Teijin compound 1

Modify Date: 2024-01-10 12:41:55

Teijin compound 1 Structure
Teijin compound 1 structure
Common Name Teijin compound 1
CAS Number 226226-39-7 Molecular Weight 439.86
Density N/A Boiling Point N/A
Molecular Formula C21H21ClF3N3O2 Melting Point N/A
MSDS N/A Flash Point N/A

 Use of Teijin compound 1


Teijin compound 1 is a specific CCR 2 antagonist with IC50s of 24 and 180 nM in chemotaxis and binding assay, respectively.

 Names

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

 Teijin compound 1 Biological Activity

Description Teijin compound 1 is a specific CCR 2 antagonist with IC50s of 24 and 180 nM in chemotaxis and binding assay, respectively.
Related Catalog
Target

MCP-1-CCR2b:180 nM (IC50)

In Vitro Ile263 and Thr292 in CCR2 contribute significantly to binding of Teijin compound 1 in CCR2. Residue Glu291 in TM7, a highly conserved residue in many CC chemokine receptors, contributes substantially to binding of the protonated Teijin compound 1, and CCL2. His121 on TM3 and Ile263 on TM6 also strongly interact with Teijin compound 1[2].
In Vivo In ApoE-deficient mice, Vp-TSL targets specifically aortic plaque endothelial VCAM-1 and Teijin compound 1 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 C21H21ClF3N3O2
Molecular Weight 439.86
PSA 68.42000
LogP 5.63430
Storage condition 2-8℃

 Synonyms

Teijin compound 1