Halostachine

Halostachine
Names
IUPAC name
2-(Methylamino)-1-phenylethanol
Other names
N-Methylphenylethanolamine; 1-Hydroxy-1-phenyl-2-methylaminoethane; α-(Methylaminomethyl)benzyl alcohol; 2-Methylamino-1-phenylethanol
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
EC Number
  • 229-525-5
KEGG
  • 913 (racemate)
UNII
  • InChI=1S/C9H13NO/c1-10-7-9(11)8-5-3-2-4-6-8/h2-6,9-11H,7H2,1H3/t9-/m0/s1
    Key: ZCTYHONEGJTYQV-VIFPVBQESA-N
  • O[C@@H](CNC)C1=CC=CC=C1
Properties
C9H13NO
Molar mass 151.209 g·mol−1
Appearance Colorless solid
Melting point 43 to 45 °C (109 to 113 °F; 316 to 318 K) (R- or S- enantiomer); 75–76 °C (racemate)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H302, H332
P261, P264, P270, P271, P301+P312, P304+P312, P304+P340, P312, P330, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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 β-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,[1] 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). In appearance it is a colorless solid.

  1. ^ "Dietary Supplements Labels Database". dietarysupplements.nlm.nih.gov. Archived from the original on 17 February 2013. Retrieved 2 February 2022.