Telenzepine

Telenzepine

Telenzepine
Systematic (IUPAC) name
1-methyl-10-[2-(4-methylpiperazin-1-yl)acetyl]-5H-thieno[3,4-b][1,5]benzodiazepin-4-one
Clinical data
Legal status
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Identifiers
CAS number
ATC code None
PubChem
ChemSpider
UNII  YesY
ChEMBL
Chemical data
Formula C19H22N4O2S 
Mol. mass 370.47 g/mol

Telenzepine is a selective M1 antimuscarinic 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 as the (–)-isomer at muscarinic receptors in the rat cerebal cortex.[2]

See also

References

  1. ^ Eveleigh, P.; Hulme, E. C.; Schudt, C.; Birdsall, N. J. (1989). "The existence of stable enantiomers of telenzepine and their stereoselective interaction with muscarinic receptor subtypes". Molecular pharmacology 35 (4): 477–483.  
  2. ^ Clayden, J.; Moran, W. J.; Edwards, P. J.; Laplante, S. R. (2009). "The Challenge of Atropisomerism in Drug Discovery". Angewandte Chemie International Edition 48 (35): 6398–6401.  

External links

  • Telenzepine is at least 25 times more potent than pirenzepine--a dose response and comparative secretory study in man, Gut., 1987 July; 28(7): 888–895