Synthesis and evaluation of 2-(5-methoxythiophen-3-yl)ethylamines as potential dopamine agonists

M. Cardellini, GM Cingolani, F. Claudi, A. Di Stefano, G. Giorgioni, F. Cantalamessa, A. Cagnotto, M. Skorupska

Research output: Contribution to journalArticle

Abstract

The synthesis of 2-(5-methoxythiophen-3-yl)ethylamine and some derivatives bearing propyl and 2-phenylethyl substituents on the amino group has been described. The affinities for dopamine D1 and D2 receptors were evaluated by binding assays on rat striatum. None of the compounds show affinity for the D1 receptor. In the D2 binding assays the N-propyl-N-(2-phenylethyl) derivatives show affinity similar to that of the reference compound N-n-propyl-N-(2-phenylethyl)-2-(3-hydroxyphenyl)ethylamine (1, RU 24213). In preliminary behavioral tests [2-(5-methoxythiophen-3-yl)ethyl]phenethylpropylamine behaves as a selective D2 agonist.

Original languageEnglish
Pages (from-to)423-429
Number of pages7
JournalEuropean Journal of Medicinal Chemistry
Volume29
Issue number6
DOIs
Publication statusPublished - 1994

Fingerprint

Ethylamines
Dopamine Agonists
Assays
Bearings (structural)
Derivatives
Dopamine D1 Receptors
Dopamine D2 Receptors
Rats
ethylamine

Keywords

  • dopamine D and D receptor binding
  • dopaminergic activity
  • N-substituted 2-(5-methoxythiophen-3-yl)ethylamines
  • synthesis

ASJC Scopus subject areas

  • Molecular Medicine
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Cardellini, M., Cingolani, GM., Claudi, F., Di Stefano, A., Giorgioni, G., Cantalamessa, F., ... Skorupska, M. (1994). Synthesis and evaluation of 2-(5-methoxythiophen-3-yl)ethylamines as potential dopamine agonists. European Journal of Medicinal Chemistry, 29(6), 423-429. https://doi.org/10.1016/0223-5234(94)90069-8

Synthesis and evaluation of 2-(5-methoxythiophen-3-yl)ethylamines as potential dopamine agonists. / Cardellini, M.; Cingolani, GM; Claudi, F.; Di Stefano, A.; Giorgioni, G.; Cantalamessa, F.; Cagnotto, A.; Skorupska, M.

In: European Journal of Medicinal Chemistry, Vol. 29, No. 6, 1994, p. 423-429.

Research output: Contribution to journalArticle

Cardellini, M, Cingolani, GM, Claudi, F, Di Stefano, A, Giorgioni, G, Cantalamessa, F, Cagnotto, A & Skorupska, M 1994, 'Synthesis and evaluation of 2-(5-methoxythiophen-3-yl)ethylamines as potential dopamine agonists', European Journal of Medicinal Chemistry, vol. 29, no. 6, pp. 423-429. https://doi.org/10.1016/0223-5234(94)90069-8
Cardellini, M. ; Cingolani, GM ; Claudi, F. ; Di Stefano, A. ; Giorgioni, G. ; Cantalamessa, F. ; Cagnotto, A. ; Skorupska, M. / Synthesis and evaluation of 2-(5-methoxythiophen-3-yl)ethylamines as potential dopamine agonists. In: European Journal of Medicinal Chemistry. 1994 ; Vol. 29, No. 6. pp. 423-429.
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