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Details

Stereochemistry ABSOLUTE
Molecular Formula C29H37NO4
Molecular Weight 463.6084
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TELAPRISTONE

SMILES

[H][C@@]12CC[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=BHERMCLNVOVDPU-DQFOBABISA-N
InChI=1S/C29H37NO4/c1-28-16-24(18-5-8-20(9-6-18)30(2)3)27-22-12-10-21(31)15-19(22)7-11-23(27)25(28)13-14-29(28,33)26(32)17-34-4/h5-6,8-9,15,23-25,33H,7,10-14,16-17H2,1-4H3/t23-,24+,25-,28-,29-/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
INN   WHO-DD  
INN  
Official Name English
telapristone [INN]
Common Name English
Telapristone [WHO-DD]
Common Name English
19-NORPREGNA-4,9-DIENE-3,20-DIONE, 17-HYDROXY-11-(4-(DIMETHYLAMINO)PHENYL)-21-METHOXY-, (11.BETA.)-
Common Name English
11.BETA.-(4-(DIMETHYLAMINO)PHENYL)-17-HYDROXY-21-METHOXY-19-NORPREGNA-4,9-DIENE-3,20-DIONE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1891
Created by admin on Fri Dec 15 19:46:58 GMT 2023 , Edited by admin on Fri Dec 15 19:46:58 GMT 2023
Code System Code Type Description
FDA UNII
65703MV349
Created by admin on Fri Dec 15 19:46:58 GMT 2023 , Edited by admin on Fri Dec 15 19:46:58 GMT 2023
PRIMARY
PUBCHEM
20761503
Created by admin on Fri Dec 15 19:46:58 GMT 2023 , Edited by admin on Fri Dec 15 19:46:58 GMT 2023
PRIMARY
SMS_ID
300000036965
Created by admin on Fri Dec 15 19:46:58 GMT 2023 , Edited by admin on Fri Dec 15 19:46:58 GMT 2023
PRIMARY
CAS
198414-30-1
Created by admin on Fri Dec 15 19:46:58 GMT 2023 , Edited by admin on Fri Dec 15 19:46:58 GMT 2023
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EPA CompTox
DTXSID00173586
Created by admin on Fri Dec 15 19:46:58 GMT 2023 , Edited by admin on Fri Dec 15 19:46:58 GMT 2023
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INN
9273
Created by admin on Fri Dec 15 19:46:58 GMT 2023 , Edited by admin on Fri Dec 15 19:46:58 GMT 2023
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WIKIPEDIA
TELAPRISTONE
Created by admin on Fri Dec 15 19:46:58 GMT 2023 , Edited by admin on Fri Dec 15 19:46:58 GMT 2023
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NCI_THESAURUS
C104057
Created by admin on Fri Dec 15 19:46:58 GMT 2023 , Edited by admin on Fri Dec 15 19:46:58 GMT 2023
PRIMARY