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Rutaecarpine

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Rutaecarpine Basic information
Rutaecarpine Chemical Properties
  • Melting point:259.5-260°
  • Boiling point:429.62°C (rough estimate)
  • Density 1.2030 (rough estimate)
  • refractive index 1.5855 (estimate)
  • storage temp. Sealed in dry,2-8°C
  • solubility DMSO: 18 mg/mL clear yellow solution, soluble
  • form solid
  • pka15.79±0.20(Predicted)
  • color white
  • Merck 14,8298
  • InChIKeyACVGWSKVRYFWRP-UHFFFAOYSA-N
  • CAS DataBase Reference84-26-4(CAS DataBase Reference)
Safety Information
  • Hazard Codes T
  • Risk Statements 25-36/37/38
  • Safety Statements 45-36-26
  • RIDADR UN 2811 6.1/PG 3
  • WGK Germany 3
  • RTECS NM3454000
  • HS Code 29339900
MSDS
Rutaecarpine Usage And Synthesis
  • DescriptionThis alkaloid occurs with Evodiamine (q.v.) in the Chinese drug 'Wou-chou-yu' which is the dried fruit of Evodia rutaecarpa Benth. It crystallizes from boiling EtOH as colourless, or pale yellow, needles and is optically inactive. The acetyl derivative has m.p. 184-6°C and the benzoyl compound, m.p. 194°C. The alkaloid gives a yellow colour with concentrated H2S04 and is decomposed by KOH in boiling amyl alcohol yielding anthranilic acid and 3-{3-aminoethylindole- 2-O!carboxylic acid, CllH120 2N2, silky crystals, m.p. 257°C.
    Pharmacologically, the alkaloid causes increased arterial pressure on injection.
  • Chemical PropertiesSolid
  • ReferencesAsahina, Kashiwagi., J. Pharm. Chim., 14,54 (1916)
    Asahina, Mayeda.,J. Pharm. Soc., Japan, No. 416 (1916)
    Asahina, Fujita., ibid, 863 (1921)
    Kermack, Perkin, Robinson.,J. Chem. Soc., 119,1615 (1921)
    Asahina, Manske, Robinson., ibid, 1708 (1927)
    Asahina, Irie, Ohta., J. Pharm. Soc., Japan, 48, 51 (1928)
    Ohta., ibid, 60, 109 (1940)
    Schopf, Steuer., Annalen, 558, 124 (1947)
    Biosynthesis:
    Yamazaki, Ikuta., Tetrahedron Lett., 3221 (1966)
    Yamazakietal., ibid, 3317 (1967)
    Pharmacology:
    Raymond-Hamet., Cornpt. rend., 220, 749 (1945)
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