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A255

Sigma-Aldrich

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:
145307-34-2
Molecular Weight:
365.89 (anhydrous basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24277883
NACRES:
NA.77

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

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

Gene Information

human ... DRD1(1812)

Biochem/physiol Actions

Potent, orally active D1 dopamine receptor agonist.

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.

Caution

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

Legal Information

Manufactured and sold under exclusive license from Abbott Laboratories.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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D Wirtshafter
Synapse (New York, N.Y.), 28(2), 154-159 (1998-02-05)
Systemic injections of the selective, full, D1 agonists A-77636 and SKF-82958 induced pronounced Fos-like immunoreactivity in the islands of Calleja in the olfactory tubercle of intact rats. Fos expression in this region could also be induced by injections of the
Ales Stuchlik et al.
Behavioural brain research, 172(2), 250-255 (2006-06-20)
Central dopamine neurotransmission is implicated in several physiological and pathophysiological neural processes. In the past years, attention was paid to the role of dopaminergic signaling in the cognitive processes. In the present study, we investigate role of dopamine D1 receptors
E Acquas et al.
Journal of neurochemistry, 70(3), 1088-1093 (1998-03-07)
This study examined the effects of different levels of acetylcholinesterase (AChE) inhibition on dopaminergic regulation of striatal acetylcholine (ACh) release as estimated by in vivo brain microdialysis. Systemic administration of d-amphetamine (2 or 10 mg/kg) increased the striatal output of
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
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
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