Norharmane

Norharmane Structure
Norharmane structure
Common Name Norharmane
CAS Number 244-63-3 Molecular Weight 168.195
Density 1.3±0.1 g/cm3 Boiling Point 391.3±15.0 °C at 760 mmHg
Molecular Formula C11H8N2 Melting Point 219-221 ºC
MSDS Chinese USA Flash Point 182.1±11.7 °C

Gamma-carboline derivatives with anti-bovine viral diarrhea virus (BVDV) activity.

Bioorg. Med. Chem. 16 , 3780, (2008)

Based on anti-viral screening of our heteroaromatics derived from thalidomide, the gamma-carboline skeleton has been identified as a superior scaffold structure for compounds with potent anti-bovine viral diarrhea virus (BVDV) activity. Structural development...

The use of natural product scaffolds as leads in the search for trypanothione reductase inhibitors

Bioorg. Med. Chem. 16 , 6689, (2008)

Twenty-three heterocyclic compounds were evaluated for their potential as trypanothione reductase inhibitors. As a result, the harmaline, 10-thiaisoalloxazine, and aspidospermine frameworks were identified as the basis of inhibitors of Trypanosoma cruzi trypa...

Molecular insights into human monoamine oxidase (MAO) inhibition by 1,4-naphthoquinone: Evidences for menadione (vitamin K3) acting as a competitive and reversible inhibitor of MAO

Bioorg. Med. Chem. 19 , 7416-24, (2011)

Monoamine oxidase (MAO) catalyzes the oxidative deamination of biogenic and exogenous amines and its inhibitors have therapeutic value for several conditions including affective disorders, stroke, neurodegenerative diseases and aging. The discovery of 2,3,6-t...

Effects of adolescent treatment with nicotine, harmane, or norharmane in male Sprague-Dawley rats.

Neurotoxicol. Teratol. 47 , 25-35, (2015)

The initiation of tobacco use occurs most often in adolescence and may be especially detrimental as the adolescent brain is undergoing substantial development. In addition to nicotine, there are over 9000 other compounds present in tobacco products, including...

A class of 3S-2-aminoacyltetrahydro-beta-carboline-3-carboxylic acids: their facile synthesis, inhibition for platelet activation, and high in vivo anti-thrombotic potency.

J. Med. Chem. 53 , 3106-16, (2010)

3S-Tetrahydro-beta-carboline-3-carboxylic acid (TCCA) effectively inhibits ADP-induced platelet activation. This paper used TCCA as a lead, modified its 2-position with amino acids, and provided 20 novel 3S-2-aminoacyl-1,2,3,4-tetrahydro-beta-carboline-3-carb...

A class of novel N-(1-methyl-β-carboline-3-carbonyl)-N'-(aminoacid-acyl)-hydrazines: aromatization leaded design, synthesis, in vitro anti-platelet aggregation/in vivo anti-thrombotic evaluation and 3D QSAR analysis.

Eur. J. Med. Chem. 46 , 5598-608, (2011)

High anti-thrombotic activity of aminoacid modified tetrahydro-β-carbolines was generally correlated with a small proximity of the side chain of the aminoacid residue to the carboline-cycle. This paper explored that the aromatization of the tetrahydro-β-carbo...

Effect of norharmane in vitro on juvenile hormone epoxide hydrolase activity in the lower termite, Reticulitermes speratus.

J. Insect Sci. 8 , 13, (2008)

The aromatic beta-carboline norharmane was determined in workers, nymphs, and ergatoids of Reticulitermes speratus (Kolbe) (Isoptera: Rhinotermitidae) by gas chromatography/mass spectrometry. Norharmane levels in workers, nymphs, and ergatoids collected in Ma...

Electrophysiological characterization of harmane-induced activation of mesolimbic dopamine neurons.

Eur. J. Pharmacol. 629(1-3) , 47-52, (2010)

It has been suggested that the beta-carbolines harmane and norharmane may be involved in the pathophysiology of Parkinson's disease, psychosis and addiction, but the mechanisms of these possible effects remain to be elucidated. In the present study, the effec...

Formation of heterocyclic amines during cooking of duck meat.

Food Addit. Contam. Part A. Chem. Anal. Control. Expo. Risk Assess. 29(11) , 1668-78, (2012)

Heterocyclic amines (HAs) are an important class of food mutagens and carcinogens produced in meat cooked at high temperature. In the present study, the effects of various cooking methods: boiling, microwave cooking, charcoal-grilling, roasting, deep-frying a...

Effects of harmane and other β-carbolines on apomorphine-induced licking behavior in rat.

Pharmacol. Biochem. Behav. 98(2) , 215-9, (2011)

Harmane, harmine and norharmane are β-carboline compounds which have been referred to as inverse agonists of benzodiazepine receptors. The effect of these compounds on apomorphine-induced licking behavior was studied in rats. Subcutaneous (s.c.) injection of ...