EDOTECARIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C29H28N4O11
Molecular Weight	608.5528
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCC(CO)NN1C(=O)C2=C(C1=O)C3=C(N([C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C5=C3C=CC(O)=C5)C6=C2C7=C(N6)C=C(O)C=C7

InChI

InChIKey=QMVPQBFHUJZJCS-NTKFZFFISA-N

InChI=1S/C29H28N4O11/c34-7-10(8-35)31-33-27(42)20-18-13-3-1-11(37)5-15(13)30-22(18)23-19(21(20)28(33)43)14-4-2-12(38)6-16(14)32(23)29-26(41)25(40)24(39)17(9-36)44-29/h1-6,10,17,24-26,29-31,34-41H,7-9H2/t17-,24-,25+,26-,29-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C29H28N4O11
Molecular Weight	608.5528
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://adisinsight.springer.com/drugs/800008409 | https://www.ncbi.nlm.nih.gov/pubmed/10485471 | https://www.ncbi.nlm.nih.gov/pubmed/15057663 | https://www.ncbi.nlm.nih.gov/pubmed/15929804

Edotecarin (J-107088 or [6-N-(1-hydroxymethyl-2-hydroxy)ethylamino-12,13-dihydro-2,10-dihydroxy- 13-(beta-D-glucopyranosyl)-5H-indolo[2,3-a]-pyrrolo[3,4-c]-carb azo le-5,7(6H)-dione]) is a DNA topoisomerase I inhibitor. The antitumor activity of edotecarin has been tested in vitro and in vivo, and inhibition of tumor growth has been observed in breast, cervix, pharynx, lung, prostate, colon, gastric, and hepatic cancer models. Banyu Pharmaceutical Co Ltd and Pfizer Inc were developing edotecarin for the potential treatment of solid tumors. Edotecarin development has been discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Mode of action of a new indolocarbazole anticancer agent, J-107088, targeting topoisomerase I.	1999 Sep 1	10485471

Sample Use Guides

In Vivo Use Guide

The recommended Phase II dose of edotecarin is 13 mg/m(2) once every 21 days.

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Sat Dec 16 15:57:28 UTC 2023` Edited by `admin` on `Sat Dec 16 15:57:28 UTC 2023`
Record UNII	1V8X590XDP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EDOTECARIN

Official Name

English

Edotecarin [WHO-DD]

Common Name

English

edotecarin [INN]

Common Name

English

PF-804950

Code

English

J-107088

Code

English

EDOTECARIN [USAN]

Common Name

English

EDOTECARIN [MI]

Common Name

English

12-.BETA.-D-GLUCOPYRANOSYL-2,10-DIHYDROXY-6-((1-HYDROXY-1-(HYDROXYMETHYL)ETHYL)AMINO)-12,13-DIHYDRO-6H-INDOLO(2,3-A)PYRROLO(3,4-C)CARBAZOLE-5,7-DIONE

Systematic Name

English

5H-INDOLO(2,3-A)PYRROLO(3,4-C)CARBAZOLE-5,7(6H)-DIONE, 12-.BETA.-D-GLUCOPYRANOSYL-12,13-DIHYDRO-2,10-DIHYDROXY-6-((2-HYDROXY-1-(HYDROXYMETHYL)ETHYL)AMINO)-

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1904