CCR2 antagonist 4 hydrochloride

Modify Date: 2024-01-10 17:35:04

CCR2 antagonist 4 hydrochloride Structure
CCR2 antagonist 4 hydrochloride structure
Common Name CCR2 antagonist 4 hydrochloride
CAS Number 1313730-14-1 Molecular Weight 476.319
Density N/A Boiling Point N/A
Molecular Formula C21H22Cl2F3N3O2 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of CCR2 antagonist 4 hydrochloride


CCR2 antagonist 4 hydrochloride (Teijin compound 1 hydrochloride) is a potent and specific CCR2 antagonist, with IC50s of 180 nM for CCR2b. CCR2 antagonist 4 hydrochloride potently inhibits MCP-1-induced chemotaxis with an IC50 of 24 nM[1].

 Names

Name N-(2-{[(3R)-1-(4-Chlorobenzyl)-3-pyrrolidinyl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide hydrochloride (1:1)
Synonym More Synonyms

 CCR2 antagonist 4 hydrochloride Biological Activity

Description CCR2 antagonist 4 hydrochloride (Teijin compound 1 hydrochloride) is a potent and specific CCR2 antagonist, with IC50s of 180 nM for CCR2b. CCR2 antagonist 4 hydrochloride potently inhibits MCP-1-induced chemotaxis with an IC50 of 24 nM[1].
Related Catalog
Target

CCR2b:180 nM (IC50)

In Vitro Ile263 and Thr292 in CCR2 contribute significantly to binding of CCR2 antagonist 4 in CCR2. Residue Glu291 in TM7, a highly conserved residue in many CC chemokine receptors, contributes substantially to binding of the protonated CCR2 antagonist 4 hydrochloride, and CCL2. His121 on TM3 and Ile263 on TM6 also strongly interact with CCR2 antagonist 4 hydrochloride[2].
In Vivo In ApoE-deficient mice, Vp-TSL targets specifically aortic plaque endothelial VCAM-1 and CCR2 antagonist 4 hydrochloride reduces the mouse monocyte/macrophage cell line (RAW 264.7) adhesion/ infiltration into the aorta[3].
References

[1]. Moree WJ, et al. Potent antagonists of the CCR2b receptor. Part 3: SAR of the (R)-3-aminopyrrolidine series. Bioorg Med Chem Lett. 2008 Mar 15;18(6):1869-73.

[2]. Hall SE, et al. Elucidation of binding sites of dual antagonists in the human chemokine receptors CCR2 and CCR5. Mol Pharmacol. 2009 Jun;75(6):1325-36.

[3]. Calin M, et al. VCAM-1 directed target-sensitive liposomes carrying CCR2 antagonists bind to activated endothelium and reduce adhesion and transmigration of monocytes. Eur J Pharm Biopharm. 2015 Jan;89:18-29.

 Chemical & Physical Properties

Molecular Formula C21H22Cl2F3N3O2
Molecular Weight 476.319
Exact Mass 475.104126

 Synonyms

Benzamide, N-[2-[[(3R)-1-[(4-chlorophenyl)methyl]-3-pyrrolidinyl]amino]-2-oxoethyl]-3-(trifluoromethyl)-, hydrochloride (1:1)
N-(2-{[(3R)-1-(4-Chlorobenzyl)pyrrolidin-3-yl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide hydrochloride (1:1)
N-(2-{[(3R)-1-(4-Chlorobenzyl)-3-pyrrolidinyl]amino}-2-oxoethyl)-3-(trifluoromethyl)benzamide hydrochloride (1:1)
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