N-piperidine Ibrutinib (hydrochloride)

N-piperidine Ibrutinib hydrochloride (Compound 1) is a reversible Ibrutinib derivative. N-piperidine Ibrutinib hydrochloride is a potent BTK inhibitor with IC50s of 51.0 and 30.7 nM for WT BTK and C481S BTK, respectively[1]. N-piperidine Ibrutinib hydrochloride can be used as a BTK ligand in the synthesis of a series of PROTACs, such as SJF620 (HY-133137) . SJF620 is a potent PROTAC BTK degrader with a DC50 of 7.9 nM[2].

Product Specifications

CAS Number

[2231747-18-3]

UNSPSC

12352005

Hazard Statement

H302, H315, H319

Target

Btk; Ligands for Target Protein for PROTAC

Type

Reference compound

Related Pathways

PROTAC; Protein Tyrosine Kinase/RTK

Applications

Cancer-Kinase/protease

Field of Research

Cancer

Assay Protocol

https://www.medchemexpress.com/n-piperidine-ibrutinib-hydrochloride.html

Purity

98.06

Solubility

DMSO : 100 mg/mL (ultrasonic) |H2O : 50 mg/mL (ultrasonic; warming; heat to 60°C)

Smiles

NC1=C2C(N(C3CCNCC3)N=C2C4=CC=C(OC5=CC=CC=C5)C=C4)=NC=N1.[H]Cl

Molecular Formula

C22H23ClN6O

Molecular Weight

422.91

Precautions

H302, H315, H319

References & Citations

[1]Jaime-Figueroa S, et al. Design, synthesis and biological evaluation of Proteolysis Targeting Chimeras (PROTACs) as a BTK degraders with improved pharmacokinetic properties. Bioorg Med Chem Lett. 2020 Feb 1;30 (3) :126877.|[2]Buhimschi AD, et al. Targeting the C481S Ibrutinib-Resistance Mutation in Bruton's Tyrosine Kinase Using PROTAC-Mediated Degradation. Biochemistry. 2018 Jul 3;57 (26) :3564-3575.