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Cetrorelix diacetate

Names

[ CAS No. ]:
130143-01-0

[ Name ]:
Cetrorelix diacetate

[Synonym ]:
N-Acetyl-3-(2-naphthyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N-carbamoyl-D-ornithyl-L-leucyl-L-arginyl-L-prolyl-D-alaninamide
N-Carbamoyl-D-ornithyl-L-leucyl-L-arginyl-L-prolyl-N-[(2S)-3-(4-acetoxyphenyl)-2-{[3-(3-pyridinyl)-D-alanyl-O-acetyl-L-seryl]amino}propanoyl]-N-[N-acetyl-3-(2-naphthyl)-D-alanyl]-N-[(2R)-2-amino ; -3-(4-chlorophenyl)propanoyl]-D-alaninamide
Cetrorenlin Acetate
D-Alaninamide, N-acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N-(aminocarbonyl)-D-ornithyl-L-leucyl-L-arginyl-L-prolyl-
(2S)-N-[(2R)-1-Amino-1-oxopropan-2-yl]-1-[(2S,5S,8R,11S,14S,17R,20R,23R)-2-(3-carbamimidamidopropyl)-8-[3-(carbamoylamino)propyl]-20-(4-chlorobenzyl)-11-(4-hydroxybenzyl)-14-(hydroxymethyl)-5-isobutyl-23-(2-naphthylmethyl)-4,7,10,13,16,19,22,25-octaoxo-17-(pyridin-3-ylmethyl)-3,6,9,12,15,18,21,24-octaazahexacosan-1-oyl]pyrrolidine-2-carboxamide (non-preferred name)
N-Acetyl-3-(2-naphthalenyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(3-pyridinyl)-D-alanyl-L-seryl-L-tyrosyl-N5-(aminocarbonyl)-D-ornithyl-L-leucyl-L-arginyl-L-prolyl-D-alaninamide
N-Acetyl-3-(2-naphthyl)-D-alanyl-4-chloro-D-phenylalanyl-3-(pyridin-3-yl)-D-alanyl-L-seryl-L-tyrosyl-N-carbamoyl-D-ornithyl-L-leucyl-L-arginyl-L-prolyl-D-alaninamide
Cetrorelix
D-Alaninamide, N-(aminocarbonyl)-D-ornithyl-L-leucyl-L-arginyl-L-prolyl-N-[N-acetyl-3-(2-naphthalenyl)-D-alanyl]-N-[(2S)-2-[[(2S)-3-(acetyloxy)-2-[[(2R)-2-amino-1-oxo-3-(3-pyridinyl)propyl]amino ]-1-oxopropyl]amino]-3-[4-(acetyloxy)phenyl]-1-oxopropyl]-N-[(2R)-2-amino-3-(4-chlorophenyl)-1-oxopropyl]-
cetrorelixum [INN_la]

Biological Activity

[Description]:

Cetrorelix diacetate (SB-075 diacetate) is a potent gonadotropin-releasing hormone (GnRH) receptor antagonist with an IC50 of 1.21 nM[1].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> GNRH Receptor
Research Areas >> Cancer

[Target]

IC50: 1.21 nM GnRH[1].


[In Vitro]

Cetrorelix diacetate inhibits growth of ES-2 cell line at 1000 ng/ml. Cetrorelix diacetate has comparable antiproliferative effects as GnRH-I agonists indicating that the dichotomy of GnRH-I agonists and antagonists might not apply to the GnRH-I system in cancer cells[2].

[References]

[1]. Beckers T et al. Characterization of gonadotropin-releasing hormone analogs based on a sensitive cellular luciferase reporter gene assay. Anal Biochem. 1997 Aug 15;251(1):17-23.

[2]. Gründker C et al. Role of gonadotropin-releasing hormone (GnRH) in ovarian cancer. Reprod Biol Endocrinol. 2003 Oct 7;1:65.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
1768.4ºC at 760 mmHg

[ Molecular Formula ]:
C70H92ClN17O14

[ Molecular Weight ]:
1431.038

[ Flash Point ]:
1023.3ºC

[ Exact Mass ]:
1429.669800

[ PSA ]:
518.21000

[ LogP ]:
2.69

[ Vapour Pressure ]:
0mmHg at 25°C

[ Index of Refraction ]:
1.668


Related Compounds