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Key Documents

S143

Sigma-Aldrich

(±)-6-Chloro-PB hydrobromide

≥98% (HPLC), solid

Synonym(s):

(±)-6-Chloro-7,8-dihydroxy-1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepine hydrobromide, (±)-SKF-81297 hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C16H16ClNO2 · HBr
CAS Number:
Molecular Weight:
370.67
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

white to light tan

solubility

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

SMILES string

Br[H].Oc1cc2C(CNCCc2c(Cl)c1O)c3ccccc3

InChI

1S/C16H16ClNO2.BrH/c17-15-11-6-7-18-9-13(10-4-2-1-3-5-10)12(11)8-14(19)16(15)20;/h1-5,8,13,18-20H,6-7,9H2;1H

InChI key

RMIJGBMRNYUZRG-UHFFFAOYSA-N

Gene Information

human ... DRD1(1812)

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Show Differences

1 of 4

This Item
H6278H7904SML1122
PS48 ≥98% (HPLC)

P0022

PS48

BTB06584 ≥98% (HPLC)

SML1122

BTB06584

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

300

Quality Level

300

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage condition

protect from light

storage condition

desiccated, protect from light

storage condition

desiccated, protect from light

storage condition

-

solubility

DMSO: >20 mg/mL

solubility

methanol: 10 mg/mL, ethanol: 20 mg/mL (with heating)

solubility

methanol: 10 mg/mL, ethanol: 20 mg/mL (with heating)

solubility

DMSO: 20 mg/mL, clear

Application

(±)-6-Chloro-PB hydrobromide has been used as a dopamine D1 receptor (Drd1a) agonist to study the role of the drd1a-dopamine receptor inactivation of extracellular signal‑regulated protein kinase 1/2 (ERK1/2) in the wild-type and striatum of dopamine-depleted mice.[1] It has also been used as a Drd1a agonist to identify the contribution of D1 (D1R)-like dopamine receptor signaling on learning and memory in Barnes maze in rats.[2]

Biochem/physiol Actions

(+/-)-6-Chloro-PB HBr is a full D1 dopamine receptor agonist.

Caution

Product is air and light sensitive

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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    Giuseppe Gangarossa et al.
    Neuropharmacology, 63(6), 1107-1117 (2012-07-17)
    Acute systemic administration of the dopamine D1/D5 receptors (D1Rs) agonist, SKF81297, activates the extracellular signal-regulated protein kinases (ERK) pathway selectively in the granule cells of the dentate gyrus. In this study, we examined the mechanisms involved in this regulation and
    Michal Krawczyk et al.
    The Journal of neuroscience : the official journal of the Society for Neuroscience, 31(24), 8928-8935 (2011-06-17)
    Chronic exposure to drugs of abuse alters brain reward circuits and produces functional changes in the dopamine (DA) system. However, it is not known whether these changes are directly related to drug-driven behaviors or whether they simply are adaptive responses
    Daniel Daba Feyissa et al.
    Behavioural brain research, 362, 173-180 (2019-01-20)
    Spatial reference memory is known to be modulated by the dopaminergic system involving different brain regions. Here, we sought to identify the contribution of D1 (D1R) and D2 (D2R)-like dopamine receptor signaling on learning and memory in a food rewarded
    Jennifer J L Hodas et al.
    Proteomics, 12(15-16), 2464-2476 (2012-06-30)
    Local protein synthesis and its activity-dependent modulation via dopamine receptor stimulation play an important role in synaptic plasticity - allowing synapses to respond dynamically to changes in their activity patterns. We describe here the metabolic labeling, enrichment, and MS-based identification
    Agnieszka Nikiforuk
    Behavioural pharmacology, 23(4), 434-438 (2012-06-30)
    Chronic stress exerts detrimental effects on higher order executive functions that are governed by the prefrontal cortex. Experimental data suggest that dopamine D1 receptor-mediated hypodopaminergic dysfunction may underlie stress-induced cognitive deficits. However, although the involvement of D1 receptors in working

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