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260382

Synthesis and Evaluation of The Antiviral Activity of Novel 2-Thiopyrimidine-5-Carbonitrile Derivatives

Article

Last updated: 01 Jan 2025

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Tags

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Abstract

2-Thiouracil-5-carbonitriles are promising compounds that have been prepared in the last twenty years and have proven to have a diversity of biological activity. In line with this approach, our new compounds were prepared starting from Biginilli condensation of thiourea, ethyl cyanoacetate and 2,4-dichlorobenzaldehyde in basic medium to give a thiouracil derivative (1) which was subjected to chlorination at4th position by POCl3/PCl5 mixture producing chloropyrimidine (2) which in turns was reacted with m-aminoacetophenone in pyridine yielding acetyl derivative (3) which was condensed with a series of four aromatic aldehydes in alcoholic sodium hydroxide producing chalcones (4a-d) which were used as starting materials for the preparation of many heterocyclic nuclei by their reaction with hydrazine, phenyl hydrazine, hydroxylamine HCl, thiourea, ethyl cyanoacetate /ammonium acetate, malononitrile, ethyl cyanoacetate/acetic acid/sodium acetate to give pyrazoline, phenyl pyrazoline, isoxazoline, thiopyrimidine, pyridinone, aminopyridine and aminopyran derivatives (5a-d) to (11a-d) respectively . Some of the newly synthesized compounds were investigated as antiviral agents. Compounds (2), (7a), and (7c) show promising antiviral activity against Bovine Viral Diarrhea Virus (BVDV). The structures of the newly synthesized compounds were confirmed by elemental analysis in addition to spectral data and physical methods.

DOI

10.21608/ejchem.2022.152932.6624

Keywords

Antiviral, 2-Thiouracil-5- carbonitriles, Synthesis, and Evaluation

Authors

First Name

Mosaad

Last Name

Mohamed

MiddleName

Sayed

Affiliation

pharmaceutical organic chemistry department-faculty of pharmacy-helwan university. Ain Helwan. Helwan. Egypt

Email

doctormosaad@hotmail.com

City

cairo

Orcid

-

First Name

Samir

Last Name

Awad

MiddleName

Mohamed

Affiliation

Pharmaceutical Organic Chemistry Department, Faculty of Pharmacy, Helwan University, Ain Helwan, Helwan, Egypt

Email

samirawad2000@yahoo.com

City

cairo

Orcid

0000-0001-7847-8301

First Name

Neama

Last Name

Abd El-tawab

MiddleName

Abdallah

Affiliation

Pharmaceutical Organic Chemistry Department, Faculty of Pharmacy, Helwan University, Ain Helwan, Helwan, Egypt

Email

neamaabdallah04@gmail.com

City

cairo

Orcid

0000-0002-9004-2065

First Name

Naglaa

Last Name

Ahmed

MiddleName

Mohamed

Affiliation

Pharmaceutical Organic Chemistry Department, Faculty of Pharmacy, Helwan University, Ain Helwan, Helwan, Egypt.

Email

nogamoon2000@yahoo.com

City

cairo

Orcid

-

Volume

66

Article Issue

6

Related Issue

41553

Issue Date

2023-06-01

Receive Date

2022-07-28

Publish Date

2023-06-01

Page Start

371

Page End

382

Print ISSN

0449-2285

Online ISSN

2357-0245

Link

https://ejchem.journals.ekb.eg/article_260382.html

Detail API

https://ejchem.journals.ekb.eg/service?article_code=260382

Order

37

Type

Original Article

Type Code

297

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

https://ejchem.journals.ekb.eg/

MainTitle

Synthesis and Evaluation of The Antiviral Activity of Novel 2-Thiopyrimidine-5-Carbonitrile Derivatives

Details

Type

Article

Created At

30 Dec 2024