134228
5-Methyltryptamine hydrochloride
98%
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:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
assay
98%
form
powder
mp
289-292 °C (dec.) (lit.)
solubility
H2O: soluble 50 mg/mL, clear, yellow
functional group
amine
SMILES string
Cl.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
Application
5-Methyltryptamine hydrochloride was used to study the mechanism of metabolism of 9-methyl 1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine in rats. It was used as internal standard in the determination of urinary metabolites of 5-methoxy-N,N-diisopropyltryptamine in humans. It was used as reactant in:
- synthesis of kinesin spindle protein (KSP) inhibitors
- intramolecular furan Diels-Alder reactions
- Pictet-Spengler-like reactions
- reactant in synthesis of kinesin spindle protein (KSP) inhibitors
- reactant in intramolecular furan Diels-Alder reactions
- reactant in Pictet-Spengler-like reactions
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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A Sparatore et al.
European journal of drug metabolism and pharmacokinetics, 20(2), 135-144 (1995-04-01)
The metabolic fate of 9-methyl 1,2,3,4,6,7,12,12b-octahydroindolo[2,3-a]quinolizine (MIQ), a compound with promising pharmacological action on the CNS system, was investigated in the rat after an oral dose of 200 mg/kg, the maximal tolerated dose. Urine and feces were collected, exhaustively extracted
Tooru Kamata et al.
Drug metabolism and disposition: the biological fate of chemicals, 34(2), 281-287 (2005-11-11)
The urinary metabolites of 5-methoxy-N,N-diisopropyltryptamine (5-MeO-DIPT) in humans have been investigated by analyzing urine specimens from its users. For the unequivocal identification and accurate quantification of its major metabolites, careful analyses were conducted by gas chromatography/mass spectrometry, liquid chromatography/mass spectrometry
Fokas, D., et al.
Tetrahedron Letters, 44, 5137-5137 (2003)
Ruan, X., et al.
Huaxue Xuebao, 66, 1731-1731 (2008)
M A Wallace et al.
The Journal of pharmacology and experimental therapeutics, 255(3), 1296-1300 (1990-12-01)
Stimulation of phosphoinositide-specific phospholipase C (PLC) by muscarinic cholinergic and serotoninergic agonists was measured in rat brain cortical membranes by using exogenously supplied substrates. Serotonin, tryptamine, 5-fluorotryptamine and 5-methyltryptamine stimulated PLC with EC50 values of 1.7, 11.2, 15.0, and 29.4
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