A GABAA receptor antagonist
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SR 95531 (hydrobromide)

Item No. 14585

Technical Information
Formal Name
6-imino-3-(4-methoxyphenyl)-1(6H)-pyridazinebutanoic acid, monohydrobromide
CAS Number
104104-50-9
Synonyms
  • Gabazine
Molecular Formula
C15H17N3O3 • HBr
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
MeOH:PBS (pH 7.2); (1:1): 0.5 mg/mlMethanol: 1 mg/ml
λmax
283 nm
SMILES
N=C1N(CCCC(O)=O)N=C(C2=CC=C(OC)C=C2)C=C1.Br
InChi Code
InChI=1S/C15H17N3O3.BrH/c1-21-12-6-4-11(5-7-12)13-8-9-14(16)18(17-13)10-2-3-15(19)20;/h4-9,16H,2-3,10H2,1H3,(H,19,20);1H
InChi Key
GFZHNFOGCMEYTA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    SR 95531 is a derivative of γ-aminobutyric acid (GABA) that acts as an antagonist of GABAA receptors (Ki = 74-150 nM).1,2,3 When administered intravenously, it elicits seizures in mice.1 SR 95531 differs in action from bicuculline (Item No. 11727) in that it antagonizes GABA-induced chloride currents but not those induced by pentobarbitone.4 It is effective against GABAA receptor isoforms from mice, rats, and humans.1,2,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Heaulme, M., Chambon, J.P., Leyris, R., et alBiochemical characterization of the interaction of three pyridazinyl-GABA derivatives with the GABAA receptor site. Brain Res. 384(2), 224-231 (1986).

    2. Melikian, A., Schlewer, G., Chambon, J.P., et alCondensation of muscimol or thiomuscimol with aminopyridazines yields GABA-A antagonists. J. Med. Chem. 35(22), 4092-4097 (1992).

    3. Krehan, D., Storustovu, S.í., Liljefors, T., et alPotent 4-arylalkyl-substituted 3-isothiazolol GABAA competitive/noncompetitive antagonists: Synthesis and pharmacology. J. Med. Chem. 49(4), 1388-1396 (2006).

    4. Uchida, I., Cestari, I.N., and Yang, J. The differential antagonism by bicuculline and SR95531 of pentobarbitone-induced currents in cultured hippocampal neurons. Eur. J. Pharmacol. 307(1), 89-96 (1996).

    5. Mendu, S.K., Bhandage, A., Jin, Z., et alDifferent subtypes of GABA-A receptors are expressed in human, mouse and rat T lymphocytes. PLoS One 7(8), (2012).