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Merck
CN

291552

6-Methoxy-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole

97%

Synonym(s):

6-Methoxy-1,2,3,4-tetrahydro-β-carboline

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About This Item

Empirical Formula (Hill Notation):
C12H14N2O
CAS Number:
Molecular Weight:
202.25
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
MDL number:
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InChI

1S/C12H14N2O/c1-15-8-2-3-11-10(6-8)9-4-5-13-7-12(9)14-11/h2-3,6,13-14H,4-5,7H2,1H3

SMILES string

COc1ccc2[nH]c3CNCCc3c2c1

InChI key

QYMDEOQLJUUNOF-UHFFFAOYSA-N

assay

97%

form

powder or crystals

mp

219-222 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

Gene Information

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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R Pähkla et al.
Methods and findings in experimental and clinical pharmacology, 18(6), 359-366 (1996-07-01)
Pinoline (6-methoxy-1,2,3,4-tetrahydro-beta-carboline) has been found in similar concentrations to those of melatonin in various mammalian tissues. The present study investigates the subcellular distribution of in vivo administered [3H]-pinoline in mouse tissues using light and electron microscopic autoradiography. The antioxidative capacity
G Pless et al.
Journal of pineal research, 26(4), 236-246 (1999-05-26)
Oxygen consumption is a necessity for all aerobic organisms, but oxygen is also a toxic molecule that leads to the generation of free radicals. The brain consumes a high percentage of the oxygen inhaled (18.5%), and it contains large amounts
E Jane Cooper et al.
European journal of pharmacology, 482(1-3), 189-196 (2003-12-09)
It is well known that certain imidazoline compounds can stimulate insulin secretion and this has been attributed to the activation of imidazoline I(3) binding sites in the pancreatic beta-cell. Recently, it has been proposed that beta-carbolines may be endogenous ligands
A W Siu et al.
Journal of pineal research, 27(2), 122-128 (1999-09-25)
Oxidative damage to retinal cell membranes can lead to sight-threatening ocular diseases. Pineal indoleamines are naturally located and synthesized in the retina, and they possibly protect the retina from oxidative cell damage. In this study, we compared the efficacy of
J O Marcusson et al.
Molecular pharmacology, 30(2), 121-128 (1986-08-01)
Recently, a high affinity [3H]imipramine-binding site of protein nature that appeared to be related to the 5-hydroxytryptamine (5-HT, serotonin) uptake mechanism was demonstrated. This binding site was only part of desipramine-displaceable [3H]imipramine binding, which contained a significant amount of additional

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