775-33-7

Basic information

• Product Name: N,N-dimethyl-4-methoxyphenylethylamine
• Synonyms: N,N-dimethyl-4-methoxyphenylethylamine;Des(1-cyclohexanol) Venlafaxine;Venlafaxine iMpurity A (EP) as Hydrochloride;4-Methoxy-N,N-diMethylbenzeneethanaMine;N,N-DiMethyl-2-(p-anisyl)ethylaMine;N,N-DiMethyl-4-MethoxyphenethylaMine;p-Methoxy-N,N-diMethyl- phenethylaMine;IMp. A (EP) as Hydrochloride: 2-(4-Methoxyphenyl)-N,N-diMethylethanaMine Hydrochloride
• CAS NO: 775-33-7
• Molecular Formula: C₁₁H₁₇NO
• Molecular Weight: 179.26
• Product Categories: Amiines;Aromatics;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 775-33-7.mol

Chemical Properties

• Melting Point: 115-117 °C
• Boiling Point: 254.9°C at 760 mmHg
• Flash Point: 74.5°C
• Appearance: /
• Density: 0.961g/cm³
• Vapor Pressure: 0.0168mmHg at 25°C
• Refractive Index: 1.506
• Storage Temp.: Refrigerator
• Solubility: Acetonitrile (Very Slightly), Chloroform (Slightly)
• PKA: 9.57±0.22(Predicted)
• CAS DataBase Reference: N,N-dimethyl-4-methoxyphenylethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethyl-4-methoxyphenylethylamine(775-33-7)
• EPA Substance Registry System: N,N-dimethyl-4-methoxyphenylethylamine(775-33-7)

Safety Data

• Hazardous Substances Data: 775-33-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
N,N-dimethyl-4-methoxyphenylethylamine is used as a Venlafaxine (V119995) impurity for the purpose of quality control and assurance in the manufacturing process of Venlafaxine. It helps in monitoring the purity and effectiveness of the final product, ensuring the safety and efficacy of the antidepressant medication.

InChI:InChI=1/C11H17NO/c1-12(2)9-8-10-4-6-11(13-3)7-5-10/h4-7H,8-9H2,1-3H3

Upstream product

• 76579-52-7 N,N-dimethyl(4-methoxyphenyl)thioacetamide 
• 50-00-0 formaldehyd 
• 55-81-2 4-Methoxyphenethylamine 
• 104-47-2 p-methoxybenzylnitrile 
• 124-40-3 dimethyl amine 
• 18217-00-0 1-(2-Chloroethyl)-4-methoxybenzene 
• 126062-57-5 dimethyl(4-methoxybenzyl)<(trimethylsilyl)methyl>ammonium iodide 
• 19625-79-7 N,N-dimethyl-2-(4-methoxyphenyl)ethanamide 
• 67-56-1 methanol 
• 104-01-8 4-Methoxyphenylacetic acid 
• 702-23-8 2-(4-Methoxyphenyl)ethanol 
• 93413-76-4 1-[cyano(4-methoxyphenyl)methyl]cyclohexanol 
• 31236-71-2 lysichitalexin 

Downstream Products

• 539-15-1 N,N-dimethyltyramine 
• 50822-99-6 (4-methoxy-phenethyl)-trimethyl-ammonium; chloride 
• 103847-05-8 2-formylmethoxyhordenine 
• 34875-26-8 (2-(p-methoxyphenyl)ethyl)dimethylamine N-oxide 
• 103847-09-2 1-(2'-methoxyhordeninyl)-3-methyl-1,3-butadiene 
• 103847-07-0 4-(2'-methoxyhordeninyl)-(E)-2-methylbut-3-en-2-ol 
• 103847-08-1 4-(2'-methoxyhordeninyl)-(E)-but-3-en-2-one 
• 103823-32-1 culantraramine 
• 103805-67-0 culantraminol 
• 103805-67-0 5-epiculantraraminol 
• 103805-67-0 alloculantraraminol 
• 103847-04-7 {2-[3-(6-{(E)-2-[5-(2-Dimethylamino-ethyl)-2-methoxy-phenyl]-vinyl}-3,6-dimethyl-cyclohex-2-enyl)-4-methoxy-phenyl]-ethyl}-dimethyl-amine 
• 3761-58-8 candicine chloride 
• 27946-67-4 (4-methoxyphenethyl)trimethylammonium iodide 

