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Key Documents

N6252

Sigma-Aldrich

Norharmane

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

Sinonimo/i:

β-Carboline, 9H-Pyrido[3,4-b]indole

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About This Item

Formula empirica (notazione di Hill):
C11H8N2
Numero CAS:
Peso molecolare:
168.19
Numero CE:
Numero MDL:
Codice UNSPSC:
12352200
ID PubChem:
NACRES:
NA.77

product name

Norharmane, crystalline

Forma fisica

crystalline

Livello qualitativo

Colore

light yellow

Temperatura di conservazione

2-8°C

Stringa SMILE

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
AIFRHYZBTHREPW-UHFFFAOYSA-N

Informazioni sul gene

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

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Descrizione generale

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.

Applicazioni

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)

Azioni biochim/fisiol

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

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)


Certificati d'analisi (COA)

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Eduard Dolušić et al.
Bioorganic & medicinal chemistry, 19(4), 1550-1561 (2011-01-29)
Indoleamine 2,3-dioxygenase (IDO) is a heme dioxygenase which has been shown to be involved in the pathological immune escape of diseases such as cancer. The synthesis and structure-activity relationships (SAR) of a novel series of IDO inhibitors based on the
Binbin Xia et al.
European journal of medicinal chemistry, 43(7), 1489-1498 (2007-10-30)
Heuristic method (HM) and radial basis function neural network (RBFNN) methods were proposed to generate QSAR models for a set of non-benzodiazepine ligands at the benzodiazepine receptor (BzR). Descriptors calculated from the molecular structures alone were used to represent the
Reiko Ikeda et al.
European journal of medicinal chemistry, 46(2), 636-646 (2011-01-05)
β-carboline derivatives are known as the lead compounds for anti-tumor agents. To examine an optimal structure for anti-tumor activity, we synthesized a variety of β-carboline derivatives, possessing a variety of substituents on the nitrogen atom of the amino group of
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

Articoli

Glycosylation is known to have profound influence on various physiochemical, cellular and biological functions of proteins. Alterations in this modification are known to affect the immune system and have been associated with various pathological states such as cancer, rheumatoid arthritis, and inflammatory diseases.

Mass Spectrometry of Glycans, method comparison and products

Protocolli

Mass Spectrometry of Glycans

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