134228
5-Methyltryptamine hydrochloride
98%
Synonym(s):
3-(2-Aminoethyl)-5-methylindole hydrochloride
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About This Item
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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
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"Pictet-Spengler-like" Synthesis of Tetrahydro-beta-carbolines under Hydrolytic Conditions. Direct Use of Azalactones as Phenylacetaldehyde Equivalents.
The Journal of organic chemistry, 61(22), 7937-7939 (1996-11-01)
Huaxue Xuebao, 66, 1731-1731 (2008)
Tetrahedron Letters, 44, 5137-5137 (2003)
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
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
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