Relevant articles and documents

Dimethylamination of Primary Alcohols Using a Homogeneous Iridium Catalyst: A Synthetic Method for N, N-Dimethylamine Derivatives

A new catalytic system for N,N-dimethylamination of primary alcohols using aqueous dimethylamine in the absence of additional organic solvents has been developed. The reaction proceeds via borrowing hydrogen processes, which are atom-efficient and environmentally benign. An iridium catalyst bearing an N-heterocyclic carbene (NHC) ligand exhibited high performance, without showing any deactivation under aqueous conditions. In addition, valuable N,N-dimethylamine derivatives, including biologically active and pharmaceutical molecules, were synthesized. The practical application of this methodology was demonstrated by a gram-scale reaction.

Tandem Transformation of Nitro Compounds into N-Methylated Amines: Greener Strategy for the Utilization of Methanol as a Methylating Agent

A simple air- and moisture-stable, highly efficient ruthenium NNN pincer complex is reported for the first time to catalyze the tandem transformation of various aromatic and aliphatic nitro compounds into the corresponding N-methylated amines in up to 98 % yield by using methanol as a green methylating agent. Gram-scale reactions of challenging nitro substrates demonstrated the practical application aspects of this catalytic system. Importantly, the N-methylamine moiety could be smoothly introduced to various complex molecular structures without using any expensive palladium/phosphine/amine-based cross-coupling reactions.

Synthetic analogs of stryphnusin isolated from the marine sponge: Stryphnus fortis inhibit acetylcholinesterase with no effect on muscle function or neuromuscular transmission

The marine secondary metabolite stryphnusin (1) was isolated from the boreal sponge Stryphnus fortis, collected off the Norwegian coast. Given its resemblance to other natural acetylcholinesterase antagonists, it was evaluated against electric eel acetylcholinesterase and displayed inhibitory activity. A library of twelve synthetic phenethylamine analogs, 2a-7a and 2b-7b, containing tertiary and quaternary amines respectively were synthesized to investigate the individual structural contributions to the activity. Compound 7b was the strongest competitive inhibitor of both acetylcholinesterase and butyrylcholinesterase with IC50 values of 57 and 20 μM, respectively. This inhibitory activity is one order of magnitude higher than the positive control physostigmine, and is comparable with several other marine acetylcholinesterase inhibitors. The physiological effect of compound 7b on muscle function and neuromuscular transmission was studied and revealed a selective mode of action at the investigated concentration. This data is of importance as the interference of therapeutic acetylcholinesterase inhibitors with neuromuscular transmission can be problematic and lead to unwanted side effects. The current findings also provide additional insights into the structure-activity relationship of both natural and synthetic acetylcholinesterase inhibitors.

Reductive N-methylation of amines with calcium hydride and Pd/C catalyst

The methylation of amines by paraformaldehyde in the presence of calcium hydride as a source of hydrogen and palladium on charcoal as catalyst was studied. Depending on the quantity of paraformaldehyde, monomethylated and dimethylated amines were selectively and efficiently prepared in one pot with good yields.

Impurity profile study of venlafaxine hydrochloride, an antipsychotic drug substance

Venlafaxine hydrochloride is a phenyl ethylamine derivative, used for the treatment of depression. During the process development of venlafaxine hydrochloride, six process-related potential impurities were detected in high-performance liquid chromatograph

Demonstration of the existence of intermolecular lone pair...π interaction between alcoholic oxygen and the C6F5 group in organic solvent

The existence of the intermolecular interaction in CDCl3 between oxygen of MeOH and the C6F5 group is demonstrated. The Royal Society of Chemistry 2009.

PROCESS FOR THE PREPARATION OF CYCLOHEXANOL DERIVATIVES

The present invention relates to a process for the preparation of cyclohexanol derivatives of the general formula (I), wherein R stands for a hydrogen atom or a methyl group, in a one-step process from a cyano compound of the general formula (II).