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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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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

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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
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
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)
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
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
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