(-)-SINOACUTINE

(-)-SINOACUTINE Basic information
Product Name:(-)-SINOACUTINE
Synonyms:(-)-SINOACUTINE
CAS:
MF:C19H21NO4
MW:327.37
EINECS:
Product Categories:Miscellaneous Natural Products
Mol File:Mol File
(-)-SINOACUTINE Structure
(-)-SINOACUTINE Chemical Properties
Melting point 198°C
Safety Information
MSDS Information
(-)-SINOACUTINE Usage And Synthesis
DescriptionA morphine type alkaloid isolated from Sinomenium acutum Rehd. and Wils, the base is laevorotatory with[α]16D - 112° (EtOH) or - 81.60 (CHCI3). It yields a series of crystalline salts and derivatives including the perchlorate, m.p. 117°C; tartrate, m.p. 203-4°C; picrate, m.p. 222°C (dec.); oxime, m.p. 223°C and the methiodide, m.p. 216°C. The alkaloid also forms the O-acetate, m.p. 175°C; [α]D - 125° (EtOH) with AC20 in pyridine, indicative of a phenolic hydroxyl group. On hydrogenation it forms tetrahydrosinoacutinol, C19H2704N, m.p. 216°C. The O-methyl ether yields a crystalline methiodide which contains Me2CO when obtained from this solvent, m.p. 163-6°C. According to Johns and his co-workers, the alkaloid is also present in Cassytha pubescens R. Br.
UsesSinoacutine is an isoquinoline alkaloid used as a prolyl oligopeptidase inhibitor.
ReferencesChu, Lo, Chou., Acta Chirn. Sinica., 30,265 (1964)
Barton, Korby, Kirby., Chern. Cornrnun., 52 (1965)
Chambers, Haynes, Stuart., ibid, 449 (1966)
Johns, Lamberton, Sioumis., Austral. J. Chern., 19,2331 (1966)
Circular dichroism:
Snatzke, Wollenberg.,l. Chern. Soc., C, 1681 (1966)



(-)-SINOACUTINE Preparation Products And Raw materials
schinifoline

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