10265. Icatibant

Nomenclature

CAS number: 130308-48-4
d-Arginyl-l-arginyl-l-prolyl-(4R)-4-hydroxy-l-prolylglycyl-3-(2-thienyl)-l-alanyl-l-seryl-(3R)-1,2,3,4-tetrahydro-3-isoquinolinecarbonyl-(2S,3aS,7aS)-octahydro-1H-indole-2-carbonyl-l-arginine; d-Arg-[Hyp3,Thi5,d-Tic7,Oic8]bradykinin; H-d-Arg-Arg-Pro-Hyp-Gly-Thia-Ser-d-Tic-Oic-Arg-OH.
C59H89N19O13S; mol wt 1304.52.
C 54.32%, H 6.88%, N 20.40%, O 15.94%, S 2.46%.

Description and references

Synthetic peptidomimetic; bradykinin B2 receptor antagonist. Prepn: S. Henke et al., DE 3938751; eidem, US 5648333 (1990, 1997 both to Hoechst). In vitro and in vivo pharmacology studies: F. J. Hock et al., Br. J. Pharmacol. 102, 769 (1991) PubMed; K. Wirth et al., ibid. 774 PubMed. Pharmacology and receptor binding studies: N.-E. Rhaleb et al., Eur. J. Pharmacol. 210, 115 (1992) DOI PubMed; M. Félétou et al., ibid. 274, 57 (1995) DOI PubMed; F. Bellucci et al., ibid. 491, 121 (2004) DOI. Metabolism and HPLC determn in synovial fluid: A. P. Bond et al., Agents Actions Suppl. 38, 582 (1992) PubMed. Chiral amino acid analysis: J. Ermer et al., Arch. Pharm. 328, 635 (1995) DOI. Computational conformation analysis: M. Filizola et al., J. Biomol. Struct. Dyn. 15, 639 (1998) PubMed. Clinical effects on bradykinin-induced vasodilation: J. R. Cockcroft et al., Br. J. Clin. Pharmacol. 38, 317 (1994) PubMed. Clinical evaluation in hereditary angioedema: K. Bork et al., J. Allergy Clin. Immunol. 119, 1497 (2007) DOI PubMed.

Chemical structure

Derivative

Acetate.

Nomenclature

CAS number: 138614-30-9
HOE-140; JE-049.

Therapeutic Category

In treatment of hereditary angioedema.

Keywords

Bradykinin Antagonist