82378-82-3

Usage

Chemical structure

A piperidine ring with a benzyl group attached at the 1-position and an amino group at the 4-position.

Classification

An organic compound.

Common uses

Synthesis of pharmaceuticals and research chemicals.

m-Methylbenzyl group

Provides a lipophilic and aromatic center.

Amino group

Provides a basic functionality.

Applications

Building block in the synthesis of various pharmaceutical drugs, such as antihistamines and antipsychotics.

Safety precautions

Handle with caution, as it may be hazardous if not handled properly.

Upstream product

• 620-19-9 1-chloromethyl-3-methyl-benzene 
• 73874-95-0 (piperidin-4-yl)carbamic acid tert-butyl ester 
• 620-23-5 m-tolyl aldehyde 
• 203321-93-1 tert-butyl [1-(3-methylbenzyl)piperidin-4-yl]carbamate 

Downstream Products

• 76167-66-3 [1-(3-Methyl-benzyl)-piperidin-4-yl]-pyrimidin-2-yl-amine 
• 380425-99-0 2-chloro-6-[4-[1-(3-methylbenzyl)]piperidinylamino]-9-cyclopentylpurine 

Relevant academic research and scientific papers

Piperidinyl Ureas Chemically Control Defective in Cullin Neddylation 1 (DCN1)-Mediated Cullin Neddylation

We previously discovered and validated a class of piperidinyl ureas that regulate defective in cullin neddylation 1 (DCN1)-dependent neddylation of cullins. Here, we report preliminary structure-activity relationship studies aimed at advancing our high-throughput screen hit into a tractable tool compound for dissecting the effects of acute DCN1-UBE2M inhibition on the NEDD8/cullin pathway. Structure-enabled optimization led to a 100-fold increase in biochemical potency and modestly increased solubility and permeability as compared to our initial hit. The optimized compounds inhibit the DCN1-UBE2M protein-protein interaction in our TR-FRET binding assay and inhibit cullin neddylation in our pulse-chase NEDD8 transfer assay. The optimized compounds bind to DCN1 and selectively reduce steady-state levels of neddylated CUL1 and CUL3 in a squamous cell carcinoma cell line. Ultimately, we anticipate that these studies will identify early lead compounds for clinical development for the treatment of lung squamous cell carcinomas and other cancers.

2-PHENYL-3H-IMIDAZO[4,5-B]PYRIDINE DERIVATES USEFUL AS INHIBITORS OF MAMMALIAN TYROSINE KINASE ROR1 ACTIVITY

A compound of formula (I′) or (I′′) or a pharmaceutically acceptable salt thereof. The compound is an inhibitor of mammalian kinase enzyme activity, including ROR1 tyrosine kinase activity and may be used in the treatment of disorders associated with such activity.

The design and synthesis of purine inhibitors of CDK2. III

Cyclin-dependent kinases (CDKs) belong to a class of enzymes that control the ability of a cell to enter into and proceed through the cell division cycle. Using purine as a scaffold, we have synthesized a number of nanomolar inhibitors of CDK-2/cyclin E. In this report, the synthesis of a series of piperidine-substituted purine analogs will be presented, as well as some of their in vitro and in vivo biological effects.