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QUCHIC

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
QUCHIC
Legal status
Legal status
Identifiers
  • 1-(cyclohexylmethyl)-1H-indole-3-carboxylic acid 8-quinolinyl ester
CAS Number
PubChemCID
ChemSpider
UNII
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC25H24N2O2
Molar mass384.479 g·mol−1
3D model (JSmol)
  • C1CCC(CC1)CN2C=C(C3=CC=CC=C32)C(=O)OC4=CC=CC5=C4N=CC=C5
  • InChI=1S/C25H24N2O2/c28-25(29-23-14-6-10-19-11-7-15-26-24(19)23)21-17-27(16-18-8-2-1-3-9-18)22-13-5-4-12-20(21)22/h4-7,10-15,17-18H,1-3,8-9,16H2
  • Key:RHYGTJXOHOGQGI-UHFFFAOYSA-N

QUCHIC (BB-22,SGT-32 or1-(cyclohexylmethyl)-1H-indole-3-carboxylic acid 8-quinolinyl ester) is adesigner drug offered by online vendors as a cannabimimetic agent, and was first detected being sold insynthetic cannabis products in Japan in early 2013,[1] and subsequently also in New Zealand.[2] The structure of QUCHIC appears to use an understanding ofstructure-activity relationships within the indole class of cannabimimetics, although its design origins are unclear. QUCHIC, along withQUPIC, represents a structurally unique synthetic cannabinoid chemotype since it contains an ester linker at the indole 3-position rather than the precedented ketone ofJWH-018 and its analogues, or the amide ofSDB-001 and its analogues.

Pharmacology

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BB-22 acts as afull agonist with abinding affinity of 0.217nM atCB1 and 0.338nM atCB2cannabinoid receptors.[3]

See also

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References

[edit]
  1. ^Uchiyama N, Matsuda S, Kawamura M, Kikura-Hanajiri R, Goda Y (2013). "Two new-type cannabimimetic quinolinyl carboxylates, QUPIC and QUCHIC, two new cannabimimetic carboxamide derivatives, ADB-FUBINACA and ADBICA, and five synthetic cannabinoids detected with a thiophene derivative α-PVT and an opioid receptor agonist AH-7921 identified in illegal products".Forensic Toxicology.31 (2):223–240.doi:10.1007/s11419-013-0182-9.S2CID 1279637.
  2. ^Dunne bans further two substances found in K2. Press Release: New Zealand Government. Tuesday, 30 April 2013
  3. ^Hess C, Schoeder CT, Pillaiyar T, Madea B, Müller CE (1 July 2016)."Pharmacological evaluation of synthetic cannabinoids identified as constituents of spice".Forensic Toxicology.34 (2):329–343.doi:10.1007/s11419-016-0320-2.PMC 4929166.PMID 27429655.
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