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RESCINNAMINE

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RESCINNAMINE Basic information
RESCINNAMINE Chemical Properties
  • Melting point:238-239°C
  • alpha D24 -97° (c = 1 in chloroform)
  • Boiling point:669.26°C (rough estimate)
  • Density 1.2161 (rough estimate)
  • refractive index 1.5300 (estimate)
  • storage temp. 2-8°C
  • pkapKa 6.4 (Uncertain)
  • Stability:Stable, but darkens slowly in light. Incompatible with strong oxidizing agents.
  • CAS DataBase Reference24815-24-5
  • EPA Substance Registry SystemRescinnamine (24815-24-5)
Safety Information
RESCINNAMINE Usage And Synthesis
  • DescriptionThis Rauwolfia alkaloid is found in the barks of R. serpentina and R. vomitora and was originally given the name Reserpinine, this being altered to avoid confusion with another alkaloid of the same name (q.v.). The base has [α]17D - 99.2° (c 1.3, CHCI3). From chemical degradation and spectroscopic analysis, the structure has been established as the 3:4: 5-trimethoxycinnamoyl ester of reserpic acid.
  • Chemical Propertieswhite to cream powder
  • UsesRescinnamine occurs in the roots of a num ber of Rauwolfia species. Therapeutically, itis used as an antihypertensive agent.
  • brand nameModeril (Pfizer).
  • General DescriptionOdorless white to cream colored crystalline powder.
  • Air & Water ReactionsInsoluble in water.
  • Reactivity ProfileThe neat material darkens slowly on exposure to light. In solution this occurs more rapidly. .
  • Health HazardThe pharmacological properties of rescinnamine are similar to those of reserpine, butthe side effects are low. It acts as a sedativeand hypotensive. A dose of 0.25 mg/day mayproduce the effect of sleepiness in humans.Excessive doses may produce depression,nightmare, nausea, diarrhea, and hypotension.
    LD50 value, oral (rats): 1000 mg/kg
    The carcinogenicity of rescinnamine inanimals or humans is unknown.
  • Fire HazardFlash point data for RESCINNAMINE are not available. RESCINNAMINE is probably combustible.
  • Purification MethodsCrystallise it from *benzene, MeOH or aqueous Me2CO. The hydrochloride has m 232o(dec) (from MeOH) and [] D -74o (MeOH). It is an antihypertensive. [Klohs et al. J Am Chem Soc 77 2241 1955, Beilstein 25 III/IV 1323.]
  • ReferencesHaack e tal., Naturwiss., 41, 214 (1954)
    Klohs, Draper, Keller.,J. Amer. Chem. Soc., 77,2241 (1955)
    Kidd., Chem. & Ind., 1481 (1955)
    Popelak, Lettenbauer., Arch. Pharm., 296,261 (1963)
RESCINNAMINE(24815-24-5)Related Product Information
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