Noscapine

• Catalog No.: Bio-0285
• CAS Number: 128-62-1
• M. F.: C22H23NO7
• M. W.: 413.42052

SYNONYMS

• IUPAC name: (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-one
• IUPAC Traditional name: (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-one
• Synonyms: Gnoscopine; Anarkotin; Tusscapine; Opianine

DATABASE IDS

• CAS Number: 128-62-1

PROPERTIES

• Application(s): Antitussive agent, of similar potency to and poss. with some advantages over codeine.
• Application(s): Mod. effective smooth muscle relaxant.
• Mechanism of Action: Sigma receptor agonist

REFERENCES

• Aldrich Library of 13C and 1H FT NMR Spectra, 1992, 2, 1304B, (nmr)
• Robiquet, M., Ann. Chim. (Paris), 1817, 5, 275, (isol)
• Perkin, W.H. et al., J.C.S., 1911, 99, 775, (synth, resoln)
• Ohta, M. et al., Tet. Lett., 1963, 859, (abs config)
• Ohta, M. et al., Chem. Pharm. Bull., 1964, 12, 1080, (isol)
• Battersby, A.R. et al., J.C.S., 1965, 1087, (abs config)
• Snatzke, G. et al., Tetrahedron, 1969, 25, 5059, (ord)
• Analyst (London), 1972, 97, 740, (microanal)
• Kametani, T. et al., J.C.S. Perkin 1, 1977, 374, (synth)
• Al-Yahya, M.A. et al., Anal. Profiles Drug Subst., 1982, 11, 407, (rev, synth, props, anal)
• Blasko, G. et al., J. Nat. Prod., 1982, 45, 105, (occur)
• Shono, T. et al., J.O.C., 1983, 48, 1621, (synth)
• Moss, D.S. et al., Acta Cryst. C, 1984, 40, 1960, (cryst struct)
• Johansson, M. et al., J. Chromatogr., 1988, 459, 301, (hplc)
• Janssen, R.H.A.M. et al., Phytochemistry, 1990, 29, 3331, (pmr, cmr, conformn)
• Porter, R. et al., Mutagenesis, 1992, 7, 205
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 750
• Tiveron, C. et al., Mutagenesis, 1993, 8, 311
• Negwer, M., Organic-Chemical Drugs and their Synonyms, 7th edn., Akademie-Verlag, 1994, 8884, (synonyms)
• Baradarani, M.M. et al., Tet. Lett., 1999, 40, 7403-7406, (epimerisation)
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, NBP275; NOA000; NOA500