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N33101

Sigma-Aldrich

Norharmane

98%

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
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:

Assay

98%

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

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Biochem/physiol Actions

Inhibitor of indoleamine 2,3-dioxygenase (IDO).

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D Reyman et al.
Magnetic resonance in chemistry : MRC, 45(10), 830-834 (2007-08-31)
In this work, we have analysed the tendency of two beta-carboline derivatives, harmane and norharmane, in the formation of hydrogen bonds. We obtained the (1)H and (13)C NMR spectra of different mixtures of these derivatives with acetic acid (AcOH) in
Tomás Herraiz et al.
Chemical research in toxicology, 21(11), 2172-2180 (2009-02-25)
Norharman and harman are naturally occurring beta-carboline alkaloids exhibiting a wide range of biological, psychopharmacological, and toxicological actions. They occur in foods and tobacco smoke and also appear endogenously in humans. In this research, metabolic and kinetic studies with cytochrome
M Micaela Gonzalez et al.
Organic & biomolecular chemistry, 8(11), 2543-2552 (2010-05-26)
UV-A radiation (320-400 nm) induces damages to the DNA molecule and its components through photosensitized reactions. Beta-carbolines (betaCs), heterocyclic compounds widespread in biological systems, participate in several biological processes and are able to act as photosensitizers. The photosensitization of plasmidic
Olga I Tarzi et al.
Journal of mass spectrometry : JMS, 44(2), 260-277 (2008-11-18)
The thermal stability of several commonly used crystalline matrix-assisted ultraviolet laser desorption/ionization mass spectrometry (UV-MALDI-MS) matrices, 2,5-dihydroxybenzoic acid (gentisic acid; GA), 2,4,6-trihydroxyacetophenone (THA), alpha-cyano-4-hydroxycinnamic acid (CHC), 3,5-dimethoxy-4-hydroxycinnamic acid (sinapinic acid; SA), 9H-pirido[3,4-b]indole (nor-harmane; nor-Ho), 1-methyl-9H-pirido[3,4-b]indole (harmane; Ho), perchlorate of nor-harmanonium
Rosa Busquets et al.
Molecular nutrition & food research, 53(12), 1496-1504 (2009-10-08)
Heterocyclic amines (HCAs) are potent mutagens/carcinogens to which humans are frequently exposed through the consumption of cooked meat and fish food. The effect of normal intake of HCAs and their role in the aetiology of human cancer is unknown. To

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