55-81-2 Usage
Description
4-Methoxyphenethylamine, also known as ChEBI: 4-methoxyphenylethylamine, is a primary amino compound consisting of ethylamine with a 4-methoxyphenyl substituent at the 2-position. It is derived from a hydride of a 2-phenylethylamine and is characterized by its clear colorless to slightly yellow liquid appearance. 4-Methoxyphenethylamine is known for its ability to inhibit the monoamine oxidase-catalyzed deamination of both tyramine and tryptamine.
Uses
Used in Pharmaceutical Industry:
4-Methoxyphenethylamine is used as an intermediate for the synthesis of various pharmaceutical compounds, such as ritodrine. Ritodrine is an adrenergic β2 receptor agonist used to prevent premature birth. 4-Methoxyphenethylamine plays a crucial role in the development and production of this medication.
Used in Chemical Synthesis:
4-Methoxyphenethylamine is used as a key component in the synthesis of various organic compounds, including pyrrolo[3,2-c]carbazole, poly(4-methoxyphenethylamine), and organopolyphosphazenes such as poly[bis(4-methoxy benzylamino)polyphosphazene] and poly[bis(4-methoxyphenethylamino)polyphosphazene]. These compounds have a wide range of applications in different industries, including the development of new materials and pharmaceuticals.
Used in Immobilization of Nitrogenated Bases and Oligonucleotides:
4-Methoxyphenethylamine is used as a reagent for the immobilization of nitrogenated bases and oligonucleotides. This application is particularly relevant in the field of molecular biology and biotechnology, where the immobilization of these molecules is essential for various research and diagnostic purposes.
Used in the Production of N-Substituted Imidazolide Intermediates:
4-Methoxyphenethylamine is used in the reaction with CDI (carbonyl diimidazole) to obtain N-substituted imidazolide intermediates. These intermediates are important in the synthesis of various organic compounds and have potential applications in the pharmaceutical and chemical industries.
Synthesis Reference(s)
Journal of Medicinal Chemistry, 15, p. 214, 1972 DOI: 10.1021/jm00272a029
Check Digit Verification of cas no
The CAS Registry Mumber 55-81-2 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 5 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 55-81:
(4*5)+(3*5)+(2*8)+(1*1)=52
52 % 10 = 2
So 55-81-2 is a valid CAS Registry Number.
InChI:InChI=1/C9H13NO/c1-11-9-4-2-8(3-5-9)6-7-10/h2-5H,6-7,10H2,1H3/p+1
55-81-2Relevant articles and documents
A new amide from Zanthoxylum armatum
Kalia, Narendra K.,Singh, Bikram,Sood, Ram P.
, p. 311 - 312 (1999)
A new amide designated as armatamide (1) - along with two lignans, asarinin and fargesin, α- and β-amyrins, lupeol, and β-sitosterol-β-D- glucoside - has been isolated from the bark of Zanthoxylum armatum. The structure of the new compound was deduced by spectral and chemical analysis as N-(4'-methoxyphenyl ethyl)-3, 4-methylenedioxy cinnamoyl amide.
A State-of-the-Art Heterogeneous Catalyst for Efficient and General Nitrile Hydrogenation
Formenti, Dario,Mocci, Rita,Atia, Hanan,Dastgir, Sarim,Anwar, Muhammad,Bachmann, Stephan,Scalone, Michelangelo,Junge, Kathrin,Beller, Matthias
supporting information, p. 15589 - 15595 (2020/10/02)
Cobalt-doped hybrid materials consisting of metal oxides and carbon derived from chitin were prepared, characterized and tested for industrially relevant nitrile hydrogenations. The optimal catalyst supported onto MgO showed, after pyrolysis at 700 °C, magnesium oxide nanocubes decorated with carbon-enveloped Co nanoparticles. This special structure allows for the selective hydrogenation of diverse and demanding nitriles to the corresponding primary amines under mild conditions (e.g. 70 °C, 20 bar H2). The advantage of this novel catalytic material is showcased for industrially important substrates, including adipodinitrile, picolinonitrile, and fatty acid nitriles. Notably, the developed system outperformed all other tested commercial catalysts, for example, Raney Nickel and even noble-metal-based systems in these transformations.
Combined Photoredox/Enzymatic C?H Benzylic Hydroxylations
Betori, Rick C.,May, Catherine M.,Scheidt, Karl A.
supporting information, p. 16490 - 16494 (2019/11/03)
Chemical transformations that install heteroatoms into C?H bonds are of significant interest because they streamline the construction of value-added small molecules. Direct C?H oxyfunctionalization, or the one step conversion of a C?H bond to a C?O bond, could be a highly enabling transformation due to the prevalence of the resulting enantioenriched alcohols in pharmaceuticals and natural products,. Here we report a single-flask photoredox/enzymatic process for direct C?H hydroxylation that proceeds with broad reactivity, chemoselectivity and enantioselectivity. This unified strategy advances general photoredox and enzymatic catalysis synergy and enables chemoenzymatic processes for powerful and selective oxidative transformations.