Telenzepine is a thienobenzodiazepine acting as selective M1antimuscarinic. It is used in the treatment of peptic ulcers.[1] Telenzepine is atropisomeric, in other words the molecule has a stereogenic C–N-axis. In neutral aqueous solution it displays a half-life for racemization of the order of 1000 years. The enantiomers have been resolved. The activity is related to the (+)-isomer which is about 500-fold more active than the (–)-isomer at muscarinic receptors in the rat cerebral cortex.[2]
^Eveleigh P, Hulme EC, Schudt C, Birdsall NJ (April 1989). "The existence of stable enantiomers of telenzepine and their stereoselective interaction with muscarinic receptor subtypes". Molecular Pharmacology. 35 (4): 477–83. PMID 2704371.
^Clayden J, Moran WJ, Edwards PJ, LaPlante SR (2009). "The challenge of atropisomerism in drug discovery". Angewandte Chemie. 48 (35): 6398–401. doi:10.1002/anie.200901719. PMID 19637174.
External linksedit
Londong W, Londong V, Meierl A, Voderholzer U (July 1987). "Telenzepine is at least 25 times more potent than pirenzepine--a dose response and comparative secretory study in man". Gut. 28 (7): 888–95. doi:10.1136/gut.28.7.888. PMC1433086. PMID 3653758.
telenzepine, thienobenzodiazepine, acting, selective, antimuscarinic, used, treatment, peptic, ulcers, atropisomeric, other, words, molecule, stereogenic, axis, neutral, aqueous, solution, displays, half, life, racemization, order, 1000, years, enantiomers, ha. Telenzepine is a thienobenzodiazepine acting as selective M1 antimuscarinic It is used in the treatment of peptic ulcers 1 Telenzepine is atropisomeric in other words the molecule has a stereogenic C N axis In neutral aqueous solution it displays a half life for racemization of the order of 1000 years The enantiomers have been resolved The activity is related to the isomer which is about 500 fold more active than the isomer at muscarinic receptors in the rat cerebral cortex 2 TelenzepineClinical dataATC codeNoneIdentifiersIUPAC name 1 methyl 10 2 4 methylpiperazin 1 yl acetyl 5H thieno 3 4 b 1 5 benzodiazepin 4 oneCAS Number80880 90 6PubChem CID5387ChemSpider5194UNII0990EG3K10ChEMBLChEMBL253978CompTox Dashboard EPA DTXSID5045209Chemical and physical dataFormulaC 19H 22N 4O 2SMolar mass370 47 g mol 13D model JSmol Interactive imageSMILES C1CN C CCN1CC O N2c3ccccc3NC O c4csc C c42InChI InChI 1S C19H22N4O2S c1 13 18 14 12 26 13 19 25 20 15 5 3 4 6 16 15 23 18 17 24 11 22 9 7 21 2 8 10 22 h3 6 12H 7 11H2 1 2H3 H 20 25 Key VSWPGAIWKHPTKX UHFFFAOYSA NSee also editPirenzepineReferences edit Eveleigh P Hulme EC Schudt C Birdsall NJ April 1989 The existence of stable enantiomers of telenzepine and their stereoselective interaction with muscarinic receptor subtypes Molecular Pharmacology 35 4 477 83 PMID 2704371 Clayden J Moran WJ Edwards PJ LaPlante SR 2009 The challenge of atropisomerism in drug discovery Angewandte Chemie 48 35 6398 401 doi 10 1002 anie 200901719 PMID 19637174 External links editLondong W Londong V Meierl A Voderholzer U July 1987 Telenzepine is at least 25 times more potent than pirenzepine a dose response and comparative secretory study in man Gut 28 7 888 95 doi 10 1136 gut 28 7 888 PMC 1433086 PMID 3653758 nbsp This drug article relating to the gastrointestinal system is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Telenzepine amp oldid 1157889856, wikipedia, wiki, book, books, library,
