Research Article

Investigation of Reaction of Some Ester Ethoxycarbonyl Hydrazones with 1-Adamantyl Amine

Volume: 47 Number: 2 September 18, 2019
EN

Investigation of Reaction of Some Ester Ethoxycarbonyl Hydrazones with 1-Adamantyl Amine

Abstract

I n this study, the reactions of the 1-adamantyl amine with 4 different ester ethoxycarbonyl hydrazone derivatives were studied. At first, iminoester hydrochloride derivatives were synthesized according to the Pinner method. Then they were reacted with ethyl carbazate to synthesize ester ethoxycarbonyl hydrazone derivative compounds. In the last step, 3-substituted-4-adamantyl-1,2,4-triazol-5-one derivatives were aimed to synthesize, the ester ethoxycarbonyl hydrazone compounds were heated in an oil bath dry to dry with 1-adamantyl amine. It has been observed, however, that the ring is not closed according to IR and ¹H-NMR analysis and the ethyl N-(adamantylcarbamoyl)alkylcarbohydrazonoate derivative compounds were synthesized as stabile and original compounds. The structures of the synthesized compounds were elucidated by spectroscopic methods using IR, ¹H-NMR, 13C-NMR spectra and LC/MS analysis.

Keywords

Supporting Institution

TUBİTAK

Project Number

1919B011603783

Thanks

This study has been supported by Tübitak 2209A Project No. 1919B011603783 Support Program for Domestic Research Projects of University Students.

References

  1. 1. J. Warren, Drug discovery: lessons from evolution, Br. J. Clin. Pharmacol., 71 (2011) 497-503.
  2. 2. H.U. Daeniker, 1‐Hydrazinoadamantan, Helvetica Chimica Acta., 50 (1967) 2008-2010.
  3. 3. T.L. Thomas, M. Fedorchuk, B.V. Shetty, F.E. Anderson, Synthesis and activity of some 3-substituted 1,2,3,4-pseudooxatriazol-5-ones and their precursors and related compounds, J. Med. Chem., 13 (1970) 196-203.
  4. 4. M.G. Alves Galvão, M.A. Rocha Crispino Santos, A.J. Alves da Cunha, Amantadine and rimantadine for influenza A in children and the elderly, Cochrane Database Syst Rev., 21 (2014) CD002745.
  5. 5. K. Spilovska, F. Zemek, J. Korabecny, E. Nepovimova, O. Soukup, M. Windisch, K. Kuca, Adamantane - A lead structure for drugs in clinical practice, Curr. Med. Chem., 23 (2016) 3245-3266.
  6. 6. S.V. Krapivin, S.A. Sergeeva, I.S. Morozov, Comparative analysis of the effects of adapromine, midantane, and bromantane on bioelectrical activity of rat brain, Bull. Exp. Biol. Med. 125 (1998) 175-179.
  7. 7. R. Naik, H. Valentine, A. Hall, W.B. Mathews, J.C. Harris, C.S. Carter, R.F. Dannals, D.F. Wong, A.G. Horti, Development of a radioligand for imaging V1a vasopressin receptors with PET, Eur. J. Med. Chem., 139 (2017) 644-656.
  8. 8. M. Kamenova-Nacheva, M. Schröder, E Pasheva, I. Slavchev, V. Dimitrov, G. Momekov, R. Nikolova, B. Shivachev, I. Ugrinova, G.M. Dobrikov, Synthesis of ferrocenylmethylidene and arylidene substituted camphane based compounds as potential anticancer agents, New J. Chem., 41 (2017) 9103- 9112.

Details

Primary Language

English

Subjects

-

Journal Section

Research Article

Publication Date

September 18, 2019

Submission Date

October 18, 2018

Acceptance Date

February 14, 2019

Published in Issue

Year 2019 Volume: 47 Number: 2

APA
Doğan, İ. S., Sellitepe, H. E., & Kahveci, B. (2019). Investigation of Reaction of Some Ester Ethoxycarbonyl Hydrazones with 1-Adamantyl Amine. Hacettepe Journal of Biology and Chemistry, 47(2), 203-208. https://doi.org/10.15671/hjbc.623792
AMA
1.Doğan İS, Sellitepe HE, Kahveci B. Investigation of Reaction of Some Ester Ethoxycarbonyl Hydrazones with 1-Adamantyl Amine. HJBC. 2019;47(2):203-208. doi:10.15671/hjbc.623792
Chicago
Doğan, İnci Selin, Hasan Erdinç Sellitepe, and Bahittin Kahveci. 2019. “Investigation of Reaction of Some Ester Ethoxycarbonyl Hydrazones With 1-Adamantyl Amine”. Hacettepe Journal of Biology and Chemistry 47 (2): 203-8. https://doi.org/10.15671/hjbc.623792.
EndNote
Doğan İS, Sellitepe HE, Kahveci B (September 1, 2019) Investigation of Reaction of Some Ester Ethoxycarbonyl Hydrazones with 1-Adamantyl Amine. Hacettepe Journal of Biology and Chemistry 47 2 203–208.
IEEE
[1]İ. S. Doğan, H. E. Sellitepe, and B. Kahveci, “Investigation of Reaction of Some Ester Ethoxycarbonyl Hydrazones with 1-Adamantyl Amine”, HJBC, vol. 47, no. 2, pp. 203–208, Sept. 2019, doi: 10.15671/hjbc.623792.
ISNAD
Doğan, İnci Selin - Sellitepe, Hasan Erdinç - Kahveci, Bahittin. “Investigation of Reaction of Some Ester Ethoxycarbonyl Hydrazones With 1-Adamantyl Amine”. Hacettepe Journal of Biology and Chemistry 47/2 (September 1, 2019): 203-208. https://doi.org/10.15671/hjbc.623792.
JAMA
1.Doğan İS, Sellitepe HE, Kahveci B. Investigation of Reaction of Some Ester Ethoxycarbonyl Hydrazones with 1-Adamantyl Amine. HJBC. 2019;47:203–208.
MLA
Doğan, İnci Selin, et al. “Investigation of Reaction of Some Ester Ethoxycarbonyl Hydrazones With 1-Adamantyl Amine”. Hacettepe Journal of Biology and Chemistry, vol. 47, no. 2, Sept. 2019, pp. 203-8, doi:10.15671/hjbc.623792.
Vancouver
1.İnci Selin Doğan, Hasan Erdinç Sellitepe, Bahittin Kahveci. Investigation of Reaction of Some Ester Ethoxycarbonyl Hydrazones with 1-Adamantyl Amine. HJBC. 2019 Sep. 1;47(2):203-8. doi:10.15671/hjbc.623792

HACETTEPE JOURNAL OF BIOLOGY AND CHEMİSTRY

Copyright © Hacettepe University Faculty of Science

http://www.hjbc.hacettepe.edu.tr/

https://dergipark.org.tr/tr/pub/hjbc