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N-Desmethyl Imatinib

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N-Desmethyl Imatinib Basic information

Product Name:
N-Desmethyl Imatinib
Synonyms:
  • CGP-74588
  • N-[4-Methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-4-(1-piperazinylmethyl)-benzamide
  • Norimatinib
  • STI 509-00
  • Imatinib impurity 6/Imatinib EP Impurity C/N-Desmethyl Imatinib/N-(4-methyl-3-((4-(pyridin-3-yl)pyrimidin-2-yl)amino)phenyl)-4-(piperazin-1-ylmethyl)benzamide
  • Benzamide,N-[4-methyl-3-[[4-(3-pyridinyl)-2-pyrimidinyl]amino]phenyl]-4-(1-piperazinylmethyl)-
  • IMATINIB METABOLITE N-DESMETHYL IMATINIB (N-DESMETHYL IMATINIB)
  • N-{4-Methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl}-4-(piperazin-1-ylmethyl)benzamide
CAS:
404844-02-6
MF:
C28H29N7O
MW:
479.58
EINECS:
1592732-453-0
Product Categories:
  • Metabolite Reference Standard
  • Isotopically Labeled Pharmaceutical Reference Standard
  • Intermediates & Fine Chemicals
  • Metabolites
  • Pharmaceuticals
  • Tyrosine Kinase Inhibitors
  • Various Metabolites and Impurities
Mol File:
404844-02-6.mol
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N-Desmethyl Imatinib Chemical Properties

Melting point:
99-101°C
Density 
1.268±0.06 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
DMF: 16 mg/ml; DMF:PBS (pH 7.2) (1:4): 0.20 mg/ml; DMSO: 14 mg/ml; Ethanol: 0.20 mg/ml
form 
A lyophilized solid
pka
13.28±0.70(Predicted)
color 
Light yellow to yellow
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Safety Information

Safety Statements 
24/25
HS Code 
29339900
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N-Desmethyl Imatinib Usage And Synthesis

Description

N-desmethyl Imatinib is a major active metabolite of imatinib , an anticancer agent that selectively targets tyrosine kinases, including Bcr-ABL, platelet-derived growth factor receptor (PDGFR), and KIT. N-desmethyl Imatinib is formed when imatinib undergoes demethylation by the cytochrome P450 (CYP) isomer CYP3A4. N-desmethyl Imatinib has the same in vitro potency at Bcr-ABL kinase as imatinib (IC50 = 38 nM for both) but is only present in plasma at 10-15% of the levels of imatinib, indicating the majority of the anticancer activity can be attributed to the parent compound.

Chemical Properties

Off-White to Pale-Yellow Solid

Uses

aminoglycoside antibiotic similar to gentamycin, toxic to bacterial, yeast, higher plant and mammalian cells and to protozoans and helminthes

Uses

anti-epileptic

Uses

N-Desmethyl Imatinib (Imatinib EP Impurity C) is a metabolite of Gleevec, a tyrosine kinase inhibitor which is highly specific for BCR-ABL, the enzyme associated with chronic myelogenous leukemia (CML) and certain forms of acute lymphoblastic leukemia (ALL). It is a COVID19-related research product.

Definition

ChEBI: N-Demethylated piperazine is a member of benzamides.

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