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HomeProduct name listNUCIFERINE

NUCIFERINE

Synonym(s):Sanjoinine E;(-)-Nuciferine;(6aR)-5,6,6a,7-Tetrahydro-1,2-dimethoxy-6-methyl-4H-dibenzo[de,g]quinoline;(R)-1,2-Dimethoxyaporphine;(R)-Nuciferine

  • CAS NO.:475-83-2
  • Empirical Formula: C19H21NO2
  • Molecular Weight: 295.38
  • MDL number: MFCD01664592
  • EINECS: 618-170-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-19 23:02:33
NUCIFERINE Structural

What is NUCIFERINE?

Description

Nuciferine is an aporphine alkaloid from Nelumbo lutea, the ba~e yields colourless crystals when crystallized from EtOH. It is laevorotatory, the following specific rotations having been recorded; [α] 22D- 157.5° and - 215°. The ultraviolet spectrum has three absorption maxima at 230, 272 and 310 mp. Two methoxyl groups and one methylimino group are present and the alkaloid may be characterized as the hydrochloride, m.p. 241°C (in vacuo) and the methiodide, m.p. 177-8°C. The optically inactive base has been synthesized and has m.p. 136-7°C, giving a hydrochloride in the form of small colourless prisms from H20, m.p. 258°C (dec.).

The Uses of NUCIFERINE

Nuciferin is an drug candidate for the treatment of obesity-related diseases. It is not well studied and its pharmacokinetics in vivo have not been fully investigated.

Safety Profile

Poison by ingestion andintraperitoneal routes. When heated to decomposition itemits toxic fumes of NOx.

References

Gulland, Haworth., J. Chern. Soc., 590 (1928)
Yunusov, Konovalova, Orekhov., Bull. Soc. Chim. Fr., 70 (1940)
Arthur, Cheung., J. Chern. Soc., 2306 (1959)
Kupchan et al., Tetrahedron, 19, 227 (1963)

Properties of NUCIFERINE

Melting point: 165.5°C
Boiling point: 437.06°C (rough estimate)
Density  1.1156 (rough estimate)
refractive index  1.5000 (estimate)
storage temp.  2-8°C
solubility  DMSO : 11.11 mg/mL (37.61 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
form  powder
pka 7.87±0.20(Predicted)
color  white to beige
optical activity [α]/D -145 to -165°, c = 0.5 in ethanol

Safety information for NUCIFERINE

Signal word Danger
Pictogram(s)
ghs
Skull and Crossbones
Acute Toxicity
GHS06
GHS Hazard Statements H301:Acute toxicity,oral

Computed Descriptors for NUCIFERINE

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