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N6252

Sigma-Aldrich

Norharmane

≥98% (TLC), crystalline, monoamine oxidase inhibitor

Synonym(s):

β-Carboline, 9H-Pyrido[3,4-b]indole

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About This Item

Empirical Formula (Hill Notation):
C11H8N2
CAS Number:
Molecular Weight:
168.19
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Product Name

Norharmane, crystalline

form

crystalline

Quality Level

color

light yellow

storage temp.

2-8°C

SMILES string

c1ccc2c(c1)[nH]c3cnccc23

InChI

1S/C11H8N2/c1-2-4-10-8(3-1)9-5-6-12-7-11(9)13-10/h1-7,13H

InChI key

AIFRHYZBTHREPW-UHFFFAOYSA-N

Gene Information

human ... IKBKB(3551)
rat ... Gabra2(29706)

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General description

Norharmane is an alkaloid widely present in living organisms and can also be chemically synthesized. It is a β-carboline derivative composed of indole and pyridine.

Application

Norharmane has been used:
  • as a β-carboline to study its effect on nigrostriatal dopamine (DA) neurons
  • as an internal standard in gas chromatography-mass spectrometry (GC-MS) analyses using Conidiobulus coronatus filtrates
  • as a β-carboline-3-carboxylic acid N-methylamide (CMA) analog to study its binding ability with Mcm2-7 (minichromosome maintenance)

Biochem/physiol Actions

Inhibitor of indoleamine 2,3-dioxygenase (IDO).
Norharmane and its derivative exhibit anti-cancer properties. It acts as a monoamine oxidase (MAO) inhibitor and might benefit Parkinson′s disease (PD). High levels of β-carboline in plasma are found in PD.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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