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Merck
CN

A255

A-77636 hydrochloride hydrate

≥98% (HPLC), solid

Synonym(s):

(−)-(1R,3S)-3-Adamantyl-1-(aminomethyl)-3,4-dihydro-5,6-dihydroxy-1H-2-benzopyran hydrochloride hydrate

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About This Item

Empirical Formula (Hill Notation):
C20H27NO3 · HCl · xH2O
CAS Number:
Molecular Weight:
365.89 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
Storage condition:
desiccated
protect from light
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Product Name

A-77636 hydrochloride hydrate, ≥98% (HPLC), solid

SMILES string

O.Cl.NC[C@@H]1O[C@@H](Cc2c(O)c(O)ccc12)C34CC5CC(CC(C5)C3)C4

InChI

1S/C20H27NO3.ClH.H2O/c21-10-17-14-1-2-16(22)19(23)15(14)6-18(24-17)20-7-11-3-12(8-20)5-13(4-11)9-20;;/h1-2,11-13,17-18,22-23H,3-10,21H2;1H;1H2/t11?,12?,13?,17-,18-,20?;;/m0../s1

InChI key

KNACNUUSUYTFDY-LIWDBWMRSA-N

assay

≥98% (HPLC)

form

solid

storage condition

desiccated
protect from light

color

white to off-white

solubility

H2O: >10 mg/mL

storage temp.

−20°C

Quality Level

Gene Information

human ... DRD1(1812)

Biochem/physiol Actions

Potent, orally active D1 dopamine receptor agonist.

Disclaimer

Hygroscopic, photosensitive, and oxygen-sensitive. Solutions should be freshly prepared.

Features and Benefits

This compound is featured on the Dopamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Legal Information

Manufactured and sold under exclusive license from Abbott Laboratories.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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E Acquas et al.
The Journal of pharmacology and experimental therapeutics, 281(1), 360-368 (1997-04-01)
The role of dopamine (DA) D1 receptors in the regulation of acetylcholine (ACh) release in the striatum was studied using in vivo microdialysis in freely moving rats. Systemic administration of the full D1 DA receptor agonist A-77636 (4 micromol/kg) increased
D Wirtshafter et al.
Brain research, 750(1-2), 245-250 (1997-03-07)
We have previously shown that systemic administration of non-selective dopamine agonists results in a pronounced expression of the proto-oncoprotein Fos within the lateral habenula. In the current study we examined the effects of selective D1 and D2 dopamine receptor agonists
Sanjida S Saklayen et al.
The Journal of pharmacology and experimental therapeutics, 311(1), 342-348 (2004-06-04)
The nigrostriatal dopamine system of the mammalian brain is necessary for normal voluntary motor activity. Dopamine exerts its effects by acting on two primary receptor subtypes: D1-like (D1 and D5) and D2-like (D2, D3, and D4) receptors. Previous research has
Vera Bubenikova-Valesova et al.
The international journal of neuropsychopharmacology, 12(7), 873-883 (2009-01-22)
Cognitive impairment has been found across all subtypes of schizophrenia. The location and function of dopamine-1 receptors (D1Rs) make them attractive targets for the treatment of cognitive impairment in schizophrenia. Here we investigate the systemic effect of a D1R agonist
P J Blanchet et al.
European journal of pharmacology, 309(1), 13-20 (1996-08-01)
The motor effects of dopamine D1 receptor activation and the optimal way to stimulate these receptors were studied in a primate model of parkinsonism induced by the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP), using 2 selective full dopamine D1 receptor agonists: A-77636 ([1

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