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A-86929

Structure via PubChem · Public domain (PubChem)

EntityQ262610· pop 7· linked from 604 articles

Also known as (5aR,11bS)-2-propyl-4,5,5a,6,7,11b-hexahydrobenzo[f]thieno[2,3-c]quinoline-9,10-diol

A-86929 is a synthetic compound that acts as a selective dopamine receptor D1 agonist. It was developed as a possible treatment for Parkinson's disease, as well as for other applications such as treatment of cocaine addiction, but while it had reasonable efficacy in humans it also caused dyskinesias and has not been continued. It has mainly been used as its diacetate ester prodrug adrogolide (A-93431; ABT-431; DAS-431), which has better pharmacokinetics.

Chemical data

Formula
C18H21NO2S
Molecular weight
315.4 g/mol
IUPAC name
(1S,10R)-15-propyl-14-thia-11-azatetracyclo[8.7.0.02,7.013,17]heptadeca-2,4,6,13(17),15-pentaene-4,5-diol
SMILES
CCCC1=CC2=C(S1)CN[C@H]3[C@H]2C4=CC(=C(C=C4CC3)O)O
InChIKey
REHAKLRYABHSQJ-KDOFPFPSSA-N
XLogP
3.4
Polar surface area
80.7 Ų
H-bond donors
3
H-bond acceptors
4
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
315.1293
Show 3 more facts
chemical formula
C₁₈H₂₁NO₂S
isomeric SMILES
CCCC1=CC2=C(S1)CN[C@H]3[C@H]2C4=CC(=C(C=C4CC3)O)O
canonical SMILES
CCCC1=CC2=C(S1)CNC3C2C4=CC(=C(C=C4CC3)O)O
Sources (1)

via Wikidata · CC0

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

A-86929 is a synthetic compound that acts as a selective dopamine receptor D1 agonist. It was developed as a possible treatment for Parkinson's disease, as well as for other applications such as treatment of cocaine addiction, but while it had reasonable efficacy in humans it also caused dyskinesias and has not been continued. It has mainly been used as its diacetate ester prodrug adrogolide (A-93431; ABT-431; DAS-431), which has better pharmacokinetics.

160px|thumb|left|class=skin-invert-image|Adrogolide.

Excerpted from Wikipedia’s “A-86929” article, available under the CC BY-SA 4.0 licence.

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