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115312

Sigma-Aldrich

N-ω-Methyltryptamine

99%

Synonym(s):

2-(Indol-3-yl)-N-methylethanamine, 3-(2-Methylaminoethyl)indole, 3-(2-[Methylamino]ethyl)indole, N-Monomethyltryptamine, Dipterine, N10-Methyltryptamine

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About This Item

Empirical Formula (Hill Notation):
C11H14N2
CAS Number:
61-49-4
Molecular Weight:
174.24
EC Number:
200-507-9
MDL number:
MFCD00005657
UNSPSC Code:
12352100
PubChem Substance ID:
24847209
NACRES:
NA.22

Assay

99%

form

solid

mp

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

InChI key

NCIKQJBVUNUXLW-UHFFFAOYSA-N

Application

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

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

Certificates of Analysis (COA)

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W J VandenHeuvel et al.
Journal of chromatographic science, 21(3), 119-124 (1983-03-01)
This report focuses on recent applications of capillary column GLC to the analysis of drugs and metabolites, other xenobiotics, natural products, and environmental contaminants in samples of biological origin. The increasing use of selected ion monitoring, combined with stable isotope
R N Cory et al.
The Journal of pharmacology and experimental therapeutics, 236(1), 48-54 (1986-01-01)
The contractile response of the isolated rabbit aorta elicited by 5-hydroxytryptamine (5-HT) and five partial agonists acting on the 5-HT2 receptor were separated into a phasic and a tonic response by altering the [Ca++] in the buffer. A kinetic analysis
T Takahashi et al.
The International journal of applied radiation and isotopes, 36(12), 965-969 (1985-12-01)
Five indolealkylamines (N,N-dimethyltryptamine, N-methyltryptamine, bufotenine, O-methylbufotenine, N,N,N-trimethyltryptamine iodide) were labeled with 11C by use of 11CH3I. The labeled compounds were synthesized with a radiochemical yield of 2-50% (based on trapped 11CH3I) in 20-35 min with radiochemical purities of more than
R W Walker et al.
Journal of chromatography, 289, 223-229 (1984-04-27)
A capillary column gas-liquid chromatography selected ion monitoring-based method was developed for the measurement of [13C,15N]N-methyltryptamine ( NMT ) in human urine. The method was employed to establish the extent of conversion of [13C,15N]tryptamine to the correspondingly labeled NMT in
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
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