Hordenine

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Suppliers

• Sigma-Aldrich - Hordenine
  66.60 - 493.50 USD
• Fisher Scientific - Search for Hordenine
• TCI - Hordenine
  117.00 - 406.00 USD

Most-cited Publications

• The distribution of tyramine, N-meihyltyramine, hordenine, octopamine, and synephrine in higher plants. (1970)
• THE BIOGENESIS OF ALKALOIDS: VII. THE FORMATION OF HORDENINE AND N-METHYLTYRAMINE FROM TYROSINE IN BARLEY (Canadian Journal of Chemistry, 1952)
• THE ISOLATION OF HORDENINE AND NORSECURININE FROM SECURINEGA VIROSA (BAILL.). THE STRUCTURE OF NORSECURININE. (Journal of Pharmacy and Pharmacology, 1963)
• Biologically active secondary metabolites of barley. IV. Hordenine production by different barley lines (Journal of Chemical Ecology, 1994)
• THE BIOGENESIS OF ALKALOIDS: XVI. HORDENINE METABOLISM IN BARLEY (Canadian Journal of Chemistry, 1956)
• Biologically active secondary metabolites of barley. III: A method for identification and quantification of hordenine and gramine in barley by high-performance liquid chromatography (Journal of Chemical Ecology, 1993)

Areas of Application

Safety

• Request a Demo
  Predict GHS Hazards for Any Chemical in silico.
  Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more.

Trends

Alternate Names

• hordenine sulfate (1:1)
• hordenine sulfate (2:1)
• N,N-dimethyltyramine
• hordenine hydrochloride
• SMILES
  CN(C)CCC1=CC=C(C=C1)O
• InChIKey
  KUBCEEMXQZUPDQ-UHFFFAOYSA-N

External Links

• Pubchem - Hordenine
• Wikipedia - hordenine
  Hordenine (N,N-dimethyltyramine) is an alkaloid of the phenethylamine class that occurs naturally in a variety of plants, taking its name from one of the most common, barley (Hordeum species). Chemically, hordenine is the N-methyl derivative of N-methyltyramine, and the N,N-dimethyl derivative of the well-known biogenic amine tyramine, from which it is biosynthetically derived and with which it shares some pharmacological properties (see below). Currently, hordenine is widely sold as an ingredient of nutritional supplements, with the claims that it is a stimulant of the central nervous system, and has the ability to promote weight loss by enhancing metabolism.

Synthesis

Phenol  +  2-Chloro-N,N-dimethylethanamine (Friedel-Crafts alkylation)

Methylboronic acid  +  N-Methyltyramine (Chan-Lam coupling reaction)

Synthesis of Hordenine ›

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Hordenine

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