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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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Anne-Catherine Durand et al.
Journal of enzyme inhibition and medicinal chemistry, 22(5), 556-562 (2007-11-27)
In order to predict the antioxidant activity of 22 pinoline derivatives (1,2,3,4-tetrahydro-beta-carbolines), two dimensional quantitative-structure activity relationships (2D-QSAR) analysis of 19 hexahydropiridoindoles and 12 flavonoids was realized. Five statistically significant models were obtained from randomly constituted training sets (21 compounds)
R Pähkla et al.
Pharmacology & toxicology, 80(3), 122-126 (1997-03-01)
Pinoline (6-methoxy-1,2,3,4-tetrahydro-beta-carboline) is a naturally occurring compound in the mammalian body which inhibits 5-hydroxytryptamine (5-HT) uptake and exerts antidepressant-like behavioural effects in rats. The present study investigates the effects of pinoline on [3H]citalopram binding to the 5-HT transporter on rat
Giuseppe Floresta et al.
International journal of molecular sciences, 20(3) (2019-01-27)
Ibogaine is a psychoactive indole alkaloid with high affinity for several targets including the σ₂ receptor. Indeed, extensive data support the involvement of the σ₂ receptor in neurological disorders, including Alzheimer's disease, schizophrenia, alcohol abuse and pain. Due to its
R Pähkla et al.
Pharmacology, biochemistry, and behavior, 65(4), 737-742 (2000-04-15)
Present experiments were designed to compare the effects of antidepressants desipramine (10 and 20 mg/kg IP) and fluoxetine (5 and 10 mg/kg IP) with anxiogenic beta-carboline DMCM (0.5 and 1.0 mg/kg IP) in the elevated zero-maze test in rats. The
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
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