4776-87-8 Usage
Uses
Different sources of media describe the Uses of 4776-87-8 differently. You can refer to the following data:
1. An aminopyridazine derivative as selective GABA-A antagonist. Intermediate for the synthesis of the drug Gabazine.
2. An aminopyridazine derivative as selective GABA-A antagonist.
Biological Activity
6-(4-methoxyphenyl)-3-pyridazinamine is a gabaa receptor antagonist.ionotropic gabaa receptors are ligand-gated ion channels that facilitate the passing of chloride ions across the cell membrane and promote an inhibitory influence on target neurons. these receptors are the major targets for benzodiazepines and related anxiolytic drugs.
in vitro
6-(4-methoxyphenyl)-3-pyridazinamine is an intermediate in the synthesis of sr 95103 [2-(3-carboxypropyl)-3-amino-4-methyl-6-phenylpyridazinium chloride]. sr 95103 was identified as a selective and competitive gaba-a receptor antagonist. moreover, sr 95103 was shown to be able to displace [3h]gaba from rat brain membranes with an apparent ki of 2.2 μm. in addition, sr 95103 was found, on the basis of biochemical, electrophysiological, and pharmacological results, to be a selective and competitive antagonist of gaba at the gaba-a receptor site [1].
in vivo
the behavioral effects of unilateral microinjections of sr 95103 into periventricular structures were studied. results showed that when injected into the medial hypothalamus (mh) or into the dorsal part of the mesencephalic central gray (cg), sr 95103 produced a dose-dependent behavioral activation together with jumps. the behavioral activation was found to be attenuated by pretreatment with thip, a gaba receptor agonist [2].
references
[1] wermuth, c. g.,bourguignon, j.j.,schlewer, g., et al. synthesis and structure-activity relationships of a series of aminopyridazine derivatives of γ-aminobutyric acid acting as selective gaba-a antagonists. journal of medicinal chemistry 30(2), 239-249 (1987).[2] schmitt p, di scala g, brandao ml, karli p. behavioral effects of microinjections of sr 95103, a new gaba-a antagonist, into the medial hypothalamus or the mesencephalic central gray. eur j pharmacol. 1985 nov 5;117(2):149-58.
Check Digit Verification of cas no
The CAS Registry Mumber 4776-87-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,7,7 and 6 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 4776-87:
(6*4)+(5*7)+(4*7)+(3*6)+(2*8)+(1*7)=128
128 % 10 = 8
So 4776-87-8 is a valid CAS Registry Number.
InChI:InChI=1/C10H8ClN3OS2/c1-16-10-14-13-9(17-10)12-8(15)6-2-4-7(11)5-3-6/h2-5H,1H3,(H,12,13,15)
4776-87-8Relevant articles and documents
Discovery of 2-(Imidazo[1,2- b]pyridazin-2-yl)acetic Acid as a New Class of Ligands Selective for the γ-Hydroxybutyric Acid (GHB) High-Affinity Binding Sites
Krall, Jacob,Bavo, Francesco,Falk-Petersen, Christina B.,Jensen, Claus H.,Nielsen, Julie O.,Tian, Yongsong,Anglani, Valeria,Kongstad, Kenneth T.,Piilgaard, Louise,Nielsen, Birgitte,Gloriam, David E.,Kehler, Jan,Jensen, Anders A.,Harps?e, Kasper,Wellendorph, Petrine,Fr?lund, Bente
, p. 2798 - 2813 (2019/05/09)
Gabazine, a γ-aminobutyric acid type A (GABAA) receptor antagonist, has previously been reported to inhibit the binding of [3H]NCS-382, a representative ligand of the high-affinity binding site for the neuroactive substance γ-hydroxy
COMPOUNDS FOR MODULATING AQUAPORINS
-
Page/Page column 40-41, (2017/12/08)
The invention relates to compounds of formula (I) pharmaceutical compositions thereof and methods for modulating aquaporin 9.
Competitive antagonism of insect GABA receptors by iminopyridazine derivatives of GABA
Rahman, Mohammad Mostafizur,Akiyoshi, Yuki,Furutani, Shogo,Matsuda, Kazuhiko,Furuta, Kenjiro,Ikeda, Izumi,Ozoe, Yoshihisa
supporting information, p. 5957 - 5964 (2012/10/29)
A series of 4-(6-imino-3-aryl/heteroarylpyridazin-1-yl)butanoic acids were synthesized and examined for antagonism of GABA receptors from three insect species. When tested against small brown planthopper GABA receptors, the 3,4-methylenedioxyphenyl and the 2-naphthyl analogues showed complete inhibition of GABA-induced fluorescence changes at 100 μM in assays using a membrane potential probe. Against common cutworm GABA receptors, these analogues displayed approximately 86% and complete inhibition of GABA-induced fluorescence changes at 100 μM, respectively. The 4-biphenyl and 4-phenoxyphenyl analogues showed moderate inhibition at 10 μM in these receptors, although the inhibition at 100 μM was not complete. Against American cockroach GABA receptors, the 4-biphenyl analogue exhibited the greatest inhibition (approximately 92%) of GABA-induced currents, when tested at 500 μM using a patch-clamp technique. The second most active analogue was the 2-naphthyl analogue with approximately 85% inhibition. The 3-thienyl analogue demonstrated competitive inhibition of cockroach GABA receptors. Homology modeling and ligand docking studies predicted that hydrophobic 3-substituents could interact with an accessory binding site at the orthosteric binding site.
