZINO) 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 (N' CYCLOHEXYLIDENE HYDRAZINO) 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 (N' PHENYLBENZYLIDENE HYDRAZINO) 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 [N' (2 CHLOROBENZYLIDENE HYDRAZINO)] 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 [N' (2 METHYLBENZYLIDENE HYDRAZINO)] 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 [N' (2 NITROBENZYLIDENE HYDRAZINO)] 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 [N' (4 CHLOROBENZYLIDENE HYDRAZINO)] 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 [N' (4 METHOXYBENZYLIDENE HYDRAZINO)] 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; 2 [N' (4 NITROBENZYLIDENE HYDRAZINO)] 3 (3 ETHYLPHENYL) 3H QUINAZOLIN 4 ONE; ACETYLSALICYLIC ACID; ANALGESIC AGENT; ANTIINFLAMMATORY AGENT; BENZYLIDENE DERIVATIVE; CARRAGEENAN; DICLOFENAC; HYDRAZINE DERIVATIVE; QUINAZOLINE; QUINAZOLINE DERIVATIVE; UNCLASSIFIED DRUG;

ANALGESIC ACTIVITY; ANIMAL EXPERIMENT; ANIMAL MODEL; ANIMAL TISSUE; ANTIINFLAMMATORY ACTIVITY; ARTICLE; CLINICAL EVALUATION; COMPARATIVE STUDY; CONTROLLED STUDY; DIGESTIVE SYSTEM ULCER; DRUG FORMULATION; DRUG POTENCY; DRUG SYNTHESIS; MOUSE; NONHUMAN; PAW EDEMA; PRIORITY JOURNAL; RAT; STRUCTURE ACTIVITY RELATION; SUSPENSION; ULCEROGENESIS;

ALDEHYDES; ANALGESICS; ANIMALS; ANTI-INFLAMMATORY AGENTS; FEMALE; KETONES; MALE; MICE; QUINAZOLINES; RATS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 61849151462     PISSN: 17470277     EISSN: None     Source Type: Journal    
DOI: 10.1111/j.1747-0285.2009.00794.x     Document Type: Article

References (20)

