ACONIAZIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H13N3O4
Molecular Weight	299.2814
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)COC1=C(\C=N\NC(=O)C2=CC=NC=C2)C=CC=C1

InChI

InChIKey=MDFXJBQEWLCGHP-RQZCQDPDSA-N

InChI=1S/C15H13N3O4/c19-14(20)10-22-13-4-2-1-3-12(13)9-17-18-15(21)11-5-7-16-8-6-11/h1-9H,10H2,(H,18,21)(H,19,20)/b17-9+

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7452457 | https://www.who.int/tdr/publications/documents/anti-tb-drug.pdf | https://www.ncbi.nlm.nih.gov/pubmed/7937278

Aconiazide, the isonicotinylhydrazone of 2-formylphenoxyacetic acid, has been used in the treatment and prophylaxis of tuberculosis. Aconiazide is a pro-drug of isoniazid which was designed to be less toxic than the parent drug. Aconiazide is hydrolyzed in the body to isoniazid and 2-formylphenoxyacetic acid. 2-Formylphenoxyacetic acid has been shown to bind hydrazine and acetylhydrazine. This binding could explain the lower toxicity of aconiazide and also could provide a reason for postulating its lack of carcinogenicity.

Approval Year

PubMed

Title	Date	PubMed
Pharmacokinetic evaluation of aconiazide, a potentially less toxic isoniazid prodrug.	1994 Jul-Aug	7937278

Patents

Sample Use Guides

In Vivo Use Guide

Subjects received aconiazide tablets 650 mg (containing isoniazid 300 mg)

Route of Administration: Oral

Name

Type

Language

ACONIAZIDE

Official Name

English

aconiazide [INN]

Common Name

English

ISONICOTINIC ACID (2-(CARBOXYMETHOXY)BENZYLIDENE)HYDRAZIDE

Common Name

English

ISONICOPHEN

Common Name

English

ACONIAZIDE [MART.]

Common Name

English

ISONICOTINIC ACID (O-(CARBOXYMETHOXY)BENZYLIDENE)HYDRAZIDE

Common Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

28288