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S143

Sigma-Aldrich

(±)-6-Chloro-PB hydrobromide

≥98% (HPLC), solid

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

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

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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Charles R Gerfen et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 28(28), 7113-7120 (2008-07-11)
Dopamine receptor signaling exhibits prominent plasticity that is important for the pathogenesis of both addictive and movement disorders. Psychoactive stimulants that activate the dopamine D(1) receptor (Drd1a) induce the rapid phosphorylation and activation of extracellular signal-regulated kinase 1/2 (ERK1/2) in
A M Knab et al.
Journal of biological regulators and homeostatic agents, 26(1), 119-129 (2012-04-06)
The genetic factors involved in the regulation of physical activity are not well understood. The dopamine system has been implicated in the control of voluntary locomotion and wheel running (WR) in mice and is thus a likely candidate as a
P A Johansen et al.
Journal of neural transmission. General section, 86(2), 97-113 (1991-01-01)
The electrophysiological effects of three selective D1 dopamine (DA) receptor agonists, which exhibit different potencies and efficacies for stimulation of adenylate cyclase, were compared in the rat nucleus accumbens (NAc) using single unit recording and microiontophoretic techniques. The partial agonists
K Kawamoto et al.
British journal of pharmacology, 166(2), 788-800 (2011-12-16)
Dopamine released from the endings of descending dopaminergic nerve fibres in the spinal cord may be involved in modulating functions such as locomotion and nociception. Here, we examined the effects of dopamine on spinal synaptic transmissions in rats. Spinal reflex
Giuseppe Gangarossa et al.
Brain structure & function, 218(2), 405-419 (2012-03-29)
Therapeutic agents and drugs of abuse regulate the extracellular signal-regulated kinase (ERK) cascade signaling in the medium-sized spiny neurons (MSNs) of the striatum. However, whether this regulation is associated with specific cortical and thalamic inputs has never been studied. We
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