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Famiraprinium

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Selective GABAA receptor antagonist

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Famiraprinium
Names

IUPAC name 4-(6-Imino-5-methyl-3-phenylpyridazin-1-yl)butanoic acid
Other names SR-95103
Identifiers
CAS Number	105538-42-9 HCl: 96440-63-0
3D model (JSmol)	Interactive image HCl: Interactive image
ChEMBL	ChEMBL132561 HCl: ChEMBL1202348
ChemSpider	23210134 HCl: 181041
PubChem CID	125959 HCl: 125958
UNII	5T4S95N342
InChI InChI=1S/C15H17N3O2/c1-11-10-13(12-6-3-2-4-7-12)17-18(15(11)16)9-5-8-14(19)20/h2-4,6-7,10,16H,5,8-9H2,1H3,(H,19,20) Key: LLZVAIDABZBAGE-UHFFFAOYSA-N HCl: InChI=1S/C15H17N3O2.ClH/c1-11-10-13(12-6-3-2-4-7-12)17-18(15(11)16)9-5-8-14(19)20;/h2-4,6-7,10,16H,5,8-9H2,1H3,(H,19,20);1H Key: MDCYBLVSLOPFAZ-UHFFFAOYSA-N
SMILES CC1=CC(=NN(C1=N)CCCC(=O)O)C2=CC=CC=C2 HCl: CC1=CC(=NN(C1=N)CCCC(=O)O)C2=CC=CC=C2.Cl
Properties
Chemical formula	C₁₅H₁₇N₃O₂
Molar mass	271.320 g·mol⁻¹
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). Infobox references

Chemical compound

Famiraprinium (also known asSR-95103) is aGABA_A receptor antagonist used in scientific research.^[1]

It antagonizes certain GABA_A receptors with an inhibition constant of 2.2 μM.^[2]

Effects

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Like other GABA antagonists, it triggers epilepsy-like symptoms. These effects can be antagonized by GABA_A agonists like muscimol, proving it is an antagonist.^[3]

References

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^Schmitt, P.; Di Scala, G.; Brandao, M. L.; Karli, P. (1985-11-05). "Behavioral effects of microinjections of SR 95103, a new GABA-A antagonist, into the medial hypothalamus or the mesencephalic central gray".European Journal of Pharmacology.117 (2):149–158.doi:10.1016/0014-2999(85)90599-0.ISSN 0014-2999.PMID 3000802.
^Chambon, J. P.; Feltz, P.; Heaulme, M.; Restle, S.; Schlichter, R.; Biziere, K.; Wermuth, C. G. (March 1985)."An arylaminopyridazine derivative of gamma-aminobutyric acid (GABA) is a selective and competitive antagonist at the GABAA receptor site".Proceedings of the National Academy of Sciences of the United States of America.82 (6):1832–1836.doi:10.1073/pnas.82.6.1832.ISSN 0027-8424.PMC 397367.PMID 2984669.
^Santucci, V.; Fournier, M.; Chambon, J. P.; Biziere, K. (1985-08-15). "Electroencephalographic study of SR 95103, a GABAA antagonist: interaction with inhibitory amino acids and muscimol".European Journal of Pharmacology.114 (2):219–222.doi:10.1016/0014-2999(85)90630-2.ISSN 0014-2999.PMID 2995080.