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Key Documents

N6377

Sigma-Aldrich

Norharmane hydrochloride

crystalline

Synonym(s):

β-Carboline, 9H-Pyrido(3,4-b)indole

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About This Item

Empirical Formula (Hill Notation):
C11H8N2 · HCl
CAS Number:
Molecular Weight:
204.66
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

form

crystalline

color

yellow to green

storage temp.

2-8°C

SMILES string

Cl.c1ccc2c(c1)[nH]c3cnccc23

InChI

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

InChI key

NEECSQBLLQEFLK-UHFFFAOYSA-N

Biochem/physiol Actions

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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Monica M Arnold et al.
Neuropharmacology, 85, 293-304 (2014-06-08)
Tobacco use is the leading cause of preventable death. Although the health risks are well known, cessation rates remain low. Whereas behavioral and neuroanatomical studies on tobacco addiction conventionally use nicotine, there is evidence that other constituents, such as monoamine
Andrew C Harris et al.
Pharmacology, biochemistry, and behavior, 198, 173041-173041 (2020-09-15)
Identifying novel constituents that contribute to tobacco addiction is essential for developing more effective treatments and informing FDA regulation of tobacco products. While preclinical data indicate that monoamine oxidase (MAO) inhibitors can have abuse liability or potentiate the addiction-related effects
B P Connop et al.
Neuroscience letters, 190(1), 69-72 (1995-04-28)
7-Nitro indazole (7-NI) has been used as a selective inhibitor of neuronal nitric oxide synthase (NOS) in vivo. This agent has a short duration of action which may be due to its metabolism. The structure of 7-NI resembles that of
Tomás Herraiz et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 49(8), 1773-1781 (2011-05-11)
Monoamine oxidase (MAO) enzymes located in human mitochondria oxidize neurotransmitters and bioactivate the neurotoxin 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine (MPTP) by oxidation to directly-acting neurotoxic pyridinium cations (MPDP⁺/MPP⁺) that produce Parkinsonism. Antioxidants and MAO inhibitors are useful as neuroprotectants. Naturally-occurring substances, antioxidants and redox
Antônio Eduardo Miller Crotti et al.
Molecular nutrition & food research, 54(3), 433-439 (2009-10-14)
The beta-carbolines 1-methyl-9H-pyrido [3,4-b]indole and 9H-pyrido[3,4b]indole have been implicated as having causative roles in a number of human diseases, such as Parkinson's disease and cancer. As they can be formed during the heating of protein-rich food, a number of analytical

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