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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

Quality Level

100

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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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
J X Cai et al.
The Journal of pharmacology and experimental therapeutics, 283(1), 183-189 (1997-10-23)
With advancing age, monkeys develop deficits in spatial working memory resembling those induced by lesions of the prefrontal cortex (PFC). Aged monkeys also exhibit marked loss of dopamine from the PFC, a transmitter known to be important for proper PFC
Amy F T Arnsten et al.
Biological psychiatry, 57(11), 1377-1384 (2005-06-14)
The prefrontal cortex guides behaviors, thoughts, and feelings using representational knowledge, i.e., working memory. These fundamental cognitive abilities subserve the so-called executive functions: the ability to inhibit inappropriate behaviors and thoughts, regulate our attention, monitor our actions, and plan and
E Acquas et al.
Psychopharmacology, 125(2), 162-167 (1996-05-01)
The effects of chronic lithium treatment on methylphenidate-, D1 dopamine receptor agonist (A-77636)-, and tactile stimulation-induced increases in frontal cortical acetylcholine release were studied in the rat using in vivo brain microdialysis. Cortical acetylcholine release in control rats was maximally
S Ofori et al.
General pharmacology, 26(1), 51-57 (1995-01-01)
1. Homogenates of bovine retinas were used to study the capacities of two new dopamine (DA) receptor agonists, e.g. YM 435 and A 77636, to interact with D1 receptors. 2. Adenylate cyclase experiments. YM 435 and A 77636 enhanced cAMP
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