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Details

Stereochemistry ACHIRAL
Molecular Formula C28H29N7O
Molecular Weight 479.5762
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CGP-74588

SMILES

CC1=CC=C(NC(=O)C2=CC=C(CN3CCNCC3)C=C2)C=C1NC4=NC=CC(=N4)C5=CC=CN=C5

InChI

InChIKey=BQQYXPHRXIZMDM-UHFFFAOYSA-N
InChI=1S/C28H29N7O/c1-20-4-9-24(17-26(20)34-28-31-12-10-25(33-28)23-3-2-11-30-18-23)32-27(36)22-7-5-21(6-8-22)19-35-15-13-29-14-16-35/h2-12,17-18,29H,13-16,19H2,1H3,(H,32,36)(H,31,33,34)

HIDE SMILES / InChI

Molecular Formula C28H29N7O
Molecular Weight 479.5762
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

CGP-74588 (Norimatinib, N-Desmethyl Imatinib) is a metabolite of Imatinib, a tyrosine kinase inhibitor, displaying specificity for BCR-ABL. CGP-74588 is pharmacologically active, and shows a similar potency and selectivity profile as the parent drug

CNS Activity

Originator

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
2229.0 nM [IC50]
4600.0 nM [IC50]
PubMed

PubMed

TitleDatePubMed
The CNS is a sanctuary for leukemic cells in mice receiving imatinib mesylate for Bcr/Abl-induced leukemia.
2003 Jun 15
Patents

Sample Use Guides

In Vitro Use Guide
The effects of CGP74588 on BCR-ABL1 autophosphorylation and on BCR-ABL1-dependent cell viability were determined in murine haematopoietic Ba/F3 cells transfected to express human BCR-ABL1, using a capture enzyme-linked immunosorbant (ELISA) and a luminescence ATP-detection assay. CGP74588 shows potent inhibition of BCR-ABL in nanomolar range.
Substance Class Chemical
Created
by admin
on Tue Oct 22 13:28:25 UTC 2019
Edited
by admin
on Tue Oct 22 13:28:25 UTC 2019
Record UNII
6GOH0N63QD
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CGP-74588
Common Name English
N-DESMETHYL IMATINIB
Common Name English
STI-509-00
Code English
N DESMETHYL IMATINIB
Common Name English
BENZAMIDE, N-(4-METHYL-3-((4-(3-PYRIDINYL)-2-PYRIMIDINYL)AMINO)PHENYL)-4-(1-PIPERAZINYLMETHYL)-
Systematic Name English
NORIMATINIB
Common Name English
CGP 74588
Code English
STI-50900
Code English
N-DESMETHYLIMATINIB
Common Name English
Code System Code Type Description
EPA CompTox
404844-02-6
Created by admin on Tue Oct 22 13:28:25 UTC 2019 , Edited by admin on Tue Oct 22 13:28:25 UTC 2019
PRIMARY
CAS
404844-03-7
Created by admin on Tue Oct 22 13:28:25 UTC 2019 , Edited by admin on Tue Oct 22 13:28:25 UTC 2019
ALTERNATIVE
PUBCHEM
9869737
Created by admin on Tue Oct 22 13:28:25 UTC 2019 , Edited by admin on Tue Oct 22 13:28:25 UTC 2019
PRIMARY
CAS
404844-02-6
Created by admin on Tue Oct 22 13:28:25 UTC 2019 , Edited by admin on Tue Oct 22 13:28:25 UTC 2019
PRIMARY
Related Record Type Details
BINDER->LIGAND
Related Record Type Details
PARENT -> METABOLITE ACTIVE
AUTOINHIBITION