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gabazine bromide

Structure via PubChem · Public domain (PubChem)

EntityQ5515280· pop 9· linked from 743 articles

gabazine bromide

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Chemical data

Formula
C15H18BrN3O3
Molecular weight
368.23 g/mol
IUPAC name
4-[6-imino-3-(4-methoxyphenyl)pyridazin-1-yl]butanoic acid;hydrobromide
SMILES
COC1=CC=C(C=C1)C2=NN(C(=N)C=C2)CCCC(=O)O.Br
InChIKey
GFZHNFOGCMEYTA-UHFFFAOYSA-N
Polar surface area
86 Ų
H-bond donors
3
H-bond acceptors
5
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
carboxylic acid
Has part
bromine
Mass
367.053
Show 3 more facts
chemical formula
C₁₅H₁₈BrN₃O₃
canonical SMILES
COC1=CC=C(C=C1)C2=NN(C(=N)C=C2)CCCC(=O)O.Br
Commons category
Gabazine
Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

1 sections
Contents
  • References

Gabazine (SR-95531) is a drug that acts as an antagonist at GABAA receptors. It is used in scientific research and has no role in medicine, as it would be expected to produce convulsions if used in humans.

Gabazine binds to the GABA recognition site of the receptor-channel complex and acts as an allosteric inhibitor of channel opening. The net effect is to reduce GABA-mediated synaptic inhibition by inhibiting chloride flux across the cell membrane, and thus inhibiting neuronal hyperpolarization. While phasic (synaptic) inhibition is gabazine-sensitive, tonic (extrasynaptic) inhibition is relatively gabazine-insensitive.

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

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