NORTOPIXANTRONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H24N6O2
Molecular Weight	380.4436
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CNCCNC1=CC=C2N(CCNCCO)N=C3C2=C1C(=O)C4=CC=NC=C34

InChI

InChIKey=PMGQHDIXCJMHRO-UHFFFAOYSA-N

InChI=1S/C20H24N6O2/c1-21-6-7-24-15-2-3-16-18-17(15)20(28)13-4-5-23-12-14(13)19(18)25-26(16)10-8-22-9-11-27/h2-5,12,21-22,24,27H,6-11H2,1H3

HIDE SMILES / InChI

Molecular Formula	C20H24N6O2
Molecular Weight	380.4436
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/800007244 | https://www.ncbi.nlm.nih.gov/pubmed/16012796 | https://www.ncbi.nlm.nih.gov/pubmed/11574780

Nortopixantrone (BBR-3438), a member of the 9-aza-anthrapyrazole family, is a DNA topoisomerase inhibitor potentially designed for the treatment of gastric cancer, ovarian cancer. BR 3438 exhibited a unique profile of preclinical activity with a superior efficacy against prostatic carcinoma models compared to reference compounds (doxorubicin and losoxantrone). Nortopixantrone had been in phase II clinical trials with Novuspharma for the treatment of gastric cancer, ovarian cancer and prostate cancer. But this research was discontinued in 2002.

Originator

Approval Year

PubMed

Title	Date	PubMed
Gateways to clinical trials.	2006-03-17	16541195
BBR 3438, a novel 9-aza-anthrapyrazole, in patients with advanced gastric cancer: a phase II study group trial of the Central European Society of Anticancer-Drug Research (CESAR).	2005-08	16012796
A novel 9-aza-anthrapyrazole effective against human prostatic carcinoma xenografts.	2001	11574780

Patents

Sample Use Guides

In Vivo Use Guide

The feasibility and tolerability of Nortopixantrone (BBR-3438) applied 4-weekly at a dose of 50 mg/m(2) was confirmed and neither relevant LVEF decreases nor hints of cardiac toxicity were observed.

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:30:03 GMT 2025` Edited by `admin` on `Mon Mar 31 18:30:03 GMT 2025`
Record UNII	PH2639TAB4
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BBR-3438

Preferred Name

English

NORTOPIXANTRONE

Official Name

English

BBR3438

Code

English

nortopixantrone [INN]

Common Name

English

2-(2-((2-HYDROXYETHYL)AMINO)ETHYL)-5-((2-(METHYLAMINO)ETHYL)AMINO)INDAZOLO(4,3-GH)ISOQUINOLIN-6(2H)-ONE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2107