Design and Synthesis of Three Naphtol Derivatives using the Three Component System

Figueroa‐Valverde, Lauro; Díaz-Cedillo, Francisco; Elodia, García-Cervera; Gómez, E. Pool

doi:10.13005/ojc/280301

Cited by 3 publications

(2 citation statements)

References 6 publications

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“…There are many procedures for preparation of several androgen derivatives; nevertheless, despite its wide scope, have some drawbacks; for example, several agents used have limited stability and their preparation require special conditions [8][9][10] . Analyzing these data, we reporta straightforward route for synthesis of an androgen derivative using some strategies.…”

Section: Resultsmentioning

confidence: 99%

“…Additionally, other androgen (Succinic acid mono-{6-[(2-amino-ethylamino)-methyl]-1-ethinyl-10a,12a-dimethyl-2,3,3a,3b,4,5,10,10a,10b, 11,12,12a-dodecahydro-1H-7-oxa-8-aza-dicyclopenta-[a,h]-phenanthren-1-yl}ester) was prepared by reaction of hemisuccinate of danazol with ethylenediamine hydrochloride in presence of formaldehyde 6 .Also Other report [7][8][9] indicate the preparation of 17²-(N-Acetyl-42 -imidazolyl)-3-acetoxyandrost-5-ene by the reaction of 17-(42 -Imidazolyl)androst-5-en-3²-ol in pyridine/Ac 2 O.All these experimental results show several procedures which are available for synthesis of diverse androgen derivatives; nevertheless, expensive reagents and special conditions are required. Therefore, in this study anandrogen derivative was synthesized using some strategies.…”

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confidence: 99%

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Design and Synthesis of a New Androgen Derivative using Some Strategies

Figueroa‐Valverde¹,

Díaz-Cedillo²,

Elodia³

et al. 2013

Orient. J. Chem

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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, 3,6,7,8,9,10,11,12,1 3,14,15,16,17-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.

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Section: Resultsmentioning

confidence: 99%

mentioning

confidence: 99%

Design and Synthesis of a New Androgen Derivative using Some Strategies

Figueroa‐Valverde¹,

Díaz-Cedillo²,

Elodia³

et al. 2013

Orient. J. Chem

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Design and Synthesis of N-(2-{[(2-Hydroxy-naphtalen-1-yl)-phenyl-methyl]-amino}-ethyl)-3,4-dinitro-benzamide

Figueroa‐Valverde

Cedillo²,

Elodia

et al. 2013

Orientjchem.

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Activity exerted by a benzamide derivative on injury by ischemia/reperfusion in an isolated heart model

Marcela¹,

Figueroa‐Valverde²,

Díaz-Cedillo³

et al. 2013

Afr. J. Pharm. Pharmacol.

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Several studies indicate that some benzamide-derivatives have activity at cardiovascular level; nevertheless, there is scarce information about the effects exerted by the benzamide derivatives on cardiac injury caused by ischemia/reperfusion (I/R). In this experimental study, a new benzamidederivative was synthetized with the objective of evaluating its activity on I/R in an I/R model of rat heart using the Langendorff technique. In addition, molecular mechanism involved in the effect induced by the benzamide derivative on perfusion pressure and coronary resistance was evaluated by measuring left ventricular pressure in the absence or presence of following compounds; nifedipine, indomethacin, propranolol and metoprolol. The results showed that the benzamide-derivative reduces infarct size compared with control. Other results showed that the benzamide derivative significantly increase the perfusion pressure and coronary resistance in isolated heart. Other data indicate that the benzamidederivative increase left ventricular pressure in a dose-dependent manner (0.001 to 100 nM); however, this phenomenon was significantly inhibited by propranolol and metoprolol at a dose of 1 nM (p=0.05). In conclusion, these data suggest that cardioprotective activity of the benzamide-derivative is by stimulating catecholamine production and consequently induce changes in the left ventricular pressure levels. This phenomenon results in decrease of myocardial necrosis after ischemia and reperfusion.

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Design and Synthesis of Three Naphtol Derivatives using the Three Component System

Cited by 3 publications

References 6 publications

Design and Synthesis of a New Androgen Derivative using Some Strategies

Design and Synthesis of a New Androgen Derivative using Some Strategies

Design and Synthesis of N-(2-{[(2-Hydroxy-naphtalen-1-yl)-phenyl-methyl]-amino}-ethyl)-3,4-dinitro-benzamide

Activity exerted by a benzamide derivative on injury by ischemia/reperfusion in an isolated heart model

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