SML1699

Sigma-Aldrich

(R)-ZINC-3573

≥98% (HPLC)

Synonym(s):
(R)-ZINC72453573, (R)-N,N-Dimethyl-1-(5-phenylpyrazolo[1,5-a]pyrimidin-7-yl)-3-pyrrolidinamine
Empirical Formula (Hill Notation):
C18H21N5
Molecular Weight:
307.39

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

CN([C@H](CC1)CN1C2=CC(C3=CC=CC=C3)=NC4=CC=NN24)C

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

(R)-ZINC-3573 is a selective agonist probe of the orphan receptor Mas-related G-protein coupled receptor member X2 (MRGPRX2), a G-protein coupled receptor (GPCR) selectively expressed in mast cells and dorsal root and trigeminal ganglia primary sensory neurons of primates. Lack of selective and potent probes has made it difficult to determine MRGPRX2 funtion. (R)-ZINC-3573 was shown to be a potent and selective agonist with an EC50 value of 760 nM for MRGPRX2 and little activity for MRGPRX1 or over 350 other GPCRs and 97 kinases tested. (R)-ZINC-3573 activates endogenous MRGPRX2 expressed in a human mast cell line and induced degranulation and calcium release. (S)-ZINC-3573 is inactive and can be used as a control.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

hazcat

Skin Irrit. 2

storage_class_code

13 - Non Combustible Solids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Certificate of Origin

In silico design of novel probes for the atypical opioid receptor MRGPRX2
Lansu, K.
Nature Chemical Biology (2017)

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