U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C31H39NO5
Molecular Weight 505.6451
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TELAPRISTONE ACETATE

SMILES

[H][C@@]12CC[C@](OC(C)=O)(C(=O)COC)[C@@]1(C)C[C@]([H])(C3=CC=C(C=C3)N(C)C)C4=C5CCC(=O)C=C5CC[C@@]24[H]

InChI

InChIKey=JVBGZFRPTRKSBB-MJBQOYBXSA-N
InChI=1S/C31H39NO5/c1-19(33)37-31(28(35)18-36-5)15-14-27-25-12-8-21-16-23(34)11-13-24(21)29(25)26(17-30(27,31)2)20-6-9-22(10-7-20)32(3)4/h6-7,9-10,16,25-27H,8,11-15,17-18H2,1-5H3/t25-,26+,27-,30-,31-/m0/s1

HIDE SMILES / InChI
Telapristone acetate, a selective progesterone receptor modulator (SPRM), was developed for the long-term treatment of symptoms associated with endometriosis and uterine fibroids. It is known, that the progesterone is a steroid hormone that plays an important role in the breast. Deregulation of the progesterone-signaling pathway is implicated in the formation, development, and progression of breast cancer. Thus, the telapristone acetate is studied in phase II clinical trial in stage I-II primary breast cancer. Besides, telapristone acetate participated in phase III clinical trials in pre-menopausal anemic women with symptomatic uterine fibroids. However, FDA terminated these studies because of the safety.

Approval Year

PubMed

PubMed

TitleDatePubMed
Population pharmacokinetics of telapristone (CDB-4124) and its active monodemethylated metabolite CDB-4453, with a mixture model for total clearance.
2011 Dec
A peek into the drug development scenario of endometriosis - A systematic review.
2017 Jun
Mechanism of Telapristone Acetate (CDB4124) on Progesterone Receptor Action in Breast Cancer Cells.
2018 Oct 1
Patents

Patents

Sample Use Guides

Endometriosis: capsules (6 and 12 mg), once a day for 18 weeks
Route of Administration: Oral
Name Type Language
TELAPRISTONE ACETATE
USAN   WHO-DD  
USAN  
Official Name English
RU-44675
Code English
PROELLEX
Brand Name English
ZPV-200
Code English
CDB-4124
Code English
11.BETA.-(4-(DIMETHYLAMINO)PHENYL)-17-ACETOXY-21-METHOXY- 19-NORPREGNA-4,9-DIENE-3,20-DIONE
Common Name English
19-NORPREGNA-4,9-DIENE-3,20-DIONE, 17-(ACETYLOXY)-11-(4-(DIMETHYLAMINO)PHENYL)-21-METHOXY-, (11.BETA.)-
Common Name English
Telapristone acetate [WHO-DD]
Common Name English
TELAPRISTONE ACETATE [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1891
Created by admin on Fri Dec 15 19:52:14 GMT 2023 , Edited by admin on Fri Dec 15 19:52:14 GMT 2023
Code System Code Type Description
USAN
UU-07
Created by admin on Fri Dec 15 19:52:14 GMT 2023 , Edited by admin on Fri Dec 15 19:52:14 GMT 2023
PRIMARY
NCI_THESAURUS
C104055
Created by admin on Fri Dec 15 19:52:14 GMT 2023 , Edited by admin on Fri Dec 15 19:52:14 GMT 2023
PRIMARY
EVMPD
SUB193704
Created by admin on Fri Dec 15 19:52:14 GMT 2023 , Edited by admin on Fri Dec 15 19:52:14 GMT 2023
PRIMARY
ChEMBL
CHEMBL2105694
Created by admin on Fri Dec 15 19:52:14 GMT 2023 , Edited by admin on Fri Dec 15 19:52:14 GMT 2023
PRIMARY
MESH
C461063
Created by admin on Fri Dec 15 19:52:14 GMT 2023 , Edited by admin on Fri Dec 15 19:52:14 GMT 2023
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SMS_ID
100000178102
Created by admin on Fri Dec 15 19:52:14 GMT 2023 , Edited by admin on Fri Dec 15 19:52:14 GMT 2023
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DRUG BANK
DB05253
Created by admin on Fri Dec 15 19:52:14 GMT 2023 , Edited by admin on Fri Dec 15 19:52:14 GMT 2023
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CAS
198414-31-2
Created by admin on Fri Dec 15 19:52:14 GMT 2023 , Edited by admin on Fri Dec 15 19:52:14 GMT 2023
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EPA CompTox
DTXSID60173587
Created by admin on Fri Dec 15 19:52:14 GMT 2023 , Edited by admin on Fri Dec 15 19:52:14 GMT 2023
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FDA UNII
1K9EYK92PQ
Created by admin on Fri Dec 15 19:52:14 GMT 2023 , Edited by admin on Fri Dec 15 19:52:14 GMT 2023
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PUBCHEM
9806190
Created by admin on Fri Dec 15 19:52:14 GMT 2023 , Edited by admin on Fri Dec 15 19:52:14 GMT 2023
PRIMARY