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M86685

Sigma-Aldrich

α-Methyltryptamine

99%

Synonym(s):

3-(2-Aminopropyl)indole

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About This Item

Empirical Formula (Hill Notation):
C11H14N2
CAS Number:
299-26-3
Molecular Weight:
174.24
EC Number:
206-073-7
MDL number:
MFCD00005654
UNSPSC Code:
12352116
PubChem Substance ID:
329818066

Quality Level

100

Assay

99%

form

solid

drug control

USDEA Schedule I; regulated under CDSA - not available from Sigma-Aldrich Canada

mp

98-100 °C (lit.)

SMILES string

CC(N)Cc1c[nH]c2ccccc12

InChI

1S/C11H14N2/c1-8(12)6-9-7-13-11-5-3-2-4-10(9)11/h2-5,7-8,13H,6,12H2,1H3

InChI key

QSQQQURBVYWZKJ-UHFFFAOYSA-N

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H300 + H310 + H330

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

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
11120AZ
09422AZ
01827MR
16214TN
09611PF

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R A Glennon et al.
Biochemical pharmacology, 32(7), 1267-1273 (1983-04-01)
Animals (rats), trained to discriminate the hallucinogenic agent 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM) from saline in a two-lever operant procedure, were challenged with various doses of several indolealkylamine and phenalkylamine derivatives. In both series, the alpha-methyl analogs were found to be more active
Y Arai et al.
Japanese journal of pharmacology, 41(2), 191-197 (1986-06-01)
The alpha-methylated substrate-analogue monoamines, dl-alpha-methyltryptamine, dl-alpha-methylbenzylamine and two optical isomers of alpha-methylbenzylamine, were shown to be inhibitors of rat lung semicarbazide-sensitive amine oxidase (SSAO), with dl-alpha-methyltryptamine being the most potent and d-alpha-methylbenzylamine, the least. The three compounds, dl-alpha-methyltryptamine and the
Activation of brain 5-HT neurons by two alpha-methylated tryptamine derivatives.
Y Arai et al.
Progress in brain research, 106, 269-275 (1995-01-01)
James Wilcox
Journal of psychoactive drugs, 44(3), 274-276 (2012-10-16)
This is a retrospective examination of former users of alpha-methyltryptamine (AMT). A scale of questions was given to subjects who were familiar with the effects of AMT and the outcome was analyzed. Most subjects agreed that AMT had strong hallucinogenic
H Amano et al.
Journal of pharmacobio-dynamics, 12(1), 18-23 (1989-01-01)
Acute effects of in vivo nicotine application on turnover rates of noradrenaline (NA), adrenaline (AD) and dopamine (DA) in rat occipital cortex, hippocampus, striatum, hypothalamus, thalamus, midbrain, pons/medulla and cerebellum were examined by determining the amine concentrations by high performance
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