1-(methylsulfonyl)spiro[indoline-3,4'-piperidine]

Short Description:

1-(Methylsulfonyl)spiro[indoline-3,4'-piperidine] (CAS: 178261-41-1) is a spirocyclic compound with a molecular formula of C₁₃H₁₉ClN₂O₂S and a molecular weight of 302.83. This high-purity (>95%) small molecule is recognized for its privileged scaffold in kinase inhibitor design, particularly targeting c-Met (hepatocyte growth factor receptor) and ALK (anaplastic lymphoma kinase), two critical oncogenic drivers in cancers .

FOB Price: US 5 - 2000 / KG

Min.Order Quantity: 1 KG

Supply Ability: 10000 KG/per Month

Port: Shanghai /Beijing

Payment Terms: L/C,D/A,D/P,T/T,O/A

Shipping Terms: By sea/By Air/By Courier

Send email to us Download as PDF

Product Detail

Product Tags

Product Name:1-(methylsulfonyl)spiro[indoline-3,OtherName:1,2-dihydro-1-(methylsulfonyl)-Spiro[3H-indole-3,CAS NO.:178261-41-1

Assay: 98.0%

Colour: off-white powder

Packing:25kg/DRUMS

1-(Methylsulfonyl)spiro[indoline-3,4'-piperidine]: A Potent c-Met/ALK Dual Inhibitor for Oncology Research

Product Overview

Pharmacological Activity & Applications

1. Dual c-Met/ALK Inhibition

The compound’s spiro[indoline-3,4′-piperidine] core enables potent and selective inhibition of c-Met and ALK kinases. Preclinical studies demonstrate:

Single-digit nM biochemical potency against c-Met and ALK .
In vivo efficacy in suppressing tumor growth (>50% inhibition) in gastric carcinoma xenograft models .
Oral bioavailability and favorable pharmacokinetics, making it suitable for therapeutic development .

2. Mechanism of Action (MoA)

The methylsulfonyl group enhances solubility and binding affinity, while the spiro structure allows solvent-exposed interactions with kinase domains, minimizing off-target effects . This selectivity is validated by 97-kinase panel screening, where the compound showed minimal cross-reactivity .

3. Therapeutic Potential

Targets cancers with dysregulated c-Met/ALK signaling, including non-small cell lung cancer (NSCLC), gastric carcinoma, and glioblastoma .
Acts as a chemically versatile intermediate for optimizing analogs with improved pharmacokinetic profiles .Synthesis & Quality Assurance

1. Efficient Synthetic Routes

Four-component reactions involving isatin, methyl propiolate, and arylamines yield functionalized spiro[indoline-3,4'-piperidine] derivatives with high regioselectivity .
Suzuki coupling and Mitsunobu reactions enable modular functionalization of the core structure for diverse analogs .

2. Quality Control

Supplied by reliable manufacturers (e.g., Bellingham & Stanley, Matrix Scientific), the product undergoes rigorous HPLC and NMR verification to ensure ≥95% purity .

Research Support & Citations

Key References:Molecular Docking: Structural studies confirm interactions with kinase hinge regions, supporting rational drug design .
- Li et al. (2013) identified spiro[indoline-3,4′-piperidine]-2-ones as selective c-Met/ALK inhibitors .
- Zhang et al. (2013) developed one-pot syntheses for spiro compounds, highlighting scalable methods .

Conclusion

1-(Methylsulfonyl)spiro[indoline-3,4'-piperidine] is a promising candidate for oncology research, combining high selectivity, oral efficacy, and synthetic accessibility. Its applications span from lead compound optimization to mechanistic studies in kinase-driven cancers.

Supplier Information