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Key Documents

M8002

Sigma-Aldrich

7-Methyltryptamine

98%

Synonym(s):

NSC 91540

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About This Item

Empirical Formula (Hill Notation):
C11H14N2
CAS Number:
Molecular Weight:
174.24
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

form

powder

drug control

USDEA Schedule I

storage temp.

−20°C

SMILES string

Cc1cccc2c(CCN)c[nH]c12

InChI

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

InChI key

SGGBZKQTWMKXHD-UHFFFAOYSA-N

Application

  • Reactant for preparation of β-carbolines via diastereo- and enantioselective Bronsted acid catalyzed N-acyliminium cyclization cascades
  • Reactant for preparation of substituted tetrahydro-β-carbolines as potential agents for treatment of human papillomavirus infection (HPV)
  • Reactant for asymmetric synthesis of nitrogen heterocycles via Bronsted acid-catalyzed N-acyliminium cyclization cascade
  • Reactant for amidation reactions
  • Reactant for preparation of potent β3-adrenergic receptor agonists
  • Reactant for preparation of tryptamine-based sulfonamides as potent and selective inhibitors of 15-lipoxygenase

Storage Class Code

13 - Non 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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K M James et al.
Naunyn-Schmiedeberg's archives of pharmacology, 356(1), 126-133 (1997-07-01)
The aim of the present study was to further characterise the noradrenaline and 5-hydroxytryptamine [5-HT] transporters in rat lungs by examining the efflux of noradrenaline and 5-HT, respectively. Lungs from rats were isolated and perfused via the pulmonary artery. After
A I Esakov et al.
Zhurnal evoliutsionnoi biokhimii i fiziologii, 19(1), 62-67 (1983-01-01)
Studies have been made of the effect of exogeneous serotonin on responses of taste receptors recorded from the hypoglossal nerve during adequate stimulation. It was shown that serotonin evokes afferent discharge in this nerve and significantly increases responses of taste
Adrienn Filla et al.
Acta biologica Hungarica, 55(1-4), 315-321 (2004-07-24)
The role of the dopaminergic and serotonergic system was studied during the embryonic development of the pond snail Lymnaea stagnalis, with special attention to the effect of dopamine and serotonin as well as their agonists and antagonists on the rotation
Adriana A Lopes et al.
Scientific reports, 9(1), 11349-11349 (2019-08-07)
Spiro-oxindole scaffolds have been studied due to their promising therapeutic potential. In the Amazon rainforest there are two important Uncaria species known as "cat's claw", which biosynthesize spirocyclic oxindole alkaloids; Uncaria tomentosa (Willd. ex Schult.) DC. and Uncaria guianensis (Aublet)

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