Araştırma Makalesi

SYNTHESIS OF 2-FLUOROBENZOYL THIOUREA DERIVATIVES

Cilt: 22 Sayı: 44 31 Aralık 2023
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SYNTHESIS OF 2-FLUOROBENZOYL THIOUREA DERIVATIVES

Öz

Fluorine-containing compounds play a significant role in drug development because fluorine atom has unique chemical properties due to its high electronegativity which significantly influences the properties important for drug design. In the present study, 2-fluorobenzoyl thiourea derivatives were synthesized by the reaction of 2-fluorobenzoyl isothiocyanate, which was obtained by the reaction of 2-fluorobenzoyl chloride with ammonium thiocyanate, with appropriate aniline derivatives. The structures of the benzoyl thioureas were confirmed by IR, 1H and 13C NMR spectroscopy.

Anahtar Kelimeler

Kaynakça

  1. Agola, J.O., Hong, L., Surviladze, Z., Ursu, O., Waller, A., Strouse J.J., Simpson, D.S., Schroeder, C.E., Oprea, T.I., Golden, J.E., Aubé, J., Buranda, T., Sklar, L. A. & Wandinger-Ness, A. (2012). A Competitive Nucleotide Binding Inhibitor: In Vitro Characterization of Rab7 GTPase Inhibition. ACS Chemical Biology. 7(6), 1095–1108. https://doi.org/10.1021/cb3001099.
  2. Ali, S. &. Zhou, J. (2023). Highlights on U.S. FDA-approved fluorinated drugs over the past five years (2018–2022). European Journal of Medicinal Chemistry. 256, 115476. https://doi.org/10.1016/j.ejmech.2023.115476.
  3. Ekoue-Kovi, K., Yearick, K., Iwaniuk, D. P., Natarajan, J.K., Alumasa, J., de Dios, A.C., Roepe P.D. & Wolf. C. (2009). Synthesis and antimalarial activity of new 4-amino-7-chloroquinolyl amides, sulfonamides, ureas and thioureas. Bioorganic and Medicinal Chemistry. 17(1). 270–283. https://doi.org/10.1016/j.bmc.2008.11.009.
  4. Han, J., Remete, A. M., Dobson, L. S., Kiss, L., Izawa, K., Moriwaki, H., Soloshonok, V.A. & O’Hagan, D. (2020). Next generation organofluorine containing blockbuster drugs. Journal of Fluorine Chemistry. 239, 109639. https://doi.org/10.1016/j.jfluchem.2020.109639.
  5. Hroch, L., Guest, P., Benek, O., Soukup, O., Janockova, J., Dolezal, R., Kuca, K., Aitken, L., Smith, T.K., Gunn-Moore, F., Zala, D., Ramsay, R.R. & Musilek, K. (2017). Synthesis and evaluation of frentizole-based indolyl thiourea analogues as MAO/ABAD inhibitors for Alzheimer’s disease treatment. Bioorganic and Medicinal Chemistry. 25(3), 1143-1152. https://doi.org/10.1016/j.bmc.2016.12.029.
  6. Karipcin, F., Atis, M., Sariboga, B., Celik, H. & Tas. M. (2013). Structural, spectral, optical and antimicrobial properties of synthesized 1-benzoyl-3-furan-2-ylmethyl-thiourea. Journal of Molecular Structure. 1048, 69–77. https://doi.org/10.1016/j.molstruc.2013.05.042.
  7. Lain, S., Hollick, J.J., Campbell, J., Staples, O.D., Higgins, M., Aoubala, M., McCarthy, A.R., Appleyard, V., Murray, K.E., Baker, L., Thompson, A., Mathers, J., Holland, S.J., Stark, M.J., Pass, G., Woods, J., Lane, D.P. & Westwood N.J. (2008). Discovery, In Vivo Activity, and Mechanism of Action of a Small-Molecule p53 Activator. Cancer Cell. 13(5), 454-463. https://doi.org/10.1016/j.ccr.2008.03.004.
  8. Liav, A., Angala, S. K., Brennan, P. J.& Jackson, M. (2008). N-D-Aldopentofuranosyl-N-[p-(isoamyloxy)phenyl]-thiourea derivatives: potential anti-TB therapeutic agents. Bioorganic and Medicinal Chemistry Letters. 18(8), 2649–2651. https://doi.org/10.1016/j.bmcl.2008.03.033.

Ayrıntılar

Birincil Dil

İngilizce

Konular

Organik Kimyasal Sentez

Bölüm

Araştırma Makalesi

Erken Görünüm Tarihi

12 Aralık 2023

Yayımlanma Tarihi

31 Aralık 2023

Gönderilme Tarihi

22 Eylül 2023

Kabul Tarihi

20 Kasım 2023

Yayımlandığı Sayı

Yıl 2023 Cilt: 22 Sayı: 44

Kaynak Göster

APA
Erol Günal, Ş. (2023). SYNTHESIS OF 2-FLUOROBENZOYL THIOUREA DERIVATIVES. İstanbul Ticaret Üniversitesi Fen Bilimleri Dergisi, 22(44), 417-424. https://doi.org/10.55071/ticaretfbd.1364818
AMA
1.Erol Günal Ş. SYNTHESIS OF 2-FLUOROBENZOYL THIOUREA DERIVATIVES. İstanbul Ticaret Üniversitesi Fen Bilimleri Dergisi. 2023;22(44):417-424. doi:10.55071/ticaretfbd.1364818
Chicago
Erol Günal, Şule. 2023. “SYNTHESIS OF 2-FLUOROBENZOYL THIOUREA DERIVATIVES”. İstanbul Ticaret Üniversitesi Fen Bilimleri Dergisi 22 (44): 417-24. https://doi.org/10.55071/ticaretfbd.1364818.
EndNote
Erol Günal Ş (01 Aralık 2023) SYNTHESIS OF 2-FLUOROBENZOYL THIOUREA DERIVATIVES. İstanbul Ticaret Üniversitesi Fen Bilimleri Dergisi 22 44 417–424.
IEEE
[1]Ş. Erol Günal, “SYNTHESIS OF 2-FLUOROBENZOYL THIOUREA DERIVATIVES”, İstanbul Ticaret Üniversitesi Fen Bilimleri Dergisi, c. 22, sy 44, ss. 417–424, Ara. 2023, doi: 10.55071/ticaretfbd.1364818.
ISNAD
Erol Günal, Şule. “SYNTHESIS OF 2-FLUOROBENZOYL THIOUREA DERIVATIVES”. İstanbul Ticaret Üniversitesi Fen Bilimleri Dergisi 22/44 (01 Aralık 2023): 417-424. https://doi.org/10.55071/ticaretfbd.1364818.
JAMA
1.Erol Günal Ş. SYNTHESIS OF 2-FLUOROBENZOYL THIOUREA DERIVATIVES. İstanbul Ticaret Üniversitesi Fen Bilimleri Dergisi. 2023;22:417–424.
MLA
Erol Günal, Şule. “SYNTHESIS OF 2-FLUOROBENZOYL THIOUREA DERIVATIVES”. İstanbul Ticaret Üniversitesi Fen Bilimleri Dergisi, c. 22, sy 44, Aralık 2023, ss. 417-24, doi:10.55071/ticaretfbd.1364818.
Vancouver
1.Şule Erol Günal. SYNTHESIS OF 2-FLUOROBENZOYL THIOUREA DERIVATIVES. İstanbul Ticaret Üniversitesi Fen Bilimleri Dergisi. 01 Aralık 2023;22(44):417-24. doi:10.55071/ticaretfbd.1364818

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