(-)-SINOACUTINE

Product Name
(-)-SINOACUTINE
Chemical Name
(-)-SINOACUTINE
Synonyms
(-)-SINOACUTINE
CBNumber
CB6355665
Molecular Formula
C19H21NO4
Formula Weight
327.37
MOL File
Mol file
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(-)-SINOACUTINE Property

Melting point:
198°C
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Hazard and Precautionary Statements (GHS)

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(-)-SINOACUTINE Chemical Properties,Usage,Production

Description

A 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.

Uses

Sinoacutine is an isoquinoline alkaloid used as a prolyl oligopeptidase inhibitor.

References

Chu, 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

Raw materials

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