Title: Carnegine
CAS Registry Number: 490-53-9
CAS Name: 1,2,3,4-Tetrahydro-6,7-dimethoxy-1,2-dimethylisoquinoline
Additional Names: 6,7-dimethoxy-1,2-dimethyl-1,2,3,4-tetrahydroisoquinoline; pectenine
Molecular Formula: C13H19NO2
Molecular Weight: 221.30
Percent Composition: C 70.56%, H 8.65%, N 6.33%, O 14.46%
Literature References: In Carnegiea gigantea (Engelm.) Britt. & Rose (Cereus giganteus Engelm.), Cactaceae, a cactus of Arizona and Mexico. Extraction procedure: Heyl, Arch. Pharm. 266, 668 (1928). Synthesis: Späth, Ber. 62, 1021 (1929); Nakada, Nisgihara, J. Pharm. Soc. Jpn. 64, 74 (1944). Pharmacology: E. Santi-Soncin, M. Furlanut, Fitoterapia 43, 21 (1972), C.A. 80, 66667f (1974). Review of synthetic methods: A. B. J. Bracca, T. S. Kaufman, Tetrahedron 60, 10575-10610 (2004).
Properties: Viscous liquid, dec on standing. Distills at 1 mm pressure and 170° air bath temp. Sol in ether, alc, chloroform. LD50 i.p. in mice: 15.23 mg/kg (Santi-Soncin, Furlanut).
Toxicity data: LD50 i.p. in mice: 15.23 mg/kg (Santi-Soncin, Furlanut)
Derivative Type: Hydrochloride monohydrate
CAS Registry Number: 5864-18-6
Molecular Formula: C13H19NO2.HCl.H2O
Molecular Weight: 275.77
Percent Composition: C 56.62%, H 8.04%, N 5.08%, O 17.41%, Cl 12.86%
Properties: Clusters from dil alc, mp 207° (mp 211° when anhydr). Sol in water, slightly sol in alc.
Melting point: mp 207° (mp 211° when anhydr)
Derivative Type: Hydrobromide monohydrate
CAS Registry Number: 5853-25-8
Molecular Formula: C13H19NO2.HBr.H2O
Molecular Weight: 320.22
Percent Composition: C 48.76%, H 6.92%, N 4.37%, O 14.99%, Br 24.95%
Properties: Needles from alc, mp 228°.
Melting point: mp 228°
Derivative Type: Methyliodide
CAS Registry Number: 5911-58-0
Molecular Formula: C13H19NO2.CH3I
Molecular Weight: 363.23
Percent Composition: C 46.29%, H 6.10%, N 3.86%, O 8.81%, I 34.94%
Properties: Needles from methanol, mp 211° (evac tube) after drying at 100° and 10 mm.
Melting point: mp 211° (evac tube) after drying at 100° and 10 mm
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