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Titolo:
Synthesis and vasorelaxant potency of Monagra. A chiral 5-(2-methyl-2,3-dihydro-7-benzofuryl)pyrazolopyrimidone analog of Viagra((R))
Autore:
Al-bojuk, NR; El-Abadelah, MM; Sabri, SS; Michel, A; Voelter, W; Mossmer, CM; Al-Abed, Y;
Indirizzi:
Univ Jordan, Fac Sci, Dept Chem, Amman, Jordan Univ Jordan Amman JordanUniv Jordan, Fac Sci, Dept Chem, Amman, Jordan Fac Pharm Montpellier, Pharmacol Lab, F-34060 Montpellier 2, France Fac Pharm Montpellier Montpellier France 2 F-34060 Montpellier 2, France Univ Tubingen, Inst Physiol Chem, Phys Biochem Abt, D-72076 Tubingen, Germany Univ Tubingen Tubingen Germany D-72076 em Abt, D-72076 Tubingen, Germany Univ Tubingen, Inst Anorgan Chem, D-72076 Tubingen, Germany Univ TubingenTubingen Germany D-72076 n Chem, D-72076 Tubingen, Germany Picower Inst Med Res, Manhasset, NY 11030 USA Picower Inst Med Res Manhasset NY USA 11030 Res, Manhasset, NY 11030 USA
Titolo Testata:
HETEROCYCLES
fascicolo: 9, volume: 55, anno: 2001,
pagine: 1789 -
SICI:
0385-5414(20010901)55:9<1789:SAVPOM>2.0.ZU;2-A
Fonte:
ISI
Lingua:
ENG
Soggetto:
TYPE-5 CGMP PHOSPHODIESTERASE; MALE ERECTILE DYSFUNCTION; CORPUS CAVERNOSUM; NITRIC-OXIDE; PENILE ERECTION; SILDENAFIL; INHIBITOR; NEUROTRANSMISSION; PHYSIOLOGY; RELAXATION;
Keywords:
chiral Viagra((R)) analog; vasorelaxation; resolution; optical purity; X-Ray analysis;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
26
Recensione:
Indirizzi per estratti:
Indirizzo: El-Abadelah, MM Univ Jordan, Fac Sci, Dept Chem, Amman, Jordan Univ Jordan Amman Jordan Sci, Dept Chem, Amman, Jordan
Citazione:
N.R. Al-bojuk et al., "Synthesis and vasorelaxant potency of Monagra. A chiral 5-(2-methyl-2,3-dihydro-7-benzofuryl)pyrazolopyrimidone analog of Viagra((R))", HETEROCYCLE, 55(9), 2001, pp. 1789

Abstract

Synthesis and properties of a chiral 5-(2-methyl-2,3-dihydro-7-benzofuryl)pyrazolo[4,3-d]pyrimidin-7-one (3), an analog of Viagra (R) (1) and Biagra (2), are described. The key material, (+/-)-3-methyl-2,3-dihydrobenzofuran-7-carboxylic acid (8a) was resolved into the (S)-8b (95% ee) and (R)-8c (99% ee) enantiomers using, respectively, (-)-cinchonidine and (+)-cinchonine. The absolute configuration of 8c was determined as R by X-Ray measurements. Preliminary in vitro experiments on rat isolated thoracic aorta show thatthe vasorelaxant potency of 3b,c is truly higher than that of I and 2.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 28/03/20 alle ore 13:20:58