130465-39-3

Basic information

• Product Name: CIS-(+/-)-1-(AMINOMETHYL)-3,4-DIHYDRO-3-PHENYL-1H-2-BENZOPYRAN-5,6-DIOL HYDROCHLORIDE
• Synonyms: A 68930 HYDROCHLORIDE;CIS-(+/-)-1-(AMINOMETHYL)-3,4-DIHYDRO-3-PHENYL-1H-2-BENZOPYRAN-5,6-DIOL HYDROCHLORIDE;A 68930;A68930HCl;cis-(±)-1-Aminoethyl-3,4-dihydro-3-phenyl-1H-2-benzopyran-5,6-diol hydrochloride;cis-1-(AMinoMethyl)-3-phenylisochroMan-5,6-diol hydrochloride;(1R,3S)-1-(AMinoMethyl)-3-phenylisochroMan-5,6-diol hydrochloride;1-(aminomethyl)-3,4-dihydro-3-phenyl-1H-2-Benzopyran-5,6-diol hydrochloride
• CAS NO: 130465-39-3
• Molecular Formula: C₁₆H₁₇NO₃*ClH
• Molecular Weight: 307.77
• Product Categories: Dopamine receptor
• Mol File: 130465-39-3.mol
• Article Data: 2

Chemical Properties

• Appearance: off-white/solid
• Storage Temp.: −20°C
• Solubility: H2O: ~9 mg/mL, soluble
• CAS DataBase Reference: CIS-(+/-)-1-(AMINOMETHYL)-3,4-DIHYDRO-3-PHENYL-1H-2-BENZOPYRAN-5,6-DIOL HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: CIS-(+/-)-1-(AMINOMETHYL)-3,4-DIHYDRO-3-PHENYL-1H-2-BENZOPYRAN-5,6-DIOL HYDROCHLORIDE(130465-39-3)
• EPA Substance Registry System: CIS-(+/-)-1-(AMINOMETHYL)-3,4-DIHYDRO-3-PHENYL-1H-2-BENZOPYRAN-5,6-DIOL HYDROCHLORIDE(130465-39-3)

Safety Data

• Safety Statements: 22-24/25
• WGK Germany: 3
• Hazardous Substances Data: 130465-39-3(Hazardous Substances Data)

Usage

Uses

A 68930 Hydrochloride is a potent and selective agonist at the D1-like dopamine receptor. It demontrated neuroprotective and anti-stress effects in rat model (1,2).

Biological Activity

Potent and selective D 1 -like dopamine receptor agonist (EC 50 values are 2.1 and 3910 nM for D 1 -like and D 2 -like receptors respectively). Centrally active following systemic administration in vivo .

references

[1]. kebabian jw, briggs c, britton dr, et al. a68930: a potent and specific agonist for the d-1 dopamine receptor. am j hypertens, 1990, 3(6 pt 2): 40s-42s.[2]. salmi p. independent roles of dopamine d1 and d2/3 receptors in rat thermoregulation. brain res, 1998, 781(1-2): 188-193.[3]. deveney am, waddington jl. psychopharmacological distinction between novel full-efficacy "d1-like" dopamine receptor agonists. pharmacol biochem behav, 1997, 58(2): 551-558.[4]. rasheed n, ahmad a, al-sheeha m, et al. neuroprotective and anti-stress effect of a68930 in acute and chronic unpredictable stress model in rats. neurosci lett, 2011, 504(2): 151-155.

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Relevant articles and documents

Synthesis and dopaminergic activity of 3-substituted 1-(aminomethyl)-3,4-dihydro-5,6-dihydroxy-1H-2-benzopyrans: Characterization of an auxiliary binding region in the D1 receptor

The synthesis and dopaminergic activity of a series of C3 and nitrogen-substituted 1-(aminomethyl)-3,4-dihydro-5,6-dihydroxy-1H-2-benzopyrans (isochromans) is described. The synthesis of the compounds was stereospecific for the 1,3 cis isomer, and the ena