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Titolo:
Studies of enantiomerization of chiral 3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide type compounds
Autore:
Cannazza, G; Braghiroli, D; Tait, A; Baraldi, M; Parenti, C; Lindner, W;
Indirizzi:
Univ Modena & Reggio Emilia, Dipartimento Sci Farmaceut, I-41100 Modena, Italy Univ Modena & Reggio Emilia Modena Italy I-41100 , I-41100 Modena, Italy Univ G DAnnunzio, Dipartimento Sci Farm, Chieti, Italy Univ G DAnnunzio Chieti Italy zio, Dipartimento Sci Farm, Chieti, Italy Univ Vienna, Inst Analyt Chem, A-1090 Vienna, Austria Univ Vienna ViennaAustria A-1090 st Analyt Chem, A-1090 Vienna, Austria
Titolo Testata:
CHIRALITY
fascicolo: 2, volume: 13, anno: 2000,
pagine: 94 - 101
SICI:
0899-0042(2000)13:2<94:SOEOC3>2.0.ZU;2-8
Fonte:
ISI
Lingua:
ENG
Soggetto:
COMPUTER-SIMULATION; STATIONARY-PHASE; 7-CHLORO-3-METHYL-3,4-DIHYDRO-2H-1,2,4-BENZOTHIADIAZINE S,S-DIOXIDE; RECEPTOR DESENSITIZATION; LIQUID-CHROMATOGRAPHY; GAS-CHROMATOGRAPHY; RESOLUTION; INTERCONVERSION; CYCLOTHIAZIDE; BARRIERS;
Keywords:
racemization; IDRA21; rate constant; free energy barrier; enantiomerization mechanism;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Life Sciences
Citazioni:
24
Recensione:
Indirizzi per estratti:
Indirizzo: Cannazza, G Univ Modena & Reggio Emilia, Dipartimento Sci Farmaceut, Via Campi 183, I-41100 Modena, Italy Univ Modena & Reggio Emilia Via Campi 183 Modena Italy I-41100
Citazione:
G. Cannazza et al., "Studies of enantiomerization of chiral 3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide type compounds", CHIRALITY, 13(2), 2000, pp. 94-101

Abstract

An on-column HPLC procedure using a chiral stationary phase (CSP) was developed for the determination of rate constants and free energy barriers of enantiomerization of (+/-)IDRA21. Subsequently, the HPLC method was applied for investigation of two structurally related chiral compounds. The individual enantiomers of the studied compounds were isolated in parallel by preparative HPLC and rate constants and free energy barriers of enantiomerization were determined in different solvents. The on-column enantiomerization data revealed that CSP induces different rate constants for the two enantiomers. The results generated off-line were used to determine the influence of solvents on the racemization of (+) and (-) IDRA21 and to gain further insight into the enantiomerization mechanism of chiral 3,4-dihydro-1,2,4-benzothiadiazine 1,1-dioxide type compounds. Chirality 13:94-101, 2001, (C) 2001 Wiley-Liss. Inc.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 12/07/20 alle ore 12:09:51