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R1903

Sigma-Aldrich

RS 102895 hydrochloride

≥98% (HPLC), powder

Synonym(s):

1′-[2-[4-(Trifluoromethyl)phenyl]ethyl]-spiro[4H-3,1-benzoxazine-4,4′-peperidin]-2(1H)-one

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About This Item

Empirical Formula (Hill Notation):
C21H21F3N2O2 · HCl
Molecular Weight:
426.86
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.32

Quality Level

assay

≥98% (HPLC)

form

powder

mol wt

426.86 g/mol

packaging

pkg of 5 mg

storage condition

desiccated

color

white

solubility

DMSO: >10 mg/mL

storage temp.

20-25°C

SMILES string

Cl.FC(F)(F)c1ccc(CCN2CCC3(CC2)OC(=O)Nc4ccccc34)cc1

InChI

1S/C21H21F3N2O2.ClH/c22-21(23,24)16-7-5-15(6-8-16)9-12-26-13-10-20(11-14-26)17-3-1-2-4-18(17)25-19(27)28-20;/h1-8H,9-14H2,(H,25,27);1H

InChI key

KRRISOFSWVKYBF-UHFFFAOYSA-N

General description

RS 102895 hydrochloride is a small molecule antagonist of C-C motif chemokine receptor 2 (CCR2) which belongs to the spiropiperidine (SP) class.

Application

RS 102895 hydrochloride has been used in bromodeoxyuridine (5-bromo-2′-deoxyuridine, BrdU) cell proliferation assay to study effect of IL33 (interleukin 33) on decidual stromal cell proliferation in present of the antagonist and to study the effects of antagonists on the accumulation of bone marrow-derived microglia.

Biochem/physiol Actions

RS 102895 hydrochloride has a high affinity to the β subunit of the C-C motif chemokine receptor 2 (CCR2) and binds specifically to it. This results in the inhibition of CCR2 signaling. It also suppresses monocyte recruitment. Hence, RS 102895 may be useful for obstructing the immune suppressive effects of monocytes during early vaccine responses.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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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Bone marrow-derived microglia infiltrate into the paraventricular nucleus of chronic psychological stress-loaded mice.
Ataka K
PLoS ONE, 8(11), e81744-e81744 (2013)
Optimized dosing of a CCR2 antagonist for amplification of vaccine immunity.
Mitchell LA
International Immunopharmacology, 15(2), 357-363 (2013)
Suppression of bone marrow-derived microglia in the amygdala improves anxiety-like behavior induced by chronic partial sciatic nerve ligation in mice.
Sawada A, Niiyama Y, Ataka K, et al.
Pain, 155(9), 1762-1772 (2014)
Identification of the binding site for a novel class of CCR2b chemokine receptor antagonists: binding to a common chemokine receptor motif within the helical bundle.
Mirzadegan T
The Journal of Biological Chemistry, 275(33), 25562-25571 (2000)
IL-33 enhances proliferation and invasiveness of decidual stromal cells by up-regulation of CCL2/CCR2 via NF-?B and ERK1/2 signaling.
Hu WT
Molecular Human Reproduction, 20(4), 358-372 (2014)

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