Synthesis and antimycobacterial evaluation of 3a,4-dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide analogues

Mohamed Jawed Ahsan; Jeyabalan Govinda Samy; Habibullah Khalilullah; Mohamed Afroz Bakht; Mohd Zaheen Hassan

doi:10.1016/j.ejmech.2011.09.035

Synthesis and antimycobacterial evaluation of 3a,4-dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide analogues

Mohamed Jawed Ahsan, Jeyabalan Govinda Samy, Habibullah Khalilullah, Mohamed Afroz Bakht, Mohd Zaheen Hassan

Chemistry

Research output: Contribution to journal › Article › peer-review

29 Scopus citations

Abstract

In the present investigation, a series of 3a,4-dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide analogues were synthesized and were evaluated for antitubercular activity by two fold serial dilution technique. All the newly synthesized compounds showed low to good inhibitory activities against Mycobacterium tuberculosis H ₃₇Rv and multi-drug resistant M. tuberculosis (MDR-TB). 3-(4-fluorophenyl)-N-(4-chlorophenyl)-6,7-dimethoxy-3a,4- dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide (4c) was found to be the most promising compound active against M. tuberculosis, H ₃₇Rv and MDR-TB with minimum inhibitory concentrations 0.83 μM and 3.32 μM respectively.

Original language	English
Pages (from-to)	5694-5697
Number of pages	4
Journal	European Journal of Medicinal Chemistry
Volume	46
Issue number	11
DOIs	https://doi.org/10.1016/j.ejmech.2011.09.035
State	Published - Nov 2011

Keywords

Antitubercular agents
Multi-drug resistant tuberculosis
Mycobacterium tuberculosis
Pyrazolines

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1016/j.ejmech.2011.09.035

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title = "Synthesis and antimycobacterial evaluation of 3a,4-dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide analogues",

abstract = "In the present investigation, a series of 3a,4-dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide analogues were synthesized and were evaluated for antitubercular activity by two fold serial dilution technique. All the newly synthesized compounds showed low to good inhibitory activities against Mycobacterium tuberculosis H 37Rv and multi-drug resistant M. tuberculosis (MDR-TB). 3-(4-fluorophenyl)-N-(4-chlorophenyl)-6,7-dimethoxy-3a,4- dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide (4c) was found to be the most promising compound active against M. tuberculosis, H 37Rv and MDR-TB with minimum inhibitory concentrations 0.83 μM and 3.32 μM respectively.",

keywords = "Antitubercular agents, Multi-drug resistant tuberculosis, Mycobacterium tuberculosis, Pyrazolines",

author = "Ahsan, \{Mohamed Jawed\} and Samy, \{Jeyabalan Govinda\} and Habibullah Khalilullah and Bakht, \{Mohamed Afroz\} and Hassan, \{Mohd Zaheen\}",

year = "2011",

month = nov,

doi = "10.1016/j.ejmech.2011.09.035",

language = "English",

volume = "46",

pages = "5694--5697",

journal = "European Journal of Medicinal Chemistry",

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AU - Ahsan, Mohamed Jawed

AU - Samy, Jeyabalan Govinda

AU - Khalilullah, Habibullah

AU - Bakht, Mohamed Afroz

AU - Hassan, Mohd Zaheen

PY - 2011/11

Y1 - 2011/11

N2 - In the present investigation, a series of 3a,4-dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide analogues were synthesized and were evaluated for antitubercular activity by two fold serial dilution technique. All the newly synthesized compounds showed low to good inhibitory activities against Mycobacterium tuberculosis H 37Rv and multi-drug resistant M. tuberculosis (MDR-TB). 3-(4-fluorophenyl)-N-(4-chlorophenyl)-6,7-dimethoxy-3a,4- dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide (4c) was found to be the most promising compound active against M. tuberculosis, H 37Rv and MDR-TB with minimum inhibitory concentrations 0.83 μM and 3.32 μM respectively.

AB - In the present investigation, a series of 3a,4-dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide analogues were synthesized and were evaluated for antitubercular activity by two fold serial dilution technique. All the newly synthesized compounds showed low to good inhibitory activities against Mycobacterium tuberculosis H 37Rv and multi-drug resistant M. tuberculosis (MDR-TB). 3-(4-fluorophenyl)-N-(4-chlorophenyl)-6,7-dimethoxy-3a,4- dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide (4c) was found to be the most promising compound active against M. tuberculosis, H 37Rv and MDR-TB with minimum inhibitory concentrations 0.83 μM and 3.32 μM respectively.

KW - Antitubercular agents

KW - Multi-drug resistant tuberculosis

KW - Mycobacterium tuberculosis

KW - Pyrazolines

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U2 - 10.1016/j.ejmech.2011.09.035

DO - 10.1016/j.ejmech.2011.09.035

M3 - Article

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SN - 0223-5234

VL - 46

SP - 5694

EP - 5697

JO - European Journal of Medicinal Chemistry

JF - European Journal of Medicinal Chemistry

IS - 11

ER -

Synthesis and antimycobacterial evaluation of 3a,4-dihydro-3H-indeno [1,2-c] pyrazole-2-carboxamide analogues

Abstract

Keywords

UN SDGs

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