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CAS No 2468-21-5 , Catharanthine Search by region : Switzerland

  • Name: Catharanthine
  • Synonyms: Catharanthine;(+)-CATHRANTHINE;Methyl (2alpha,5beta,6alpha)-3,4-didehydroibogamine-18beta-carboxylate;
  • CAS Registry Number:
  • Melting Point: 138-140ºC
  • Flash Point: 251.1ºC
  • Boiling Point: 491.5ºC at 760 mmHg
  • Density: 1.27 g/cm3
  • Refractive index: 1.663
  • Safety Statements: Moderately toxic by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx.
  • Flash Point: 251.1ºC
  • EINECS: 219-586-6
  • Molecular Weight: 336.43
  • InChI: InChI=1/C21H24N2O2/c1-3-14-10-13-11-21(20(24)25-2)18-16(8-9-23(12-13)19(14)21)15-6-4-5-7-17(15)22-18/h4-7,10,13,19,22H,3,8-9,11-12H2,1-2H3/t13-,19-,21+/m1/s1
  • Molecular Formula: C21H24N2O2
  • Molecular Structure:CAS No:2468-21-5 Catharanthine

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References of Catharanthine
Title: Catharanthine
CAS Registry Number: 2468-21-5
CAS Name: 3,4-Didehydroibogamine-18-carboxylic acid methyl ester
Synonyms: 7-ethyl-9,10,12,13-tetrahydro-6,9-methano-5H-pyrido[1￠,2￠:1,2]azepino[4,5-b]indole-6(6aH)-carboxylic acid methyl ester
Molecular Formula: C21H24N2O2
Molecular Weight: 336.43
Percent Composition: C 74.97%, H 7.19%, N 8.33%, O 9.51%
Literature References: Precursor of vinblastine-type alkaloids. Isoln from Vinca rosea Linn. (Catharanthus roseus G. Don.) Apocynaceae: M. Gorman et al., J. Am. Pharm. Assoc. Sci. Ed. 48, 256 (1959); G. H. Svoboda et al., ibid. 659. Structure: N. Neuss, M. Gorman, Tetrahedron Lett. 1961, 206. Abs config: K. Bláha et al., ibid. 1972, 2763. Synthesis of (±)-form: A. A. Qureshi, A. I. Scott, Chem. Commun. 1968, 947, 948; A. R. Battersby et al., ibid. 951; G. Büchi et al., J. Am. Chem. Soc. 92, 999 (1970); J. P. Kutney, F. Bylsma, Helv. Chim. Acta 58, 1672 (1975); B. M. Trost et al., J. Org. Chem. 44, 2052 (1979); T. Imanishi et al., Tetrahedron Lett. 21, 3285 (1980).
Properties: Crystals from methanol, mp 126-128°. uv max (ethanol): 226, 284, 292 nm (log e 4.56, 3.92, 3.88). [a]D27 +29.8° (CHCl3). pKa￠ 6.8.
Melting point: mp 126-128°
pKa: pKa￠ 6.8
Optical Rotation: [a]D27 +29.8° (CHCl3)
Absorption maximum: uv max (ethanol): 226, 284, 292 nm (log e 4.56, 3.92, 3.88)