Cgp-74588

HCID 9869737CAS 404844-02-6

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Grundinformationen

Standard-SMILES: Cc1ccc(NC(=O)c2ccc(CN3CCNCC3)cc2)cc1Nc1nccc(-c2cccnc2)n1
InChIKey: BQQYXPHRXIZMDM-UHFFFAOYSA-N
Summenformel: C28H29N7O
Durchschnittliche Molmasse: 479,6 g/mol
Monoisotopische Masse: 479,24335855

Überblick

N-Demethylated piperazine is a member of benzamides.

Namen und Bezeichner

Bevorzugter Name: Cgp-74588
IUPAC: N-[4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl]-4-(piperazin-1-ylmethyl)benzamide
Englischer Name: N-Desmethyl Imatinib
Summenformel: C28H29N7O
Molmasse: 479.58

Namen und Synonyme

N-Desmethyl Imatinib404844-02-6N-DesmethylimatinibNorimatinibCGP-74588N Desmethyl imatinib6GOH0N63QDCGP 74588STI-50900STI-509-00CGP74588DTXSID80193500

Weitere Namen anzeigen

N-DesmethyLImatinib Impurity FSTI 509-00no mesylateImatinib Imp.FN-methylimatinibDesMethyl IMatinib

Benzamide, N-(4-methyl-3-((4-(3-pyridinyl)-2-pyrimidinyl)amino)phenyl)-4-(1-piperazinylmethyl)-RefChem:575417DTXCID50115991Imatinib EP Impurity CUNII-6GOH0N63QDN-[4-methyl-3-[(4-pyridin-3-ylpyrimidin-2-yl)amino]phenyl]-4-(piperazin-1-ylmethyl)benzamideMFCD07369291n-desmethyl imatinib;n-{4-methyl-3-((4-pyridin-3-ylpyrimidin-2-yl)amino)phenyl}-4-(piperazin-1-ylmethyl)benzamide

Datenbank-Bezeichner

CAS: 404844-02-6
PubChem CID: 9869737
DTXSID: DTXSID80193500
ChEMBL: CHEMBL2386594、CHEMBL3040018
ChEBI: CHEBI:169508
UNII: 6GOH0N63QD
EC Number: 112-387-4
Nikkaji: J1.690.778B

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 3
Polarare Oberfläche (TPSA): 95,1 Å²
H-Brücken-Donoren: 3
H-Brücken-Akzeptoren: 7
Frei drehbare Bindungen: 7
Schwere Atome: 36
Formalladung: 0
Komplexität: 679

Physikochemische Eigenschaften

Schmelzpunkt: 99 · 99-101°C
Dichte: 1.268 · 1.268±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C Freezer
Löslichkeit: 16 mg/ml; · DMF: 16 mg/ml; DMF:PBS (pH 7.2) (1:4): 0.20 mg/ml; DMSO: 14 mg/ml; Ethanol: 0.20 mg/ml
Aggregatzustand: A lyophilized solid
pka: 13.28 · 13.28±0.70(Predicted)
Farbe: Light yellow to yellow
Biologische Quelle: synthetic
InChIKey: BQQYXPHRXIZMDM-UHFFFAOYSA-N
SMILES: C(NC1=CC=C(C)C(NC2=NC=CC(C3=CC=CN=C3)=N2)=C1)(=O)C1=CC=C(CN2CCNCC2)C=C1

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

Danger

H341 (100%): Suspected of causing genetic defects [Warning Germ cell mutagenicity]

P203, P260, P263, P264, P270, P280, P318, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Gefahrenhinweise

Hazard Classes and CategoriesMuta. 2 (100%)

Sicherheitsdaten

wgk: WGK 3
hs_code: 29339900
safety_code: 24/25
Speicherklasse: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
Hazard Classifications: Carc. 2Lact.Muta. 2Repr. 1B

Chemie und Industrie

Pharmakologische Informationen

Metabolism/MetabolitesN-desmethylimatinib is a known human metabolite of imatinib.

Tissue LocationsKidney

Cellular LocationsExtracellular

Anwendungen · 2 Einträge

BeschreibungN-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.

VerwendenN-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.