1. Alagarsamy V., Meena S., Revathi R., Vijayakumar S., Ramseshu K.V. (2003) Synthesis, analgesic, anti-inflammatory, ulcerogenic index and antibacterial activities of novel 2-methylthio-3-substituted-5,6,7,8-tetrahydrobenzo (b) thieno[2,3-d]pyrimidin-4(3H)-ones. Pharmazie 58 : 233 236.
2. Alagarsamy V., Thangathirupathy A., Mandal S.C., Rajasekaran S., Vijayakumar S., Revathi R., Anburaj J., Arunkumar S., Rajesh S. (2006) Pharmacological evaluation of 2-substituted (1,3,4) thiadiazolo quinazolines. Indian J Pharm Sci 68 : 108 111.
3. Hitkari A., Bhalla M., Saxena A.K., Verma M., Gupta M.P., Shanker K. (1995) Substituted quinazolinones and their anti-inflammatory activity. Boll Chim Farm 134 : 609 615.
4. Chao Q., Deng L., Shih H., Leoni L.M., Genini D., Carson D.A., Cottam H.B. (1999) Substituted isoquinolines and quinazolines as potential antiinflammatory agents. Synthesis and biological evaluation of inhibitors of tumor necrosis factor alpha. J Med Chem 42 : 3860 3873.
5. Alagarsamy V., Muthukumar V., Pavalarani N., Vasanthanathan P., Revathi R. (2003) Synthesis, analgesic and anti-inflammatory activities of some novel 2,3-disubstituted quinazolin-4(3H)-ones. Biol Pharm Bull 26 : 557 559.
6. Zappalà M., Grasso S., Micale N., Zuccalà G., Menniti F.S., Ferreri G., De Sarro G., De Micheli C. (2003) 1-Aryl-6,7-methylenedioxy-3H- quinazolin-4-ones as anticonvulsant agents. Bioorg Med Chem Lett 13 : 4427 4430.
7. Alagarsamy V., Solomon V.R., Vanikavitha G., Paluchamy V., Chandran M.R., Sujin A.A., Thangathiruppathy A., Amuthalakshmi S., Revathi R. (2002) Synthesis, analgesic, anti-inflammatory and antibacterial activities of some novel 2-phenyl-3-substituted quinazolin-4(3H) ones. Biol Pharm Bull 25 : 1432 1435.
8. Alagarsamy V., Murugananthan G., Venkateshperumal R. (2003) Synthesis, analgesic, anti-inflammatory and antibacterial activities of some novel 2-methyl-3-substituted quinazolin-4-(3H)-ones. Biol Pharm Bull 26 : 1711 1714.
9. Alagarsamy V., Rajesh R., Meena R., Vijaykumar S., Ramseshu K.V., Duraianandakumar T. (2004) Synthesis, analgesic, anti-inflammatory and antibacterial activities of some novel 2-methylthio-3-substituted quinazolin-4(3H)-ones. Biol Pharm Bull 27 : 652 656.
10. Alagarsamy V., Meena S., Ramaseshu K.V., Solomon V.R., Kumar T.D., Thirumurugan K. (2007) Synthesis of novel 3-butyl-2-substituted amino-3H-quinazolin-4-ones as analgesic and anti-inflammatory agents. Chem Biol Drug Des 70 : 254 260.
11. Alagarsamy V., Solomon V.R., Dhanabal K. (2007) Synthesis and pharmacological evaluation of some 3-phenyl-2-substituted-3H-quinazolin-4-one as analgesic, anti-inflammatory agents. Bioorg Med Chem 15 : 235 241.
12. Alagarsamy V., Dhanabal K., Parthiban P., Anjana G., Deepa G., Murugesan B., Rajkumar S., Beevi A.J. (2007) Synthesis and pharmacological investigation of novel 3-(3-methylphenyl)-2-substituted amino-3H-quinazolin-4-ones as analgesic and anti-inflammatory agents. J Pharm Pharmacol 59 : 669 677.
13. Alagarsamy V., Shankar D., Murugan M., Siddiqui A.A., Rajesh R. (2007) Synthesis and pharmacological evaluation of some 3-(4-methylphenyl)-2- substituted amino-3H-quinazolin-4-ones as analgesic and anti-inflammatory agents. Arch Pharm (Weinheim) 340 : 41 46.
14. Alagarsamy V., Solomon V.R., Murugesan S. (2008) Synthesis and pharmacological evaluation of some 3-(2-methylphenyl)-2-substituted amino-quinazolin-4(3H)-ones as analgesic and antiinflammatory agents. Arzneimittelforschung 58 : 174 181.
15. Amour R.E., Smith D.L. (1941) A method for determinating loss of pain sensation. J Pharmacol Exp Ther 72 : 74 78.
16. Kulkarni S.K. (1980) Heat and other physiological stress-induced analgesia: catecholamine mediated and naloxone reversible response. Life Sci 27 : 185 188.
17. Winter C.A., Risely E.A., Nuss G.W. (1962) Carregeenin induced oedema in hind paw of the rat as assay for Antiinflammatory drugs. Exp Biol Med 111 : 544 547.
18. Goel R.K., Chakrabarti A., Sanyal A.K. (1985) The effect of biological variables on the anti-ulcerogenic effect of vegetable plantain banana. Planta Med 29 : 85 88.
19. Shay M., Komarov S.A., Fels D., Meranze D., Grunstein H., Siplet H. (1945) A simple method for the uniform production of gastric ulceration in the rats. Gastroenterology 5 : 43 61.
20. Ganguly A.K., Bhatnagar O.P. (1973) Effect of bilateral adrenalectomy on production of restraint ulcers in the stomach of albino rats. Can J Physiol Pharmacol 51 : 748 750.