Synthesis of quinolyl substituted thiazolidines and dihydrothiazoles based on 2-{1-[2-methyl-4-(methylthio)-quinolin-3-yl]propan-2-ylidene}hydrazinocarbothioamides substituted in the benzene ring

Cover Page

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription or Fee Access

Abstract

The diverse biological activity of heterocyclic compounds makes them one of the most important areas of pharmaceuticals and organic synthesis. In this work, a synthesis of new hetarylquinolines containing thiazolidine and dihydrothiazole rings was carried out on the basis of 2-{1-[2-methyl-4-(methylthio)-quinolin-3-yl]propan-2-ylidene}hydrazinocarbothioamides substituted in the benzene ring. The synthesis was conducted using readily available and non-toxic starting materials, ensuring a practical and accessible methodology. The results of this work may serve as a foundation for further studies aimed at exploring the biological and applied potential of these compounds.

Full Text

Restricted Access

About the authors

I. L. Aleksanyan

Yerevan State University

Author for correspondence.
Email: ialeksanyan@ysu.am
ORCID iD: 0000-0002-4039-2323
Armenia, ul. Aleka Manukyana, 1, Yerevan, 375025

L. P. Hambardzumyan

Yerevan State University

Email: ialeksanyan@ysu.am
ORCID iD: 0000-0003-1210-0052
Armenia, ul. Aleka Manukyana, 1, Yerevan, 375025

