16226-60-1

Basic information

• Product Name: (±)-1-Benzyl-α,α-diphenyl-2-pyrrolidinemethanol
• Synonyms: (±)-1-Benzyl-α,α-diphenyl-2-pyrrolidinemethanol;(±)-α,α-Diphenyl-1-(phenylmethyl)-2-pyrrolidinemethanol;(à)- |á, |á- Diphenyl-1-(phenylmethyl)-2- pyrrolidinemethanol;(1-Benzylpyrrolidin-2-yl)diphenylmethanol
• CAS NO: 16226-60-1
• Molecular Formula: C₂₄H₂₅NO
• Molecular Weight: 343.4614
• Mol File: 16226-60-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 494.5°C at 760 mmHg
• Flash Point: 242.9°C
• Appearance: /
• Density: 1.153g/cm³
• Vapor Pressure: 1.35E-10mmHg at 25°C
• Refractive Index: 1.629
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (±)-1-Benzyl-α,α-diphenyl-2-pyrrolidinemethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (±)-1-Benzyl-α,α-diphenyl-2-pyrrolidinemethanol(16226-60-1)
• EPA Substance Registry System: (±)-1-Benzyl-α,α-diphenyl-2-pyrrolidinemethanol(16226-60-1)

Safety Data

• Hazardous Substances Data: 16226-60-1(Hazardous Substances Data)

Usage

General Description

(±)-1-Benzyl-α,α-diphenyl-2-pyrrolidinemethanol, also known as diphenidine, is a psychoactive chemical compound that belongs to the arylcyclohexylamine class. It is a dissociative anesthetic and NMDA receptor antagonist, and has been used in scientific research to study the effects of NMDA receptor blockade. Diphenidine has been reported to produce hallucinogenic and stimulating effects, and has been sold as a recreational drug in some countries. It is known for its potential for inducing hallucinations and dissociative states, and has been associated with adverse effects such as nausea, vomiting, and cognitive impairment. The long-term effects of diphenidine use are not well understood, and its recreational use is not recommended due to the potential for harm and lack of regulatory oversight.

InChI:InChI=1/C24H25NO/c26-24(21-13-6-2-7-14-21,22-15-8-3-9-16-22)23-17-10-18-25(23)19-20-11-4-1-5-12-20/h1-9,11-16,23,26H,10,17-19H2

Upstream product

• 201406-78-2 1-benzylpyrrolidine-2-carboxylic acid methyl ester 

Relevant articles and documents

A mild and efficient cyanosilylation of ketones catalyzed by a Lewis acid-Lewis base bifunctional catalyst

A new family of bifunctional catalysts (N-oxides-Ti(OiPr)4 (2:1)) containing a Lewis acid and a Lewis base was developed and applied to the catalytic cyanosilylation of ketones. Utilizing rac((1R,2S) and (1S,2R))-1-(2′-pyridylmethyl)-2-diphenylhydroxymethylpyrrolidine N-oxide-titanium (2:1) complex and N-benzyl-diethanolamine N-oxide-titanium (2:1) complex as catalysts, the cyanosilylation products were obtained in 42-97% yield. Based on experimental phenomena and kinetic studies, a catalytic cycle was proposed to explain the remarkable activities of these catalysts. Investigations indicated that rac((1R,2S) and (1S,2R))-1-(2′-pyridylmethyl)-2-diphenylhydroxymethylpyrrolidine N-oxide-titanium (2:1) complex and N-benzyl-diethanolamine N-oxide-titanium (2:1) complex should promote the reaction via a dual activation of the ketone by the titanium and TMSCN by the N-oxide.