136982-36-0

Basic information

• Product Name: 3-[(2-METHOXYBENZYL)AMINO]-2-PHENYL-PIPERIDINE
• Synonyms: 3-[(2-METHOXYBENZYL)AMINO]-2-PHENYL-PIPERIDINE;(2S)-N-[(2-methoxyphenyl)methyl]-2-phenyl-piperidin-3-amine;(2S,3S)-3-(2-Methoxybenzylamino)-2-phenylpiperidine;3-Piperidinamine, N-((2-methoxyphenyl)methyl)-2-phenyl-, (2S,3S)-;3-Piperidinamine, N-((2-methoxyphenyl)methyl)-2-phenyl-, (2S-cis)-;Cp 99,994;Cp 99994;Cp-99,994
• CAS NO: 136982-36-0
• Molecular Formula: C₁₉H₂₄N₂O
• Molecular Weight: 296.41
• Mol File: 136982-36-0.mol

Chemical Properties

• Boiling Point: 438.5 °C at 760 mmHg
• Flash Point: 186.2 °C
• Appearance: /
• Density: 1.1 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.592
• Storage Temp.: Desiccate at RT
• CAS DataBase Reference: 3-[(2-METHOXYBENZYL)AMINO]-2-PHENYL-PIPERIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[(2-METHOXYBENZYL)AMINO]-2-PHENYL-PIPERIDINE(136982-36-0)
• EPA Substance Registry System: 3-[(2-METHOXYBENZYL)AMINO]-2-PHENYL-PIPERIDINE(136982-36-0)

Safety Data

• Hazardous Substances Data: 136982-36-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
3-[(2-Methoxybenzyl)amino]-2-phenyl-piperidine is used as a research chemical for studying the effects of NMDA receptor antagonism on the central nervous system. Its psychoactive properties make it a valuable tool in understanding the mechanisms of action and potential therapeutic applications in various neurological and psychiatric disorders.
Used in Controlled Substances Regulation:
Due to its psychoactive effects and potential for misuse and abuse, 3-[(2-Methoxybenzyl)amino]-2-phenyl-piperidine is used as a controlled substance in many countries, where it is illegal to possess or distribute without proper authorization. This regulatory application aims to prevent the illicit use of the compound and protect public health.
Used in Drug Policy and Law Enforcement:
3-[(2-Methoxybenzyl)amino]-2-phenyl-piperidine is used as a reference point in drug policy discussions and law enforcement efforts to address the challenges posed by new psychoactive substances (NPS). Its classification and regulation help inform strategies for managing the risks associated with these compounds and ensuring public safety.

InChI:InChI=1/C19H24N2O/c1-22-18-12-6-5-10-16(18)14-21-17-11-7-13-20-19(17)15-8-3-2-4-9-15/h2-6,8-10,12,17,19-21H,7,11,13-14H2,1H3

Upstream product

• 928338-61-8 3-[tert-butoxycarbonyl-(2-methoxy-benzyl)-amino]-2-phenyl-piperidine-1-carboxylic acid tert-butyl ester 
• 187679-57-8 tert-butyl (2S,3S)-3-({[2-(methyloxy)phenyl]methyl}amino)-2-phenylpiperidinecarboxylate 
• 250589-63-0 (2S,3R)-tert-butyl 3-hydroxy-2-phenylpiperidine-1-carboxylic acid 
• 98-80-6 phenylboronic acid 
• 178918-29-1 furan-2-ylmethylcarbamic acid tert-butyl ester 
• 1294517-76-2 N-benzyl-2-phenylpyridin-3-amine 

Downstream Products

• 187679-57-8 tert-butyl (2S,3S)-3-({[2-(methyloxy)phenyl]methyl}amino)-2-phenylpiperidinecarboxylate 
• 187679-58-9 (2S,3S)-3-Amino-1-tert-butoxycarbonyl-2-phenylpiperidine 
• 197654-69-6 (2S,3S)-1-tert-Butoxycarbonyl-3-(5-(1-cyanoethyl)-2-methoxybenzyl)amino-2-phenylpiperidine 

Relevant articles and documents

Sulfinimine-derived 2,3-diamino esters in the asymmetric synthesis of piperidine (2S,3S)-(+)-CP-99,994

Sulfinimine-derived, differentially protected, 2,3-diamino esters are useful building blocks for the asymmetric synthesis of heterocycles and is illustrated by an efficient synthesis of amino piperidine (+)-CP-99,994.

