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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

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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)

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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Kenneth D Carr et al.
Psychopharmacology, 202(4), 731-743 (2008-10-09)
Previous studies have suggested that chronic food restriction (FR) increases sensitivity of a neural substrate for drug reward. The neuroanatomical site(s) of key neuroadaptations may include nucleus accumbens (NAc) where changes in D-1 dopamine (DA) receptor-mediated cell signaling and gene
Elena H Chartoff et al.
Psychopharmacology, 204(2), 227-239 (2009-01-17)
Chronic opiate administration induces neuroadaptations within the nucleus accumbens (NAc) and ventral tegmental area (VTA) that can contribute to dependence. We have shown that morphine dependence shifts the behavioral consequences of D1 dopamine (DA) receptor signaling: systemic administration of a
Liad Mann et al.
The international journal of neuropsychopharmacology, 11(4), 533-539 (2008-01-22)
Lithium ions' inhibition of adenylyl cyclase (AC) has not been previously studied for the newly discovered AC isoforms. COS7 cells were transfected with each of the nine membrane-bound AC isoforms cDNAs with or without D1- or D2-dopamine receptor cDNA. AC
Stefanie Dedeurwaerdere et al.
The Journal of pharmacology and experimental therapeutics, 339(1), 210-217 (2011-07-12)
Phosphodiesterase 10A (PDE10A) inhibitors have recently been proposed as a new therapy for schizophrenia. The aim of this study was to enhance our understanding of the role of PDE10A inhibitors and potentially identify a clinically useful mechanistic/functional biomarker by using
Peter M Lalley
American journal of physiology. Regulatory, integrative and comparative physiology, 289(1), R45-R51 (2005-02-12)
Opioids depress respiration and decrease chest wall compliance. A previous study in this laboratory showed that dopamine-D(1) receptor (D(1)R) agonists restored phrenic nerve activity after arrest by fentanyl in immobilized, mechanically ventilated cats. The reinstated phrenic nerve rhythm was slower
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