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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 of ACONIAZIDE

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

Molecular Formula C15H13N3O4
Molecular Weight 299.2814
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

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

PubMed

TitleDatePubMed
Pharmacokinetic evaluation of aconiazide, a potentially less toxic isoniazid prodrug.
1994 Jul-Aug
Patents

Sample Use Guides

Subjects received aconiazide tablets 650 mg (containing isoniazid 300 mg)
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:31:23 GMT 2023
Edited
by admin
on Fri Dec 15 15:31:23 GMT 2023
Record UNII
8OKQ9NS8MO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACONIAZIDE
INN   MART.  
INN  
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
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
NCI_THESAURUS C280
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
Code System Code Type Description
WIKIPEDIA
Aconiazide
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
PRIMARY
EPA CompTox
DTXSID8046292
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
PRIMARY
NCI_THESAURUS
C76467
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
PRIMARY
CAS
13410-86-1
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
PRIMARY
MESH
C028354
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
PRIMARY
PUBCHEM
6433573
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
PRIMARY
EVMPD
SUB05246MIG
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
PRIMARY
FDA UNII
8OKQ9NS8MO
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
PRIMARY
SMS_ID
100000087670
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
PRIMARY
ChEMBL
CHEMBL1590674
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
PRIMARY
INN
1316
Created by admin on Fri Dec 15 15:31:23 GMT 2023 , Edited by admin on Fri Dec 15 15:31:23 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY