ASULACRINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C24H24N4O4S
Molecular Weight	464.537
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNC(=O)C1=CC=CC2=C1N=C3C(C)=CC=CC3=C2NC4=C(OC)C=C(NS(C)(=O)=O)C=C4

InChI

InChIKey=TWHSQQYCDVSBRK-UHFFFAOYSA-N

InChI=1S/C24H24N4O4S/c1-14-7-5-8-16-21(14)27-23-17(9-6-10-18(23)24(29)25-2)22(16)26-19-12-11-15(13-20(19)32-3)28-33(4,30)31/h5-13,28H,1-4H3,(H,25,29)(H,26,27)

HIDE SMILES / InChI

Molecular Formula	C24H24N4O4S
Molecular Weight	464.537
Charge	0
Count

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

Description
Sources: https://adisinsight.springer.com/drugs/800000766 | https://www.ncbi.nlm.nih.gov/pubmed/27321375

Asulacrine, also known as CI-921, an inhibitor of topoisomerase II, participated in clinical trials phase II for the treatment of cancer. In spite of the positive and promising results, this drug showed the toxicity, phlebitis that blocks its implementation in the future.

Originator

Approval Year

PubMed

Title	Date	PubMed
Phase II study of the amsacrine analogue CI-921 (NSC 343499) in non-small cell lung cancer.	1991	1664218
Formulation and pharmacokinetic evaluation of an asulacrine nanocrystalline suspension for intravenous delivery.	2009 Feb 9	18848873
Quantitative determination of intracellular Asulacrine in MCF-7 breast cancer cells by liquid chromatography-mass spectrometry and its application to cellular pharmacokinetic studies of P188 modified liposomes.	2016 Dec	27187844

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:15:30 GMT 2023` Edited by `admin` on `Fri Dec 15 16:15:30 GMT 2023`
Record UNII	S8P50T62B6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ASULACRINE

Common Name

English

AMSALOG

Brand Name

English

SN-21407

Code

English

4-ACRIDINECARBOXAMIDE, 9-((2-METHOXY-4-((METHYLSULFONYL)AMINO)PHENYL)AMINO)-N,5-DIMETHYL-

Systematic Name

English

CI-921

Code

English

9-(2-METHOXY-4-(METHYLSULFONYLAMINO)ANILINO)-N,5-DIMETHYLACRIDINE-4-CARBOXAMIDE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1968