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SYNTHESIS AND BIOLOGICAL EVALUATION OF AMINOTHIAZOLES, THIAZOLYLACETONITRILE, IMIDAZO[1,2-A]PYRIDINE, IMIDAZO[2,1-B]THIAZOLE, CHROMENE AND BENZO[F]CHROMENE DERIVATIVES CONTAINING

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Last updated: 03 Jan 2025

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Chemistry

Abstract

In the present investigation, a series of newly synthesized N-(4-(2-aminothiazol-2-yl) (4a,b), (2-hydrazinylthiazol-4-yl) (6) and (2-(cyanomethyl)thiazol-4-yl)phenyl-2-(6-methoxy-naphthalene-2-yl)propanamide (8) were synthesized from the cyclocondensation of 2-bromo-acetyl derivative (2) with reagents containing thioamide function. A one-pot synthesis of thiophene derivatives (10&11) was achieved from three-component reaction of 2 with malononitrile and/or ethyl acetoacetate and phenyl isothiocyanate catalyzed by DMF/KOH. Cyclocondensation of 2 with 2-aminopyridine and 2-aminothiazole gave imidazo[1,2-a]-pyridine and imidazo[2,1-b]thiazole derivatives (12&13), respectively. The reactivity of 8 toward some electrophilic reagents was investigated, where 2-iminochromenes (14, 15) were obtained, respectively. The structures of the newly compounds were confirmed on the basis of IR, 1HNMR, and mass spectral data. The synthesized compounds were screened for animal toxicity, analgesic, and anti-inflammatory studies.

DOI

10.21608/absb.2011.7182

Keywords

Aminothiazoles, thiazolylacetonitrile, Chromene, benzochromene derivatives, analgesic and anti-inflammatory activities

Authors

First Name

H.

Last Name

THABET

MiddleName

KH.

Affiliation

Chemistry Department, Faculty of Science, Al-Azhar University, 11284 Nasr City, Cairo, Egypt.

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First Name

M.

Last Name

HELAL

MiddleName

H.

Affiliation

Chemistry Department, Faculty of Science, Al-Azhar University, 11284 Nasr City, Cairo, Egypt.

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First Name

M.

Last Name

SALEM

MiddleName

A.

Affiliation

Chemistry Department, Faculty of Science, Al-Azhar University, 11284 Nasr City, Cairo, Egypt.

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First Name

A.

Last Name

ABDELAAL

MiddleName

S.

Affiliation

Chemistry Department, Faculty of Science, Al-Azhar University, 11284 Nasr City, Cairo, Egypt.

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Volume

22

Article Issue

Issue 1-A

Related Issue

1363

Issue Date

2011-06-01

Receive Date

2011-02-02

Publish Date

2011-06-01

Page Start

97

Page End

112

Print ISSN

1110-2535

Online ISSN

2636-3305

Article File

ABSB_Volume 22_Issue Issue 1-A_Pages 97-112.pdf

PDF . 342.0kB

Link

https://absb.journals.ekb.eg/article_7182.html

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https://absb.journals.ekb.eg/service?article_code=7182

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Original Article

Type Code

520

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Journal

Publication Title

Al-Azhar Bulletin of Science

Publication Link

https://absb.journals.ekb.eg/

MainTitle

SYNTHESIS AND BIOLOGICAL EVALUATION OF AMINOTHIAZOLES, THIAZOLYLACETONITRILE, IMIDAZO[1,2-A]PYRIDINE, IMIDAZO[2,1-B]THIAZOLE, CHROMENE AND BENZO[F]CHROMENE DERIVATIVES CONTAINING NAPROXENOYL MOIETY AS POTENTIAL ANTI-INFLAMMATORY AGENTS

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Article

Created At

22 Jan 2023