Synthesis of some ethoxyphthalimide derivatives of pyrazoloisoxazoles and pyrazolopyrimidines and their antimicrobial and anticancer screening
By: Joshi, Swati
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Contributor(s): Talesara, G. L.
Publisher: New Delhi CSIR 2022Edition: Vol.61(7), Jul.Description: 723-731p.Subject(s): GENERAL CHEMISTRYOnline resources: Click here
In:
Indian journal of chemistry (Section B)Summary: Synthesis of 4-arylidene-5-methyl-2,4-dihydro-3H-pyrazol-3-one (IIIa-d) has been achieved by the condensation reaction between 5-methyl-2,4-dihydro-3H-pyrazol-3-one (I) and 4-substituted benzaldehydes (IIa-d). Ethyl acetoacetate and hydrazine hydrate in absolute alcohol undergo cyclization reaction to give (I). 4-Arylidene-5-methyl-2,4-dihydro-3H-pyrazol-3-ones (IIIa-d) have been converted to corresponding ethoxyphthalimide derivatives (IVa-d) by treatment with phthalimidoxyethyl bromide (A). 1-N-Ethoxyphthalimido-3-methyl-4-(4-substituted benzylidene) pyrazol-5-one (IVa-d) has been reacted with hydroxylamine hydrochloride and guanidine nitrate separately to yield ethoxyphthalimide substituted pyrazolo[3,4-c]isoxazoles (Va-d) and pyrazolo[3,4-d]pyrimidines (VIa-d) respectively. All the compounds have been characterized by elemental and spectral analysis mainly IR, 1H NMR and mass spectroscopy. Synthesized compounds have also been screened for various biological activities viz. antibacterial, antifungal, antiviral and anticancer.
| Item type | Current location | Call number | Status | Date due | Barcode | Item holds |
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Articles Abstract Database
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School of Pharmacy Archieval Section | Not for loan | 2023-0778 |
Synthesis of 4-arylidene-5-methyl-2,4-dihydro-3H-pyrazol-3-one (IIIa-d) has been achieved by the condensation reaction between 5-methyl-2,4-dihydro-3H-pyrazol-3-one (I) and 4-substituted benzaldehydes (IIa-d). Ethyl acetoacetate and hydrazine hydrate in absolute alcohol undergo cyclization reaction to give (I). 4-Arylidene-5-methyl-2,4-dihydro-3H-pyrazol-3-ones (IIIa-d) have been converted to corresponding ethoxyphthalimide derivatives (IVa-d) by treatment with phthalimidoxyethyl bromide (A). 1-N-Ethoxyphthalimido-3-methyl-4-(4-substituted benzylidene) pyrazol-5-one (IVa-d) has been reacted with hydroxylamine hydrochloride and guanidine nitrate separately to yield ethoxyphthalimide substituted pyrazolo[3,4-c]isoxazoles (Va-d) and pyrazolo[3,4-d]pyrimidines (VIa-d) respectively. All the compounds have been characterized by elemental and spectral analysis mainly IR, 1H NMR and mass spectroscopy. Synthesized compounds have also been screened for various biological activities viz. antibacterial, antifungal, antiviral and anticancer.
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