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
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
DescriptionCurator's Comment: description was created based on several sources, including
https://legal-high-inhaltsstoffe.de/sites/default/files/uploads/amt.pdf
Curator's Comment: description was created based on several sources, including
https://legal-high-inhaltsstoffe.de/sites/default/files/uploads/amt.pdf
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 Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL3358 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3747266 |
0.82 µM [IC50] | ||
Target ID: CHEMBL4592 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3747266 |
60.0 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Indopan Approved UseUnknown |
|||
Primary | Indopan Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
Schedules of controlled substances: temporary placement of alpha-methyltryptamine and 5-methoxy-N,N-diisopropyltryptamine into Schedule I. Final rule. | 2003 Apr 4 |
|
Optimization of separation and online sample concentration of N,N-dimethyltryptamine and related compounds using MEKC. | 2009 Feb |
Patents
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
DEA NO. |
7432
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
||
|
WIKIPEDIA |
TiHKAL
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
||
|
WIKIPEDIA |
Designer-drugs-.alpha.-Methyltryptamine
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
DTXSID00861850
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
PRIMARY | |||
|
m7477
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
PRIMARY | Merck Index | ||
|
DB01446
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
PRIMARY | |||
|
BIK35ACJ0Q
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
PRIMARY | |||
|
alpha-Methyltryptamine
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
PRIMARY | α-Methyltryptamine (abbreviated as αMT, AMT) is a psychedelic, stimulant, and entactogen drug of the tryptamine class. It was originally developed as an antidepressant by workers at Upjohn in the 1960s,[4] and was used briefly as an antidepressant in Russia under the trade name Indopan before being discontinued. αMT has been shown as a reversible inhibitor of the enzyme monoamine oxidase (MAO) in-vitro and in-vivo. In rats the potency of αMT as an MAO-A inhibitor in the brain was approximately equal to that of harmaline at equimolar doses.[note 1] Dexamphetamine did not enhance the 5-hydroxytryptophan-induced rise of serotonin at any level. | ||
|
97069
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
PRIMARY | |||
|
59020
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
PRIMARY | |||
|
206-073-7
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
PRIMARY | |||
|
9287
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
PRIMARY | |||
|
299-26-3
Created by
admin on Sat Dec 16 08:35:52 GMT 2023 , Edited by admin on Sat Dec 16 08:35:52 GMT 2023
|
PRIMARY |
SUBSTANCE RECORD