Synthesis and antimicrobial studies of novel methylene bridged benzisoxazolyl imidazo[2,1-b][1,3,4]thiadiazole derivatives

Ravi S. Lamani, Nitinkumar S. Shetty, Ravindra R. Kamble, Imtiyaz Ahmed M. Khazi

Research output: Contribution to journalArticle

84 Citations (Scopus)

Abstract

Novel methylene bridged benzisoxazolyl imidazo[2,1-b][1,3,4]thiadiazoles (3a-f) were synthesized from benzisoxazolyl-3-acetic acid and thiosemicarbazide. Reaction of 3 with bromine in glacial acetic acid in the presence of anhydrous sodium acetate yielded the corresponding 5-bromo derivatives (4a-f). While compound 3 furnished the 5-nitroso derivatives (5a-f) on refluxing with sodium nitrite solution. Thiocyanato derivatives (6a-f) were obtained by treating the imidazothiadiazole 3 with bromine and potassium thiocyanate in glacial acetic acid at room temperature. The structures of the newly synthesized compounds were confirmed by IR, NMR, mass and elemental analysis. All the compounds were screened for their antibacterial and antifungal activities. Some of the compounds displayed very good antibacterial and antifungal activity.

Original languageEnglish
Pages (from-to)2828-2833
Number of pages6
JournalEuropean Journal of Medicinal Chemistry
Volume44
Issue number7
DOIs
Publication statusPublished - 07-2009

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Acetic Acid
Bromine
Derivatives
Sodium Nitrite
Sodium Acetate
Nuclear magnetic resonance
Temperature
Chemical analysis
imidazo(2,1-b)(1,3,4)thiadiazole
potassium thiocyanate
thiosemicarbazide

All Science Journal Classification (ASJC) codes

  • Pharmacology
  • Drug Discovery
  • Organic Chemistry

Cite this

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title = "Synthesis and antimicrobial studies of novel methylene bridged benzisoxazolyl imidazo[2,1-b][1,3,4]thiadiazole derivatives",
abstract = "Novel methylene bridged benzisoxazolyl imidazo[2,1-b][1,3,4]thiadiazoles (3a-f) were synthesized from benzisoxazolyl-3-acetic acid and thiosemicarbazide. Reaction of 3 with bromine in glacial acetic acid in the presence of anhydrous sodium acetate yielded the corresponding 5-bromo derivatives (4a-f). While compound 3 furnished the 5-nitroso derivatives (5a-f) on refluxing with sodium nitrite solution. Thiocyanato derivatives (6a-f) were obtained by treating the imidazothiadiazole 3 with bromine and potassium thiocyanate in glacial acetic acid at room temperature. The structures of the newly synthesized compounds were confirmed by IR, NMR, mass and elemental analysis. All the compounds were screened for their antibacterial and antifungal activities. Some of the compounds displayed very good antibacterial and antifungal activity.",
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Synthesis and antimicrobial studies of novel methylene bridged benzisoxazolyl imidazo[2,1-b][1,3,4]thiadiazole derivatives. / Lamani, Ravi S.; Shetty, Nitinkumar S.; Kamble, Ravindra R.; Khazi, Imtiyaz Ahmed M.

In: European Journal of Medicinal Chemistry, Vol. 44, No. 7, 07.2009, p. 2828-2833.

Research output: Contribution to journalArticle

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