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CAS No 486-86-2 , Caulophylline

  • Name: Caulophylline
  • Synonyms: Caulophylline;N-Methylcytisine; (1R)-1,2,3,4,5,6-Hexahydro-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one;
  • CAS Registry Number:
  • Melting Point: 137-139oC
  • Flash Point: 191.9°C
  • Boiling Point: 400.8°Cat760mmHg
  • Density: 1.21g/cm3
  • Refractive index: 1.616
  • Flash Point: 191.9°C
  • EINECS: 207-643-8
  • Molecular Weight: 204.27
  • InChI: InChI=1/C12H16N2O/c1-13-6-9-5-10(8-13)11-3-2-4-12(15)14(11)7-9/h2-4,9-10H,5-8H2,1H3/t9-,10-/m0/s1
  • Molecular Formula: C12H16N2O
  • Molecular Structure:CAS No:486-86-2 Caulophylline

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486-86-2 1,5-Methano-8H-pyrido[1,2-a][1,5]diazocin-8-one,1,2,3,4,5,6-hexahydro-3-methyl-, (1R,5S)-

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References of Caulophylline
Title: Methylcytisine
CAS Registry Number: 486-86-2
CAS Name: (1R,5S)-1,2,3,4,5,6-Hexahydro-3-methyl-1,5-methano-8H-pyrido[1,2-a][1,5]diazocin-8-one
Synonyms: caulophylline; 12-methylcytisine; N-methylcytisine
Molecular Formula: C12H16N2O
Molecular Weight: 204.27
Percent Composition: C 70.56%, H 7.89%, N 13.71%, O 7.83%
Literature References: Lupine alkaloid of the quinolizidine type; occurring most abundantly in Leguminosae. Bioactive principle of blue cohosh, q.v. Isoln from Caulophyllum thalictroides Michx., Berberidaceae: F. B. Power, A. H. Salway, J. Chem. Soc. 103, 191 (1913); M. S. Flom et al., J. Pharm. Sci. 56, 1515 (1967); from Baptisia australis (L.) R. Br., Leguminosae: L. Marion, J. Ouellet, J. Am. Chem. Soc. 70, 691 (1948). Absolute configuration: S. Okuda et al., Chem. Pharm. Bull. 13, 491 (1965). Crystal structure: A. A. Freer et al., Acta Crystallogr. C43, 1119 (1987). Pharmacology: H. C. Ferguson, L. D. Edwards, J. Am. Pharm. Assoc. Sci. Ed. 43, 16 (1954). Toxicity study: R. B. Barlow, L. J. McLeod, Br. J. Pharmacol. 35, 161 (1969). Binding to nicotinic and muscarinic receptors: T. Schmeller et al., J. Nat. Prod. 57, 1316 (1994).
Properties: Colorless, prismatic needles from benzene + light petroleum, mp 137°. [a]30D -224° (c = 1.05 in water). uv max: 234, 309 nm (e 6860, 7560). Readily sol in water, alcohol, chloroform, benzene. LD50 in mice (mg/kg): 21 i.v.; 51 i.p. (Barlow, McLeod).
Melting point: mp 137°
Optical Rotation: [a]30D -224° (c = 1.05 in water)
Absorption maximum: uv max: 234, 309 nm (e 6860, 7560)
Toxicity data: LD50 in mice (mg/kg): 21 i.v.; 51 i.p. (Barlow, McLeod)