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tracazolate

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tracazolate

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Also known as ICI-136,753, ICI-136753

Tracazolate (ICI-136,753) is an anxiolytic drug which is used in scientific research. It is a pyrazolopyridine derivative, most closely related to pyrazolopyrimidine drugs such as zaleplon, and is one of a structurally diverse group of drugs known as the nonbenzodiazepines which act at the same receptor targets as benzodiazepines but have distinct chemical structures.

Chemical data

Formula
C16H24N4O2
Molecular weight
304.39 g/mol
IUPAC name
ethyl 4-(butylamino)-1-ethyl-6-methylpyrazolo[3,4-b]pyridine-5-carboxylate
SMILES
CCCCNC1=C2C=NN(C2=NC(=C1C(=O)OCC)C)CC
InChIKey
PCTRYMLLRKWXGF-UHFFFAOYSA-N
XLogP
3.5
Polar surface area
69 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

via ChEMBL · EBI

Wikidata facts

Mass
304.189926
Show 3 more facts
chemical formula
C₁₆H₂₄N₄O₂
canonical SMILES
CCCCNC1=C2C=NN(C2=NC(=C1C(=O)OCC)C)CC
Commons category
Tracazolate
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

Tracazolate (ICI-136,753) is an anxiolytic drug which is used in scientific research. It is a pyrazolopyridine derivative, most closely related to pyrazolopyrimidine drugs such as zaleplon, and is one of a structurally diverse group of drugs known as the nonbenzodiazepines which act at the same receptor targets as benzodiazepines but have distinct chemical structures.

Tracazolate has primarily anxiolytic and anticonvulsant effects, with sedative and muscle relaxant effects only appearing at higher doses. It has a unique receptor binding profile involving allosteric modulation of several GABAA receptor subtypes, being selective for GABAA receptors containing α1 and β3 subunits, but exhibiting different effects depending on the third type of subunit making up the receptor complex.

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

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