References of 1-[(2S)-2-[[(2S)-2-[[(2R)-2-[[(2R)-2-[[(2R)-2-[[(2S)-2-[[(2S)-2-[(2-
acetamido-3-naphthalen-2-ylpropanoyl)amino]-3-(4-chlorophenyl)propanoyl]
amino]-3-pyridin-3-ylpropanoyl]amino]-3-hydroxypropanoyl]amino]-3-(4-
hydroxyphenyl)propanoyl]amino]-6-[bis(ethylamino)methylideneamino]
hexanoyl]amino]-4-methylpentanoyl]amino]-6-[bis(ethylamino)
methylideneamino]hexanoyl]-N-[(2R)-1-amino-1-oxopropan-2-yl]pyrrolidine-
2-carboxamide
Title: Ganirelix
CAS Registry Number: 124904-93-4
CAS Name: N-Acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-
N6-[bis(ethylamino)methylene]-D-lysyl-L-leucyl-
N6-[bis(ethylamino)methylene]-L-lysyl-L-prolyl-D-alaninamide
Synonyms: [
N-Ac-D-Nal(2)1-D-
pCl-Phe2-D-Pal(3)3-D-hArg(Et2)6-hArg(Et2)8-D-Ala10]GnRH
Molecular Formula: C80H113ClN18O13
Molecular Weight: 1570.32
Percent Composition: C 61.19%, H 7.25%, Cl 2.26%, N 16.06%, O 13.25%
Literature References: Decapeptide LH-RH antagonist. Prepn and structure-activity studies: J. J. Nestor, Jr.
et al. in
Peptides 1988: Proc. 20th Eur. Peptide Symp., G. Jung, E. Bayer, Eds. (Walter de Gruyter, Berlin, 1989) pp 592-594;
eidem, J. Med. Chem. 35, 3942 (1992). Improved synthesis: H. B. Arzeno
et al., Int. J. Pept. Protein Res. 41, 342 (1993). Degradation in aq soln: R. G. Strickley
et al., Pharm. Res. 7, 530 (1990). Clinical pharmacology and pharmacokinetics: J. Rabinovici
et al., J. Clin. Endocrinol. Metab. 75, 1220 (1992). Clinical trial in assisted fertilization: P. Devroey
et al., Hum. Reprod. 13, 3023 (1998).
Derivative Type: Acetate
CAS Registry Number: 129311-55-3
Manufacturers' Codes: Org-37462; RS-26306
Trademarks: Antagon (Organon); Orgalutran (Organon)
Molecular Formula: C80H113ClN18O13.2C2H4O2
Molecular Weight: 1690.42
Percent Composition: C 59.68%, H 7.21%, Cl 2.10%, N 14.91%, O 16.09%
Properties: pKa: 4.2 (3-pyridinylalanine); 9.8 (tyrosine). Sol in water.
pKa: pKa: 4.2 (3-pyridinylalanine); 9.8 (tyrosine)
Therap-Cat: In treatment of infertility.
Keywords: LH-RH Antagonist.