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Yohimbine

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Yohimbine Basic information
Yohimbine Chemical Properties
  • Melting point:231-233 °C(lit.)
  • alpha D20 +50.9 to +62.2° (ethanol); D20 +108° (pyridine); 20546 +129° (c = 0.5 in pyridine)
  • Boiling point:487.66°C (rough estimate)
  • Density 1.1640 (rough estimate)
  • refractive index 1.6500 (estimate)
  • storage temp. Store at RT
  • pka14.39±0.40(Predicted)
  • CAS DataBase Reference146-48-5(CAS DataBase Reference)
  • NIST Chemistry ReferenceYohimbine(146-48-5)
Safety Information
  • Hazard Codes T
  • Risk Statements 23/24/25-39
  • Safety Statements 27-36/37/39-45
  • RIDADR 1544
  • RTECS ZG1000000
  • HazardClass 6.1(a)
  • PackingGroup II
Yohimbine Usage And Synthesis
  • Chemical PropertiesGlistening, needle-like alkaloid, soluble in alcohol and ether, very slightly soluble in water.
  • Usessexual dysfunction
  • UsesYohimbine occurs in Corinanthe johimbeK. and Rubiaceae trees. It is also foundin the roots of Rauwolfia serpentina L.and Apocyanaceae. Its derivatives areused therapeutically as adrenergic blockingagents.
  • DefinitionChEBI: An indole alkaloid with alpha2-adrenoceptor antagonist activity. It is produced by Corynanthe johimbe and Rauwolfia serpentina.
  • General DescriptionYohimbine (Yocon)is a competitive and selective 2-blocker. The compound isan indolealkylamine alkaloid and is found in the bark of thetree Pausinystalia yohimbe and in Rauwolfia root.
  • Health HazardPharmacologically, yohimbine is an adrenergic blocking agent. It exhibits hypotensive and cardiostimulant activities. Poisoningfrom excessive doses may become severe,causing convulsions and respiratory failure
    LD50 value, intraperitoneal (mice): 16 mg/kg
    LD50 value, oral (mice): 37 mg/kg.
  • Biological Activityα 2 -adrenoceptor antagonist (pK i values are 8.52, 8.00 and 9.17 for human a 2A , a 2B and a 2C receptors respectively).
  • Clinical UseYohimbine increases heart rate and blood pressure as aresult of its blockade of 2-receptors in the CNS. It has beenused experimentally to treat male erectile impotence.
  • Purification MethodsCrystallise the alkaloid from EtOH, and dry it in a vacuum to remove EtOH of crystallisation. [Van Tamelen et al. J Am Chem Soc 91 7315 1969, Stork
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