词条 | QUCHIC |
释义 |
| Verifiedfields = | verifiedrevid = | IUPAC_name = 1-(cyclohexylmethyl)-1H-indole-3-carboxylic acid 8-quinolinyl ester | image = BB-22.png | width = 200 | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_DE = Anlage II | legal_CA = Schedule II | legal_UK = | legal_US = | legal_NZ = Temporary Class | routes_of_administration = | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = | CAS_number = 1400742-42-8 | ATC_prefix = | ATC_suffix = | PubChem = 71711120 | DrugBank_Ref = | DrugBank = | ChemSpiderID = 29339967 | smiles = C1CCC(CC1)CN2C=C(C3=CC=CC=C32)C(=O)OC4=CC=CC5=C4N=CC=C5 | StdInChI = 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 | StdInChIKey = RHYGTJXOHOGQGI-UHFFFAOYSA-N | C=25 | H=24 | N=2 | O=2 | molecular_weight = 384.47 g/mol }} QUCHIC (BB-22 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. PharmacologyBB-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
References1. ^{{Cite journal | last1 = Uchiyama | first1 = N. | last2 = Matsuda | first2 = S. | last3 = Kawamura | first3 = M. | last4 = Kikura-Hanajiri | first4 = R. | last5 = Goda | first5 = Y. | title = 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 | doi = 10.1007/s11419-013-0182-9 | journal = Forensic Toxicology | year = 2013 | pmid = | pmc = }} {{Cannabinoids}}{{cannabinoid-stub}}2. ^Dunne bans further two substances found in K2. Press Release: New Zealand Government. Tuesday, 30 April 2013 3. ^{{cite journal|first1=Cornelius|last1=Hess|first2=ClaraT.|last2=Schoeder|first3=Thanigaimalai|last3=Pillaiyar|first4=Burkhard|last4=Madea|title=Pharmacological evaluation of synthetic cannabinoids identified as constituents of spice|journal=Forensic Toxicology|date=1 July 2016|issn=1860-8965|pages=329–343|volume=34|issue=2|doi=10.1007/s11419-016-0320-2|first5=ChristaE.|last5=Müller|pmid=27429655|pmc=4929166}} 4 : Cannabinoids|Designer drugs|Indoles|Indolecarboxylates |
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