Famiraprinium Names IUPAC name 4-(6-Imino-5-methyl-3-phenylpyridazin-1-yl)butanoic acid
Other names SR-95103
Identifiers ChEMBL ChemSpider UNII 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
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 C 15 H 17 N 3 O 2 Molar mass 271.320 g·mol−1 Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Famiraprinium (also known as SR-95103 ) is a GABAA receptor antagonist used in scientific research.[ 1]
It antagonizes certain GABAA receptors with an inhibition constant of 2.2 μM.[ 2]
Effects Like other GABA antagonists, it triggers epilepsy-like symptoms. These effects can be antagonized by GABAA agonists like muscimol, proving it is an antagonist.[ 3]
References ^ 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 .
Ionotropic
GABAA Tooltip γ-Aminobutyric acid A receptor Positive modulators (abridged; see here for a full list): α-EMTBL Alcohols (e.g., drinking alcohol , 2M2B ) Anabolic steroids Avermectins (e.g., ivermectin ) Barbiturates (e.g., phenobarbital ) Benzodiazepines (e.g., diazepam ) Bromide compounds (e.g., potassium bromide ) Carbamates (e.g., meprobamate ) Carbamazepine Chloralose Chlormezanone Clomethiazole Dihydroergolines (e.g., ergoloid (dihydroergotoxine) ) Etazepine Etifoxine Fenamates (e.g., mefenamic acid ) Flavonoids (e.g., apigenin , hispidulin ) Fluoxetine Flupirtine Imidazoles (e.g., etomidate ) Kava constituents (e.g., kavain ) Lanthanum Loreclezole Monastrol Neuroactive steroids (e.g., allopregnanolone , cholesterol , THDOC ) Niacin Niacinamide Nonbenzodiazepines (e.g., β-carbolines (e.g., abecarnil ), cyclopyrrolones (e.g., zopiclone ), imidazopyridines (e.g., zolpidem ), pyrazolopyrimidines (e.g., zaleplon )) Norfluoxetine Petrichloral Phenols (e.g., propofol ) Phenytoin Piperidinediones (e.g., glutethimide ) Propanidid Pyrazolopyridines (e.g., etazolate ) Quinazolinones (e.g., methaqualone ) Retigabine (ezogabine) ROD-188 Skullcap constituents (e.g., baicalin ) Stiripentol Sulfonylalkanes (e.g., sulfonmethane (sulfonal) ) Topiramate Valerian constituents (e.g., valerenic acid ) Volatiles /gases (e.g., chloral hydrate , chloroform , diethyl ether , paraldehyde , sevoflurane ) Negative modulators: 1,3M1B 3M2B 11-Ketoprogesterone 17-Phenylandrostenol α3IA α5IA (LS-193,268) β-CCB β-CCE β-CCM β-CCP β-EMGBL Anabolic steroids Amiloride Anisatin β-Lactams (e.g., penicillins , cephalosporins , carbapenems ) Basmisanil Bemegride Bicyclic phosphates (TBPS , TBPO , IPTBO ) BIDN Bilobalide Bupropion CHEB Chlorophenylsilatrane Cicutoxin Cloflubicyne Cyclothiazide DHEA DHEA-S Dieldrin (+)-DMBB DMCM DMPC EBOB Etbicyphat FG-7142 (ZK-31906) Fiproles (e.g., fipronil ) Flavonoids (e.g., amentoflavone , oroxylin A ) Flumazenil Fluoroquinolones (e.g., ciprofloxacin ) Flurothyl Furosemide Golexanolone Iomazenil (123 I) IPTBO Isopregnanolone (sepranolone) L-655,708 Laudanosine Lindane MaxiPost Morphine Morphine-3-glucuronide MRK-016 Naloxone Naltrexone Nicardipine Nonsteroidal antiandrogens (e.g., apalutamide , bicalutamide , enzalutamide , flutamide , nilutamide ) Oenanthotoxin Pentylenetetrazol (pentetrazol) Phenylsilatrane Picrotoxin (i.e., picrotin , picrotoxinin and dihydropicrotoxinin ) Pregnenolone sulfate Propybicyphat PWZ-029 Radequinil Ro 15-4513 Ro 19-4603 RO4882224 RO4938581 Sarmazenil SCS Suritozole TB-21007 TBOB TBPS TCS-1105 Terbequinil TETS Thujone U-93631 Zinc ZK-93426 GABAA -ρ Tooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABAB Tooltip γ-Aminobutyric acid B receptor Negative modulators: Compound 14
See also Receptor/signaling modulators GABAA receptor positive modulators GABA metabolism/transport modulators