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Merck
CN

69520

5-Methyltryptamine hydrochloride

≥97.0% (AT)

Synonym(s):

3-(2-Aminoethyl)-5-methylindole hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C11H14N2 · HCl
CAS Number:
Molecular Weight:
210.70
EC Number:
213-777-8
UNSPSC Code:
12352100
PubChem Substance ID:
Beilstein/REAXYS Number:
3707780
MDL number:
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assay

≥97.0% (AT)

mp

290-292 °C

SMILES string

Cl[H].Cc1ccc2[nH]cc(CCN)c2c1

InChI

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

InChI key

RBHDFGBPJGEYCK-UHFFFAOYSA-N

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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I Litosch et al.
The Journal of biological chemistry, 261(2), 638-643 (1986-01-15)
Incubation of blowfly salivary gland homogenates with 30 microM [gamma-32P]ATP resulted in a rapid, Mg2+-dependent, synthesis of [32P]polyphosphoinositides and [32P]phosphatidic acid. 5-Methyltryptamine, in the presence of 10 microM guanosine 5'-(3-O-thio)trisphosphate, reduced the net accumulation of 32P label into phosphatidylinositol-4,5-P2 and
Characterization of eight biogenic indoleamines as substrates for type A and type B monoamine oxidase.
O Suzuki et al.
Biochemical pharmacology, 30(11), 1353-1358 (1981-06-01)
J Sallés et al.
Psychopharmacology, 154(2), 115-125 (2001-04-21)
One of the major pathways for neurotransmitter signaling involves phosphoinositide-specific and G-protein-dependent phospholipase C-beta (PLC-beta), which stimulates the formation of inositol 1,4,5-trisphosphate and diacylglycerol. Serotonergic and muscarinic-cholinergic signals in the brain are largely mediated through the hydrolysis of phosphoinositides by
I Litosch et al.
The Journal of biological chemistry, 260(30), 16052-16055 (1985-12-25)
5-Methyltryptamine, through a GTP-dependent mechanism, stimulated breakdown of endogenous [3H]inositol-labeled phosphoinositides in membranes prepared from blowfly salivary gland homogenates through a phospholipase C exhibiting a pH optimum of approximately 7.0. Unlabeled membranes, prepared from salivary gland homogenates, hydrolyzed exogenous [3H]phosphatidylinositol
O A Candia et al.
Biochimica et biophysica acta, 602(2), 389-400 (1980-11-04)
The effects of serotonin and five other indoles were tested on the electrical parameters and ionic transport in the isolated toad lens. Serotonin, tryptophan and 5-hydroxy-L-tryptophan did not affect the electrical parameters of the lens at concentrations as high as

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