| Identification | Back Directory | [Name]
SR-95531 | [CAS]
104104-50-9 | [Synonyms]
GABAZINE
SR-95531
GABAZINE BROMIDE
Gabazine Hydrobromide
SR 95531 HYDROBROMIDE
SR 95531 hydrobromide NEW
2-(3-CARBOXYPROPYL)-3-AMINO-6-(4-METHOXYPHENYL)PYRIDAZINIUM
6-Amino-5-methyl-3-(4-methoxyphenyl)-1-pyridaziniumbutyric acid br
2-(3-CARBOXYPROPYL)-3-AMINO-6-(4 METHOXYPHENYL)PYRIDAZINIUM BROMIDE
6-IMINO-3-(4-METHOXYPHENYL)-1(6H)-PYRIDAZINEBUTANOIC ACID HYDROBROMIDE
6-Imino-3-(4-methoxyphenyl)-1(6H)-pyridazinebutanoic acid monohydrobromide
4-(6-Imino-3-(4-methoxyphenyl)pyridazin-1(6H)-yl)butanoic acid hydrobromide
1(6H)-Pyridazinebutanoic acid, 6-imino-3-(4-methoxyphenyl)-, monohydrobromide
Gabazine, 2-(3-Carboxypropyl)-3-amino-6-(4 methoxyphenyl)pyridazinium bromide | [Molecular Formula]
C15H18BrN3O3 | [MDL Number]
MFCD00055135 | [MOL File]
104104-50-9.mol | [Molecular Weight]
368.23 |
| Chemical Properties | Back Directory | [Melting point ]
200 °C(Solv: ethanol (64-17-5)) | [storage temp. ]
Store at RT | [solubility ]
DMSO: 30 mg/mL
| [form ]
solid
| [color ]
white
| [Water Solubility ]
water: 25mM | [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 | [InChIKey]
GFZHNFOGCMEYTA-UHFFFAOYSA-N | [SMILES]
[Br-].COc1ccc(cc1)-c2ccc(N)[n+](CCCC(O)=O)n2 |
| Hazard Information | Back Directory | [Description]
SR 95531 is a derivative of γ-aminobutyric acid (GABA) that acts as an antagonist of GABAA receptors (Ki = 74-150 nM). When administered intravenously, it elicits seizures in mice. SR 95531 differs in action from bicuculline in that it antagonizes GABA-induced chloride currents but not those induced by pentobarbitone. It is effective against GABAA receptor isoforms from mice, rats, and humans. | [Uses]
Gabazine Hydrobromide is a specific GABA receptor antagonist. Does not affect GABA-transaminase or glutamate-decarboxylase activitites. | [Biological Activity]
Selective, competitive GABA A receptor antagonist. Displaces [ 3 H]-GABA from rat brain membranes with a K i of 150 nM. Unlike bicuculline, selectively antagonizes GABA-induced Cl - currents with little action on pentobarbitone-induced currents. Also acts as a low affinity glycine receptor antagonist. | [Biochem/physiol Actions]
SR-95531 is a specific GABAA receptor antagonist that does not affect GABA-transaminase or glutamate-decarboxylase activities. | [storage]
Room temperature | [References]
[1] MICHEL HEAULME . Biochemical characterization of the interaction of three pyridazinyl-GABA derivatives with the GABAA receptor site[J]. Brain Research, 1986, 384 2: Pages 224-231. DOI: 10.1016/0006-8993(86)91158-3
[2] ANITA MELIKIAN. Condensation of muscimol or thiomuscimol with aminopyridazines yields GABA-A antagonists[J]. Journal of Medicinal Chemistry, 1992, 35 22: 4092-4097. DOI: 10.1021/jm00100a015
[3] DORTE KREHAN. Potent 4-Arylalkyl-Substituted 3-Isothiazolol GABAA Competitive/Noncompetitive Antagonists: Synthesis and Pharmacology[J]. Journal of Medicinal Chemistry, 2006, 49 4: 1388-1396. DOI: 10.1021/jm050987l
[4] ICHIRO UCHIDA Jay Y Ismar N Cestari. The differential antagonism by bicuculline and SR95531 of pentobarbitone-induced currents in cultured hippocampal neurons[J]. European journal of pharmacology, 1996, 307 1: Pages 89-96. DOI: 10.1016/0014-2999(96)00156-2
[5] SURESH K MENDU. Different subtypes of GABA-A receptors are expressed in human, mouse and rat T lymphocytes.[J]. PLoS ONE, 2012: e42959. DOI: 10.1371/journal.pone.0042959 |
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