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361461

Synthesis of bioactive benzopyridazine derivatives as antiproliferative agents against different cancer cell lines

Article

Last updated: 15 Feb 2025

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-

Tags

Organic chemistry

Abstract

New bioactive benzopyridazine derivatives 5a-d and 7a,b were successfully synthesized as antiproliferative agents via nucleophilic substitution reaction of 1-chloro-4-phenyl benzopyridazine 1 with the aromatic diamines 2a,b respectively to form the free amines 3a,b, The free amines 3a,b coupled with phenyl isocyanates 4a, phenyl isothiocyanate 4b or 2-naphthalene sulfonyl chloride 6 to form 5a-d and 7a,b derivatives. The establishment of the synthesized benzopyridazine derivatives was affirmed via different spectroscopic methods. Moreover, the antiproliferative activity of the synthesized derivatives were investigated against different human cancer cell lines such as HCT-116, HepG-2, MCF-7. The new synthesized benzopyridazine derivatives were found to have promising antiproliferative agents against the three cancer cell lines compared to the reference drug doxorubicin. Notably, 5b-d were found to be more selective towards HepG-2 cancer cell line with IC50 :1.6, 1.5, 1.6 µM as well as 7a, b with IC50: 1.6, 1.8 µM respectively higher than doxorubicin with IC50: 3.8 µM. The selective toxicity of the synthesized derivatives was evaluated using BJ-1 normal cell showing low toxicity towards the healthy normal cells compared to the reference drug.

DOI

10.21608/ejchem.2024.280767.9543

Keywords

Benzopyridazine, Urea derivatives, Tiourea derivatives, Sulfonamide, Antiproliferative

Authors

First Name

Shimaa Mohamed

Last Name

Fatah

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Science, Menoufia University, Shebin El-Kom 32512, Menoufia, Egypt;

Email

shimaa.fattah169@gmail.com

City

-

Orcid

-

First Name

Abdullah A.S.

Last Name

Ahmed

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Science, Menoufia University, Shebin El-Kom 32512, Menoufia, Egypt;

Email

chemist_abdullah_2009@yahoo.com

City

-

Orcid

0000-0001-7515-2824

First Name

Esraa Nazieh

Last Name

El-Bery

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Science, Menoufia University, Shebin El-Kom 32512, Menoufia, Egypt;

Email

esraaelbery8@gmail.com

City

-

Orcid

-

First Name

Hanem M.

Last Name

Awad

MiddleName

-

Affiliation

Department of Tanning Materials and Leather Technology, National Research Centre 12611, Dokki, Giza, Egypt

Email

hanem_awad@yahoo.com

City

-

Orcid

0000-0002-3970-2371

First Name

Abdel-Aleem Hassan

Last Name

Abdel-Aleem

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Science, Menoufia University, Shebin El-Kom 32512, Menoufia, Egypt;

Email

abdelaleem_hassan@yahoo.com

City

-

Orcid

-

First Name

Ibrahim El-Tantawy

Last Name

El- Sayed

MiddleName

-

Affiliation

Department of Chemistry, Faculty of Science, Menoufia University, Shebin El-Kom 32512, Menoufia, Egypt;

Email

ibrahimtantawy@science.menofia.edu.eg

City

-

Orcid

-

First Name

Mona K.

Last Name

Abo Hussein

MiddleName

-

Affiliation

Clinical Microbiology and Immunology Department, National Liver Institute, Menoufia University, Shebin El-Kom 32511, Egypt

Email

monaabohussein@yahoo.com

City

-

Orcid

-

Volume

68

Article Issue

2

Related Issue

53637

Issue Date

2025-02-01

Receive Date

2024-03-31

Publish Date

2025-02-01

Page Start

421

Page End

427

Print ISSN

0449-2285

Online ISSN

2357-0245

Article File

EJCHEM_Volume 68_Issue 2_Pages 421-427.pdf

PDF . 346.3kB

Link

https://ejchem.journals.ekb.eg/article_361461.html

Detail API

http://journals.ekb.eg?_action=service&article_code=361461

Order

361,461

Type

Original Article

Type Code

297

Publication Type

Journal

Publication Title

Egyptian Journal of Chemistry

Publication Link

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

MainTitle

Synthesis of bioactive benzopyridazine derivatives as antiproliferative agents against different cancer cell lines

Details

Type

Article

Created At

15 Feb 2025