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Key Documents

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

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About This Item

Empirical Formula (Hill Notation):
C18H21N5
Molecular Weight:
307.39
UNSPSC Code:
12352200

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

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

Hazard Classifications

Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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

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