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Details

Stereochemistry RACEMIC
Molecular Formula C11H14N2
Molecular Weight 174.2423
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of INDOPAN

SMILES

CC(N)CC1=CNC2=CC=CC=C12

InChI

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

HIDE SMILES / InChI

Description

Alpha methyltryptamine (AMT) is a tryptamine (indole ethylamine) derivative, which was developed in the 1960's by Upjohn with the intention for use as an antidepressant. It was used in Russia under the trade name Indopan for the treatment of Bipolar disorder and some form of depression, but currently not being produced because of serious side effects. In the 1990's, alpha-methyltryptamine became regulated as a Schedule I controlled substance in the United States. Pharmacologically, AMT has high affinity for the serotonin (5-HT) transporter, a number of 5-HT receptors, and potently inhibits reuptake of monoamines dopamine, 5-HT, and norepinephrine reuptake. AMT is also a monoamine oxidase A inhibitor that conceivably could contribute to its pharmacological effect and this drug also the most potent inhibitor of semicarbazide-sensitive amine oxidase (SSAO).

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.82 µM [IC50]
60.0 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Indopan
Primary
Indopan

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Pills with concentration 0,005–0,010 g 2-3 times in first part of day. Depends on positive effect the dosage could be increased up to 0,02-0,04 g per day. Course of treatment 8–12 weeks
Route of Administration: Oral
In Vitro Use Guide
Unknown