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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
Pricing and availability is not currently available.
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form

solid

Quality Level

100

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)

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This Item
S143D054D047
Chloro-APB hydrobromide solid

C130

Chloro-APB hydrobromide

(±)-6-Chloro-PB hydrobromide ≥98% (HPLC), solid

S143

(±)-6-Chloro-PB hydrobromide

R(+)-SCH-23390 hydrochloride ≥98% (HPLC), solid

D054

R(+)-SCH-23390 hydrochloride

(±)-SKF-38393 hydrochloride crystalline, ≥98% (HPLC)

D047

(±)-SKF-38393 hydrochloride

form

solid

form

solid

form

solid

form

crystalline

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

-

storage temp.

-

storage temp.

-

solubility

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

solubility

H2O: 1.7 mg/mL, DMSO: >10 mg/mL, ethanol: 6.3 mg/mL

solubility

H2O: >5 mg/mL

solubility

H2O: >5 mg/mL, aqueous base: soluble (unstable)

color

tan

color

white to light tan

color

white

color

white

Gene Information

human ... DRD1(1812)

Gene Information

human ... DRD1(1812)

Gene Information

human ... DRD1(1812)

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.[1]

Biochem/physiol Actions

Chloro-APB hydrobromide, also known as SKF 82958, is a D1 dopamine receptor agonist.[1] D1 receptor agonists prevent and reverse fentanyl-induced respiratory depression, without impairing opioid analgesia, in cats.[2]

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

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    Certificates of Analysis (COA)

    Lot/Batch Number
    075M4609V
    128H4606
    087H4660

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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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