TY - JOUR
T1 - Design and synthesis of a new androgen derivative using some strategies
AU - Lauro, Figueroa Valverde
AU - Francisco, Díaz Cedillo
AU - Elodia, García Cervera
AU - Eduardo, Pool Gómez
AU - Maria, López Ramos
AU - Marcela, Rosas Nexticapa
AU - Lenin, Hau Heredia
AU - Alcocer, B. Sarabia
AU - Zepeda-Acosta, B.
PY - 2013
Y1 - 2013
N2 - Anew androgen derivative was synthesized using some strategies; in the first stage the compound of N-(1,10-phenanthrolin-5-ylmethyl)ethane-1,2-diamine (3)was obtained by the reaction of 1,10-phenanthroline with ethylenediamine in presence of formaldehyde. The second stage was achieved by the reaction of 3 with testosterone using boric acid as catalyst to form the compound 10,13-dimethyl-3-{2-[([1,10]phenanthrolin-5-ylmethyl)-amino]-ethylimino}-2,3,6, 7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol (5). Finally, the compound 7 (Chloro-acetic acid 3-((3-chloro-2-oxo-cyclobutyl)- {2-[(3-chloro-2-oxo-cyclobutyl)-[1,10]phenanthrolin-5-ylmethyl-amino]ethyl} -amino)-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H- cyclopenta[a]phenanthren-17-yl ester was synthesized by thereaction of 5 with chloroacetyl chloride in presence of triethylamine. The structure of the compounds obtained was confirmed by elemental analysis, spectroscopy and spectrometry data. The proposed method offers some advantages such as good yields, simple procedure, low cost, and ease of workup.
AB - Anew androgen derivative was synthesized using some strategies; in the first stage the compound of N-(1,10-phenanthrolin-5-ylmethyl)ethane-1,2-diamine (3)was obtained by the reaction of 1,10-phenanthroline with ethylenediamine in presence of formaldehyde. The second stage was achieved by the reaction of 3 with testosterone using boric acid as catalyst to form the compound 10,13-dimethyl-3-{2-[([1,10]phenanthrolin-5-ylmethyl)-amino]-ethylimino}-2,3,6, 7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-ol (5). Finally, the compound 7 (Chloro-acetic acid 3-((3-chloro-2-oxo-cyclobutyl)- {2-[(3-chloro-2-oxo-cyclobutyl)-[1,10]phenanthrolin-5-ylmethyl-amino]ethyl} -amino)-10,13-dimethyl-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H- cyclopenta[a]phenanthren-17-yl ester was synthesized by thereaction of 5 with chloroacetyl chloride in presence of triethylamine. The structure of the compounds obtained was confirmed by elemental analysis, spectroscopy and spectrometry data. The proposed method offers some advantages such as good yields, simple procedure, low cost, and ease of workup.
KW - 1,10-phenanthrolin
KW - Boric acid
KW - Testosterone
UR - http://www.scopus.com/inward/record.url?scp=84899476638&partnerID=8YFLogxK
U2 - 10.13005/ojc/290403
DO - 10.13005/ojc/290403
M3 - Artículo
SN - 0970-020X
VL - 29
SP - 1285
EP - 1290
JO - Oriental Journal of Chemistry
JF - Oriental Journal of Chemistry
IS - 4
ER -