デバゼピド

Also known as MK-329, 3(S)-(-)-1,3-Dihydro-3-(2-indolecarbonylamino)-1-methyl-5-phenyl-2H-(1,4)benzodiazepin-2-one, (S)-N-(2,3-Dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)indole-2-carboxamide, L 364718

Devazepide (L-364,718, MK-329) is benzodiazepine drug, but with quite different actions from most benzodiazepines, lacking affinity for GABAA receptors and instead acting as an CCKA receptor antagonist. It increases appetite and accelerates gastric emptying, and has been suggested as a potential treatment for a variety of gastrointestinal problems including dyspepsia, gastroparesis and gastric reflux. It is also widely used in scientific research into the CCKA receptor.

In the Vinony graph

Vinony's link graph records 188 inbound references to デバゼピド, and connects out to benzodiazepine drug, zapizolam and digital object identifier.

It sits within the topics Benzodiazepines, Chemical pages without DrugBank identifier and Cholecystokinin antagonists.

Vinony links it to 6 Wikipedia language editions.

Chemical data

Formula: C25H20N4O2
Molecular weight: 408.5 g/mol
IUPAC name: N-[(3S)-1-methyl-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]-1H-indole-2-carboxamide
SMILES: CN1C2=CC=CC=C2C(=N[C@@H](C1=O)NC(=O)C3=CC4=CC=CC=C4N3)C5=CC=CC=C5
InChIKey: NFHRQQKPEBFUJK-HSZRJFAPSA-N
XLogP: 4.2
Polar surface area: 77.6 Å²
H-bond donors: 2
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule

via ChEMBL · EBI

Research

857 papers

The cholecystokinin-1 receptor antagonist devazepide increases cholesterol cholelithogenesis in mice.European journal of clinical investigation · 2016
Devazepide, a nonpeptide antagonist of CCK receptors, induces apoptosis and inhibits Ewing tumor growth.Anti-cancer drugs · 2009
Devazepide, a CCKA receptor antagonist, impairs the acquisition of conditioned reward and conditioned activity.Psychopharmacology · 1996
Devazepide (L-364718) inhibits growth and increases expression of tumor markers in HT29-S-B6 cells.Comptes rendus de l'Academie des sciences. Serie III, Sciences de la vie · 1996
Devazepide-induced hyperplasia in the rat liver and bile ducts.European surgical research. Europaische chirurgische Forschung. Recherches chirurgicales europeennes · 1996

via PubMed

Wikidata facts

Subclass of: chemical compound
Mass: 408.158626

Show 5 more facts

chemical formula: C₂₅H₂₀N₄O₂
canonical SMILES: CN1C2=CC=CC=C2C(=NC(C1=O)NC(=O)C3=CC4=CC=CC=C4N3)C5=CC=CC=C5
isomeric SMILES: CN1C2=CC=CC=C2C(=N[C@@H](C1=O)NC(=O)C3=CC4=CC=CC=C4N3)C5=CC=CC=C5
World Health Organisation international non-proprietary name: devazepide
Commons category: Devazepide

Sources (2)

via Wikidata · CC0