Synthesis and cytotoxicity evaluation of thiazole derivatives obtained from 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene- 3-carbonitrile

Reactivity of 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3- carbonitrile towards thioglycolic acid resulted in thiazole derivative 1. The latter reacted with different chemical reagents to give thiazole, pyrano[2,3-d]thiazole and thiazolo[ 4,5-d]thiazole derivatives. Cytotoxicity effects of the new...

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Main Authors: Mohareb Rafat M., Abdallah Amira E. M., Ahmed Ebtsam A.
Format: Article
Language:English
Published: Sciendo 2017-12-01
Series:Acta Pharmaceutica
Subjects:
Online Access:https://doi.org/10.1515/acph-2017-0040
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author Mohareb Rafat M.
Abdallah Amira E. M.
Ahmed Ebtsam A.
author_facet Mohareb Rafat M.
Abdallah Amira E. M.
Ahmed Ebtsam A.
author_sort Mohareb Rafat M.
collection DOAJ
description Reactivity of 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3- carbonitrile towards thioglycolic acid resulted in thiazole derivative 1. The latter reacted with different chemical reagents to give thiazole, pyrano[2,3-d]thiazole and thiazolo[ 4,5-d]thiazole derivatives. Cytotoxicity effects of the newly synthesized products against six cancer cell lines, namely, human gastric cancer (NUGC), human colon cancer (DLD- 1), human liver cancer (HA22T and HEPG-2), human breast cancer (MCF) and nasopharyngeal carcinoma (HONE-1) as well as against a normal fibroblast cell (WI-38) were evaluated. The study showed that the 4,5,6,7 tetrahydrobenzo[ b] thiophene derivatives 6a, 7, 8a,b, 9b and 10b,c w ere t he most active compounds. Their potencies were attributed to the presence of the electron withdrawing groups.
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spelling doaj-art-788ed1d4fc3e4b80aae38ccbaab4432d2025-02-02T11:49:55ZengSciendoActa Pharmaceutica1846-95582017-12-0167449551010.1515/acph-2017-0040acph-2017-0040Synthesis and cytotoxicity evaluation of thiazole derivatives obtained from 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene- 3-carbonitrileMohareb Rafat M.0Abdallah Amira E. M.1Ahmed Ebtsam A.2Department of Chemistry Faculty of Science Cairo University, Giza, A. R. EgyptDepartment of Chemistry Faculty of Science, Helwan University Ain Helwan, Cairo A. R. EgyptDepartment of Chemistry Faculty of Science, Helwan University Ain Helwan, Cairo A. R. EgyptReactivity of 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3- carbonitrile towards thioglycolic acid resulted in thiazole derivative 1. The latter reacted with different chemical reagents to give thiazole, pyrano[2,3-d]thiazole and thiazolo[ 4,5-d]thiazole derivatives. Cytotoxicity effects of the newly synthesized products against six cancer cell lines, namely, human gastric cancer (NUGC), human colon cancer (DLD- 1), human liver cancer (HA22T and HEPG-2), human breast cancer (MCF) and nasopharyngeal carcinoma (HONE-1) as well as against a normal fibroblast cell (WI-38) were evaluated. The study showed that the 4,5,6,7 tetrahydrobenzo[ b] thiophene derivatives 6a, 7, 8a,b, 9b and 10b,c w ere t he most active compounds. Their potencies were attributed to the presence of the electron withdrawing groups.https://doi.org/10.1515/acph-2017-0040tetrahydrobenzo[b]thiophenethiazolepyrano[ 2,3-d]thiazolethiazolo[4,5-d]thiazolecytotoxicityanticancer activity
spellingShingle Mohareb Rafat M.
Abdallah Amira E. M.
Ahmed Ebtsam A.
Synthesis and cytotoxicity evaluation of thiazole derivatives obtained from 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene- 3-carbonitrile
Acta Pharmaceutica
tetrahydrobenzo[b]thiophene
thiazole
pyrano[ 2,3-d]thiazole
thiazolo[4,5-d]thiazole
cytotoxicity
anticancer activity
title Synthesis and cytotoxicity evaluation of thiazole derivatives obtained from 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene- 3-carbonitrile
title_full Synthesis and cytotoxicity evaluation of thiazole derivatives obtained from 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene- 3-carbonitrile
title_fullStr Synthesis and cytotoxicity evaluation of thiazole derivatives obtained from 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene- 3-carbonitrile
title_full_unstemmed Synthesis and cytotoxicity evaluation of thiazole derivatives obtained from 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene- 3-carbonitrile
title_short Synthesis and cytotoxicity evaluation of thiazole derivatives obtained from 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene- 3-carbonitrile
title_sort synthesis and cytotoxicity evaluation of thiazole derivatives obtained from 2 amino 4 5 6 7 tetrahydrobenzo b thiophene 3 carbonitrile
topic tetrahydrobenzo[b]thiophene
thiazole
pyrano[ 2,3-d]thiazole
thiazolo[4,5-d]thiazole
cytotoxicity
anticancer activity
url https://doi.org/10.1515/acph-2017-0040
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