2-(Methylamino)-1-phenylethanol (6589-55-5, 68579-60-2)

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Suppliers

• Sigma-Aldrich - 2-(Methylamino)-1-phenylethanol
  99.70 USD
• Fisher Scientific - Search for 2-(Methylamino)-1-phenylethanol
• TCI - Search for 2-(Methylamino)-1-phenylethanol

Most-cited Publications

• Conformational Preferences of Neurotransmitters: Norephedrine and the Adrenaline Analogue, 2-Methylamino-1-phenylethanol (Journal of Physical Chemistry A, 2001)
• Shape of biomolecules by free jet microwave spectroscopy: 2-amino-1-phenylethanol and 2-methylamino-1-phenylethanol. (Journal of Physical Chemistry A, 2009)
• Enantiospecific synthesis of (+)-(R)-6,7-dimethoxy-2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline from (+)-(S)-2-methylamino-1-phenylethanol (halostachine) (Journal of The Chemical Society-perkin Transactions 1, 1989)
• ChemInform Abstract: Enantiospecific Synthesis of (+)-(R)-6,7-Dimethoxy-2-methyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline from (+)-(S)-2-Methylamino-1-phenylethanol (Halostachine). (ChemInform, 1990)
• Spectroscopic (FT-IR, FT-Raman, UV, NMR, NBO, NLO) investigation and molecular docking study of (R)-2-Methylamino-1-Phenylethanol (Halostachine) (Journal of Molecular Structure, 2016)

Safety

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Trends

Alternate Names

• N-methylphenylethanolamine, (+-)-isomer
• N-methylphenylethanolamine hydrochloride
• MPEOA
• N-methylphenylethanolamine hydrochloride, (+-)-isomer
• N-methylphenylethanolamine, (R)-isomer
• N-methylphenylethanolamine
• SMILES
  CNCC(C1=CC=CC=C1)O
• InChIKey
  ZCTYHONEGJTYQV-UHFFFAOYSA-N

External Links

• Pubchem - 2-(Methylamino)-1-phenylethanol
• Wikipedia - halostachine
  Halostachine (also known as N-methylphenylethanolamine) is a natural product, an alkaloid first isolated from the Asian shrub Halostachys caspica (synonym Halostachys belangeriana), and structurally a -hydroxy-phenethylamine (a phenylethanolamine) related to its better-known "parent" biogenic amine, phenylethanolamine, to the adrenergic drug synephrine, and to the alkaloid ephedrine. The pharmacological properties of halostachine have some similarity to those of these structurally-related compounds, and Halostachys caspica extracts have been included as a constituent of certain OTC dietary supplements, but halostachine has never been developed as a prescription drug. Although it is found in nature as a single stereoisomer, halostachine is more commonly available as a synthetic product in the form of its racemate (see below).

Synthesis

Reactant  +  CHLOROBENZENE (Grignard alcohol)

Methylboronic acid  +  Reactant (Chan-Lam coupling reaction)

Synthesis of 2-(Methylamino)-1-phenylethanol ›

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2-(Methylamino)-1-phenylethanol

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