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Merck

115312

Sigma-Aldrich

N-ω-Methyltryptamin

99%

Synonym(e):

3-(2-Methylaminoethyl)-indol, 3-(2-[Methylamino]-ethyl)-indol

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About This Item

Empirische Formel (Hill-System):
C11H14N2
CAS-Nummer:
Molekulargewicht:
174.24
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Qualitätsniveau

Assay

99%

Form

solid

mp (Schmelzpunkt)

87-89 °C (lit.)

SMILES String

CNCCc1c[nH]c2ccccc12

InChI

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

InChIKey

NCIKQJBVUNUXLW-UHFFFAOYSA-N

Anwendung

N-ω-Methyltryptamine was used in the preparation of N-acetyl-α−methyltryptamine.
N-ω-methyltryptamine was used in the biosynthesis of dolichantoside using U. tomentosa protein extracts.
Reactant for preparation of:
  • Manzamine analogues for the control of neuroinflammation and cerebral infections
  • Serotonin 4 receptors (5-HT4) receptor agonists
  • A sulful-containing indole alkaloid, glypetelotine
  • Selective inhibitors of cyclin dependent kinase (CDK4)
  • Antagonist of the human tachykinin NK-2 receptor
  • Inhibitors of the tyrosine-specific protein kinase pp60c-src SH2 Domain

Verpackung

Bottomless glass bottle. Contents are inside inserted fused cone.

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)


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Strictosidine-related enzymes involved in the alkaloid biosynthesis of Uncaria tomentosa root cultures grown under oxidative stress.
Vera-Reyes I, Huerta-Heredia AA, Ponce-Noyola T, et al.
Biotechnology Progress, doi:10-doi:10 (2013)
Luigi Servillo et al.
Journal of agricultural and food chemistry, 60(37), 9512-9518 (2012-09-11)
The occurrence of N-methylated tryptamine derivatives in bergamot plant (Citrus bergamia Risso et Poit) is reported for the first time. Interestingly, the most abundant of these substances is N,N,N-trimethyltryptamine, which has not been previously identified in any citrus plant. The
K J Willis et al.
Biophysical journal, 57(2), 183-189 (1990-02-01)
Direct and indirect methods are described to combine steady-state and picosecond time-resolved fluorescence decay data to generate decay-associated excitation spectra. The heterogeneous fluorescence from a fluorophore mixture that models protein fluorescence was resolved into individual component excitation spectra. The two
T J Williams et al.
European journal of pharmacology, 245(3), 197-201 (1993-05-15)
The binding of [3H]5-hydroxytryptamine (5-HT) to rat enteric membranes was inhibited by the inclusion of 5-HT 2-methyl-5-HT, 5-hydroxytryptophan, N,N,N-triethyltryptamine and 2-Br-N,N-diethyltryptamine in the incubation buffer. In contrast, tryptamine, 5-methoxytryptamine and 2-methyl-N,N-diethyltryptamine enhanced binding. Ascorbate and dithiothreitol facilitated and reduced binding
M C Oon et al.
Psychopharmacology, 54(2), 171-175 (1977-10-20)
The hallucinogenic substance N',N'-dimethyltryptamine and its precursor N-methyltryptamine were found in 24-h specimens of urine from 19 normal human subjects; the mean excretion rates were 386 ng 24 h(-1) and 856 ng 24 h(-1) respectively. The urinary excretion of both

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