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T7330

Sigma-Aldrich

Teijin compound 1 hydrochloride

≥98% (HPLC), powder

Synonym(s):

N-[2-[[(3R)-1-[(4-chlorophenyl)methyl]-3-pyrrolidinyl]amino]-2-oxoethyl]-3-(trifluoromethyl)benzamide hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C21H21ClF3N3O2·HCl
CAS Number:
Molecular Weight:
476.32
MDL number:
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

Cl.FC(F)(F)c1cccc(c1)C(=O)NCC(=O)N[C@@H]2CCN(C2)Cc3ccc(Cl)cc3

InChI

1S/C21H21ClF3N3O2.ClH/c22-17-6-4-14(5-7-17)12-28-9-8-18(13-28)27-19(29)11-26-20(30)15-2-1-3-16(10-15)21(23,24)25;/h1-7,10,18H,8-9,11-13H2,(H,26,30)(H,27,29);1H/t18-;/m1./s1

InChI key

PGUQBBISBKGQDC-GMUIIQOCSA-N

Application

Studies have reported that Trp982.60, Thr2927.40, His1213.33 and Ile2636.55 of Teijin compound 1 significantly affect the antagonistic functions of the compound at CCR2.

Biochem/physiol Actions

Teijin compound 1 is CCR2b receptor antagonist. Teijin compound 1 inhibits cell chemotaxis induced by MCP-1. The chemokine receptors CCR2 is G protein-coupled receptors (GPCR), and is mainly expressed in monocytes, immature dendritic cells, activated T-lymphocytes and basophils.

Preparation Note

Teijin compound 1 hydrochloride is soluble in DMSO at a concentration that is greater than or equal to 20 mg/ml.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Spencer E Hall et al.
Molecular pharmacology, 75(6), 1325-1336 (2009-03-20)
Design of dual antagonists for the chemokine receptors CCR2 and CCR5 will be greatly facilitated by knowledge of the structural differences of their binding sites. Thus, we computationally predicted the binding site of the dual CCR2/CCR5 antagonist N-dimethyl-N-[4-[[[2-(4-methylphenyl)-6,7-dihydro-5H-benzohepten-8-yl] carbonyl]amino]benzyl]tetrahydro-2H-pyran-4-aminium (TAK-779)

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