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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:
20315-68-8
Molecular Weight:
202.25
NACRES:
NA.47
PubChem Substance ID:
24278180
UNSPSC Code:
12171500
MDL number:
MFCD00012071

Key Documents

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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

rat ... Htr2a(29595), Htr2c(25187)

pictograms

Exclamation mark
GHS07

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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Certificates of Analysis (COA)

Lot/Batch Number
07622HH
15927EB
13930JX
13501CU
08906HQ

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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
M Aranda et al.
Journal of pineal research, 49(1), 78-85 (2010-06-08)
The protective in vivo effects of melatonin or pinoline on carbon tetrachloride (CCl(4))-induced oxidative damage were investigated in liver of rats and compared to rats injected only with CCl(4) (5 mL/kg body weight). Hepatic cell membrane fluidity, monitored using fluorescence
J Mekhloufi et al.
Journal of pineal research, 39(1), 27-33 (2005-06-28)
This study aimed at investigating the in vitro protective effects of GWC22, a novel pinoline derivative [6-ethyl-1-(3-methoxyphenyl)-2-propyl-1,2,3,4-tetrahydro-beta-carboline] chlorhydrate, against radiation-induced oxidation of linoleate initiated by hydroxyl radicals ((*)OH). Using linoleate micelles (10(-2) m) as lipid model, two indexes of peroxidation
R Pähkla et al.
Journal of pineal research, 24(2), 96-101 (1998-03-24)
Several recent experiments have shown that melatonin is an efficient antioxidant and free radical scavenger. In the present study the antioxidative effect of melatonin was compared with that of pinoline. Pinoline (6-methoxy-tetrahydro-beta-carboline) can be formed in the mammalian body under
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