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ADSB-FUB-187

From Wikipedia, the free encyclopedia
Synthetic cannabinoid
Pharmaceutical compound
ADSB-FUB-187
Legal status
Legal status
Identifiers
  • 7-chloro-N-[(2S)-1-[2-(cyclopropylsulfonylamino)ethylamino]-3,3-dimethyl-1-oxobutan-2-yl]-1-[(4-fluorophenyl)methyl]indazole-3-carboxamide
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC26H31ClFN5O4S
Molar mass564.07 g·mol−1
3D model (JSmol)
  • CC(C)(C)[C@@H](C(=O)NCCNS(=O)(=O)C1CC1)NC(=O)C2=NN(C3=C2C=CC=C3Cl)CC4=CC=C(C=C4)F
  • InChI=1S/C26H31ClFN5O4S/c1-26(2,3)23(25(35)29-13-14-30-38(36,37)18-11-12-18)31-24(34)21-19-5-4-6-20(27)22(19)33(32-21)15-16-7-9-17(28)10-8-16/h4-10,18,23,30H,11-15H2,1-3H3,(H,29,35)(H,31,34)/t23-/m1/s1
  • Key:UANJTRHQSBHCID-HSZRJFAPSA-N

ADSB-FUB-187 is anindazole-basedsynthetic cannabinoid. It is a potentagonist of theCB1 receptor with abinding affinity ofKi = 0.09 nM and anEC50 of 1.09 nM.[1] It was originally developed byPfizer in 2009, being example 187 from patent WO 2009/106982. While it is the most tightly binding compound from this patent in terms ofKi, it is not the most potent compound at producing a CB1 mediated pharmacological effect, with at least 17 other compounds from the patent having lower EC50 values.[2]

Legality

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Sweden's public health agency suggested classifying ADSB-FUB-187 as hazardous substance on November 10, 2014, following its use as an ingredient in grey-marketsynthetic cannabis products.[3]

See also

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References

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  1. ^Banister SD, Connor M (2018). "The Chemistry and Pharmacology of Synthetic Cannabinoid Receptor Agonist New Psychoactive Substances: Evolution".New Psychoactive Substances. Handbook of Experimental Pharmacology. Vol. 252. pp. 191–226.doi:10.1007/164_2018_144.ISBN 978-3-030-10560-0.PMID 30105473.
  2. ^WO 2009106982, Buchler IP, Hayes MJ, Hedge SG, Landis S, Hockerman SL, Jones DE, Kortum SW, Rico JG, Tenbrink RE, Wu KW, "Indazole derivatives", published 3 September 2009, assigned to Pfizer Inc.. 
  3. ^"Cannabinoider föreslås bli klassade som hälsofarlig vara" [Cannabinoids are proposed to be classified as hazardous to health] (in Swedish). Folkhälsomyndigheten (The Swedish Public Health Agency). Archived fromthe original on 25 March 2015. Retrieved8 July 2015.
Phytocannabinoids
(comparison)
Cannabibutols
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Cannabicyclols
Cannabidiols
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AllostericCBRTooltip Cannabinoid receptorligands
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CB1Tooltip Cannabinoid receptor type 1
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  • Others:2-PG(directly potentiates activity of 2-AG at CB1 receptor)
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See also
Receptor/signaling modulators
Cannabinoids (cannabinoids by structure)


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