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Details

Stereochemistry ACHIRAL
Molecular Formula C8H11N3O2
Molecular Weight 181.1918
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARICOTAMIDE

SMILES

NC(=O)CN1C=CCC(=C1)C(N)=O

InChI

InChIKey=WEJRSYKFMCUCRQ-UHFFFAOYSA-N
InChI=1S/C8H11N3O2/c9-7(12)5-11-3-1-2-6(4-11)8(10)13/h1,3-4H,2,5H2,(H2,9,12)(H2,10,13)

HIDE SMILES / InChI

Molecular Formula C8H11N3O2
Molecular Weight 181.1918
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Caricotamide is a synthetic co-substrate that activates the human endogenous enzyme NRH:quinone oxidoreductase 2 (NQO2) with potential chemoadjuvant activity. When caricotamide is administered simultaneously with the prodrug tretazicar, NQO2 converts tretazicar to the bifunctional alkylating agent dinitrobenzamide, which is capable of forming a high degree of DNAinterstrand cross-links, resulting in the inhibition of DNA replication and the induction of apoptosis. NQO2 has been found to be over-expressed in cancers such as hepatocellular carcinoma (HCC), colorectal and ovarian cancers.

Approval Year

PubMed

PubMed

TitleDatePubMed
SALMON: solvent accessibility, ligand binding, and mapping of ligand orientation by NMR spectroscopy.
2008 Jan 10
Patents

Patents

Sample Use Guides

26.6 mg/m2 tretazicar co-administered with 200 mg/m2 caricotamide
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:42:18 GMT 2023
Edited
by admin
on Fri Dec 15 17:42:18 GMT 2023
Record UNII
MC09H30MFS
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CARICOTAMIDE
INN  
INN  
Official Name English
1-(2-AMINO-2-OXOETHYL)-1,4-DIHYDROPYRIDINE-3-CARBOXAMIDE
Systematic Name English
caricotamide [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2140
Created by admin on Fri Dec 15 17:42:18 GMT 2023 , Edited by admin on Fri Dec 15 17:42:18 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C79915
Created by admin on Fri Dec 15 17:42:18 GMT 2023 , Edited by admin on Fri Dec 15 17:42:18 GMT 2023
PRIMARY
ChEMBL
CHEMBL2000716
Created by admin on Fri Dec 15 17:42:18 GMT 2023 , Edited by admin on Fri Dec 15 17:42:18 GMT 2023
PRIMARY
CAS
64881-21-6
Created by admin on Fri Dec 15 17:42:18 GMT 2023 , Edited by admin on Fri Dec 15 17:42:18 GMT 2023
PRIMARY
INN
8608
Created by admin on Fri Dec 15 17:42:18 GMT 2023 , Edited by admin on Fri Dec 15 17:42:18 GMT 2023
PRIMARY
EPA CompTox
DTXSID80215170
Created by admin on Fri Dec 15 17:42:18 GMT 2023 , Edited by admin on Fri Dec 15 17:42:18 GMT 2023
PRIMARY
SMS_ID
100000175844
Created by admin on Fri Dec 15 17:42:18 GMT 2023 , Edited by admin on Fri Dec 15 17:42:18 GMT 2023
PRIMARY
PUBCHEM
403128
Created by admin on Fri Dec 15 17:42:18 GMT 2023 , Edited by admin on Fri Dec 15 17:42:18 GMT 2023
PRIMARY
FDA UNII
MC09H30MFS
Created by admin on Fri Dec 15 17:42:18 GMT 2023 , Edited by admin on Fri Dec 15 17:42:18 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> ACTIVATOR
Related Record Type Details
ACTIVE MOIETY