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SML1331

Sigma-Aldrich

MLS1547

≥98% (HPLC)

Synonym(s):

5-Chloro-7-[[4-(2-pyridinyl)-1-piperazinyl]methyl]-8-quinolinol, MLS000051547

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About This Item

Empirical Formula (Hill Notation):
C19H19ClN4O
CAS Number:
315698-36-3
Molecular Weight:
354.83
MDL number:
MFCD02330713
UNSPSC Code:
12352200
PubChem Substance ID:
329825789
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

OC1=C(CN2CCN(C3=NC=CC=C3)CC2)C=C(Cl)C4=CC=CN=C41

InChI

1S/C19H19ClN4O/c20-16-12-14(19(25)18-15(16)4-3-7-22-18)13-23-8-10-24(11-9-23)17-5-1-2-6-21-17/h1-7,12,25H,8-11,13H2

InChI key

OPEJNANYABTIGC-UHFFFAOYSA-N

Biochem/physiol Actions

MLS1547 is a highly efficacious D2 dopamine receptor (D2R) G protein-biased agonist that does not recruit β-arrestin, and is an antagonist of dopamine-stimulated β-arrestin recruitment to the D2 receptor. MLS-1547 is the first D2 receptor agonist with close to full efficacy for G protein signaling (EC50 = 370 nM), but no ability to recruit β-arrestin.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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R Benjamin Free et al.
Molecular pharmacology, 86(1), 96-105 (2014-04-24)
A high-throughput screening campaign was conducted to interrogate a 380,000+ small-molecule library for novel D2 dopamine receptor modulators using a calcium mobilization assay. Active agonist compounds from the primary screen were examined for orthogonal D2 dopamine receptor signaling activities including

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