MITOFLAXONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H12O4
Molecular Weight	280.2748
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CC1=CC=CC2=C1OC(=CC2=O)C3=CC=CC=C3

InChI

InChIKey=TZZNWMJZDWYJAZ-UHFFFAOYSA-N

InChI=1S/C17H12O4/c18-14-10-15(11-5-2-1-3-6-11)21-17-12(9-16(19)20)7-4-8-13(14)17/h1-8,10H,9H2,(H,19,20)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2370185 | https://www.ncbi.nlm.nih.gov/pubmed/3545524 | https://adisinsight.springer.com/drugs/800000745 | https://www.ncbi.nlm.nih.gov/pubmed/2803908

Mitoflaxone, also known as flavone acetic acid is a synthetic flavonoid that has been studied as an antitumor agent. Mitoflaxone was involved in phase II clinical trials in Europe for patients with advanced colorectal carcinoma and for patients with advanced malignant melanoma. Despite the promising preclinical activity, this drug didn’t demonstrate any clinical activity. Further studies of the drug were suspended.

Originator

Approval Year

PubMed

Title	Date	PubMed
Immune-modulating and anti-vascular activities of two xanthenone acetic acid analogues: A comparative study to DMXAA.	2009-01	19082498
Zolpidem, a clinical hypnotic that affects electronic transfer, alters synaptic activity through potential GABA receptors in the nervous system without significant free radical generation.	2008-12-19	20046645
Randomised phase II study of ASA404 combined with carboplatin and paclitaxel in previously untreated advanced non-small cell lung cancer.	2008-12-16	19078952
Identification of new flavone-8-acetic acid metabolites using mouse microsomes and comparison with human microsomes.	2007-11	17664249
Vascular disrupting agents in clinical development.	2007-04-23	17375046
Characterization of monohydroxylated derivatives of the anticancer agent flavone-8-acetic acid by liquid chromatography with on-line UV and mass spectrometry.	2007	17891752
Fundamental, electron transfer mechanism by pyrylium-type ions for the anticancer drugs 5,6-dimethylxanthenone-4-acetic acid (DMXAA) and flavone-8-acetic acid (FAA).	2005-09	16178775
Mono- or di-fluorinated analogues of flavone-8-acetic acid: synthesis and in vitro biological activity.	2005-05-05	15868960
Synthesis and biological evaluation of novel flavone-8-acetic acid derivatives as reversible inhibitors of aminopeptidase N/CD13.	2003-08-28	12930151
Synthesis and biological evaluation of 3-alkoxy analogues of flavone-8-acetic acid.	2003-08-14	12904070
Clinical aspects of a phase I trial of 5,6-dimethylxanthenone-4-acetic acid (DMXAA), a novel antivascular agent.	2003-06-16	12799625
5,6-dimethylxanthenone-4-acetic acid (DMXAA), a novel antivascular agent: phase I clinical and pharmacokinetic study.	2003-04-22	12698178
The antitumour activity of 5,6-dimethylxanthenone-4-acetic acid (DMXAA) in TNF receptor-1 knockout mice.	2002-08-12	12177785
5,6-dimethylxanthenone-4-acetic acid (DMXAA): a new biological response modifier for cancer therapy.	2002-08	12201491
Induction of endothelial cell apoptosis by the antivascular agent 5,6-Dimethylxanthenone-4-acetic acid.	2002-06-17	12085190
Expression and prognostic significance of IAP-family genes in human cancers and myeloid leukemias.	2000-05	10815900

Sample Use Guides

In Vivo Use Guide

Sixteen patients (9 men, 7 women) were given FAA (MITOFLAXONE ) as 6-h i.v. infusions 2 or 3 times a week (10 and 6 patients, respectively), at doses ranging from 2.5 to 8.1 g/m2

Route of Administration: Intravenous

Name

Type

Language

MITOFLAXONE

Official Name

English

NSC-347512

Preferred Name

English

Mitoflaxone [WHO-DD]

Common Name

English

FLAVONE-8-ACETIC ACID

Systematic Name

English

4-OXO-2-PHENYL-4H-1-BENZOPYRAN-8-ACETIC ACID

Systematic Name

English

mitoflaxone [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C306