Some New Mannich Bases of 5-Methyl-2-Benzoxazolinones With Analgesis and Anti-Inflammatory Activities

Nesrin GÖKHAN; Meriç KÖKSAL; Esra KÜPELİ

Article Details

Some New Mannich Bases of 5-Methyl-2-Benzoxazolinones With Analgesis and Anti-Inflammatory Activities

Authors:

Nesrin GÖKHAN | Meriç KÖKSAL | Esra KÜPELİ

Publisher:

TUBITAK

Journal:

Turkish Journal of Chemistry 2005 Vol.29 Issue 4, pp.445-454

Document Type:

Article

Publication Date:

3/2005

Document Language:

Turkish

Document ID (Org No.):

2000729084

Frequency:

Bimonthly

eISSN:

1303-6130

pISSN:

1300-0527

Abstract:

 

The synthesis of a novel series of Mannich bases of  5-methyl-3-substituted piperazinomethyl-2-benzoxazolinones is  described.  The structures attributed to compounds 3c, 3d and 3f-3n  were elucidated using IR and 1H NMR spectroscopic techniques as well  as elemental analysis.  The compounds were examined for their in vivo  anti-inflammatory and analgesic activities in 2 different bioassays,  namely, carrageenan-induced hind paw edema and p-benzoquinone-induced  abdominal constriction tests in mice, respectively.  In addition, the  ulcerogenic effects of the compounds were determined.  Among the  derivatives tested the most promising results were obtained for the  compounds bearing electron-withdrawing substituents (F, Cl, COCH3) in  the para position of the phenyl nucleus on the piperazine ring at the  3 position of benzoxazolinone moiety (3a, 3c, 3i).  The analgesic  activities of all compounds are higher than their anti-inflammatory  activities and therefore these high analgesic activities indicated  that the compounds could a show central effect.

 

The synthesis of a novel series of Mannich bases of  5-methyl-3-substituted piperazinomethyl-2-benzoxazolinones is  described.  The structures attributed to compounds 3c, 3d and 3f-3n  were elucidated using IR and 1H NMR spectroscopic techniques as well  as elemental analysis.  The compounds were examined for their in vivo  anti-inflammatory and analgesic activities in 2 different bioassays,  namely, carrageenan-induced hind paw edema and p-benzoquinone-induced  abdominal constriction tests in mice, respectively.  In addition, the  ulcerogenic effects of the compounds were determined.  Among the  derivatives tested the most promising results were obtained for the  compounds bearing electron-withdrawing substituents (F, Cl, COCH3) in  the para position of the phenyl nucleus on the piperazine ring at the  3 position of benzoxazolinone moiety (3a, 3c, 3i).  The analgesic  activities of all compounds are higher than their anti-inflammatory  activities and therefore these high analgesic activities indicated  that the compounds could a show central effect.

Article Details

Some New Mannich Bases of 5-Methyl-2-Benzoxazolinones With Analgesis and Anti-Inflammatory Activities

Authors: Nesrin GÖKHAN | Meriç KÖKSAL | Esra KÜPELİ

Publisher: TUBITAK

Journal: Turkish Journal of Chemistry 2005 Vol.29 Issue 4, pp.445-454

Document Type: Article

Publication Date: 3/2005

Document Language: Turkish

Document ID (Org No.): 2000729084

Frequency: Bimonthly

eISSN: 1303-6130

pISSN: 1300-0527

Issues

Authors:

Nesrin GÖKHAN | Meriç KÖKSAL | Esra KÜPELİ

Publisher:

TUBITAK

Journal:

Turkish Journal of Chemistry 2005 Vol.29 Issue 4, pp.445-454

Document Type:

Article

Publication Date:

3/2005

Document Language:

Turkish

Document ID (Org No.):

2000729084

Frequency:

Bimonthly

eISSN:

1303-6130

pISSN:

1300-0527