25842-31-3

Basic information

• Product Name: 2-(4-benzylpiperidino)acetonitrile
• Synonyms: 2-(4-benzylpiperidino)acetonitrile
• CAS NO: 25842-31-3
• Molecular Formula: C₁₄H₁₈N₂
• Molecular Weight: 214.31
• Mol File: 25842-31-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 54-56°
• Boiling Point: 340.386°C at 760 mmHg
• Flash Point: 142.148°C
• Appearance: /
• Density: 1.036g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.542
• PKA: 5.74±0.10(Predicted)
• CAS DataBase Reference: 2-(4-benzylpiperidino)acetonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-benzylpiperidino)acetonitrile(25842-31-3)
• EPA Substance Registry System: 2-(4-benzylpiperidino)acetonitrile(25842-31-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 25842-31-3(Hazardous Substances Data)

Usage

General Description

2-(4-Benzylpiperidino)acetonitrile, also known by its IUPAC name as 4-Benzyl-1-(2-cyanomethyl)piperidine, is a unique organic chemical compound. This chemical compound falls under the category of organic compounds known as piperidines, a type of alkaloid with a saturated cyclohexane ring structure. This structural feature is crucial in governing its biological activities and chemical properties. It is a primary component of various pharmaceutical products due to its significant chemical reactivity. While it is widely used in scientific research and medicine, the detailed properties including its hazardous effects, volatility, and flammability are not well-defined and require further investigations for absolute certainty.

InChI:InChI=1/C14H18N2/c15-8-11-16-9-6-14(7-10-16)12-13-4-2-1-3-5-13/h1-5,14H,6-7,9-12H2

Upstream product

• 31252-42-3 4-benzylpyperidine 
• 107-14-2 chloroacetonitrile 
• 590-17-0 cyanomethyl bromide 

Downstream Products

• 100221-97-4 N-[2-(4-Benzyl-piperidin-1-yl)-ethyl]-2-methyl-benzamide 
• 100221-98-5 N-[2-(4-Benzyl-piperidin-1-yl)-ethyl]-benzamide 
• 100221-95-2 N-[2-(4-Benzyl-piperidin-1-yl)-ethyl]-2-bromo-benzamide 
• 100221-96-3 N-[2-(4-Benzyl-piperidin-1-yl)-ethyl]-2-chloro-benzamide 
• 25842-32-4 1-(2-aminoethyl)-4-benzylpiperidine 

Relevant articles and documents

Sigma receptor ligands carrying a nitric oxide donor nitrate moiety: Synthesis, in silico, and biological evaluation

-

Synthesis, biological evaluation and molecular docking study of novel piperidine and piperazine derivatives as multi-targeted agents to treat Alzheimer's disease

Development of Multi-Target Directed Ligands (MTDLs) has emerged as a promising approach for targeting complex etiology of Alzheimer's disease (AD). Following this approach, a new series of N′-(4-benzylpiperidin-/piperazin-/benzhydrylpiperazin-1-yl)alkylamine derivatives were designed, synthesized and biologically evaluated as inhibitors of cholinesterases (ChEs), amyloid-beta (Aβ) self aggregation and also for their radical scavenging activity. The in vitro studies showed that the majority of synthesized derivatives strongly inhibited acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) with IC50 values in the low-nanomolar range, and were clearly more potent than the reference compound donepezil in this regard. Among them, inhibitors 5h and 5k, strongly inhibited AChE, with IC50 value of 6.83 nM and 2.13 nM, respectively, and particularly, compound 5k was found to be highly selective for AChE (～38-fold). Moreover, both kinetic analysis of AChE inhibition and the docking study suggested that 5k binds simultaneously to catalytic active site and peripheral anionic site of AChE. Besides, these compounds also exhibited greater ability to inhibit self-induced Aβ1-42 aggregation at 25 μM with percentage inhibition from ～54% to 89% and specially compound 5k provided highest inhibition (88.81%). Also, the derivatives containing methoxy and hydroxy groups showed potent oxygen radical absorbance capacity (ORAC) ranging from 2.2- to 4.4-fold of the Trolox value. Furthermore, results of ADMET studies suggested that all compounds exhibited appropriate drug like properties. Taken together, these results suggest that 5k might be a promising lead compound for further AD drug development.

Synthesis, biological evaluation, and quantitative structure. A new class of potent H1 antagonists

Some [β-(Aroylamino)ethyl]piperazines and -piperidines and [2-[(Arylamino)carbonyl]ethyl]piperazines, -piperidines, -pyrazinopyridoindoles, and -pyrazinoisoquinolines have been synthesized and their H1-antagonistic activity studied in isolated guinea pig