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Merck

115312

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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1 G

CZK 12,400.00

CZK 12,400.00

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About This Item

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

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Product Name

N-ω-Methyltryptamine, 99%

InChI key

NCIKQJBVUNUXLW-UHFFFAOYSA-N

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

SMILES string

CNCCc1c[nH]c2ccccc12

assay

99%

form

solid

mp

87-89 °C (lit.)

functional group

amine

Quality Level

200

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1 of 4

This Item
19374724655776706
N-ω-Methyltryptamine 99%

Sigma-Aldrich

115312

N-ω-Methyltryptamine

Tryptamine ≥97%

Sigma-Aldrich

193747

Tryptamine

Tryptamine hydrochloride 99%

Sigma-Aldrich

246557

Tryptamine hydrochloride

Tryptamine analytical standard

Supelco

76706

Tryptamine

assay

99%

assay

≥97%

assay

99%

assay

≥97.5% (GC), 97.5-102.5% (NT)

Quality Level

200

Quality Level

100

Quality Level

200

Quality Level

100

mp

87-89 °C (lit.)

mp

113-116 °C (lit.)

mp

253-255 °C (lit.)

mp

113-116 °C (lit.)

form

solid

form

-

form

powder

form

-

functional group

amine

functional group

amine

functional group

amine

functional group

-

Application

N-ω-Methyltryptamine was used in the preparation of N-acetyl-α−methyltryptamine[1].
N-ω-methyltryptamine was used in the biosynthesis of dolichantoside using U. tomentosa protein extracts[2].
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

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK9960
BCCG4027
BCCF9586
BCCF0898
1430965V

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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
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 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
R N Cory et al.
The Journal of pharmacology and experimental therapeutics, 241(1), 258-267 (1987-04-01)
5-Hydroxytryptamine (5-HT) stimulates the accumulation of inositol-trisphosphate in WRK1 cells, a cell line originating from a rat mammary tumor. 5-HT acts via a single receptor type for which it has an affinity constant estimated to be 1.27 microM. A series
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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