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N6252

Sigma-Aldrich

Norharmane

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

Sinónimos:

β-Carboline, 9H-Pyrido[3,4-b]indole

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About This Item

Fórmula empírica (notación de Hill):
C11H8N2
Número de CAS:
244-63-3
Peso molecular:
168.19
Número CE:
205-959-0
Número MDL:
MFCD00004956
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
24897776
NACRES:
NA.77

Nombre del producto

Norharmane, crystalline

Formulario

crystalline

Nivel de calidad

200

color

light yellow

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

AIFRHYZBTHREPW-UHFFFAOYSA-N

Información sobre el gen

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

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Descripción general

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.

Aplicación

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)

Acciones bioquímicas o fisiológicas

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
BCCH1190
BCCH0395
BCCF8482
BCCD5463
BCCC5353

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Anna E Gauthier et al.
Science immunology, 6(57) (2021-03-14)
The assumption of near-universal bacterial detection by pattern recognition receptors is a foundation of immunology. The limits of this pattern recognition concept, however, remain undefined. As a test of this hypothesis, we determined whether mammalian cells can recognize bacteria that
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
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