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HomeProduct name listlaurotetanine

laurotetanine

  • CAS NO.:128-76-7
  • Empirical Formula: C19H21NO4
  • Molecular Weight: 327.37
  • MDL number: MFCD01711527
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-05-04 17:34:32
laurotetanine Structural

What is laurotetanine?

Description

The noraporphine alkaloid was first isolated by Greshoff from Litsea chrysocorna and subsequently from other species of Lauraceae including L. citrata and L. cubeba. When freshly crystallized from Me2 CO it yields colourless crystals but these become yellow in air. The alkaloid behaves as a phenolic base giving salts with mineral acids which all contain H20 of crystallization. The picrate monohydrate has m.p. 1480 C, the dibenzoyl derivative, m.p. 169-1700 C and the phenylthiocarbamide, m.p. 211-2°C. Three methoxyl groups, an imino group and a phenolic hydroxyl group are present, the latter giving the O-methyl ether which is an amorphous powder but yields a crystalline hydrochloride, m.p. 245°C; an oxalate, m.p. 233°C and the thiocarbamide, m.p. 154-5°C. The Nmethyl derivative (q.v.) is found naturally in Peurnus boldus and the O,Ndimethyl derivative is glaucine. The structure has been determined from chemical degradation and synthesis.

Definition

ChEBI: Litsoeine is an isoquinoline alkaloid.

References

Greshoff., Ber., 23,3537 (1890)
Filippo., Arch. Pharm., 236, 601 (1898)
Gorter., Bull. Jard. bot. Buitenzorg., 3, 180 (1921)
Barger, Silberschmidt.,J. Chem. Soc., 2919 (1928)
Barger et al., Ber., 66, 450 (1933)
Ruegger., Helv. Chim. Acta, 42,754 (1959)
Kikkawa.,J. Pharm. Soc., Japan, 79,83,425 (1959)

Properties of laurotetanine

Melting point: 125°C
Boiling point: 465.27°C (rough estimate)
Density  1.2223 (rough estimate)
refractive index  1.5000 (estimate)
pka 9.76±0.20(Predicted)

Safety information for laurotetanine

Computed Descriptors for laurotetanine

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