Beta
301868

Synthesis and Biological Evaluation of Isatin Derivatives as Antibacterial Inhibitors

Article

Last updated: 29 Dec 2024

Subjects

-

Tags

Basic Sciences
Organic and Inorganic Chemistry

Abstract

Herein, 2'-amino-6'-(ethylthio)-2-oxo-1'H-spiro[indoline-3,4'-pyridine]-3',5'-dicarbo-nitrile I and 2-(2-oxoindolin-3-ylidene)hydrazine-1-carbox-imidamide II were served as prestarting intermediates for the production of polyfunctional substituted heterocycles like; pyrazole, pyridine, imidazole, and pyrimidine. Subsequently, representative chemicals of the manufactured series were verified and assessed as antibacterial inhibitors. Spiro-indoline pyridine I was prepared to be used as a beginning material for manufacturing assorted novel heterocyclic compounds containing an isatin moiety. Derivative I was obtained via the reaction of isatylidene malononitrile with malononitrile and ethyl thiol in the presence of ammonium acetate. The starting compound I was permitted to combine with carbon disulfide in boiling pyridine to afford the carbamodithioic acid derivative III. Also, the reaction of compound I with triethyl orthoformate, maleic anhydride, dimethylformamide, dimethyl acetal, hydrazine hydrate, and diethyl malonate yielded compounds IV, V, VI, VII, and VIII respectively. Moreover, the reaction of the ketonic carbonyl group of isatin with aminoguanidine salt in aqueous alcohol when there was a catalytic amount of sodium bicarbonate yielded compound II. Likewise, carboximidamide derivative II reacted with active methylene compounds such as malononitrile and its derivatives; namely, ethoxy methylene malononitrile and chloroacetonitrile to afford compounds XI, XII, and IX, respectively. On the other hand, compound II interaction with dimethyl acetylenedicarboxylate allowed a heterocyclic imidazole derivative to be obtained.

DOI

10.21608/IFJSIS.2023.203502.1006

Keywords

Isatin, malononitrile, Thiol, Aminoguanidine

Authors

First Name

Mohamed

Last Name

Badrey

MiddleName

Goma

Affiliation

Department of Chemistry, Faculty of Science, Fayoum University,63514 Fayoum, Egypt

Email

mgb00@fayoum.edu.eg

City

الباحه-المملكة العربية السعودية

Orcid

-

First Name

Abd El-Naby

Last Name

Essawy

MiddleName

Ibrahim

Affiliation

Department of Chemistry, Faculty of Science, Fayoum University,63514 Fayoum, Egypt

Email

aie01@fayoum.edu.eg

City

Fayoum

Orcid

-

First Name

Ibrahim

Last Name

Hassan

MiddleName

Atef

Affiliation

Department of Chemistry, Faculty of Science, Fayoum University,63514 Fayoum, Egypt

Email

iah13@fayoum.edu.eg

City

Fayoum

Orcid

0009-0006-7027-5773

First Name

Asmaa

Last Name

Mourad

MiddleName

Kamal

Affiliation

Department of Chemistry, Faculty of Science, Fayoum University,63514 Fayoum, Egypt

Email

akk00@fayoum.edu.eg

City

Fayoum

Orcid

-

Volume

1

Article Issue

1

Related Issue

40967

Issue Date

2023-04-01

Receive Date

2023-06-04

Publish Date

2023-04-01

Page Start

67

Page End

75

Print ISSN

2974-363X

Online ISSN

2974-3648

Link

https://lfjsis.journals.ekb.eg/article_301868.html

Detail API

https://lfjsis.journals.ekb.eg/service?article_code=301868

Order

301,868

Publication Type

Journal

Publication Title

Labyrinth: Fayoum Journal of Science and Interdisciplinary Studies

Publication Link

https://lfjsis.journals.ekb.eg/

MainTitle

Synthesis and Biological Evaluation of Isatin Derivatives as Antibacterial Inhibitors

Details

Type

Article

Created At

18 Dec 2024