MITINDOMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C14H12N2O4
Molecular Weight	272.2561
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

O=C1NC(=O)[C@@H]2[C@@H]3[C@H]([C@H]12)[C@@H]4C=C[C@H]3[C@@H]5[C@H]4C(=O)NC5=O

InChI

InChIKey=DRCJGCOYHLTVNR-ZUIZSQJWSA-N

InChI=1S/C14H12N2O4/c17-11-7-3-1-2-4(8(7)12(18)15-11)6-5(3)9-10(6)14(20)16-13(9)19/h1-10H,(H,15,17,18)(H,16,19,20)/t3-,4+,5+,6-,7-,8+,9-,10+

HIDE SMILES / InChI

Molecular Formula	C14H12N2O4
Molecular Weight	272.2561
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9351975 | https://adisinsight.springer.com/drugs/800005072

Mitindomide was studied as an antineoplastic agent that inhibited the activity of the topoisomerase II. The drug underwent preclinical development; however, this study was discontinued.

Approval Year

PubMed

Title	Date	PubMed
Probing the role of linker substituents in bisdioxopiperazine analogs for activity against wild-type and mutant human topoisomerase II alpha.	2003-05	12695544
Mitindomide is a catalytic inhibitor of DNA topoisomerase II that acts at the bisdioxopiperazine binding site.	1997-11	9351975
Stability indicating assay for fetindomide (NSC 373965), a potential prodrug of mitindomide (NSC 284356), employing high-performance liquid chromatography.	1987	16867464

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:02:42 GMT 2025` Edited by `admin` on `Mon Mar 31 18:02:42 GMT 2025`
Record UNII	DK61ZER6T7
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

NSC-284356

Preferred Name

English

MITINDOMIDE

Official Name

English

mitindomide [INN]

Common Name

English

(1R*,2S*,3R*,4S*,5R*,6S*,7S*,8R*)-TRICYCLO(4.2.2.0(SUP 2,5))DEC-9-ENE-3,4,7,8-TETRACARBOXYLIC 3,4:7,8-DIIMIDE

Common Name

English

MITINDOMIDE [USAN]

Common Name

English

4,8-ETHENOPYRROLO(3',4':3,4)CYCLOBUT(1,2-F)ISOINDOLE-1,3,5,7(2H,6H)-TETRONE, 3A,3B,4,4A,7A,8,8A,8B-OCTAHYDRO-, (3A.ALPHA.,3B.BETA.,4.ALPHA.,4A.BETA.,7A.BETA.,8.ALPHA.,8A.BETA.,8B.ALPHA.)-

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1968