85387-44-6

Basic information

• Product Name: 1-BENZYL-3-HYDROXYMETHYLPIPERIDINE
• Synonyms: 1-BENZYL-3-HYDROXYMETHYLPIPERIDINE;(1-benzylpiperidin-3-yl)methanol hydrochloride;3-piperidinemethanol, 1-(phenylmethyl)-;(1-benzylpiperidin-3-yl)methanol(SALTDATA: FREE)
• CAS NO: 85387-44-6
• Molecular Formula: C₁₃H₁₉NO
• Molecular Weight: 205.3
• Mol File: 85387-44-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 294.068 °C at 760 mmHg
• Flash Point: 123.378 °C
• Appearance: /
• Density: 1.056 g/cm³
• PKA: 14.93±0.10(Predicted)
• CAS DataBase Reference: 1-BENZYL-3-HYDROXYMETHYLPIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZYL-3-HYDROXYMETHYLPIPERIDINE(85387-44-6)
• EPA Substance Registry System: 1-BENZYL-3-HYDROXYMETHYLPIPERIDINE(85387-44-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 85387-44-6(Hazardous Substances Data)

Usage

General Description

1-Benzyl-3-Hydroxymethylpiperidine is a chemical compound that belongs to the class of organic compounds known as benzylpiperidines. These are compounds containing a piperidine ring where the nitrogen atom is linked to a benzyl group. It is an aromatic amine which suggests it is likely to be soluble in organic solvents and has potential applications in the production of pharmaceuticals and other synthetic compounds. However, specific information such as its exact chemical properties, uses, or safety profile might not be widely available because it's not a very common chemical and could be a subject for further research.

Upstream product

• 4606-65-9 3-(hydroxymethy)piperidine 
• 100-44-7 benzyl chloride 
• 98-88-4 benzoyl chloride 
• 614-18-6 3-pyridinecarboxylic acid ethyl ester 
• 72551-53-2 ethyl 1-benzylpiperidine-3-carboxylate 
• 100-52-7 benzaldehyde 
• 100-39-0 benzyl bromide 

Downstream Products

• 104778-58-7 1-benzyl-3-(chloromethyl)piperidine 
• 1025909-53-8 (1-benzylpiperidin-2-yl)acetaldehyde 
• 145022-00-0 1-benzyl-3-formylpiperidine 
• 42597-62-6 2-(1-benzyl-piperidin-3-yl)-1-(4-fluoro-phenyl)-ethanone 
• 145022-01-1 1-benzyl-3-(formylmethyl)piperidine 
• 145022-02-2 1-benzyl-3-<2-(4-fluorophenyl)-2-hydroxyethyl>piperidine 
• 104778-54-3 3-<(2-ethoxyphenoxy)methyl>piperidine 
• 104778-59-8 1-benzyl-3-<(2-ethoxyphenoxy)methyl>piperidine 
• 119919-05-0 N-benzyl-3-(benzenesulphonyloxymethyl)-piperidine 
• 109859-83-8 N-benzyl-3-(bromomethyl)-piperidine 
• 1610553-66-6 C₁₉H₂₃N₃O₂ 
• 1564315-39-4 C₂₀H₂₃N₃O₃ 
• 1564315-32-7 C₂₀H₂₃N₃O₃ 
• 1564315-25-8 C₂₀H₂₃N₃O₃ 

Relevant articles and documents

N-alkylpiperidine carbamates as potential anti-Alzheimer's agents

Compounds capable of interacting with single or multiple targets involved in Alzheimer's disease (AD) pathogenesis are potential anti-Alzheimer's agents. In our aim to develop new anti-Alzheimer's agents, a series of 36 new N-alkylpiperidine carbamates was designed, synthesized and evaluated for the inhibition of cholinesterases [acetylcholinesterase (AChE) and butyrylcholinesterase (BChE)] and monoamine oxidases [monoamine oxidase A (MAO-A and monoamine oxidase B (MAO-B)]. Four compounds are very promising: multiple AChE (IC50 = 7.31 μM), BChE (IC50 = 0.56 μM) and MAO-B (IC50 = 26.1 μM) inhibitor 10, dual AChE (IC50 = 2.25 μM) and BChE (IC50 = 0.81 μM) inhibitor 22, selective BChE (IC50 = 0.06 μM) inhibitor 13, and selective MAO-B (IC50 = 0.18 μM) inhibitor 16. Results of enzyme kinetics experiments showed that despite the carbamate group in the structure, compounds 10, 13, and 22 are reversible and non-time-dependent inhibitors of AChE and/or BChE. The resolved crystal structure of the complex of BChE with compound 13 confirmed the non-covalent mechanism of inhibition. Additionally, N-propargylpiperidine 16 is an irreversible and time-dependent inhibitor of MAO-B, while N-benzylpiperidine 10 is reversible. Additionally, compounds 10, 13, 16, and 22 should be able to cross the blood-brain barrier and are not cytotoxic to human neuronal-like SH-SY5Y and liver HepG2 cells. Finally, compounds 10 and 16 also prevent amyloid β1–42 (Aβ1–42)-induced neuronal cell death. The neuroprotective effects of compound 16 could be the result of its Aβ1–42 anti-aggregation effects.

HETEROCYCLIC COMPOUNDS AS CCR2B ANTAGONISTS

Compounds of formula (I) Q-L-W-C(=X)-Z-P wherein Q is an amine of the formula-N (R1)(R2); L is an alkyl or heterocyclyl-alkyl linker; W is a 6-or 7-membered aliphatic ring comprising ring atoms Y1 and Y2 which are linked to groups L and C(X) respectively and Y1 and Y2 are independently selected from N and C; X is O, N, N-CN or S; Z is NR 3; P is an optionally substituted monocyclic or bicyclic aryl or heteroaryl group; and pharmaceutically acceptable salts or solvates thereof, are useful in the treatment of C-C chemokine mediated conditions.

ETHER DERIVATIVES OF ALKYL PIPERIDINES AND PYRROLIDINES AS ANTIPSYCHOTIC AGAENTS

Novel unsaturated ether derivatives of alkyl piperidine and pyrrolidine compounds, pharmaceutical compositions containing them, methods of preparation and methods of using these compounds as antipsychotic agents are disclosed.