Weight | 167.208 g/mol |
---|---|
Formula | C9H13NO2 |
Hydrogen Acceptors | 3 |
Hydrogen Donors | 3 |
Aromatic Rings | 1 |
Rotatable Bonds | 3 |
Synephrine (94-07-5)
Synephrin · Oxedrine · Sympaethamin
Score:
#1329 in Biochemistry
,
#3241 in Biology
,
#4050 in Chemistry
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LabBot
- Citrus aurantium and synephrine alkaloids in the treatment of overweight and obesity: an update (Obesity Reviews, 2006)
- Seville (sour) Orange Juice: Synephrine Content and Cardiovascular Effects in Normotensive Adults (The Journal of Clinical Pharmacology, 2001)
- Activities of octopamine and synephrine stereoisomers on adrenoceptors (British Journal of Pharmacology, 1988)
- Determination of octopamine, synephrine and tyramine in Citrus herbs by ionic liquid improved green chromatography (Journal of Chromatography A, 2006)
- The Isolation and Identification of l-Synephrine in the Leaves and Fruit of Citrus (Journal of Biological Chemistry, 1964)
- Ischemic Stroke Associated With Use of an Ephedra-Free Dietary Supplement Containing Synephrine (Mayo Clinic Proceedings, 2005)
-
Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. - Synephrin
- Oxedrine
- Sympaethamin
-
SMILESCNCC(C1=CC=C(C=C1)O)O
-
InChIKeyYRCWQPVGYLYSOX-UHFFFAOYSA-N
- Pubchem - Synephrine
- Wikipedia - oxedrine
Synephrine, or, more specifically, p-synephrine, is an alkaloid, occurring naturally in some plants and animals, and also in approved drugs products as its m-substituted analog known as neo-synephrine. p-Synephrine (or formerly Sympatol and oxedrine [BAN]) and m-synephrine are known for their longer acting adrenergic effects compared to norepinephrine. This substance is present at very low concentrations in common foodstuffs such as orange juice and other orange (Citrus species) products, both of the "sweet" and "bitter" variety.
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Synthesis
Reactant
+
4-CHLOROPHENOL
(Grignard alcohol)
Methylboronic acid
+
Reactant
(Chan-Lam coupling reaction)
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