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panadiplon

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panadiplon

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Panadiplon (U-78875) is an anxiolytic drug with a novel chemical structure that is not closely related to other drugs of this type. It has a similar pharmacological profile to the benzodiazepine family of drugs, but with mainly anxiolytic properties and relatively little sedative or amnestic effect, and so is classified as a nonbenzodiazepine anxiolytic.

Chemical data

Formula
C18H17N5O2
Molecular weight
335.4 g/mol
IUPAC name
3-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)-5-propan-2-ylimidazo[1,5-a]quinoxalin-4-one
SMILES
CC(C)N1C2=CC=CC=C2N3C=NC(=C3C1=O)C4=NOC(=N4)C5CC5
InChIKey
ZGEGOFCLSWVVKG-UHFFFAOYSA-N
XLogP
2.4
Polar surface area
77.1 Ų
H-bond donors
0
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Max clinical phase
Phase 2
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
335.138
Show 2 more facts
chemical formula
C₁₈H₁₇N₅O₂
canonical SMILES
CC(C)N1C2=CC=CC=C2N3C=NC(=C3C1=O)C4=NOC(=N4)C5CC5
Sources (2)

via Wikidata · CC0

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Encyclopedic overview

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Contents
  • References

Panadiplon (U-78875) is an anxiolytic drug with a novel chemical structure that is not closely related to other drugs of this type. It has a similar pharmacological profile to the benzodiazepine family of drugs, but with mainly anxiolytic properties and relatively little sedative or amnestic effect, and so is classified as a nonbenzodiazepine anxiolytic.

Panadiplon acts as a high-affinity GABAA receptor partial agonist, but despite showing a useful effects profile of a potent anxiolytic with little sedative effects, panadiplon was discontinued from clinical development for use in humans after showing evidence of liver damage in both animals and human trials. Panadiplon however continues to be used in animal research, mainly as a subtype-selective reference drug to compare other GABAA agonists against.

Excerpted from Wikipedia’s “panadiplon” article, available under the CC BY-SA 4.0 licence.

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