ZINDOXIFENE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H21NO4
Molecular Weight	351.3957
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCN1C2=C(C=C(OC(C)=O)C=C2)C(C)=C1C3=CC=C(OC(C)=O)C=C3

InChI

InChIKey=KSZGVNZSUJHOJA-UHFFFAOYSA-N

InChI=1S/C21H21NO4/c1-5-22-20-11-10-18(26-15(4)24)12-19(20)13(2)21(22)16-6-8-17(9-7-16)25-14(3)23/h6-12H,5H2,1-4H3

HIDE SMILES / InChI

Molecular Formula	C21H21NO4
Molecular Weight	351.3957
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2328214 | https://adisinsight.springer.com/drugs/800000885 | https://www.ncbi.nlm.nih.gov/pubmed/3924626 | https://www.ncbi.nlm.nih.gov/pubmed/3665986

Zindoxifene (D 16726 or 5-acetoxy-2-(4-acetoxyphenyl)-1-ethyl-3-methylindole), is an antiestrogenic phenylindole with a high affinity for the estrogen receptor. Zindoxifene exerts inhibiting activity against tumors of prostatic and mammary origins both in vitro and in vivo. It was in phase I/II study for the treatment of advanced breast cancer. Zindoxifene development has been discontinued.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Estrogen receptor 75 Target ID: CHEMBL2093866 Sources: https://adisinsight.springer.com/drugs/800000885 \| https://www.ncbi.nlm.nih.gov/pubmed/3665986	Antagonist 2778

PubMed

Title	Date	PubMed
The inhibitory effect of 5-acetoxy-2-(4-acetoxyphenyl)-1-ethyl-3-methylindole (D 16726) on estrogen-dependent mammary tumors.	1985 Apr	3924626

Sample Use Guides

In Vivo Use Guide

phase I/II study for the treatment of advanced breast cancer: oral zindoxifene doses ranged from 10 to 100 mg daily

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:12:33 GMT 2023` Edited by `admin` on `Sat Dec 16 17:12:33 GMT 2023`
Record UNII	1IRS95M8DN
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ZINDOXIFENE

Official Name

English

1H-INDOL-5-OL, 2-(4- (ACETYLOXY)PHENYL)-1-ETHYL-3-METHYL-, ACETATE (ESTER)

Common Name

English

4-(5-(ACETYLOXY)-1-ETHYL-3-METHYL-1H-INDOL-2-YL)PHENYL ACETATE

Systematic Name

English

zindoxifene [INN]

Common Name

English

NSC-341952

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C1821