<abstract xmlns="http://www.w3.org/1999/xhtml"><p>In the present synthesis a series of 1-(1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-2-substituted phenylpyrazolidine-3,5-diones were prepared. By the reaction of N-methylbenzenamine with diethyl malonoate 4-hydroxy-1-methylquinolin-2(1H)-one were prepared, which on treatment with posphoryl chloride converted into 4-chloro-1-methylquinolin-2(1H)-one. Subsequently with substituted phenyl hydrazines 1-methyl-4-(2- substitutedphenylhydrazinyl)quinolin-2(1H)-one were obtained, which on reaction with diethyl malonate gave 1- (1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-2-substituted phenylpyrazolidine-3,5-diones. All structures were characterized by IR, <sup>1</sup>HNMR &amp; mass spectrometry. Further all the synthesized compounds were evaluated for their anti-nociceptive activity in mice by Eddy’s hot plate and acetic acid induced writhing response. All compounds have shown the activity. In hot plate model compounds QAA-04c and QAA-04d have given more activity than standard, whereas in case of acetic acid induced writhing model compounds QAA-04a and QAA- 04d have given significant analgesic activity which is comparable with the standard drug. Compound QAA-04b has shown least analgesic activity. Compound QAA-04a was almost equal in activity to the standard drug diclofenac sodium and was considered as the lead molecule.</p></abstract>

In the present synthesis a series of 1-(1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-2-substituted phenylpyrazolidine-3,5-diones were prepared. By the reaction of N-methylbenzenamine with diethyl malonoate 4-hydroxy-1-methylquinolin-2(1H)-one were prepared, which on treatment with posphoryl chloride converted into 4-chloro-1-methylquinolin-2(1H)-one. Subsequently with substituted phenyl hydrazines 1-methyl-4-(2- substitutedphenylhydrazinyl)quinolin-2(1H)-one were obtained, which on reaction with diethyl malonate gave 1- (1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-2-substituted phenylpyrazolidine-3,5-diones. All structures were characterized by IR, 1HNMR & mass spectrometry. Further all the synthesized compounds were evaluated for their anti-nociceptive activity in mice by Eddy’s hot plate and acetic acid induced writhing response. All compounds have shown the activity. In hot plate model compounds QAA-04c and QAA-04d have given more activity than standard, whereas in case of acetic acid induced writhing model compounds QAA-04a and QAA- 04d have given significant analgesic activity which is comparable with the standard drug. Compound QAA-04b has shown least analgesic activity. Compound QAA-04a was almost equal in activity to the standard drug diclofenac sodium and was considered as the lead molecule.

Synthesis and evaluation of possible mechanism of anti nociceptive potential of novel 2-quinolone fused 3,5-pyrazolidinedione derivatives in experimental animal models

Devsthali Vidyapeeth College of Pharmacy, Lalpur, Rudrapur (U.S. Nagar), Uttrakhand, India

Department of Pharmacy, Bhimtal Campus, Kaumaun University, Nainital, Bhimtal, India

Ovidius University Annals of Chemistry

In the present synthesis a series of 1-(1-methyl-2-oxo-1,2-dihydroquinolin-4-yl)-2-substituted phenylpyrazolidine-3,5-diones were prepared. By the reaction of...

Synthesis and evaluation of possible mechanism of anti nociceptive potential of novel 2-quinolone fused 3,5-pyrazolidinedione derivatives in experimental animal models

Data publikacji: 20 paź 2013

Zakres stron: 5 - 12

DOI: https://doi.org/10.2478/auoc-2013-0001

Słowa kluczowe
- N-methylbenzenamine, diethyl malonoate, Eddy’s hot plate, anti-nociceptive activity

This content is open access.

Synthesis and evaluation of possible mechanism of anti nociceptive potential of novel 2-quinolone fused 3,5-pyrazolidinedione derivatives in experimental animal models

Data publikacji: 20 paź 2013

Zakres stron: 5 - 12

DOI: https://doi.org/10.2478/auoc-2013-0001

Słowa kluczowe- N-methylbenzenamine, diethyl malonoate, Eddy’s hot plate, anti-nociceptive activity

This content is open access.

Słowa kluczowe
- N-methylbenzenamine, diethyl malonoate, Eddy’s hot plate, anti-nociceptive activity