Cetrorelix acetate

Base Information

• Chemical Name: Cetrorelix acetate
• CAS No.: 120287-85-6
• Molecular Formula: C70H92ClN17O14
• Molecular Weight: 1431.06
• Mol file: 120287-85-6.mol

Synonyms:Cetrorelix;Cetrorelixum;Cetrotide;HSDB 7696;SB 75;SB-75;UNII-OON1HFZ4BA;N-Acetyl-3-(2-naphthyl)-D-alanyl-p-chloro-D-phenylalanyl-3-(3-pyridyl)-D-alanyl-L-seryl-L-tyrosyl-N(sup 5)-carbamoyl-D-ornithyl-L-leucyl-L-arginyl-L-prolyl-D-alaninamide;

Chemical Property of Cetrorelix acetate

Chemical Property:

• Appearance/Colour: White powder
• Refractive Index: 1.667
• PKA: 9.82±0.15(Predicted)
• PSA: 495.67000
• Density: 1.42 g/cm³
• LogP: 5.93230
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly, Heated), Methanol (Very Slightly)

Purity/Quality:

99%min ^*data from raw suppliers

Cetrorelix Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Cetrorelix was launched in Germany for the treatment of female infertility. It is a decapeptidic analog of luteinizing hormone-releasing hormone (LH-RH) bearing structural modifications in the crucial positions 1, 2, 3, 6 and 10 : [Ac-D-Nal1, D-4-CI Phe-2, D-Pal3, D-Cit6, D-Alal0]-GnRH. Cetrorelix is an extremely potent and long acting gonadotrophin releasing hormone (GnRH) antagonist and thus blocks gonadotrophins and sex steroid secretion immediately after administration. Moreover, it has a low histamine-releasing potency. Cetrorelix will be the first LH-RH antagonist approved worldwide. In several Phase III clinical trials, female patients receiving Cetrorelix had a successful controlled ovulation thus avoiding a premature LH-surge. Cetrorelix could be a first-choice in-vitro fertilization (IVF) treatment without the complications of current controlled ovarian hyperstimulation protocols. Cetrorelix is currently under clinical investigation for the treatment of diverse sex hormone dependent disorders such as benign prostate hypertrophy, breast, ovarian or prostate cancers and diverse gynaecological disorders.
• Uses: Cetrorelix Acetate is an gonadotropin-releasing hormone antagonist and is used to treat hormone-sensitive cancers of the prostate and breast.

Technology Process of Cetrorelix acetate

There total 2 articles about Cetrorelix acetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

Ac-D-Nal-D-Cpa-D-Pal-Ser(tBu)-Tyr(tBu)-D-Cit-Leu-Arg(Pbf)-Pro-D-Ala-NH2 → cetrorelix (120287-85-6)

Guidance literature:

With chlorotriisopropylsilane; ethane-1,2-dithiol; trifluoroacetic acid; at 20 ℃; for 2h;

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) + N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) + Boc-(R)-Ala (3744-87-4,7764-95-6,15761-38-3) + Boc-Arg(Tos)-OH (13836-37-8) → cetrorelix (120287-85-6)

Guidance literature:

Multistep reaction;

DOI:10.1021/jm00059a020

upstream raw materials:

1-(tert-butoxycarbonyl)-L-proline

N-tert-butoxycarbonyl-L-leucine

Boc-(R)-Ala

Boc-Arg(Tos)-OH

Refernces

• 1、 -. "Methods for the production of peptide derivatives". Page/Page column 19. . Retrieved 2010/11/25.