LEDOXANTRONE TRIHYDROCHLORIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C21H27N5OS.3ClH
Molecular Weight	506.92
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of LEDOXANTRONE TRIHYDROCHLORIDE

Structure Search

SMILES

Cl.Cl.Cl.CCN(CC)CCN1N=C2C3=C1C=CC(NCCN)=C3SC4=C2C=CC(O)=C4

InChI

InChIKey=RNZAEKUSZHXFMR-UHFFFAOYSA-N

InChI=1S/C21H27N5OS.3ClH/c1-3-25(4-2)11-12-26-17-8-7-16(23-10-9-22)21-19(17)20(24-26)15-6-5-14(27)13-18(15)28-21;;;/h5-8,13,23,27H,3-4,9-12,22H2,1-2H3;3*1H

HIDE SMILES / InChI

Molecular Formula	C21H27N5OS
Molecular Weight	397.537
Charge	0
Count

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

Molecular Formula	ClH
Molecular Weight	36.461
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/2447481 | https://www.ncbi.nlm.nih.gov/pubmed/9788570

LEDOXANTRONE, a benzothiopyranoindazole, is an intercalating agent. Its mechanism of action is probably due to DNA helicase blockade. It was under development for the treatment of prostate and ovarian cancers.

Originator

Approval Year

PubMed

Title	Date	PubMed
Phase II study of CI-958 in patients with hormone refractory prostate carcinoma.	2004-04	14739667
A phase II trial of CI-958 in recurrent platinum-sensitive ovarian carcinoma: a Gynecologic Oncology Group study.	2001-06	11371134
Antihelicase action of CI-958, a new drug for prostate cancer.	1998	9788570
Biochemical pharmacology and DNA-drug interactions by Cl-958, a new antitumor intercalator derived from a series of substituted 2H-[1]benzothiopyrano[4,3,2-cd]indazoles.	1988-01	2447481

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:59:17 GMT 2025` Edited by `admin` on `Mon Mar 31 17:59:17 GMT 2025`
Record UNII	X9GSL37ED0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LEDOXANTRONE TRIHYDROCHLORIDE

Official Name

English

LEDOXANTRONE TRIHYDROCHLORIDE [USAN]

Preferred Name

English

Ledoxantrone trihydrochloride [WHO-DD]

Common Name

English

SEDOXANTRONE TRIHYDROCHLORIDE

Common Name

English

5-((2-AMINOETHYL)AMINO)-2-(2-(DIETHYLAMINO)ETHYL)-2H-(1)BENZOTHIOPYRANO(4,3,2-CD)INDAZOL-8-OL TRIHYDROCHLORIDE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2107