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Details

Stereochemistry ACHIRAL
Molecular Formula C26H27ClO3
Molecular Weight 422.944
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of Fispemifene

SMILES

OCCOCCOC1=CC=C(C=C1)C(=C(\CCCl)C2=CC=CC=C2)\C3=CC=CC=C3

InChI

InChIKey=NKZTZAQIKKGTDB-QPLCGJKRSA-N
InChI=1S/C26H27ClO3/c27-16-15-25(21-7-3-1-4-8-21)26(22-9-5-2-6-10-22)23-11-13-24(14-12-23)30-20-19-29-18-17-28/h1-14,28H,15-20H2/b26-25-

HIDE SMILES / InChI

Molecular Formula C26H27ClO3
Molecular Weight 422.944
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Fispemifene acts via estrogen receptors and has tissue-selective estrogenic and/or antiestrogenic effects – it has antagonist activity in breast tissue and acts as an estrogen agonist in bone. Due to its low estrogenicity in male rats, it might also be applicable for men. Fispemifene exhibits both antiestrogenic and anti-inflammatory action in the prostate. It could be considered as a new therapeutic option in the treatment and prevention of prostatic inflammation. Fispemifene had been in phase II clinical trials for the oral treatment of hypogonadism.

Originator

Curator's Comment: Hormos Medical acquired by QuatRx Pharmaceutical

Approval Year

PubMed

PubMed

TitleDatePubMed
Selective estrogen receptor modulators prevent neointima formation after vascular injury.
2004 Nov 30
Fispemifene [Z-2-{2-[4-(4-chloro-1,2-diphenylbut-1-enyl)-phenoxy]ethoxy}-ethanol], a novel selective estrogen receptor modulator, attenuates glandular inflammation in an animal model of chronic nonbacterial prostatitis.
2008 Oct
Patents

Sample Use Guides

300 mg once daily for 4 weeks
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:38:54 UTC 2023
Edited
by admin
on Fri Dec 15 15:38:54 UTC 2023
Record UNII
3VZ2833V08
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Fispemifene
INN   USAN  
INN   USAN  
Official Name English
HM-101
Code English
fispemifene [INN]
Common Name English
2-[2-[4-[(1Z)-4-Chloro-1,2-diphenylbut-1-enyl]phenoxy]ethoxy]ethanol
Systematic Name English
Ethanol, 2-[2-[4-[(1Z)-4-chloro-1,2-diphenyl-1-buten-1-yl]phenoxy]ethoxy]-
Systematic Name English
FISPEMIFENE [USAN]
Common Name English
HM-101A
Code English
Classification Tree Code System Code
NCI_THESAURUS C481
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
Code System Code Type Description
PUBCHEM
9954033
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
PRIMARY
USAN
SS-35
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
PRIMARY
DRUG BANK
DB06640
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
PRIMARY
MESH
C532124
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
PRIMARY
EPA CompTox
DTXSID90870330
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
PRIMARY
FDA UNII
3VZ2833V08
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
PRIMARY
INN
8333
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
PRIMARY
NCI_THESAURUS
C65687
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
PRIMARY
ChEMBL
CHEMBL2107341
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
PRIMARY
CAS
341524-89-8
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
PRIMARY
SMS_ID
300000034152
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
PRIMARY
CAS
341525-51-7
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
NON-SPECIFIC STEREOCHEMISTRY
WIKIPEDIA
Fispemifene
Created by admin on Fri Dec 15 15:38:54 UTC 2023 , Edited by admin on Fri Dec 15 15:38:54 UTC 2023
PRIMARY
Related Record Type Details
TARGET->MODULATOR
Related Record Type Details
ACTIVE MOIETY