| 词条 | PB-22 |
| 释义 |
| Verifiedfields = | verifiedrevid = | IUPAC_name = 1-Pentyl-1H-indole-3-carboxylic acid 8-quinolinyl ester | image = PB-22.png | width = 200 | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = Schedule II | legal_UK = | legal_US = Schedule I | legal_DE = Anlage II | routes_of_administration = | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = | CAS_number = 1400742-17-7 | ATC_prefix = | ATC_suffix = | PubChem = | DrugBank_Ref = | DrugBank = | ChemSpiderID = 29339966 | smiles = CCCCCN1C=C(C2=CC=CC=C21)C(=O)OC3=CC=CC4=C3N=CC=C4 | StdInChI = 1S/C23H22N2O2/c1-2-3-6-15-25-16-19(18-11-4-5-12-20(18)25)23(26)27-21-13-7-9-17-10-8-14-24-22(17)21/h4-5,7-14,16H,2-3,6,15H2,1H3 | StdInChIKey = ZAVGICCEAOUWFM-UHFFFAOYSA-N | C=23 | H=22 | N=2 | O=2 | molecular_weight = 358.43 g/mol }} PB-22 (QUPIC or 1-pentyl-1H-indole-3-carboxylic acid 8-quinolinyl ester) is a designer drug offered by online vendors as a cannabimimetic agent, and detected being sold in synthetic cannabis products in Japan in 2013.[1] The structure of PB-22 appears to use an understanding of structure-activity relationships within the indole class of cannabimimetics,{{original research inline|date=April 2014}} although its design origins are unclear. PB-22 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 analogs, or the amide of APICA and its analogs. PB-22 has an EC50 of 5.1 nM for human CB1 receptors, and 37 nM for human CB2 receptors.[2] PB-22 produces bradycardia and hypothermia in rats at doses of 0.3–3 mg/kg, suggesting potent cannabinoid-like activity.[2] The magnitude and duration of hypothermia induced in rats by PB-22 was notably greater than JWH-018, AM-2201, UR-144, XLR-11, APICA, or STS-135, with a reduction of body temperature still observable six hours after dosing.[2] One clinical toxicology study found PB-22 to be the cause of seizures in a human and his dog.[3] DetectionA forensic standard of PB-22 is available, and the compound has been posted on the Forendex website of potential drugs of abuse.[4] Legal statusAs of 9 May 2014, PB-22 is no longer legal in New Zealand.{{citation needed|date=April 2014}} In January 2014, PB-22 was designated as a Schedule I controlled substance in the United States.[5][6] In Ohio, PB-22 is illegal.[7] Florida also has banned PB-22.[8] Since 13 December 2014 it is also illegal in Germany because of adding the substance to the BtMG Anlage II. As of October 2015 PB-22 is a controlled substance in China.[9] 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 = | volume=31 | issue = 2 | pages=223–240}} {{Cannabinoids}}{{cannabinoid-stub}}2. ^1 2 {{Cite journal | doi = 10.1021/acschemneuro.5b00107| title = Effects of Bioisosteric Fluorine in Synthetic Cannabinoid Designer Drugs JWH-018, AM-2201, UR-144, XLR-11, PB-22, 5F-PB-22, APICA, and STS-135| journal = ACS Chemical Neuroscience| pages = 150508124201002| year = 2015| last1 = Banister | first1 = S. D. | last2 = Stuart | first2 = J. | last3 = Kevin | first3 = R. C. | last4 = Edington | first4 = A. | last5 = Longworth | first5 = M. | last6 = Wilkinson | first6 = S. M. | last7 = Beinat | first7 = C. | last8 = Buchanan | first8 = A. S. | last9 = Hibbs | first9 = D. E. | last10 = Glass | first10 = M. | last11 = Connor | first11 = M. | last12 = McGregor | first12 = I. S. | last13 = Kassiou | first13 = M. | volume=6| issue = 8 | pmid=25921407}} 3. ^{{Cite journal | doi = 10.3109/15563650.2014.925562| pmid = 24905571| title = 'Crazy Monkey' Poisons Man and Dog: Human and canine seizures due to PB-22, a novel synthetic cannabinoid| journal = Clinical Toxicology| volume = 52| issue = 6| pages = 635–8| year = 2014| last1 = Gugelmann | first1 = H.| last2 = Gerona | first2 = R.| last3 = Li | first3 = C.| last4 = Tsutaoka | first4 = B.| last5 = Olson | first5 = K. R.| last6 = Lung | first6 = D.}} 4. ^Forendex entry, Southern Association of Forensic Scientists 5. ^{{Cite journal | pmid = 24876364| year = 2014| author1 = Behonick| first1 = G| title = Four Postmortem Case Reports with Quantitative Detection of the Synthetic Cannabinoid, 5F-PB-22| journal = Journal of Analytical Toxicology| last2 = Shanks| first2 = K. G.| last3 = Firchau| first3 = D. J.| last4 = Mathur| first4 = G| last5 = Lynch| first5 = C. F.| last6 = Nashelsky| first6 = M| last7 = Jaskierny| first7 = D. J.| last8 = Meroueh| first8 = C| doi = 10.1093/jat/bku048 | volume=38 | issue = 8| pages=559–62 | pmc=4334789}} 6. ^{{cite web | url=http://www.deadiversion.usdoj.gov/drug_chem_info/spice/pb22.pdf | title = PB-22 and 5F-PB-22 | publisher = Drug Enforcement Administration, Office of Diversion Control}} 7. ^{{Cite news | url = http://www.cleveland.com/open/index.ssf/2014/04/ohio_bans_two_synthetic_mariju.html | title = Ohio bans two synthetic marijuana drugs sold as "herbal incense" | author = Jeremy Pelzer | date = April 17, 2014 | publisher = cleveland.com}} 8. ^{{cite web|url=http://www.leg.state.fl.us/statutes/index.cfm?App_mode=Display_Statute&Search_String=&URL=0800-0899/0893/Sections/0893.03.html |title=Statutes & Constitution :View Statutes : Online Sunshine |publisher=Leg.state.fl.us |date=1997-05-06 |accessdate=2014-07-12}} 9. ^{{cite web | url=http://www.sfda.gov.cn/WS01/CL0056/130753.html | title=关于印发《非药用类麻醉药品和精神药品列管办法》的通知 | publisher=China Food and Drug Administration | date=27 September 2015 | language=Chinese | accessdate=1 October 2015}} 3 : Cannabinoids|Designer drugs|Indoles |
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