5-OH-DPAT

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5-OH-DPAT
Stereo, Kekulé, skeletal formula of (S)-5-OH-DPAT
Stereo, Kekulé, skeletal formula of (S)-5-OH-DPAT
Names
Preferred IUPAC name
(6S)-6-(Dipropylamino)-5,6,7,8-tetrahydronaphthalen-1-ol
Identifiers
3D model (JSmol)
Abbreviations 5-OH-DPAT
ChEMBL
ChemSpider
MeSH 5-Hydroxy-2-N,N-dipropylaminotetralin
  • InChI=1S/C16H25NO/c1-3-10-17(11-4-2)14-8-9-15-13(12-14)6-5-7-16(15)18/h5-7,14,18H,3-4,8-12H2,1-2H3/t14-/m0/s1 checkY
    Key: MDBWEQVKJDMEMK-AWEZNQCLSA-N checkY
  • Oc1cccc2c1CC[C@H](N(CCC)CCC)C2
  • CCCN(CCC)C1CCc2c(O)cccc2C1
  • CCCN(CCC)C1CCC2=C(O)C=CC=C2C1
Properties
C16H25NO
Molar mass 247.382 g·mol−1
log P 3.55
Acidity (pKa) 10.543
Basicity (pKb) 3.454
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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5-OH-DPAT is a synthetic compound that acts as a dopamine receptor agonist with selectivity for the D2 receptor and D3 receptor subtypes.[1][2] Only the (S)-enantiomer is active as an agonist, with the (R)-enantiomer being a weak antagonist at D2 receptors.[3] 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,[4][5] and the drug is also being studied in the treatment of Parkinson's disease.[6][needs update]

References

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