Structure via PubChem · Public domain (PubChem)
telenzepine
Sign in to saveTelenzepine is a thienobenzodiazepine acting as selective M1 antimuscarinic. It is used in the treatment of peptic ulcers. 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.
Chemical data
- Formula
- C19H22N4O2S
- Molecular weight
- 370.5 g/mol
- IUPAC name
- 1-methyl-10-[2-(4-methylpiperazin-1-yl)acetyl]-5H-thieno[3,4-b][1,5]benzodiazepin-4-one
- SMILES
- CC1=C2C(=CS1)C(=O)NC3=CC=CC=C3N2C(=O)CN4CCN(CC4)C
- InChIKey
- VSWPGAIWKHPTKX-UHFFFAOYSA-N
- XLogP
- 1.7
- Polar surface area
- 84.1 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
- Indications
- obesity
via ChEMBL · EBI
Research
184 papers- Telenzepine and its enantiomers, M1-selective antimuscarinics, in guinea pig lung function tests.Agents and actions. Supplements · 1991
- Gastric antisecretory activity of telenzepine, a new M1-selective muscarinic antagonist: comparison with pirenzepine.Archives internationales de pharmacodynamie et de therapie · 1989
- Telenzepine is at least 25 times more potent than pirenzepine--a dose response and comparative secretory study in man.Gut · 1987
- Effect of telenzepine, an M1-selective muscarinic receptor antagonist, in patients with nocturnal asthma.Pulmonary pharmacology · 1994
- Telenzepine, a new M1-receptor antagonist, is a more potent inhibitor of pentagastrin-stimulated gastric acid output than pirenzepine in dogs.Scandinavian journal of gastroenterology · 1990
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 370.146
Show 4 more facts
- chemical formula
- C₁₉H₂₂N₄O₂S
- canonical SMILES
- CC1=C2C(=CS1)C(=O)NC3=CC=CC=C3N2C(=O)CN4CCN(CC4)C
- subject has role
- parasympatholytic
- Commons category
- Telenzepine
Sources (2)
via Wikidata · CC0
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Encyclopedic overview
3 sectionsContents
- See also
- References
- External links
Telenzepine is a thienobenzodiazepine acting as selective M1 antimuscarinic. It is used in the treatment of peptic ulcers. 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.
== See also == Pirenzepine
Excerpted from Wikipedia’s “telenzepine” article, available under the CC BY-SA 4.0 licence.
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