QUCHIC

QUCHIC

Legal status
Legal status	CA: Schedule II DE: Anlage II (Authorized trade only, not prescriptible) NZ: Temporary Class UK: Class B
Identifiers
IUPAC name 1-(cyclohexylmethyl)-1H-indole-3-carboxylic acid 8-quinolinyl ester
CAS Number	1400742-42-8
PubChem CID	71711120
ChemSpider	29339967
UNII	EUD4ZLB25R
CompTox Dashboard (EPA)	DTXSID40856801
Chemical and physical data
Formula	C25H24N2O2
Molar mass	384.479 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1CCC(CC1)CN2C=C(C3=CC=CC=C32)C(=O)OC4=CC=CC5=C4N=CC=C5
InChI 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 or 1-(cyclohexylmethyl)-1H-indole-3-carboxylic acid 8-quinolinyl ester) 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, ^[1] and subsequently also in New Zealand. ^[2] The structure of QUCHIC appears to use an understanding of structure-activity relationships within the indole class of cannabimimetics, although its design origins are unclear. QUCHIC, along with QUPIC, represents a structurally unique synthetic cannabinoid chemotype since it contains 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

BB-22 acts as a full agonist with a binding affinity of 0.217nM at CB₁ and 0.338nM at CB₂ cannabinoid receptors. ^[3]

See also

• 5F-PB-22
• JWH-018
• PB-22
• QUPIC
• SDB-001
• SDB-005

References

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.