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(S)-5-OH-DPAT

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EntityQ4639640· pop 8· linked from 1,489 articles

(S)-5-OH-DPAT

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Also known as (S)-6-dipropylaminotetralin-1-ol

5-OH-DPAT is a synthetic compound that acts as a dopamine receptor agonist with selectivity for the D2 receptor and D3 receptor subtypes. Only the (S)-enantiomer is active as an agonist, with the (R)-enantiomer being a weak antagonist at D2 receptors. Radiolabelled 11C-5-OH-DPAT is used as an agonist radioligand for mapping the distribution and function of D2 and D3 receptors in the brain, and the drug is also being studied in the treatment of Parkinson's disease.

Chemical data

Formula
C16H25NO
Molecular weight
247.38 g/mol
IUPAC name
(6S)-6-(dipropylamino)-5,6,7,8-tetrahydronaphthalen-1-ol
SMILES
CCCN(CCC)[C@H]1CCC2=C(C1)C=CC=C2O
InChIKey
MDBWEQVKJDMEMK-AWEZNQCLSA-N
XLogP
4.1
Polar surface area
23.5 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
247.19361442
Show 4 more facts
chemical formula
C₁₆H₂₅NO
isomeric SMILES
Oc1cccc2c1CC[C@H](N(CCC)CCC)C2
canonical SMILES
CCCN(CCC)C1CCC2=C(C1)C=CC=C2O
Commons category
5-OH-DPAT

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~1 min read

Encyclopedic overview

2 sections
Contents
  • See also
  • References

5-OH-DPAT is a synthetic compound that acts as a dopamine receptor agonist with selectivity for the D2 receptor and D3 receptor subtypes. Only the (S)-enantiomer is active as an agonist, with the (R)-enantiomer being a weak antagonist at D2 receptors. Radiolabelled 11C-5-OH-DPAT is used as an agonist radioligand for mapping the distribution and function of D2 and D3 receptors in the brain, and the drug is also being studied in the treatment of Parkinson's disease.

== See also == 7-OH-DPAT 8-OH-DPAT

Excerpted from Wikipedia’s “(S)-5-OH-DPAT” article, available under the CC BY-SA 4.0 licence.

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