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Merck
CN

C130

Chloro-APB hydrobromide

solid

Synonym(s):

(±)-6-Chloro-7,8-dihydroxy-3-allyl-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide, (±)-SKF-82958 hydrobromide, 6-Chloro-N-allyl-SKF-38393 hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C19H20ClNO2 · HBr
CAS Number:
80751-65-1
Molecular Weight:
410.73
NACRES:
NA.77
PubChem Substance ID:
24277890
UNSPSC Code:
12352200
MDL number:
MFCD00069235
Form:
solid
Quality level:
100

Key Documents

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Product Name

Chloro-APB hydrobromide, solid

InChI

1S/C19H20ClNO2.BrH/c1-2-9-21-10-8-14-15(11-17(22)19(23)18(14)20)16(12-21)13-6-4-3-5-7-13;/h2-7,11,16,22-23H,1,8-10,12H2;1H

SMILES string

Br.Oc1cc2C(CN(CCc2c(Cl)c1O)CC=C)c3ccccc3

InChI key

WLXGFAVTAAQOFH-UHFFFAOYSA-N

form

solid

color

tan

solubility

H2O: 3.7 mg/mL
aqueous base: unstable
ethanol: soluble

storage temp.

2-8°C

Quality Level

100

Gene Information

human ... DRD1(1812)

Related Categories

Application

Chloro-APB hydrobromide has been used to pharmacologically stimulate D1 dopamine receptors and study its influence on locomotor response in fat mass and obesity-associated protein (FTO) deficient dopamine D1 receptor-expressing medium spiny neurons (D1 MSNs) of mice.

Biochem/physiol Actions

Chloro-APB hydrobromide, also known as SKF 82958, is a D1 dopamine receptor agonist. D1 receptor agonists prevent and reverse fentanyl-induced respiratory depression, without impairing opioid analgesia, in cats.

Disclaimer

Light sensitive

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000461217
0000461217
0000270648
0000270648
075M4609V

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K D Carr et al.
Neuroscience, 165(4), 1074-1086 (2009-11-26)
Previous findings suggest that neuroadaptations downstream of D-1 dopamine (DA) receptor stimulation in nucleus accumbens (NAc) are involved in the enhancement of drug reward by chronic food restriction (FR). Given the high co-expression of D-1 and GluR1 AMPA receptors in
Jennifer L Cornish et al.
Journal of psychopharmacology (Oxford, England), 22(1), 100-110 (2008-01-12)
Methamphetamine is a drug that is often consumed at dance parties or nightclubs where the ambient temperature is high. The present study determined whether such high ambient temperatures alter intravenous methamphetamine self-administration in the rat. Male Hooded Wistar rats were
Thomas F Tropea et al.
Biological psychiatry, 63(11), 1066-1074 (2008-02-16)
Prenatal exposure to cocaine can impede normal brain development, triggering a range of neuroanatomical and behavioral anomalies that are evident throughout life. Mouse models have been especially helpful in delineating neuro-teratogenic consequences after prenatal exposure to cocaine. The present study
Liad Mann et al.
Bipolar disorders, 11(8), 885-896 (2009-11-20)
Lithium, valproate, and carbamazepine decrease stimulated brain cyclic-AMP (cAMP) levels. Adenylyl cyclase (AC), of which there are nine membrane-bound isoforms (AC1-AC9), catalyzes the formation of cAMP. We have recently demonstrated preferential inhibition of AC5 by lithium. We now sought to
A M Murray et al.
European journal of pharmacology, 160(3), 377-384 (1989-02-07)
A range of 3- and 6-substituted 1-phenyl-1H-3-benzazepine analogues of SK&F 38393 with D-1 agonist activity were compared for their behavioural effects in the intact adult rat and for their relative affinities for D-1 and D-2 dopamine receptors in vitro. All
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