Structure via PubChem · Public domain (PubChem)
UH-232
Sign in to saveAlso known as (+)-UH-232, UH232, UH 232, cis-5-methoxy-1-methyl-N,N-dipropyl-1,2,3,4-tetrahydronaphthalen-2-amine
UH-232 ((+)-UH232) is a drug which acts as a subtype selective mixed agonist-antagonist for dopamine receptors, acting as a weak partial agonist at the D3 subtype, and an antagonist at D2Sh autoreceptors on dopaminergic nerve terminals. It causes dopamine release in the brain and has a stimulant effect, as well as blocking the behavioural effects of cocaine. It may also serve as a 5-HT2A receptor agonist, based on animal studies. It was investigated in clinical trials for the treatment of schizophrenia, but unexpectedly caused symptoms to become worse.
Chemical data
- Formula
- C18H29NO
- Molecular weight
- 275.4 g/mol
- IUPAC name
- (1R,2S)-5-methoxy-1-methyl-N,N-dipropyl-1,2,3,4-tetrahydronaphthalen-2-amine
- SMILES
- CCCN(CCC)[C@H]1CCC2=C([C@H]1C)C=CC=C2OC
- InChIKey
- BTOJYCTUJJHANF-PBHICJAKSA-N
- XLogP
- 4.8
- Polar surface area
- 12.5 Ų
- H-bond donors
- 0
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Mass
- 275.224915
Show 3 more facts
- chemical formula
- C₁₈H₂₉NO
- canonical SMILES
- CCCN(CCC)C1CCC2=C(C1C)C=CC=C2OC
- isomeric SMILES
- CCCN(CCC)[C@H]1CCC2=C([C@H]1C)C=CC=C2OC
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- (+)-AJ76
- See also
- References
UH-232 ((+)-UH232) is a drug which acts as a subtype selective mixed agonist-antagonist for dopamine receptors, acting as a weak partial agonist at the D3 subtype, and an antagonist at D2Sh autoreceptors on dopaminergic nerve terminals. It causes dopamine release in the brain and has a stimulant effect, as well as blocking the behavioural effects of cocaine. It may also serve as a 5-HT2A receptor agonist, based on animal studies. It was investigated in clinical trials for the treatment of schizophrenia, but unexpectedly caused symptoms to become worse.
==(+)-AJ76== The N-monopropyl derivative (+)-AJ76 is an active metabolite of UH-232 and has practically identical effects.
Excerpted from Wikipedia’s “UH-232” article, available under the CC BY-SA 4.0 licence.