3-AMINO-6-(4-METHOXYPHENYL)PYRIDAZINE

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Products Intro: Product Name:6-(4-methoxyphenyl)pyridazin-3-amine
CAS:4776-87-8
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Products Intro: Product Name:6-(4-Methoxyphenyl)-3-pyridazinamine
CAS:4776-87-8
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Products Intro: Product Name:3-AMINO-6-(4-METHOXYPHENYL)PYRIDAZINE
CAS:4776-87-8
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3-AMINO-6-(4-METHOXYPHENYL)PYRIDAZINE manufacturers

3-AMINO-6-(4-METHOXYPHENYL)PYRIDAZINE Basic information
Product Name:3-AMINO-6-(4-METHOXYPHENYL)PYRIDAZINE
Synonyms:Pyridazine, 3-amino-6-(p-methoxyphenyl)-;6-(4-Methoxyphenyl)-3-pyridazinamine;6-(4-methoxyphenyl)pyridazin-3-amine;6-(4-Methoxyphenyl)-;3-AMINO-6-(4-METHOXYPHENYL)PYRIDAZINE;3-Pyridazinamine, 6-(4-methoxyphenyl)-;6 (4 Methoxyphenyl) 3 pyridazinamine,6(4Methoxyphenyl)3pyridazinamine;6-(4-Methoxyphenyl)-3-pyridazinamine, 10 mM in DMSO
CAS:4776-87-8
MF:C11H11N3O
MW:201.22
EINECS:
Product Categories:Amines;Aromatics;Heterocycles;Intermediates
Mol File:4776-87-8.mol
3-AMINO-6-(4-METHOXYPHENYL)PYRIDAZINE Structure
3-AMINO-6-(4-METHOXYPHENYL)PYRIDAZINE Chemical Properties
Melting point 180 °C(Solv: water (7732-18-5))
Boiling point 433.0±35.0 °C(Predicted)
density 1.201±0.06 g/cm3(Predicted)
storage temp. 2-8°C(protect from light)
solubility DMSO, Methanol
pka5.16±0.10(Predicted)
form crystalline solid
color Light brown to brown
Safety Information
Hazard Codes Xi
HS Code 2933998090
MSDS Information
3-AMINO-6-(4-METHOXYPHENYL)PYRIDAZINE Usage And Synthesis
UsesAn aminopyridazine derivative as selective GABA-A antagonist. Intermediate for the synthesis of the drug Gabazine.
Synthesis Reference(s)Tetrahedron Letters, 42, p. 2115, 2001 DOI: 10.1016/S0040-4039(01)00134-4
Biological Activity6-(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 vitro6-(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 vivothe 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.
3-AMINO-6-(4-METHOXYPHENYL)PYRIDAZINE Preparation Products And Raw materials
Tag:3-AMINO-6-(4-METHOXYPHENYL)PYRIDAZINE(4776-87-8) Related Product Information
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