3490-05-9

Basic information

• Product Name: N,N-dimethyl-3,4-dimethoxy-β-phenethylamine
• Synonyms: N,N-dimethyl-3,4-dimethoxy-β-phenethylamine
• CAS NO: 3490-05-9
• Molecular Weight: 209.288
• Mol File: 3490-05-9.mol

Chemical Properties

• CAS DataBase Reference: N,N-dimethyl-3,4-dimethoxy-β-phenethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-dimethyl-3,4-dimethoxy-β-phenethylamine(3490-05-9)
• EPA Substance Registry System: N,N-dimethyl-3,4-dimethoxy-β-phenethylamine(3490-05-9)

Safety Data

• Hazardous Substances Data: 3490-05-9(Hazardous Substances Data)

Upstream product

• 93-17-4 3,4-dimethoxyphenylacetonitrile 
• 67-56-1 methanol 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 124-40-3 dimethyl amine 
• 7417-21-2 2-(3,4-dimethoxyphenyl)ethyl alcohol 
• 124-38-9 carbon dioxide 
• 616-38-6 carbonic acid dimethyl ester 
• 6380-23-0 3,4-dimethoxystyrene 
• 74-88-4 methyl iodide 
• 50-00-0 formaldehyd 
• 64-18-6 formic acid 
• 76579-53-8 2-(3,4-dimethoxyphenyl)-N,N-dimethylethanethioamide 

Downstream Products

• 106353-67-7 [5-(2-Dimethylamino-ethyl)-2,3-dimethoxy-phenyl]-methanol 
• 106353-68-8 [6-(2-Dimethylamino-ethyl)-2,3-dimethoxy-phenyl]-methanol 
• 76202-52-3 fumaramidine 
• 78388-10-0 2-(2-dimethylaminoethyl)-4,5-dimethoxybenzaldehyde 
• 882503-47-1 6-{1-[2-(2-dimethylaminoethyl)-4,5-dimethoxyphenyl]meth-(E)-ylidene}-7-(4-methoxybenzyl)-6,7-dihydro[1,3]dioxolo[4,5-e]isoindol-8-one 
• 882503-45-9 N,N-dimethyl-3,4-dimethoxy-5-bromo-β-phenethylamine 
• 106353-69-9 6-(2-Dimethylamino-ethyl)-N-ethyl-2,3-dimethoxy-benzamide 
• 106353-66-6 5-(2-Dimethylamino-ethyl)-N-ethyl-2,3-dimethoxy-benzamide 
• 21581-37-3 4-(2-dimethylamino-ethyl)-pyrocatechol 

Relevant articles and documents

Effects of 3,4 dimethoxyphenethylamine derivatives on monoamine oxidase

The cactus alkaloid 3,4 dimethoxyphenethylamine and its naturally occurring N methylated homologs inhibited the deamination of tyramine and tryptamine by rat brain monoamine oxidase. In contrast, the β hydroxylated derivatives of this series failed to inh

Well-Defined Phosphine-Free Iron-Catalyzed N-Ethylation and N-Methylation of Amines with Ethanol and Methanol

An iron(0) complex bearing a cyclopentadienone ligand catalyzed N-methylation and N-ethylation of aryl and aliphatic amines with methanol or ethanol in mild and basic conditions through a hydrogen autotransfer borrowing process is reported. A broad range of aromatic and aliphatic amines underwent mono- or dimethylation in high yields. DFT calculations suggest molecular hydrogen acts not only as a reducing agent but also as an additive to displace thermodynamic equilibria.

Ruthenium-catalyzed /V-alkylation of amines and sulfonamides using borrowing hydrogen methodology

The alkylation of amines by alcohols has been achieved using 0.5 mol percent [Ru(p-cymene)CI2]2 with the bidentate phosphines dppf or DPEphos as the catalyst. Primary amines have been converted into secondary amines, and secondary amines into tertiary amines, including the syntheses of Piribedil, Tripelennamine, and Chlorpheniramine. A/-Heterocyclization reactions of primary amines are reported, as well as alkylation reactions of primary sulfonamides. Secondary alcohols requiremore forcing conditions than primary alcohols but are still effective a lkylating agents in the presence of this catalyst.

Pictet-Spengler reactions in multiphasic supercritical carbon dioxide/CO2-expanded liquid media. In situ generation of carbamates as a strategy for reactions of amines in supercritical carbon dioxide

Acyl-Pictet-Spengler cyclizations can be achieved in scCO 2/CO2-expanded liquid media via the in situ formation of carbamate derivatives of β-arylethylamines. The Royal Society of Chemistry 2005.

Rhodium-catalyzed anti-Markovnikov hydroamination of vinylarenes

The transition metal-catalyzed anti-Markovnikov hydroamination of unactivated vinylarenes with a rhodium complex of DPEphos is reported. The reaction of electron-neutral or electron-rich vinylarenes with a variety of secondary amines in the presence of catalyst forms the products from anti-Markovnikov hydroamination in high yields. Reactions of morpholine, N-phenylpiperazine, N-Boc-piperazine, piperidine, 2,5-dimethylmorpholine, and perhydroisoquinoline reacted with styrene to form the amine product in 51-71% yield. Reactions of a variety of vinylarenes with morpholine generated amine as the major product. Reactions of morpholine with electron-poor vinylarenes gave lower amine:enamine ratios than reactions of electron-rich vinylarenes at the same concentration of vinylarene, but conditions were developed with lower concentrations of electron-poor vinylarene to maintain formation of the amine as the major product. Reactions of dimethylamine with vinylarenes were fast and formed amine as the major product. Mechanistic studies on the hydroamination process showed that the amine:enamine ratio was lower for reactions conducted with higher concentrations of vinylarene and that one vinylarene influences the selectivity for reaction of another. A mechanism proceeding through a metallacyclic intermediate that opens in the presence of a second vinylarene accounts for these and other mechanistic observations. Copyright

Synthesis of derivatives of [I-131] phenylalkylamines for brain mapping

The synthesis and spectral properties of new radioiodinated phenylalkylamines like 2-[131I]-iodo-4,5-dimethoxyphenethylamine, 2- [131I]-iodo-4,5-dimethoxy-N,N-dimethylphenethylamine 2-[131I]- iodophenethylamine, 2-[131I]-iodo-N,N-dimethylphenethylamine, 2-[131I]- iodo-3,4,5-trimethoxy-phenethylamine (mescaline) are described for the first time. These compounds are of biological importance and can be used for brain mapping with SPECT technology.