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A-836,339

Structure via PubChem · Public domain (PubChem)

EntityQ4646880· pop 5· linked from 501 articles

A-836,339 is a drug developed by Abbott Laboratories that acts as a potent cannabinoid receptor full agonist. It is selective for CB2, with Ki values of 0.64 nM at CB2 vs 270 nM at the psychoactive CB1 receptor, but while it exhibits selective analgesic, anti-inflammatory and anti-hyperalgesic effects at low doses, its high efficacy at both targets results in typical cannabis-like effects appearing at higher doses, despite its low binding affinity for CB1. In 2012 A-836,339 was detected via X-ray crystallography in a "dubious product" sold in Japan, though the product was described a

Chemical data

Formula
C16H26N2O2S
Molecular weight
310.5 g/mol
IUPAC name
N-[3-(2-methoxyethyl)-4,5-dimethyl-1,3-thiazol-2-ylidene]-2,2,3,3-tetramethylcyclopropane-1-carboxamide
SMILES
CC1=C(SC(=NC(=O)C2C(C2(C)C)(C)C)N1CCOC)C
InChIKey
JKGIMVBQKSRTGX-UHFFFAOYSA-N
XLogP
3.2
Polar surface area
67.2 Ų
H-bond donors
0
H-bond acceptors
3
Formal charge
0

via PubChem

Wikidata facts

Mass
310.171499
Show 2 more facts
chemical formula
C₁₆H₂₆N₂O₂S
canonical SMILES
CC1=C(SC(=NC(=O)C2C(C2(C)C)(C)C)N1CCOC)C
Sources (1)

via Wikidata · CC0

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Encyclopedic overview

1 sections
Contents
  • References

A-836,339 is a drug developed by Abbott Laboratories that acts as a potent cannabinoid receptor full agonist. It is selective for CB2, with Ki values of 0.64 nM at CB2 vs 270 nM at the psychoactive CB1 receptor, but while it exhibits selective analgesic, anti-inflammatory and anti-hyperalgesic effects at low doses, its high efficacy at both targets results in typical cannabis-like effects appearing at higher doses, despite its low binding affinity for CB1. In 2012 A-836,339 was detected via X-ray crystallography in a "dubious product" sold in Japan, though the product was described as a white powder, not herbal incense, it was suggested to be for human consumption.

== References ==

Excerpted from Wikipedia’s “A-836,339” article, available under the CC BY-SA 4.0 licence.

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