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Details

Stereochemistry ABSOLUTE
Molecular Formula C72H96ClN17O14.C2H4O2
Molecular Weight 1519.143
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OZARELIX ACETATE

SMILES

CC(O)=O.CCCC[C@H](NC(=O)[C@@H](CCCCNC(N)=O)NC(=O)[C@H](CC1=CC=C(O)C=C1)N(C)C(=O)[C@H](CO)NC(=O)[C@@H](CC2=CN=CC=C2)NC(=O)[C@@H](CC3=CC=C(Cl)C=C3)NC(=O)[C@@H](CC4=CC5=CC=CC=C5C=C4)NC(C)=O)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N6CCC[C@H]6C(=O)N[C@H](C)C(N)=O

InChI

InChIKey=WMTZITCJULQSAS-FDIISDFSSA-N
InChI=1S/C72H96ClN17O14.C2H4O2/c1-5-6-17-52(63(96)85-54(19-12-33-79-71(75)76)70(103)90-34-13-20-59(90)67(100)81-42(2)61(74)94)83-62(95)53(18-9-10-32-80-72(77)104)84-68(101)60(39-45-24-29-51(93)30-25-45)89(4)69(102)58(41-91)88-66(99)57(38-47-14-11-31-78-40-47)87-65(98)56(36-44-22-27-50(73)28-23-44)86-64(97)55(82-43(3)92)37-46-21-26-48-15-7-8-16-49(48)35-46;1-2(3)4/h7-8,11,14-16,21-31,35,40,42,52-60,91,93H,5-6,9-10,12-13,17-20,32-34,36-39,41H2,1-4H3,(H2,74,94)(H,81,100)(H,82,92)(H,83,95)(H,84,101)(H,85,96)(H,86,97)(H,87,98)(H,88,99)(H4,75,76,79)(H3,77,80,104);1H3,(H,3,4)/t42-,52+,53-,54+,55-,56-,57-,58+,59+,60+;/m1./s1

HIDE SMILES / InChI

Molecular Formula C2H4O2
Molecular Weight 60.052
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C72H96ClN17O14
Molecular Weight 1459.091
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 10 / 10
E/Z Centers 2
Optical Activity UNSPECIFIED

Ozarelix is a luteinizing hormone-releasing hormone (LHRH) antagonist. It is known that LHRH antagonist exerts rapid inhibition of luteinizing hormone and follicle stimulating hormone with an accompanying rapid decrease in sex hormones. Thus this inhibitor can be effective in a variety of hormonally dependent disease including prostate cancer, benign prostatic hyperplasia (BPH), and endometriosis. Ozarelix was developed for the treatment of all these diseases including Alzheimer's disease. However, in January 2010 Spectrum Pharmaceuticals announced that it was discontinuing development of ozarelix in BPH. Because the low-dose intermittent therapy was disappointing in the treatment of lower urinary tract symptoms in men with BPH. The development of the drug for Alzheimer's disease was also discontinued. Ozarelix completed phase II trials for the treatment of prostate cancer and is in preclinical trials for the treatment of endometriosis and ovarian cancer.

Approval Year

PubMed

PubMed

TitleDatePubMed
Fluorescence spectroscopic determination of the critical aggregation concentration of the GnRH antagonists Cetrorelix, Teverelix and Ozarelix.
2010 Nov
Ozarelix, a fourth generation GnRH antagonist, induces apoptosis in hormone refractory androgen receptor negative prostate cancer cells modulating expression and activity of death receptors.
2010 Sep 1
The impact of polyelectrolyte structure on the shape of nanoassemblies with cationic peptides.
2013 Aug

Sample Use Guides

Prostate Cancer: ozarelix Loading dose of 130 mg SC at randomization will be followed by maintenance dosing of 65 mg SC at day 8, 28 and 56. Benign Prostatic Hypertrophy: ozarelix 15 mg. given IM 2 weeks
Route of Administration: Other
Substance Class Chemical
Created
by admin
on Sat Dec 16 02:55:26 UTC 2023
Edited
by admin
on Sat Dec 16 02:55:26 UTC 2023
Record UNII
05D1DCL744
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
OZARELIX ACETATE
Common Name English
D-63153 ACETATE
Code English
AC-D-NAL(2)-D-PCL-D-PAL-SER-N-ME-TYR-D-HOMOCIT-NLE-ARG-PRO-D-ALA-NH2 ACETATE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID20237851
Created by admin on Sat Dec 16 02:55:27 UTC 2023 , Edited by admin on Sat Dec 16 02:55:27 UTC 2023
PRIMARY
CAS
896710-46-6
Created by admin on Sat Dec 16 02:55:27 UTC 2023 , Edited by admin on Sat Dec 16 02:55:27 UTC 2023
NON-SPECIFIC STOICHIOMETRY
FDA UNII
05D1DCL744
Created by admin on Sat Dec 16 02:55:27 UTC 2023 , Edited by admin on Sat Dec 16 02:55:27 UTC 2023
PRIMARY
PUBCHEM
71587850
Created by admin on Sat Dec 16 02:55:27 UTC 2023 , Edited by admin on Sat Dec 16 02:55:27 UTC 2023
PRIMARY
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ACTIVE MOIETY