tetrahydroharmine Chemical Properties

Melting point:

199 °C

Boiling point:

399.2±37.0 °C(Predicted)

Density 

1.145±0.06 g/cm3(Predicted)

storage temp. 

Amber Vial, -20°C Freezer, Under inert atmosphere

solubility 

Chloroform (Slightly, Heated), DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

18.03±0.40(Predicted)

color 

White to Off-White

Stability:

Light Sensitive

tetrahydroharmine Usage And Synthesis

Description

This carboline alkaloid is present in Banisteria caapi, a plant indigenous toSouth America. It is dextrorotatory with [o:]l>s + 32° (c 1.0, CHCI3). One methoxyl group, a methyl group and two imino groups are present in the molecule.

Uses

Tetrahydroharmine is a β-Carboline derivative. β-Carboline alkaloids are inhibitors of human monoamine oxidase enzymes. β-carboline derivatives were also reported to have antiviral and fungicidal activity. Tetrahydroharmine is related to 3,4-Dihydroharmine (D449718).

IC 50

MAO-B: 74 nM (IC₅₀)

References

Hochstein, Paradies., J. Arner. Chern. Soc., 79, 5735 (1957)
Bernauer., Helv. Chirn. Acta, 47, 1075 (1960)
Koblicova, Trojanek., Chern. Ind., 1342 (1966)

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