Synthesis and pharmacological screening of some novel naphtho [2,1-b] furo-pyrazolines, isoxazoles and isoxazolines

H. M. Vagdevi, K. P. Latha, V. P. Vaidya, M. L. Vijaya Kumar, K. S.R. Pai

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

2-Acetylnaphtho [2,1-b]furan 1 was reacted with various aromatic aldehydes in presence of alkali, to produce corresponding chalcones 2a-i. These were converted into 1-phenyl-3-(naphtho[2,1-b]fur-2yl-5-aryl-2-pyrazolines 3a-i and 1-(4-nitrophenyl)-3-(naphtho[2,1-b]fur-2yl-5-aryl-2-pyrazolines 4a-i by treatment with phenyl hydrazine and 4-nitrophenyl hydrazine respectively. The reaction of chalcones 2a-i with hydroxyl amine hydrochloride in presence of sodium acetate in glacial acetic acid produced 3-(naphtho[2,1-b]fur-2yl)-5-aryl-2-isoxazoles 5a-i, whereas similar reaction in the presence of potassium hydroxide yielded 3-(naphtho[2,1-b]fur-2yl)-5-aryl-2-isoxazolines 6a and 6e. All the compounds have been characterized by elemental analysis and spectroscopic data. These novel biheterocyclic compounds have been screened for antibacterial, antifungal, anthelmintic and analgesic activities. The compound 4e showed promising antimicrobial activity, some of the compounds exhibited moderate antibacterial and antifungal activity. The only compound that showed maximum analgesic activity is 3d. Anthelmintic activity revealed the compounds 4e, 5b and 5i were as active as the standard drug.

Original languageEnglish
Pages (from-to)286-291
Number of pages6
JournalIndian Journal of Pharmaceutical Sciences
Volume63
Issue number4
Publication statusPublished - 01-12-2001

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Chalcones
Isoxazoles
Anthelmintics
hydrazine
Analgesics
Pharmacology
Sodium Acetate
Alkalies
Aldehydes
Acetic Acid
Hydroxyl Radical
Amines
Pharmaceutical Preparations
potassium hydroxide
furan
4-nitrophenylhydrazine
4-nitrophenyl

All Science Journal Classification (ASJC) codes

  • Pharmaceutical Science

Cite this

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title = "Synthesis and pharmacological screening of some novel naphtho [2,1-b] furo-pyrazolines, isoxazoles and isoxazolines",
abstract = "2-Acetylnaphtho [2,1-b]furan 1 was reacted with various aromatic aldehydes in presence of alkali, to produce corresponding chalcones 2a-i. These were converted into 1-phenyl-3-(naphtho[2,1-b]fur-2yl-5-aryl-2-pyrazolines 3a-i and 1-(4-nitrophenyl)-3-(naphtho[2,1-b]fur-2yl-5-aryl-2-pyrazolines 4a-i by treatment with phenyl hydrazine and 4-nitrophenyl hydrazine respectively. The reaction of chalcones 2a-i with hydroxyl amine hydrochloride in presence of sodium acetate in glacial acetic acid produced 3-(naphtho[2,1-b]fur-2yl)-5-aryl-2-isoxazoles 5a-i, whereas similar reaction in the presence of potassium hydroxide yielded 3-(naphtho[2,1-b]fur-2yl)-5-aryl-2-isoxazolines 6a and 6e. All the compounds have been characterized by elemental analysis and spectroscopic data. These novel biheterocyclic compounds have been screened for antibacterial, antifungal, anthelmintic and analgesic activities. The compound 4e showed promising antimicrobial activity, some of the compounds exhibited moderate antibacterial and antifungal activity. The only compound that showed maximum analgesic activity is 3d. Anthelmintic activity revealed the compounds 4e, 5b and 5i were as active as the standard drug.",
author = "Vagdevi, {H. M.} and Latha, {K. P.} and Vaidya, {V. P.} and {Vijaya Kumar}, {M. L.} and Pai, {K. S.R.}",
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Synthesis and pharmacological screening of some novel naphtho [2,1-b] furo-pyrazolines, isoxazoles and isoxazolines. / Vagdevi, H. M.; Latha, K. P.; Vaidya, V. P.; Vijaya Kumar, M. L.; Pai, K. S.R.

In: Indian Journal of Pharmaceutical Sciences, Vol. 63, No. 4, 01.12.2001, p. 286-291.

Research output: Contribution to journalArticle

TY - JOUR

T1 - Synthesis and pharmacological screening of some novel naphtho [2,1-b] furo-pyrazolines, isoxazoles and isoxazolines

AU - Vagdevi, H. M.

AU - Latha, K. P.

AU - Vaidya, V. P.

AU - Vijaya Kumar, M. L.

AU - Pai, K. S.R.

PY - 2001/12/1

Y1 - 2001/12/1

N2 - 2-Acetylnaphtho [2,1-b]furan 1 was reacted with various aromatic aldehydes in presence of alkali, to produce corresponding chalcones 2a-i. These were converted into 1-phenyl-3-(naphtho[2,1-b]fur-2yl-5-aryl-2-pyrazolines 3a-i and 1-(4-nitrophenyl)-3-(naphtho[2,1-b]fur-2yl-5-aryl-2-pyrazolines 4a-i by treatment with phenyl hydrazine and 4-nitrophenyl hydrazine respectively. The reaction of chalcones 2a-i with hydroxyl amine hydrochloride in presence of sodium acetate in glacial acetic acid produced 3-(naphtho[2,1-b]fur-2yl)-5-aryl-2-isoxazoles 5a-i, whereas similar reaction in the presence of potassium hydroxide yielded 3-(naphtho[2,1-b]fur-2yl)-5-aryl-2-isoxazolines 6a and 6e. All the compounds have been characterized by elemental analysis and spectroscopic data. These novel biheterocyclic compounds have been screened for antibacterial, antifungal, anthelmintic and analgesic activities. The compound 4e showed promising antimicrobial activity, some of the compounds exhibited moderate antibacterial and antifungal activity. The only compound that showed maximum analgesic activity is 3d. Anthelmintic activity revealed the compounds 4e, 5b and 5i were as active as the standard drug.

AB - 2-Acetylnaphtho [2,1-b]furan 1 was reacted with various aromatic aldehydes in presence of alkali, to produce corresponding chalcones 2a-i. These were converted into 1-phenyl-3-(naphtho[2,1-b]fur-2yl-5-aryl-2-pyrazolines 3a-i and 1-(4-nitrophenyl)-3-(naphtho[2,1-b]fur-2yl-5-aryl-2-pyrazolines 4a-i by treatment with phenyl hydrazine and 4-nitrophenyl hydrazine respectively. The reaction of chalcones 2a-i with hydroxyl amine hydrochloride in presence of sodium acetate in glacial acetic acid produced 3-(naphtho[2,1-b]fur-2yl)-5-aryl-2-isoxazoles 5a-i, whereas similar reaction in the presence of potassium hydroxide yielded 3-(naphtho[2,1-b]fur-2yl)-5-aryl-2-isoxazolines 6a and 6e. All the compounds have been characterized by elemental analysis and spectroscopic data. These novel biheterocyclic compounds have been screened for antibacterial, antifungal, anthelmintic and analgesic activities. The compound 4e showed promising antimicrobial activity, some of the compounds exhibited moderate antibacterial and antifungal activity. The only compound that showed maximum analgesic activity is 3d. Anthelmintic activity revealed the compounds 4e, 5b and 5i were as active as the standard drug.

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