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cartazolate

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cartazolate

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Cartazolate (SQ-65,396) is a drug of the pyrazolopyridine class. It acts as a GABAA receptor positive allosteric modulator at the barbiturate binding site of the complex and has anxiolytic effects in animals. It is also known to act as an adenosine antagonist at the A1 and A2 subtypes and as a phosphodiesterase inhibitor. Cartazolate was tested in human clinical trials and was found to be efficacious for anxiety but was never marketed. It was developed by a team at E.R. Squibb and Sons in the 1970s.

Chemical data

Formula
C15H22N4O2
Molecular weight
290.36 g/mol
IUPAC name
ethyl 4-(butylamino)-1-ethylpyrazolo[3,4-b]pyridine-5-carboxylate
SMILES
CCCCNC1=C2C=NN(C2=NC=C1C(=O)OCC)CC
InChIKey
IQNQAOGGWGCROX-UHFFFAOYSA-N
XLogP
3.1
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
290.174
Show 4 more facts
chemical formula
C₁₅H₂₂N₄O₂
canonical SMILES
CCCCNC1=C2C=NN(C2=NC=C1C(=O)OCC)CC
different from
tracazolate
Commons category
Cartazolate
Sources (3)

via Wikidata · CC0

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Cartazolate (SQ-65,396) is a drug of the pyrazolopyridine class. It acts as a GABAA receptor positive allosteric modulator at the barbiturate binding site of the complex and has anxiolytic effects in animals. It is also known to act as an adenosine antagonist at the A1 and A2 subtypes and as a phosphodiesterase inhibitor. Cartazolate was tested in human clinical trials and was found to be efficacious for anxiety but was never marketed. It was developed by a team at E.R. Squibb and Sons in the 1970s.

== See also == Etazolate ICI-190,622 Tracazolate

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

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