Skip to Content
Merck
CN

N6252

Norharmane

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

Synonym(s):

β-Carboline, 9H-Pyrido[3,4-b]indole

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C11H8N2
CAS Number:
244-63-3
Molecular Weight:
168.19
NACRES:
NA.77
PubChem Substance ID:
24897776
UNSPSC Code:
12352200
EC Number:
205-959-0
MDL number:
MFCD00004956
Form:
crystalline
Quality level:
200

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Norharmane, crystalline

InChI key

AIFRHYZBTHREPW-UHFFFAOYSA-N

InChI

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

SMILES string

c1ccc2c(c1)[nH]c3cnccc23

form

crystalline

color

light yellow

storage temp.

2-8°C

Quality Level

200

Gene Information

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

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.

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.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

涉药品监管产品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCP1274
BCCM9363
BCCL5811
BCCK7864
BCCH1190

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
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
Caiping Tan et al.
Dalton transactions (Cambridge, England : 2003), 40(34), 8611-8621 (2011-08-02)
Three novel Ru(II) complexes of the general formula [Ru(N-N)(2)(Norharman)(2)](SO(3)CF(3))(2), where N-N = 2,2'-bipyridine (bpy, 1), 1,10-phenanthroline (phen, 2), 4,7-diphenyl-1,10-phenanthroline (DIP, 3) and Norharman (9H-pyrido[3,4-b]indole) is a naturally occurring β-carboline alkaloid, have been synthesized and characterized. The molecular structures of 1
View All Related Papers

Protocols

Mass Spectrometry of Glycans

Explore mass spectrometry analysis of glycans for glycomic & glycoproteomic neutral & acidic glycan analysis. See a general mass spec glycan analysis procedure.

聚糖的质谱

该聚糖质谱分析方案，被称之为干液滴法，基于原始的MALDI实验并依然是MS领域中最常用的方法。

Related Content

Glycobiology Brochure

Glycobiology and Glycoproteomics Brochure

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service