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65199

SYNTHESIS AND PHARMACOLOGICAL ACTIVITIES OF NOVEL 1-ALKYL-4-ARYL-6-HYDROXYPERHYDRO1,4-DIAZEPINE-2,3-DIONES

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Last updated: 04 Jan 2025

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Abstract

The present work involves the synthesis of 1-alkyl-4-aryl-6hydroxyperhydro-1,4-diazepine-2,3-diones through the reaction of epichlorohydrin with some selected arylamine followed by the reaction of the formed intermediates with the corresponding cyclohexyl, alkyl, or aralkyl amines. The resulting N,N  disubstituted-1,3-diamino-2-propanols were cyclized with diethyl oxalate to afford the target compounds. The structures of the obtained compounds were verified by spectral and elemental methods of microanalysis. Fifteen of the final compounds were subjected to preliminary pharmacological screening as regards their anticonvulsant activity. In addition, evaluation of the hypotensive activity of twenty two compounds was performed. Most of the tested compounds gave 100% protection against pentylenetetrazole-induced convulsions with a faster onset of action (15 min) than diazepam (30 min). On the other hand, most of the tested compounds gave mild to ~ 50-80% reduction in blood pressure in comparison to that of propranolol. Moreover, the cytotoxic activity of twenty eight final compounds was determined and only three of them elicited mild cytotoxic effects. Also, the median lethal dose (LD50) of four target representative compounds was determined and was found to range between 10-20 mg/kg (i.p.).

DOI

10.21608/bfsa.2006.65199

Authors

First Name

A.

Last Name

Abdel-Alim

MiddleName

M.

Affiliation

Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Assiut University, Assiut-71526, Egypt

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First Name

M.

Last Name

Hussein

MiddleName

A.

Affiliation

Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Assiut University, Assiut-71526, Egypt

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City

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Orcid

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First Name

A.

Last Name

El-Shorbagi

MiddleName

A.

Affiliation

Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Assiut University, Assiut-71526, Egypt

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Orcid

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First Name

A.

Last Name

AbuElMagd

MiddleName

A.

Affiliation

Department of Pharmaceutical Organic Chemistry, Faculty of Pharmacy, Assiut University, Assiut-71526, Egypt

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City

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Orcid

-

First Name

B.

Last Name

El-Menshawi

MiddleName

S.

Affiliation

Department of Pharmacognosy, National Research Centre, Dokki, Giza, Egypt

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Volume

29

Article Issue

2

Related Issue

9838

Issue Date

2006-12-01

Receive Date

2006-04-08

Publish Date

2006-12-01

Page Start

253

Page End

271

Print ISSN

1110-0052

Online ISSN

3009-7703

Link

https://bpsa.journals.ekb.eg/article_65199.html

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https://bpsa.journals.ekb.eg/service?article_code=65199

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3

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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 PHARMACOLOGICAL ACTIVITIES OF NOVEL 1-ALKYL-4-ARYL-6-HYDROXYPERHYDRO1,4-DIAZEPINE-2,3-DIONES

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Article

Created At

22 Jan 2023