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Titolo:
Molecular modification of anpirtoline, a non-opioid centrally acting analgesic
Autore:
Radl, S; Hafner, W; Hezky, P; Krejci, I; Proska, J; Taimr, J;
Indirizzi:
Res Inst Pharm & Biochem, CR-13060 Prague 3, Czech Republic Res Inst Pharm& Biochem Prague Czech Republic 3 rague 3, Czech Republic
Titolo Testata:
COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS
fascicolo: 2, volume: 64, anno: 1999,
pagine: 363 - 376
SICI:
0010-0765(199902)64:2<363:MMOAAN>2.0.ZU;2-S
Fonte:
ISI
Lingua:
ENG
Soggetto:
RECEPTOR AGONIST; 5-HT1A;
Keywords:
anpirtoline; 4-phenylsulfanylpiperidines; piperidines; pyridines; analgesic activity; analgesics; 5-HT receptor ligands;
Tipo documento:
Article
Natura:
Periodico
Settore Disciplinare:
Physical, Chemical & Earth Sciences
Citazioni:
23
Recensione:
Indirizzi per estratti:
Indirizzo: Radl, S Res Inst Pharm & Biochem, CR-13060 Prague 3, Czech Republic Res Inst Pharm & Biochem Prague Czech Republic 3 Czech Republic
Citazione:
S. Radl et al., "Molecular modification of anpirtoline, a non-opioid centrally acting analgesic", COLL CZECH, 64(2), 1999, pp. 363-376

Abstract

Molecular modification of anpirtoline (2a) is described. Several methods of preparation of 4-[(3-chlorophenyl)suIfanyl]-1-methylpiperidine (3a) and its demethylation led to the deazaanpirtoline (3c). Nucleophilic substitution of piperidine-4-thiole with 2-chloro-4-nitropyridine, 2,4-dichloro-6-methylpyridine, and 3,6-dichloropyridazine led to 2-chloro-4-(piperidin-4-ylsulfanyl)pyridine (6), 4-chloro-6-methyl-2-(pipelidin-4-ylsulfanyl)pyridine (7), and 3-chloro-6-(piperidin-4-ylsulfanyl)pyridazine (8), respectively. 2-Chloro-6-(pyridin-4-ylsulfanyl)pyridine (10) and 4-[(2-chloropyridin-6-yl)sulfanyl] quinoline (11) were obtained from sodium 2-chloropyridine-6-thiolate. Homoanpirtoline analogs with methylene group inserted between the pyridine moiety and the sulfur atom (compound 12b) as well as between the sulfur atom and the piperidine ring (compound 13b) were also prepared.

ASDD Area Sistemi Dipartimentali e Documentali, Università di Bologna, Catalogo delle riviste ed altri periodici
Documento generato il 24/09/20 alle ore 05:22:56