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65452

SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME NEW QUINOLINE AND 1H-PYRAZOLO[3,4-b]QUINOLINE DERIVATIVES

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Last updated: 25 Dec 2024

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Abstract

Vilsmeier formylation of acetanilide I followed by treatment with hydroxylamine produced
2-chloroquinoline-3-carbonitrile II that was condensed with different amines to give 2-
substituted aminoquinolines-3-carbonitriles III. Treatment of II with thiourea yielded 2-
mercaptoquinoline-3-carbonitrile IV, which was converted to its potassium salt V that was
condensed with some chloroacetate esters to produce 2-substituted thioquinoline-3-
carbonitriles VI. Hydrazinolysis of II or IV gave 1H-pyrazolo[3,4-b]quinolin-3-ylamine VII.
Condensation of VII with different aryl aldehydes resulted in the corresponding imines VIII.
Treatment of VII with p-chloro-benzoyl chloride afforded the amide IX. Some of the synthesized
compounds were evaluated for their antibacterial and antifungal activity.

DOI

10.21608/bfsa.2004.65452

Authors

First Name

Monir

Last Name

Amin

MiddleName

A-S.

Affiliation

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt

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First Name

Mohammed

Last Name

Ismail

MiddleName

M.

Affiliation

Department of Organic Chemistry, Faculty of Pharmacy, Cairo University, Cairo, Egypt

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Orcid

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First Name

Saber

Last Name

Barakat

MiddleName

E-S.

Affiliation

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt

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Orcid

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First Name

Ashraf

Last Name

Abdul-Rahman

MiddleName

A-A.

Affiliation

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt

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Orcid

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First Name

Ashraf

Last Name

Bayomi

MiddleName

H.

Affiliation

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt

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Orcid

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First Name

Kamal

Last Name

El-Gamal

MiddleName

M.A.

Affiliation

Department of Pharmaceutical Chemistry, Faculty of Pharmacy, Al-Azhar University, Cairo, Egypt

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Volume

27

Article Issue

2

Related Issue

9871

Issue Date

2004-12-01

Receive Date

2004-04-10

Publish Date

2004-12-31

Page Start

237

Page End

245

Print ISSN

1110-0052

Online ISSN

3009-7703

Article File

BFSA_Volume 27_Issue 2_Pages 237-245.pdf

PDF . 225.8kB

Link

https://bpsa.journals.ekb.eg/article_65452.html

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https://bpsa.journals.ekb.eg/service?article_code=65452

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Original Article

Type Code

1,096

Publication Type

Journal

Publication Title

Bulletin of Pharmaceutical Sciences Assiut University

Publication Link

https://bpsa.journals.ekb.eg/

MainTitle

SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME NEW QUINOLINE AND 1H-PYRAZOLO[3,4-b]QUINOLINE DERIVATIVES

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Article

Created At

22 Jan 2023