QUCHMIC

QUCHMIC
Clinical data
Other namesBB-22; SGT-32; quinolin-8-yl 1-cyclohexylmethyl-1H-indole-3-8-carboxylate
Legal status
Legal status
Identifiers
  • 1-(cyclohexylmethyl)-1H-indole-3-carboxylic acid 8-quinolinyl ester
CAS Number
PubChem CID
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

QUCHMIC (named using EMCDDA naming standards, but regularly mis-named QUCHIC), also known as BB-22, SGT-32, or quinolin-8-yl 1-cyclohexylmethyl-1H-indole-3-8-carboxylate, is a designer drug offered by online vendors as a cannabimimetic agent, and was first detected being sold in synthetic cannabis products in Japan in early 2013, and subsequently also in New Zealand.

The structure of QUCHMIC appears to use an understanding of structure-activity relationships within the indole class of cannabimimetics, although its design origins are unclear. QUCHMIC, along with QUPIC, QUFUBIC, 2F-QMPSB and NA-PINAC, represent a structurally unusual synthetic cannabinoid chemotype since they contain an ester linker at the indole 3-position rather than the precedented ketone of JWH-018 and its analogues, or the amide of SDB-001 and its analogues.

Pharmacology

QUCHMIC acts as a full agonist with a binding affinity of 0.217 nM at CB1 and 0.338 nM at CB2 cannabinoid receptors.

See also

Notes

  1. ↑ The compound QUCHIC (quinolin-8-yl 1-cyclohexyl-1H-indole-3-8-carboxylate) has never been detected

References

  1. ↑ Pulver B, Fischmann S, Gallegos A, Christie R (March 2023). "EMCDDA framework and practical guidance for naming synthetic cannabinoids". Drug Testing and Analysis. 15 (3): 255–276. doi:10.1002/dta.3403. PMID 36346325.
  2. ↑ 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.
  3. ↑ Dunne bans further two substances found in K2. Press Release: New Zealand Government. Tuesday, 30 April 2013
  4. ↑ 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.