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CAS 614-35-7

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(-)-Synephrine

Description:
(-)-Synephrine is a naturally occurring alkaloid primarily found in bitter orange (Citrus aurantium) and other citrus fruits. It is a colorless to pale yellow crystalline solid with a characteristic bitter taste. The compound is classified as a phenethylamine and is structurally related to ephedrine, featuring a hydroxyl group and a phenolic ring. (-)-Synephrine exhibits sympathomimetic properties, meaning it can stimulate the sympathetic nervous system, which may lead to increased heart rate and blood pressure. It is often marketed as a dietary supplement for weight loss and athletic performance enhancement, although its efficacy and safety are subjects of ongoing research and debate. The compound is known to interact with adrenergic receptors, particularly the alpha-1 and beta-3 adrenergic receptors, influencing metabolic processes. Due to its stimulant effects, (-)-synephrine is regulated in some regions, and its use should be approached with caution, especially in individuals with cardiovascular conditions. Overall, while (-)-synephrine has garnered interest for its potential benefits, further studies are necessary to fully understand its pharmacological effects and safety profile.
Formula:C9H13NO2
InChI:InChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1
InChI key:InChIKey=YRCWQPVGYLYSOX-VIFPVBQESA-N
SMILES:[C@@H](CNC)(O)C1=CC=C(O)C=C1
Synonyms:
  • Benzenemethanol, 4-hydroxy-α-[(methylamino)methyl]-, (R)-
  • Benzenemethanol, 4-hydroxy-α-[(methylamino)methyl]-, (αR)-
  • (αR)-4-Hydroxy-α-[(methylamino)methyl]benzenemethanol
  • (-)-Oxedrine
  • Benzyl alcohol, p-hydroxy-α-[(methylamino)methyl]-, (-)-
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