RESUMO
Starting from hellebrigenin, orally cardiotonic active acylcardiosteroid derivatives have been synthesized. D 12316 (acrihellin), the hellebrigenin-3 beta-dimethylacrylate, has been chosen for clinical evaluation.
Assuntos
Bufanolídeos/síntese química , Glicosídeos Cardíacos/síntese química , Animais , Bufanolídeos/metabolismo , Bufanolídeos/farmacologia , Glicosídeos Cardíacos/metabolismo , Glicosídeos Cardíacos/farmacologia , Gatos , Fenômenos Químicos , Química , Digoxina/farmacologia , EletrocardiografiaRESUMO
The tritiation of (+)-(R)-alpha-((S)-1-[(3,3-di-3-thienylallyl)amino]-ethyl)-benzylalcohol (tinofedrine) is reported. The introduction of tritium was effected by partial hydrogenation of propiolic acid ester to the corresponding tritiated acrylic ester.
Assuntos
Tiofenos/síntese química , Fenômenos Químicos , Química , Marcação por Isótopo/métodos , TrítioRESUMO
With the aid of spectroscopical methods the structure of (+)-(R)-alpha-[(S)-1-[(3,3-di-3-thienylallyl)amino]-ethyl]-benzyl-alcohol (tinofedrine, 1), a new cerebrally active compound, was confirmed. The relative and absolute configuration is discussed in view of spectroscopic data.
Assuntos
Tiofenos/análise , Fenômenos Químicos , Química , Espectroscopia de Ressonância Magnética , Espectrometria de Massas , Conformação Molecular , Peso Molecular , Espectrofotometria Infravermelho , Espectrofotometria UltravioletaRESUMO
A review on new cerebrally active basic dithienyl compounds related to (+)-(R)-alpha-((S)-1-[(3,3-di-3-thienylallyl)amino]-ethyl)-benzylalcohol (tinofedrine) is presented. Tinofedrine was selected out of a large number of related compounds on account of its high increase of cerebral blood flow, its improvement of heart performance, of the metabolism of the brain, and because it is well toleraded. Different routes of synthesis are discussed.
Assuntos
Álcoois Benzílicos/farmacologia , Compostos de Benzil/farmacologia , Circulação Cerebrovascular/efeitos dos fármacos , Tiofenos/farmacologia , Animais , Álcoois Benzílicos/síntese química , Viscosidade Sanguínea/efeitos dos fármacos , Química Encefálica , Débito Cardíaco/efeitos dos fármacos , Fenômenos Químicos , Química , Cães , Relação Estrutura-Atividade , Tiofenos/síntese química , Triglicerídeos/sangueRESUMO
Different dianisyl-pyridyl- and dipyridyl-anisyl-methanoles react with sulfuric acid, hydrogen iodide or formic acid. Depending on the position of the methoxy groups, pyridine nucleus and acid demethylation or reduction occurs and 10-aryl-pyridol[1,2-alpha]-indole or 9-pyridyl-xanthenole-9, respectively, are formed as main or byproduct. UV-, IR- and 1H-NMR-spectra of the pyridonindoles are discussed.
Assuntos
Anisóis , Metanol/análogos & derivados , Piridinas , Ácidos , Fenômenos Químicos , Química , Remoção de Radical Alquila , Formiatos , Indóis/análise , Indóis/síntese química , Espectroscopia de Ressonância Magnética , Oxirredução , Espectrofotometria Infravermelho , Espectrofotometria Ultravioleta , Ácidos SulfúricosRESUMO
The synthesis of tinofedrine (I), (+)-(R)-alpha-((S)-1-[3,3-di-3-thienylallyl)amino]benzylalcohol, a new cerebrally active drug, and the verification of its structure by spectrometric methods are reported.