Synthesis of 2-Arylpiperidines via pd-catalyzed arylation of aza-Achmatowicz rearrangement products with arylboronic acids

The first Pd-catalyzed arylation of aza-Achmatowicz rearrangement products with arylboronic acids is achieved, providing versatile 2-Aryldihydropyridinones for facile synthesis of highly functionalized 2-Arylpiperidines. Key to this arylation is the use of non-phosphine-ligand palladium precatalyst. The substrate scope is demonstrated with >26 examples, and the utility of 2-Aryldihydropyridinones is illustrated by the synthesis of a small collection of 2-Arylpiperidines with substituents or functional groups at any carbon (C2-C6) as well as two NK1 receptor antagonists (+)-CP-999,94 and (+)-L-733,060.

Asymmetric Synthesis of CP-99,994 by Ring-expanding Amination of Monosubstituted Prolinols

A stereospecific synthesis of the biologically active compound (+)-CP-99,994 was achieved. The key step in this process was a ring-expansion rearrangement, in which threo-fused monosubstituted prolinol was effectively transformed to 2,3- disubstituted pip

Asymmetric Hydrogenation of 3-Amido-2-arylpyridinium Salts by Triply Chloride-Bridged Dinuclear Iridium Complexes Bearing Enantiopure Diphosphine Ligands: Synthesis of Neurokinin-1 Receptor Antagonist Derivatives

We describe a most straightforward synthetic method for preparing neurokinin-1 (NK1) receptor antagonist derivatives by asymmetric hydrogenation of 3-amido-2-arylpyridinium salts using dinuclear iridium complexes with enantiopure diphosphine ligands, affo

Stereoselective approach to cis -2,3-disubstituted piperidines via reduction of N -acyliminium ion intermediate: Enantioselective synthesis of (+)-(2 S,3 S)-CP-99,994

A very simple and efficient stereoselective approach to cis-2,3-disubstituted piperidines via the reduction of N-acyliminium ion intermediates is described. Application of this methodology is exemplified by the enantioselective total synthesis of (+)-(2S,3S)-CP-99,994.

Synthesis of (+)-L-733,060, (+)-CP-99,994 and (2S,3R)-3-hydroxypipecolic acid: Application of an organocatalytic direct vinylogous aldol reaction

The γ-butenolide obtained from an organocatalyzed, direct vinylogous aldol reaction of γ-crotonolactone and benzaldehyde serves as the key starting material in the expedient synthesis of a 3-hydroxy-2-phenyl piperidine intermediate which is converted to the target 2,3-disubstituted piperidines.

Enantioselective synthesis of (+)- l -733,060 and (+)-CP-99,994: Application of an ireland-claisen rearrangement/michael addition domino sequence

An efficient asymmetric synthesis of (+)-l-733,060, (-)-(2S,3R)-1 and (+)-CP-99,994, starting from a Baylis-Hillman adduct, is described. The key steps include a novel domino reaction: stereoselective Ireland-Claisen rearrangement, asymmetric Michael addi

Synthesis of (+)-CP-99,994 via Pd(0)-catalyzed asymmetric allylic and homoallylic C-H diamination of terminal olefin

(Chemical Equation Presented) This paper describes an asymmetric synthesis of the potent substance P receptor antagonist (+)-CP-99,994 from 4-phenyl-1-butene via Pd(0)-catalyzed asymmetric allylic and homoallylic C-H diamination. 2009 American Chemical So

Concise asymmetric synthesis of (+)-CP-99,994 and (+)-l-733,060 via efficient construction of homochiral syn-1,2-diamines and syn-1,2-amino alcohols

(Chemical Equation Presented) An efficient asymmetric synthesis of human NK-1 SP receptor antagonists (+)-CP-99,994 and (+)-L-733,060 was achieved starting from a common chiral intermediate (5). Our route featured the SmI 2-induced reductive co

Asymmetric synthesis of (+)-CP-99,994 and (+)-L-733,060 from enantiomerically pure (3S,4S)-4-(tert-butylcarbamoyl)-4-phenyl-1-buten-3-ol

Asymmetric syntheses of neurokinin substance P receptor antagonists (+)-CP-99,994 and (+)-L-733,060 have been accomplished starting from enantiomerically pure (3S,4S)-4-(tert-butylcarbamoyl)-4-phenyl-1-buten-3-ol. Georg Thieme Verlag Stuttgart.