1-Methoxy-9H-carbazole-3-carbaldehyde Property

Melting point:

168°C

Boiling point:

466.4±25.0 °C(Predicted)

Density 

1.312±0.06 g/cm3(Predicted)

pka

16.49±0.30(Predicted)

Hazard and Precautionary Statements (GHS)

1-Methoxy-9H-carbazole-3-carbaldehyde Chemical Properties,Usage,Production

Description

This simple carbazole alkaloid is found in the stem bark of Mu"aya koenigii Spreng. It is best purified by sublimation of the crude base when it yields colour_x0002_less crystals. The ultraviolet spectrum in ethanol has absorption maxima at 238, 247,274,289 and 335 mJJ.. The structure has been shown to be 3-formyl-lmethoxycarbazole by spectroscopic methods and synthesis. It yields an oxime, m.p. l55-6°C; a picrate, m.p. 198-2000 C and the 2:4-dinitrophenylhydrazone, m.p. > 300°C. The N-methyl derivative forms colourless needles from C6H6- light petroleum, m.p. l48-9°C. When subjected to Wolff-Kishner reduction, the alkaline phase yields l-hydroxy-3-methyl-carbazole.

Uses

Murrayanine is a carbazole alkaloid. Murrayanine suppresses the proliferation and metastasis of human breast cancer cells via induction of apoptosis and inhibition of RANK/RANKL signaling pathway.

Definition

ChEBI: A natural product found in Clausena harmandiana.

References

Chakraborty, Barman, Bose., Tetrahedron, 21, 681 (1965)
Synthesis: Crum, Sprague., Chern. Cornrnun., 417 (1966)
Chakraborty, Chowdhury., J. Org. Chern., 33, 1265 (1968)