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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:
244-63-3
Peso molecolare:
168.19
Numero CE:
205-959-0
Numero MDL:
MFCD00004956
Codice UNSPSC:
12352200
ID PubChem:
24897776
NACRES:
NA.77

product name

Norharmane, crystalline

Forma fisica

crystalline

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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Supelco

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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
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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
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European journal of medicinal chemistry, 43(7), 1489-1498 (2007-10-30)
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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
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