U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C20H19N5O
Molecular Weight 345.3978
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACODAZOLE

SMILES

CN(C(C)=O)C1=CC=C(NC2=CC(C)=NC3=C2C4=C(C=C3)N=CN4)C=C1

InChI

InChIKey=XJXLRNPVSQADMZ-UHFFFAOYSA-N
InChI=1S/C20H19N5O/c1-12-10-18(19-16(23-12)8-9-17-20(19)22-11-21-17)24-14-4-6-15(7-5-14)25(3)13(2)26/h4-11H,1-3H3,(H,21,22)(H,23,24)

HIDE SMILES / InChI

Molecular Formula C20H19N5O
Molecular Weight 345.3978
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Acodazole is a synthetic imidazoquinoline with antimicrobial and antineoplastic activity. Acodazole intercalates into DNA, resulting in disruption of DNA replication. Use of this agent has been associated with significant cardiotoxicity, especially prolonged cardiac output interval (Q-Ti) on electrocardiogram and polymorphic ventricular tachycardia ("torsades des pointes").

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:17:40 GMT 2023
Edited
by admin
on Fri Dec 15 16:17:40 GMT 2023
Record UNII
8M28A9O41G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACODAZOLE
INN   WHO-DD  
INN  
Official Name English
acodazole [INN]
Common Name English
ACETAMIDE, N-METHYL-N-(4-((7-METHYL-1H-IMIDAZO(4,5-F)QUINOLIN-9-YL)AMINO)PHENYL)-
Systematic Name English
N-METHYL-4'-((7-METHYL-1H-IMIDAZO(4,5-F)QUINOLIN-9-YL)AMINO)ACETANILIDE
Systematic Name English
Acodazole [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C582
Created by admin on Fri Dec 15 16:17:40 GMT 2023 , Edited by admin on Fri Dec 15 16:17:40 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID20229559
Created by admin on Fri Dec 15 16:17:40 GMT 2023 , Edited by admin on Fri Dec 15 16:17:40 GMT 2023
PRIMARY
PUBCHEM
5351305
Created by admin on Fri Dec 15 16:17:40 GMT 2023 , Edited by admin on Fri Dec 15 16:17:40 GMT 2023
PRIMARY
FDA UNII
8M28A9O41G
Created by admin on Fri Dec 15 16:17:40 GMT 2023 , Edited by admin on Fri Dec 15 16:17:40 GMT 2023
PRIMARY
CAS
79152-85-5
Created by admin on Fri Dec 15 16:17:40 GMT 2023 , Edited by admin on Fri Dec 15 16:17:40 GMT 2023
PRIMARY
INN
5219
Created by admin on Fri Dec 15 16:17:40 GMT 2023 , Edited by admin on Fri Dec 15 16:17:40 GMT 2023
PRIMARY
ChEMBL
CHEMBL188427
Created by admin on Fri Dec 15 16:17:40 GMT 2023 , Edited by admin on Fri Dec 15 16:17:40 GMT 2023
PRIMARY
MESH
C050617
Created by admin on Fri Dec 15 16:17:40 GMT 2023 , Edited by admin on Fri Dec 15 16:17:40 GMT 2023
PRIMARY
EVMPD
SUB05245MIG
Created by admin on Fri Dec 15 16:17:40 GMT 2023 , Edited by admin on Fri Dec 15 16:17:40 GMT 2023
PRIMARY
SMS_ID
100000087652
Created by admin on Fri Dec 15 16:17:40 GMT 2023 , Edited by admin on Fri Dec 15 16:17:40 GMT 2023
PRIMARY
NCI_THESAURUS
C988
Created by admin on Fri Dec 15 16:17:40 GMT 2023 , Edited by admin on Fri Dec 15 16:17:40 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY