Details
Stereochemistry | RACEMIC |
Molecular Formula | C11H13NO.ClH |
Molecular Weight | 211.688 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CC(N)CC1=CC2=C(OC=C2)C=C1
InChI
InChIKey=NFQIXCQPRSHUTF-UHFFFAOYSA-N
InChI=1S/C11H13NO.ClH/c1-8(12)6-9-2-3-11-10(7-9)4-5-13-11;/h2-5,7-8H,6,12H2,1H3;1H
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/23261499Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/25765500 | https://www.ncbi.nlm.nih.gov/pubmed/25447185
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23261499
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/25765500 | https://www.ncbi.nlm.nih.gov/pubmed/25447185
5-(2-Aminopropyl)benzofuran (5-APB) is an empathogenic psychoactive compound of the substituted benzofuran, substituted amphetamine and substituted phenethylamine classes. 5-(2-Aminopropyl)benzofuran is a serotonin–norepinephrine–dopamine reuptake inhibitor and serotonin–norepinephrine–dopamine releasing agent. The toxicity and long-term health effects of recreational 5-APB use do not seem to have been studied in any scientific context and the exact toxic dosage is unknown/ 5-(2-Aminopropyl)benzofuran 's high affinity for the 5-HT2b receptor makes it likely that 5-APB would be cardiotoxic with long-term use, as seen in other 5-HT2B agonists such as fenfluramine and MDMA.
CNS Activity
Originator
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL238 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23261499 |
6.3 null [pKi] | ||
Target ID: CHEMBL228 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23261499 |
5.78 null [pKi] | ||
Target ID: CHEMBL222 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23261499 |
6.33 null [pKi] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25447185
400mg leads to fatal intoxication in human
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/25765500
Inhibition of the human NET, DAT and SERT was assessed in HEK 293 cells that were stably transfected with the transporters. Cells were suspended in uptake buffer. We incubated the cells for 10 min with different concentrations of the test compounds (5-(2-Aminopropyl)benzofuran) and then added the corresponding [3H] monoamine (5 nM final concentration) at room temperature. After 10 min, we stopped uptake by separating the cells from the buffer using centrifugation through silicone oil. The centrifugation tubes were frozen in liquid nitrogen and cut to separate the cell pellet from the silicone oil and assay buffer layers. The cell pellet was then lysed. Scintillation fluid was added, and radioactivity was counted on a β-counter.
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
9837231
Created by
admin on Sat Dec 16 11:17:03 GMT 2023 , Edited by admin on Sat Dec 16 11:17:03 GMT 2023
|
PRIMARY | |||
|
6U6P4JU5L2
Created by
admin on Sat Dec 16 11:17:03 GMT 2023 , Edited by admin on Sat Dec 16 11:17:03 GMT 2023
|
PRIMARY | |||
|
286834-80-8
Created by
admin on Sat Dec 16 11:17:03 GMT 2023 , Edited by admin on Sat Dec 16 11:17:03 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
SUBSTANCE RECORD