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Merck
CN

A8852

Sigma-Aldrich

A-68930 hydrochloride

≥98% (HPLC), powder

Synonym(s):

cis-(±)-1-(Aminomethyl)-3,4-dihydro-3-phenyl-1H-2-benzopyran-5,6-diol hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C16H17NO3 · HCl
CAS Number:
130465-39-3
Molecular Weight:
307.77
MDL number:
MFCD05863727
UNSPSC Code:
12352200
PubChem Substance ID:
329771020
NACRES:
NA.77

Key Documents

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Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

off-white to tan

solubility

H2O: soluble ~9 mg/mL

originator

Abbott

storage temp.

−20°C

SMILES string

Cl.NC[C@@H]1O[C@@H](Cc2c(O)c(O)ccc12)c3ccccc3

InChI

1S/C16H17NO3.ClH/c17-9-15-11-6-7-13(18)16(19)12(11)8-14(20-15)10-4-2-1-3-5-10;/h1-7,14-15,18-19H,8-9,17H2;1H/t14-,15-;/m0./s1

InChI key

PQPGUUQPTSMLKU-YYLIZZNMSA-N

Application

A-68930 hydrochloride has been used as a D1 receptor agonist to study its effect on striatal phosphorylation of cyclin-dependent kinase 5 (Cdk5) at Tyr15 in mice. It has also been used to study its effect on the cAMP accumulation in C-terminal mutant D1Rs in transfected HEK 293 cells.

Biochem/physiol Actions

A-68930 hydrochloride is a cell-membrane impermeable selective D1 dopamine receptor agonist.
A-68930 hydrochloride might possess antipsychotic properties.

Features and Benefits

This compound was developed by Abbott. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000003398
011M4620V
078K46162
078K46161
078K4616

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P Salmi et al.
Neuroreport, 11(6), 1269-1272 (2000-05-19)
The present results demonstrate sedative effects of the DA D1 receptor agonist A 68930 (0.9-15 micromol kg(-1), s.c.) on rat spontaneous locomotor activity in an open field. The effects were particularly strong, and dose-dependent, for the ambulatory activity in the
Yukio Yamamura et al.
Frontiers in cellular neuroscience, 7, 12-12 (2013-02-20)
Striatal functions depend on the activity balance between the dopamine and glutamate neurotransmissions. Glutamate inputs activate cyclin-dependent kinase 5 (Cdk5), which inhibits postsynaptic dopamine signaling by phosphorylating DARPP-32 (dopamine- and cAMP-regulated phosphoprotein, 32 kDa) at Thr75 in the striatum. c-Abelson
R Isacson et al.
Neuroscience, 124(1), 33-42 (2004-02-13)
The behavioral and biochemical effects of the full dopamine D(1/5) receptor agonists, dihydrexidine and (1R,3S)-1-aminomethyl-5,6-dihydroxy-3-phenylisochroman HCl (A 68930), were examined in rats. Both A 68930 (0-4.6 mg kg(-1), s.c.) and dihydrexidine (0-8.0 mg kg(-1), s.c.) caused a dose-dependent suppression of
J W Kebabian et al.
American journal of hypertension, 3(6 Pt 2), 40S-42S (1990-06-01)
A68930 (5,6-dihydroxy-3-phenyl-1-aminomethyl-isochroman) is a potent (EC50 = 2.5 nmol/L) partial agonist at the D-1 dopamine receptor. In contrast, A68930 is a much weaker agonist (EC50 = 3,920 nmol/L) at the D-2 dopamine receptor. The orientation of the 3-phenyl substituent in
H.A. AI-Naser et al.
Behavioural pharmacology, 5(2), 210-218 (1994-04-01)
A-68930 [1R, 3S)-1-aminomethyl-5,6-dihydroxy-3-phenylisochroman HCI] is a novel, potent and selective dopamine D1 receptor agonist. Previous reports have shown that the selective D1 partial agonist, SK & F 38393, reduced food consumption in rats and mice. The aim of this study
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