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(R)-Crizotinib-[d5] (piperidine-[3,3,4,5,5-d5])

General Information
Catalog: BLP-013941
CAS: 1395950-84-1
Molecular Formula: C21H17D5Cl2FN5O
Molecular Weight: 455.37
Chemical Structure
(R)-Crizotinib-[d5] (piperidine-[3,3,4,5,5-d5])
Description One of the isotopic labelled form of (R)-Crizotinib, which is probably be a potent ALK inhibitor as well as c-MET inhibitor.
Synonyms (R)-3-[1-(2,6-Dichloro-3-fluorophenyl)ethoxy]-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)pyridin-2-ylamine
IUPAC Name 3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-[1-(3,3,4,5,5-pentadeuteriopiperidin-4-yl)pyrazol-4-yl]pyridin-2-amine
Related CAS 877399-52-5 (unlabelled)
Canonical SMILES CC(C1=C(C=CC(=C1Cl)F)Cl)OC2=C(N=CC(=C2)C3=CN(N=C3)C4CCNCC4)N
InChI InChI=1S/C21H22Cl2FN5O/c1-12(19-16(22)2-3-17(24)20(19)23)30-18-8-13(9-27-21(18)25)14-10-28-29(11-14)15-4-6-26-7-5-15/h2-3,8-12,15,26H,4-7H2,1H3,(H2,25,27)/t12-/m1/s1/i4D2,5D2,15D
InChI Key KTEIFNKAUNYNJU-LJIFSARKSA-N
Melting Point 197-199°C
Purity 95% by HPLC; 98% atom D
Solubility Soluble in Chloroform (Slightly), Methanol (Slightly)
Appearance Brown to Very Dark Brown Solid

(R)-Crizotinib-[d5] (piperidine-[3,3,4,5,5-d5]), a deuterated iteration of the cancer-fighting medication Crizotinib, is employed in research settings to unravel its pharmacokinetics and pharmacodynamics. Here are the pivotal applications:

Pharmacokinetic Studies: Delving into the absorption, distribution, metabolism, and excretion (ADME) of Crizotinib in preclinical models, (R)-Crizotinib-[d5] aids in pinpointing the drug’s dynamics. Through mass spectrometry, the deuterated version distinguishes the labeled drug from endogenous substances, furnishing precise insights on drug half-life, bioavailability, and metabolic pathways.

Drug Interaction Research: By leveraging this deuterated compound, researchers uncover potential interactions between Crizotinib and concomitant medications. Monitoring how Crizotinib-[d5] impacts the pharmacokinetics of other drugs or vice versa aids in anticipating adverse interactions and optimizing dosage adjustments. Such investigations are pivotal in ensuring the safety and efficacy of drug combinations in patient care.

Metabolic Stability: Employing (R)-Crizotinib-[d5] in metabolic investigations, scientists scrutinize the stability and breakdown of Crizotinib under diverse physiological conditions. The stable isotope allows accurate tracking of the parent drug and its metabolites without interference from endogenous compounds. These insights play a critical role in refining drug formulations and enhancing therapeutic outcomes.

Bioanalytical Method Development: Integral to drug testing analytics, (R)-Crizotinib-[d5] acts as an internal standard in developing precise analytical methodologies. In liquid chromatography-mass spectrometry (LC-MS) assays, its application ensures accuracy and reproducibility in quantifying Crizotinib levels in biological samples. This meticulous approach is indispensable for dependable pharmacokinetic profiling and therapeutic drug monitoring.

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