Basic information Safety Supplier Related

tetrahydroharmine

Basic information Safety Supplier Related

tetrahydroharmine Basic information

Product Name:
tetrahydroharmine
Synonyms:
  • tetrahydroharmine
  • Tetrahydroharmin
  • 1,2,3,4-Tetrahydroharmine
  • 1H-Pyrido(3,4-B)indole, 2,3,4,9-tetrahydro-7-methoxy-1-methyl- (van)
  • 7-methoxy-1-methyl-1H,2H,3H,4H,9H-pyrido[3,4-b]indole
  • HARMALINE-001
  • 2,3,4,9-tetrahydro-7-methoxy-1-methyl-1H-Pyrido[3,4-b]indole
  • 1H-Pyrido[3,4-b]indole, 2,3,4,9-tetrahydro-7-methoxy-1-methyl-
CAS:
17019-01-1
MF:
C13H16N2O
MW:
216.28
Mol File:
17019-01-1.mol
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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
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Safety Information

WGK Germany 
WGK 2
Storage Class
3 - Flammable liquids
Hazard Classifications
Acute Tox. 3 Dermal
Acute Tox. 3 Inhalation
Acute Tox. 3 Oral
Flam. Liq. 2
STOT SE 1
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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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