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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H22N4O2
Molecular Weight 374.4357
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of OPK-88004

SMILES

CC(C)OC(=O)N[C@@H]1CC2=C(C1)C3=C(C=CC(=C3)C#N)N2CC4=CC=CC=N4

InChI

InChIKey=IHIWYQYVBNODSV-KRWDZBQOSA-N
InChI=1S/C22H22N4O2/c1-14(2)28-22(27)25-17-10-19-18-9-15(12-23)6-7-20(18)26(21(19)11-17)13-16-5-3-4-8-24-16/h3-9,14,17H,10-11,13H2,1-2H3,(H,25,27)/t17-/m0/s1

HIDE SMILES / InChI
LY2452473 is a selective androgen receptor modulator (SARM), with potential tissue-selective androgenic/anti-androgenic activity. Upon oral administration, LY2452473 acts as an agonist in select tissues and organs, including skeletal muscle, bone and the penis, thereby binding to and activating androgen receptor (AR) while acting as an antagonist in the prostate, thereby blocking AR activation and AR-mediated cellular proliferation. This may improve muscle mass and strength, bone formation, and erectile dysfunction while not stimulating growth of the prostate. Eli Lilly was developing LY 2452473/tadalafil combination for the treatment of erectile dysfunction. In addition, Eli Lilly is studying the use of a targeted LY 2452473 therapy, as a possible improvement in quality of life for prostate cancer patients who have undergone radical prostatectomy.

Approval Year

PubMed

PubMed

TitleDatePubMed
Disposition and metabolism of LY2452473, a selective androgen receptor modulator, in humans.
2012 Dec
Origins of Regioselectivity in the Fischer Indole Synthesis of a Selective Androgen Receptor Modulator.
2017 Jun 2
Patents
Name Type Language
OPK-88004
Code English
(S)-(7-CYANO-4-((PYRIDIN-2-YL)METHYL)-1,2,3,4-TETRAHYDROCYCLOPENTA(B)INDOL-2-YL)CARBAMIC ACID ISOPROPYL ESTER
Common Name English
CARBAMIC ACID, N-((2S)-7-CYANO-1,2,3,4-TETRAHYDRO-4-(2-PYRIDINYLMETHYL)CYCLOPENT(B)INDOL-2-YL)-, 1-METHYLETHYL ESTER
Common Name English
TT-701
Code English
LY-2452473
Code English
LY2452473
Code English
Code System Code Type Description
NCI_THESAURUS
C123792
Created by admin on Sat Dec 16 03:21:10 GMT 2023 , Edited by admin on Sat Dec 16 03:21:10 GMT 2023
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SMS_ID
100000175545
Created by admin on Sat Dec 16 03:21:10 GMT 2023 , Edited by admin on Sat Dec 16 03:21:10 GMT 2023
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PUBCHEM
24963749
Created by admin on Sat Dec 16 03:21:10 GMT 2023 , Edited by admin on Sat Dec 16 03:21:10 GMT 2023
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CAS
1029692-15-6
Created by admin on Sat Dec 16 03:21:10 GMT 2023 , Edited by admin on Sat Dec 16 03:21:10 GMT 2023
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ChEMBL
CHEMBL3542265
Created by admin on Sat Dec 16 03:21:10 GMT 2023 , Edited by admin on Sat Dec 16 03:21:10 GMT 2023
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FDA UNII
XKW9MYF94Y
Created by admin on Sat Dec 16 03:21:10 GMT 2023 , Edited by admin on Sat Dec 16 03:21:10 GMT 2023
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EPA CompTox
DTXSID50145591
Created by admin on Sat Dec 16 03:21:10 GMT 2023 , Edited by admin on Sat Dec 16 03:21:10 GMT 2023
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DRUG BANK
DB12573
Created by admin on Sat Dec 16 03:21:10 GMT 2023 , Edited by admin on Sat Dec 16 03:21:10 GMT 2023
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WIKIPEDIA
LY-2452473
Created by admin on Sat Dec 16 03:21:10 GMT 2023 , Edited by admin on Sat Dec 16 03:21:10 GMT 2023
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