References

  1. Sharma A., Kumar N., Gulati H.K. Rana,R., Aanchal Khanna J., Yatinder M., Singh V., Mohinder Singh P., Mol. Divers. 2024, 28, 4609–4633. doi: 10.1007/s11030-023-10793-6
  2. Patnam N., Chevula, K., Chennamsetti P., Aleta B., Kote A.K., Manga V., Mol. Divers. 2024, 28, 1551–1563. doi: 10.1007/s11030-023-10674-y
  3. Majed A.A., Abdalzahra Q.R., Al-Hujaj, H.H., Abid D.S., Alomari A.A., Islam M. Abdellah I.M., Elhenawy A.A., Chem. Select. 2024, 9, e202403761. doi: 10.1002/slct.202403761
  4. Talluh A.W.A.S., Saleh J.N., Saleh M.J., World of Science: J. Modern Res. Technol. 2024, 3, 49–57. https://univerpubl.com/index.php/woscience
  5. Sediek A.A., Kassem A.F., Abdel-Aziz M.S., and Younis A., Synthetic Commun. 2024, 54, 1376–1387. doi: 10.1080/00397911.2024.2387121
  6. Ibrayev M.K., Nurkenov O.A., Rakhimberlinova Z.B., Takibayeva A.T., Palamarchuk I.V., Turdybekov D.M., Kelmyalene A.A., Kulakov I.V., Molecules. 2022, 27, 7598, 1–16. doi: 10.3390/molecules27217598
  7. Arshad M.F., Alam A., Alshammari A.A., Alhazza M.B., Alzimam I.M., Alam M.A., Mustafa G., Ansari M.S., Alotaibi A.M., Alotaibi A. A., Kumar K., Asdaq, S.M.B, Imran M., Deb, K.P., Venugopala K.N., Jomah S., Molecules. 2022, 27, 3994, 2–54. doi: 10.3390/molecules27133994
  8. Kumar S., Arora A., Sapra S, Kumar R., Singh B.K., Singh S.K., RSC Adv. 2024, 14, 902–953. doi: 10.1039/D3RA06444A
  9. Hernández-Ayala L.F., Guzmán-López E.G., Galano A., Antioxidants. 2023, 12, 1853, 2–17. doi: 10.3390/antiox12101853
  10. Ajani O.O., Iyaye K.T. and Ademosun O.T., RSC Adv. 2022, 12, 18594–18614. doi: 10.1039/D2RA02896D
  11. Kumar S., Bawa S., Bawa S., Mini-Reviews Med. Chem. 2009, 9, 1648–1654. doi: 10.2174/138955709791012247
  12. Hussein M., Kafafy A.H., Abdel-Moty S., Abou-Gha-dir O., Acta Pharmaceutica. 2009, 59, 365–382. doi: 10.2478/v10007-009-0033-8
  13. Golea L., Chebaki j., Laabassi M., Mosset P., Chem. Data Collect. 2023, 43, 100977, 1–13. doi: 10.1016/j.cdc.2022.100977.
  14. Eissa S.I., Farrag A.M., Abbas S.Y., El Shehry M.F., Ragab A., Fayed E.M., Ammar Y.A., Bioorg. Chem. 2021, 110, 104803, 1–13. doi: 10.1016/j.bioorg.2021.104803.
  15. Paisuwan W., Srithadindang K., Kodama T., Sukwattanasinitt M., Tobisu, M., Ajavakom A. Spectrochimica Acta Part A: Mol. Biomol. Spectroscopy. 2024, 322, 124706, 1–11. doi 10.1016 /j.saa.2024.124706.
  16. Lewinska G., Sanetra J., Marszalek K.W., J. Mater. Sci.: Mater. Electron. 2021, 32, 18451–18465. doi: 10.1007/s10854-021-06225-6.
  17. Răsădean D., Quesnel Filippou P.S., Dan Pantoş D., Dey P., Chem. Materials. 2023, 35, 4988–4997. doi: 10.1021/acs.chemmater.3c00336
  18. Shyamsivappan S., Saravanan A., Vandana N., Suresh T., Suresh S., Nandhakumar R., Nandhakumar R., Mohan P.S., ACS Omega. 2020, 5, 27245–27253. doi: 10.1021/acsomega.0c03445
  19. Wallace D.R., Encyclopedia of Toxicology. 4th Ed., Academic Press, Tulsa, OK, United States. 2024, 111–116. doi: 10.1016/B978-0-12-824315-2.00575-3.
  20. Wallace D.R., Encyclopedia of Toxicology. 3rd Ed., Academic Press, Tulsa, OK, United States. 2014, 23–25. doi: 10.1016/B978-0-12-386454-3.00193-7.
  21. Cai Q., Song H., Zhang Y., Zhu Z., Zhang J., Chen J., Agric. Food Chem. 2024, 72, 12373–12386. doi: 10.1021/acs.jafc.4c01582
  22. Panchal N.B. and Vaghela V.M., Orient. J. Chem. 2023, 39, 546–567. doi: 10.13005/ojc/390303
  23. Litim B., Djahoudi A., Meliani S., Boukhari A., Med. Chem. Res. 2022, 31, 60–74. doi: 10.1007/s00044-021-02815-5
  24. Bhanwala N., Gupta V., Chandrakar L., Gopal K.L., Chem. Select. 2023, 8, 46, e202302803. doi: 10.1002/slct.202302803
  25. Rana R., Kumar N., Gulati H.K., Sharma A., Khanna A., Badhwar P.R., Dhir M., Vir Singh J.J., Singh Bedi P.M., J. Mol. Struct. 2023, 1292, 136194, 1–35. doi: 10.1016/j.molstruc.2023.136194.
  26. Алексанян И.Л., Амбарцумян Л.П., ЖOрХ. 2021, 57, 1170–1176. doi 10.318557/S0514792210080085 [Aleksanyan I.L., Hambardzumyan L.P., Russ. J. Org. Chem. 2021, 57, 1289–1294.] doi: 10.1134/S107042802108008X
  27. Алексанян И.Л., Амбарцумян Л.П., ЖOрХ. 2024, 60, 62–68. [Aleksanyan I.L., Hambardzumyana L.P., Russ. J. Org. Chem. 2024, 60, 1585–1590.] doi: 10.1134/S1070428024080025

Supplementary files

Supplementary Files
Action
1. JATS XML
2. Scheme 1

Download (992KB)
3. Content

Download (20KB)

Copyright (c) 2025 Russian Academy of Sciences