Movatterモバイル変換


[0]ホーム

URL:


Jump to content
WikipediaThe Free Encyclopedia
Search

A-836,339

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
A-836,339
Legal status
Legal status
Identifiers
  • N-[3-(2-methoxyethyl)-4,5-dimethyl-1,3-thiazol-2-ylidene]-2,2,3,3-tetramethylcyclopropane-1-carboxamide
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC16H26N2O2S
Molar mass310.46 g·mol−1
3D model (JSmol)
  • Cc1c(sc(=NC(=O)C2C(C2(C)C)(C)C)n1CCOC)C
  • InChI=1S/C16H26N2O2S/c1-10-11(2)21-14(18(10)8-9-20-7)17-13(19)12-15(3,4)16(12,5)6/h12H,8-9H2,1-7H3 checkY
  • Key:JKGIMVBQKSRTGX-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

A-836,339 is a drug developed byAbbott Laboratories that acts as a potentcannabinoidreceptorfull agonist. It is selective forCB2, withKi values of 0.64 nM at CB2 vs 270 nM at the psychoactiveCB1 receptor, but while it exhibits selectiveanalgesic,anti-inflammatory andanti-hyperalgesic effects at low doses,[1] its highefficacy at both targets results in typical cannabis-like effects appearing at higher doses, despite its low binding affinity for CB1.[2] In 2012 A-836,339 was detected viaX-ray crystallography in a "dubious product" sold in Japan, though the product was described as a white powder, notherbal incense, it was suggested to be for human consumption.[3]

References

[edit]
  1. ^McGaraughty S, Chu KL, Dart MJ, Yao BB, Meyer MD (February 2009). "A CB(2) receptor agonist, A-836339, modulates wide dynamic range neuronal activity in neuropathic rats: contributions of spinal and peripheral CB(2) receptors".Neuroscience.158 (4):1652–61.doi:10.1016/j.neuroscience.2008.11.015.PMID 19063946.S2CID 207244894.
  2. ^Yao BB, Hsieh G, Daza AV, Fan Y, Grayson GK, Garrison TR, et al. (January 2009). "Characterization of a cannabinoid CB2 receptor-selective agonist, A-836339 [2,2,3,3-tetramethyl-cyclopropanecarboxylic acid [3-(2-methoxy-ethyl)-4,5-dimethyl-3H-thiazol-(2Z)-ylidene]-amide], using in vitro pharmacological assays, in vivo pain models, and pharmacological magnetic resonance imaging".The Journal of Pharmacology and Experimental Therapeutics.328 (1):141–51.doi:10.1124/jpet.108.145011.PMID 18931146.S2CID 46602629.
  3. ^Uemura N, Fukaya H, Kanai C, Yoshida M, Nakajima JI, Takahashi M, et al. (2013). "Identification of a synthetic cannabinoid A-836339 as a novel compound found in a product".Forensic Toxicology.32:45–50.doi:10.1007/s11419-013-0201-x.S2CID 24846364.
Phytocannabinoids
(comparison)
Cannabibutols
Cannabichromenes
Cannabicyclols
Cannabidiols
Cannabielsoins
Cannabigerols
Cannabiphorols
Cannabinols
Cannabitriols
Cannabivarins
Delta-3-tetrahydrocannabinols
Delta-4-tetrahydrocannabinols
Delta-7-tetrahydrocannabinols
Delta-8-tetrahydrocannabinols
Delta-9-tetrahydrocannabinols
Delta-10-Tetrahydrocannabinols
Delta-11-Tetrahydrocannabinols
Miscellaneous cannabinoids
Active metabolites
Endocannabinoids
Synthetic
cannabinoid
receptor
agonists /
neocannabinoids
Classical cannabinoids
(dibenzopyrans)
Non-classical
cannabinoids
Adamantoylindoles
Benzimidazoles
Benzoylindoles
Cyclohexylphenols
Eicosanoids
Indazole-3-
carboxamides
Indole-3-carboxamides
Indole-3-carboxylates
Naphthoylindazoles
Naphthoylindoles
Naphthoylpyrroles
Naphthylmethylindenes
Naphthylmethylindoles
Phenylacetylindoles
Pyrazolecarboxamides
Tetramethylcyclo-
propanoylindazoles
Tetramethylcyclo-
propanoylindoles
Others
AllostericCBRTooltip Cannabinoid receptorligands
Endocannabinoid
enhancers

(inactivation inhibitors)
Anticannabinoids
(antagonists/inverse
agonists/antibodies)


Stub icon

Thiscannabinoid related article is astub. You can help Wikipedia byexpanding it.

Retrieved from "https://en.wikipedia.org/w/index.php?title=A-836,339&oldid=1268765974"
Categories:
Hidden categories:

[8]ページ先頭

©2009-2025 Movatter.jp