A series of 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles as potent cytotoxic agents

Dalip Kumar; N. Maruthi Kumar; Brett Noel; Kavita Shah

doi:10.1016/j.ejmech.2012.06.047

A series of 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles as potent cytotoxic agents

Dalip Kumar, N. Maruthi Kumar, Brett Noel, Kavita Shah

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

60 Scopus citations

Abstract

A series of 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles 6a-v were prepared and studied for their anticancer activity against selected human cancer cell lines. The reaction of indolylhydrazides 3a-h with a variety of aryl isothiocyanates 4 afforded the key intermediate thiosemicarbazides 5a-v, which upon treatment with acetyl chloride produced the 2-arylamino-5-(indolyl)-1,3,4- thiadiazoles 6a-v in good yields. Most of the synthesized compounds showed selective cytotoxicity towards human breast cancer cell line (MDA-MB-231). Of the synthesized 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles, compound 6f is the most potent towards tested cancer cell lines (IC₅₀ = 0.15-1.18 μM).

Original language	English (US)
Pages (from-to)	432-438
Number of pages	7
Journal	European Journal of Medicinal Chemistry
Volume	55
DOIs	https://doi.org/10.1016/j.ejmech.2012.06.047
State	Published - Sep 2012
Externally published	Yes

Bibliographical note

Funding Information:
The authors thank CSIR, New Delhi for the financial support and SAIF, Panjab University for providing analytical support. NMK also acknowledge the CSIR, New Delhi for the award of SRF.

Keywords

1,3,4-Thiadiazoles
2-Arylamino-1,3,4-thiadiazoles
Cytotoxic agents
Indolyl heterocycles

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

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title = "A series of 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles as potent cytotoxic agents",

abstract = "A series of 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles 6a-v were prepared and studied for their anticancer activity against selected human cancer cell lines. The reaction of indolylhydrazides 3a-h with a variety of aryl isothiocyanates 4 afforded the key intermediate thiosemicarbazides 5a-v, which upon treatment with acetyl chloride produced the 2-arylamino-5-(indolyl)-1,3,4- thiadiazoles 6a-v in good yields. Most of the synthesized compounds showed selective cytotoxicity towards human breast cancer cell line (MDA-MB-231). Of the synthesized 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles, compound 6f is the most potent towards tested cancer cell lines (IC50 = 0.15-1.18 μM).",

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author = "Dalip Kumar and Kumar, {N. Maruthi} and Brett Noel and Kavita Shah",

note = "Funding Information: The authors thank CSIR, New Delhi for the financial support and SAIF, Panjab University for providing analytical support. NMK also acknowledge the CSIR, New Delhi for the award of SRF.",

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AU - Kumar, Dalip

AU - Kumar, N. Maruthi

AU - Noel, Brett

AU - Shah, Kavita

N1 - Funding Information: The authors thank CSIR, New Delhi for the financial support and SAIF, Panjab University for providing analytical support. NMK also acknowledge the CSIR, New Delhi for the award of SRF.

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N2 - A series of 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles 6a-v were prepared and studied for their anticancer activity against selected human cancer cell lines. The reaction of indolylhydrazides 3a-h with a variety of aryl isothiocyanates 4 afforded the key intermediate thiosemicarbazides 5a-v, which upon treatment with acetyl chloride produced the 2-arylamino-5-(indolyl)-1,3,4- thiadiazoles 6a-v in good yields. Most of the synthesized compounds showed selective cytotoxicity towards human breast cancer cell line (MDA-MB-231). Of the synthesized 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles, compound 6f is the most potent towards tested cancer cell lines (IC50 = 0.15-1.18 μM).

AB - A series of 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles 6a-v were prepared and studied for their anticancer activity against selected human cancer cell lines. The reaction of indolylhydrazides 3a-h with a variety of aryl isothiocyanates 4 afforded the key intermediate thiosemicarbazides 5a-v, which upon treatment with acetyl chloride produced the 2-arylamino-5-(indolyl)-1,3,4- thiadiazoles 6a-v in good yields. Most of the synthesized compounds showed selective cytotoxicity towards human breast cancer cell line (MDA-MB-231). Of the synthesized 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles, compound 6f is the most potent towards tested cancer cell lines (IC50 = 0.15-1.18 μM).

KW - 1,3,4-Thiadiazoles

KW - 2-Arylamino-1,3,4-thiadiazoles

KW - Cytotoxic agents

KW - Indolyl heterocycles

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ER -

A series of 2-arylamino-5-(indolyl)-1,3,4-thiadiazoles as potent cytotoxic agents

Abstract

Bibliographical note

Keywords

UN SDGs

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