Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

134228

Sigma-Aldrich

5-Methyltryptamine hydrochloride

98%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C11H14N2 · HCl
CAS Number:
1010-95-3
Molecular Weight:
210.70
EC Number:
213-777-8
MDL number:
MFCD00012683
UNSPSC Code:
12352100
PubChem Substance ID:
24848138
NACRES:
NA.22

Quality Level

100

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 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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBD5596V
06703JE
08721BW
06830LD
05813HW

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service