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C130

Sigma-Aldrich

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
MDL number:
MFCD00069235
UNSPSC Code:
12352200
PubChem Substance ID:
24277890
NACRES:
NA.77

form

solid

color

tan

solubility

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

storage temp.

2-8°C

SMILES string

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

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

InChI key

WLXGFAVTAAQOFH-UHFFFAOYSA-N

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.

Caution

Light sensitive

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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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
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
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
Kenneth D Carr et al.
Psychopharmacology, 201(4), 495-506 (2008-09-04)
Food restriction (FR) enhances learned and unlearned behavioral responses to drugs of abuse and increases D-1 dopamine (DA) receptor-mediated activation of extracellular signal-regulated kinases (ERK) 1/2 MAP kinase in nucleus accumbens (NAc). While a role has been established for ERK
Neil E Paterson et al.
European journal of pharmacology, 616(1-3), 73-80 (2009-06-06)
Harmaline-induced tremor in rodents is a model of essential tremor. We utilized a novel assay to quantify tremor activity in mice and found that tremor activity was dependent on harmaline dose. The first-line clinical essential tremor treatments propranolol, primidone and
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