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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:
71636-61-8
Molecular Weight:
370.67
MDL number:
MFCD00153782
UNSPSC Code:
12352200
PubChem Substance ID:
24277934
NACRES:
NA.77

Quality Level

100

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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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. 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.

Biochem/physiol Actions

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

Caution

Product is air and light sensitive

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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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
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