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291552

Sigma-Aldrich

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
MDL number:
MFCD00012071
UNSPSC Code:
12171500
PubChem Substance ID:
24278180
NACRES:
NA.47

Assay

97%

form

powder or crystals

mp

219-222 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

COc1ccc2[nH]c3CNCCc3c2c1

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

InChI key

QYMDEOQLJUUNOF-UHFFFAOYSA-N

Gene Information

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

新产品

Certificates of Analysis (COA)

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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
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, 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
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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