774-52-7

Basic information

• Product Name: 1-methyl-4-phenyl-piperidine
• Synonyms: 1-methyl-4-phenyl-piperidine
• CAS NO: 774-52-7
• Molecular Formula: C₁₂H₁₇N
• Molecular Weight: 175.27
• Mol File: 774-52-7.mol
• Article Data: 12

Chemical Properties

• Melting Point: 9 °C
• Boiling Point: 254°C at 760 mmHg
• Flash Point: 98.2°C
• Appearance: /
• Density: 0.964g/cm³
• Vapor Pressure: 0.0177mmHg at 25°C
• Refractive Index: 1.526
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.97±0.10(Predicted)
• CAS DataBase Reference: 1-methyl-4-phenyl-piperidine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-4-phenyl-piperidine(774-52-7)
• EPA Substance Registry System: 1-methyl-4-phenyl-piperidine(774-52-7)

Safety Data

• Hazardous Substances Data: 774-52-7(Hazardous Substances Data)

Usage

Type

Synthetic compound.

Use

Induce Parkinson's disease-like symptoms in animal models for scientific research.

Toxicity

Potent neurotoxin.

Effects on the brain

Causes irreversible damage to the dopaminergic system.

Symptoms

Tremors, rigidity, and bradykinesia (slowness of movement).

Metabolism

Metabolized in the body to form MPP+.

Active toxic agent

MPP+ disrupts mitochondria and leads to cell death.

Significance

Discovery of MPTP's ability to induce Parkinson's-like symptoms has advanced our understanding of the disease and contributed to the development of new treatments and therapies.

InChI:InChI=1/C12H17N/c1-13-9-7-12(8-10-13)11-5-3-2-4-6-11/h2-6,12H,7-10H2,1H3

Upstream product

• 50-00-0 formaldehyd 
• 10272-49-8 4-phenylpiperidine hydrochloride 
• 3627-62-1 1-methyl-4-phenyl-piperidine-4-carbonitrile 
• 771-99-3 4-phenylpiperidine 
• 51-75-2 nitrogen mustard 
• 546-68-9 titanium(IV) isopropylate 
• 67-56-1 methanol 
• 180912-08-7 4-(4-bromophenyl)-1-methyl-1,2,3,6-tetrahydropyridine 
• 139474-25-2 4-(4-bromophenyl)-1-methylpiperidin-4-ol 
• 1445-73-4 1-Methyl-4-piperidone 
• 106-37-6 1.4-dibromobenzene 
• 854629-88-2 4-ethoxymethoxy-2-(2-ethoxymethoxy-ethyl)-2-phenyl-butyronitrile 
• 70179-05-4 2-phenyl-4-vinyloxy-2-(2-vinyloxy-ethyl)-butyronitrile 
• 100119-73-1 1,5-dichloro-3-cyano-3-phenylpentane 

Downstream Products

• 454482-12-3 4-(1-methyl-4-piperidyl)-phenylamine 
• 85684-13-5 4-(4-ethylphenyl)-1-methyl-piperidine 
• 354813-48-2 methyl 4-(1-methylpiperidin-4-yl)benzoate 
• 1071756-46-1 C₁₃H₁₉NO 
• 1276024-93-1 (4-(1-methylpiperidin-4-yl)phenyl)carbaldehyde 
• 771-99-3 4-phenylpiperidine 
• 111313-24-7 4-Phenyl-piperidine-1-carbodithioic acid methyl ester 
• 141642-79-7 4-Phenyl-piperidine-1-carbodithioic acid propyl ester 
• 113237-07-3 4-Phenyl-piperidine-1-carboxylic acid 2-trimethylsilanyl-ethyl ester 
• 141642-80-0 4-Phenyl-piperidine-1-carbodithioic acid cyclohexyl ester 
• 884-00-4 1-ethyl-1-methyl-4-phenyl-piperidinium; iodide 
• 121812-58-6 1,1'-dimethyl-4,4'-diphenyl-1,1'-pentanediyl-bis-piperidinium; dibromide 
• 121233-57-6 1,1'-dimethyl-4,4'-diphenyl-1,1'-butanediyl-bis-piperidinium; dibromide 
• 28286-03-5 1-methyl-4-(4-nitrophenyl)-piperidine 

Relevant articles and documents

Iron-Catalyzed Methylation Using the Borrowing Hydrogen Approach

A general iron-catalyzed methylation has been developed using methanol as a C1 building block. This borrowing hydrogen approach employs a Kn?lker-type (cyclopentadienone)iron carbonyl complex as catalyst (2 mol %) and exhibits a broad reaction scope. A variety of ketones, indoles, oxindoles, amines, and sulfonamides undergo mono- or dimethylation in excellent isolated yields (>60 examples, 79% average yield).

NOVEL INHIBITORS

The invention relates to novel pyrrolidine derivatives of formula (I): wherein R1, R2 and R3 are as defined herein, as inhibitors of glutaminyl cyclase (QC, EC 2.3.2.5). QC catalyzes the intramolecular cyclization of N-terminal glutamine residues into pyroglutamic acid (5-oxo-prolyl, pGlu*) under liberation of ammonia and the intramolecular cyclization of N-terminal glutamate residues into pyroglutamic acid under liberation of water.

The prediction of1H chemical shifts in amines: A semiempirical and ab initio investigation

Twenty one conformationally fixed amines and their N,N-dimethyl derivatives were obtained commercially or synthesized. These included cis and trans 4-o-butyl cyclohexylamine, 2-exo and 2-endo norbornylamine, 2-adamantylamine, 4-phenylpiperidine, 1-napthyl