3-(3-Ethylphenyl)-2-substituted hydrazino-3H-quinazolin-4-one Derivatives: New Class of Analgesic and Anti-Inflammatory Agents

被引:51
作者
Alagarsamy, V. [1 ]
Solomon, V. Raja [2 ]
Sheorey, R. V. [3 ]
Jayakumar, R. [1 ]
机构
[1] MNR Coll Pharm, Med Chem Res Lab, Sangareddy 502294, Andhra Pradesh, India
[2] Cent Drug Res Inst, Med Proc Chem Div, Lucknow 226001, Uttar Pradesh, India
[3] Raipur Inst Technol, Inst Pharm, Dept Pharmacol, Raipur 492101, Madhya Pradesh, India
关键词
analgesic; anti-inflammatory activity; quinazoline; structure-activity relationship; PHARMACOLOGICAL EVALUATION; ANTIBACTERIAL ACTIVITIES; 2,3-DISUBSTITUTED QUINAZOLIN-4(3H)-ONES; AMINO-3H-QUINAZOLIN-4-ONES; QUINAZOLIN-4-(3H)-ONES; QUINAZOLINES;
D O I
10.1111/j.1747-0285.2009.00794.x
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A new series of 3-(3-ethylphenyl)-2-substituted hydrazino-3H-quinazolin-4-ones were synthesized by reacting the amino group of 2-hydrazino-3-(3-ethylphenyl)-3H-quinazolin-4-one with a variety of aldehydes and ketones. The title compounds were investigated for analgesic, anti-inflammatory and ulcerogenic index behavior. The compound 2-(N'-3-pentylidene-hydrazino)-3-(3-ethylphenyl)-3H-quinazolin-4-one (AS2) emerged as the most active compound in exhibiting analgesic activity and the compound 2-(N'-2-pentylidene-hydrazino)-3-(3-ethylphenyl)-3H-quinazolin-4-one (AS3) emerged as the most active compound in exhibiting anti-inflammatory activity; and these compounds are moderately potent when compared with the reference standard diclofenac sodium. Interestingly, the test compounds showed only mild ulcerogenic potential when compared with aspirin.
引用
收藏
页码:471 / 479
页数:9
相关论文
共 20 条
[1]   Synthesis of novel 3-butyl-2-substituted amino-3H-quinazolin-4-ones as analgesic and anti-inflammatory agents [J].
Alagarsamy, V. ;
Meena, S. ;
Ramaseshu, K. V. ;
Solomon, V. Raja ;
Kumar, T. Durai Ananda ;
Thirumurugan, K. .
CHEMICAL BIOLOGY & DRUG DESIGN, 2007, 70 (03) :254-260
[2]  
Alagarsamy V., 2006, Indian Journal of Pharmaceutical Sciences, V68, P108
[3]   Synthesis and pharmacological evaluation of some 3-phenyl-2-substituted-3H-quinazolin-4-one as analgesic, anti-inflammatory agents [J].
Alagarsamy, V. ;
Solomon, V. Raja ;
Dhanabal, K. .
BIOORGANIC & MEDICINAL CHEMISTRY, 2007, 15 (01) :235-241
[4]   Synthesis, analgesic, anti-inflammatory and antibacterial activities of some novel 2-methylthio-3-substituted quinazolin-4-(3H)-ones [J].
Alagarsamy, V ;
Rajesh, R ;
Ramaseshu, M ;
Vijaykumar, S ;
Ramseshu, KV ;
Duraianandakumar, T .
BIOLOGICAL & PHARMACEUTICAL BULLETIN, 2004, 27 (05) :652-656
[5]   Synthesis, analgesic, anti-inflammatory and antibacterial activities of some novel 2-methyl-3-substituted quinazolin-4-(3H)-ones [J].
Alagarsamy, V ;
Murugananthan, G ;
Venkateshperumal, R .
BIOLOGICAL & PHARMACEUTICAL BULLETIN, 2003, 26 (12) :1711-1714
[6]  
Alagarsamy V, 2003, PHARMAZIE, V58, P233
[7]  
Alagarsamy V, 2003, BIOL PHARM BULL, V26, P557
[8]   Synthesis, analgesic, anti-inflammatory and antibacterial activities of some novel 2-phenyl-3-substituted quinazolin-4(3H) ones [J].
Alagarsamy, V ;
Salomon, VR ;
Vanikavitha, G ;
Paluchamy, V ;
Chandran, MR ;
Sujin, AA ;
Thangathiruppathy, A ;
Amuthalakshmi, S ;
Revathi, R .
BIOLOGICAL & PHARMACEUTICAL BULLETIN, 2002, 25 (11) :1432-1435
[9]  
Alagarsamy V, 2008, ARZNEIMITTELFORSCH, V58, P174, DOI 10.1055/s-0031-1296489
[10]   Synthesis and pharmacological investigation of novel 3-(3-methylphenyl)-2-substituted amino-3H-quinazolin-4-ones as analgesic and anti-inflammatory agents [J].
Alagarsamy, Veerachamy ;
Dhanabal, Kumarasamy ;
Parthiban, Periyasamy ;
Anjana, Gobi ;
Deepa, Govinhan ;
Murugesan, Balakrishnan ;
Rajkumar, Subramanian ;
Beevi, Abdulrahim Janath .
JOURNAL OF PHARMACY AND PHARMACOLOGY, 2007, 59 (05) :669-677