| 词条 | Benocyclidine |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 461744968 | IUPAC_name = 1-[1-(1-Benzothiophen-2-yl)cyclohexyl]piperidine | image = BTCP_structure.png | tradename = | licence_EU = | pregnancy_category = | legal_UK = | routes_of_administration = | bioavailability = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = {{cascite|changed|??}} | CAS_number = 112726-66-6 | ATC_prefix = none | ATC_suffix = | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 279556 | PubChem = 123692 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 110266 | C=19 | H=25 | N=1 | S=1 | molecular_weight = 299.47 g/mol | smiles = C1(SC(C2(CCCCC2)N3CCCCC3)=C4)=C4C=CC=C1 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C19H25NS/c1-5-11-19(12-6-1,20-13-7-2-8-14-20)18-15-16-9-3-4-10-17(16)21-18/h3-4,9-10,15H,1-2,5-8,11-14H2 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = RGSVXQJPSWZXOP-UHFFFAOYSA-N }}Benocyclidine, also known as benzo{{wbr}}thiophenyl{{wbr}}cyclo{{wbr}}hexylpiperidine (BTCP), is a psychoactive recreational drug of the arylcyclohexylamine class which is related to phencyclidine (PCP). It was first described in a patent application naming Marc Caron and colleagues at Duke University in 1997.[1] It acts as a potent and selective dopamine reuptake inhibitor (DRI) and a psychostimulant.[2][3] Unlike related compounds like phencyclidine and ketamine, benocyclidine is a pure DRI with negligible affinity for the NMDA receptor, and it therefore lacks any anticonvulsant, anesthetic, hallucinogenic, or dissociative effects.[2][3] It has been used to label the dopamine transporter.[4][5] BCP was also used to try to find a common pharmacophore for DRI type stimulants.[6] More recently, benocyclidine has been found in several ecstasy tablets, sold as MDMA.[7] Legal statusUnited StatesBenocyclidine is not scheduled at the federal level in the United States,[8] but may be considered an analog of PCP, in which case purchase, sale, or possession could be prosecuted under the Federal Analog Act. Florida"Benocyclidine (BCP) or benzothiophenylcyclohexylpiperidine (BTCP)" is a Schedule I controlled substance in the state of Florida making it illegal to buy, sell, or possess in Florida.[9] See also
References1. ^PCT Patent Application WO199712513 (see also US Patents Nos.5,866,756 and 6,218,595 {{Stimulants}}{{Monoamine reuptake inhibitors}}2. ^1 {{cite journal |vauthors=Vignon J, Pinet V, Cerruti C, Kamenka JM, Chicheportiche R | title = [3H]N-[1-(2-benzo(b)thiophenyl)cyclohexyl]piperidine ([3H]BTCP): a new phencyclidine analog selective for the dopamine uptake complex. | journal = Eur J Pharmacol | volume = 148 | issue = 3 | pages = 427–436 | year = 1998 | pmid = 3384005 | doi = 10.1016/0014-2999(88)90122-7 }} 3. ^1 {{cite journal |vauthors=Chaudieu I, Vignon J, Chicheportiche M, Kamenka JM, Trouiller G, Chicheportiche R | title = Role of the aromatic group in the inhibition of phencyclidine binding and dopamine uptake by PCP analogs. | journal = Pharmacol Biochem Behav | volume = 32 | issue = 3 | pages = 699–705 | year = 1989 | pmid = 2544905 | doi = 10.1016/0091-3057(89)90020-8 }} 4. ^{{cite journal |vauthors=Filloux F, Hunt MA, Wamsley JK | title = Localization of the dopamine uptake complex using [3H]N-[1-(2-benzo(b)thiophenyl)cyclohexyl]piperidine ([3H]BTCP) in rat brain. | journal = Neurosci. Lett. | volume = 100 | issue = 1–3 | pages = 105–110 | year = 1989 | pmid = 2527343 | doi = 10.1016/0304-3940(89)90668-X }} 5. ^{{cite journal |vauthors=Maurice T, Vignon J, Kamenka JM, Chicheportiche R | title = In vivo labelling of the mouse dopamine uptake complex with the phencyclidine derivative [3H]BTCP | journal = Neurosci. Lett. | volume = 101 | issue = 2 | pages = 234–238 | year = 1989 | pmid = 2771169 | doi = 10.1016/0304-3940(89)90537-5 }} 6. ^{{cite journal|vauthors=Froimowitz M, Wu KM, Rodrigo J, George C | title=Conformational preferences of the potent dopamine reuptake blocker BTCP and its analogs and their incorporation into a pharmacophore model | journal=J Comput Aided Mol Des | year= 2000 | volume= 14 | issue= 2 | pages= 135–46 | pmid=10721502| doi=10.1023/A:1008144707255 }} 7. ^{{cite web|title=EcstasyData Testing Result: Blue Butterfly|url=http://www.ecstasydata.org/view.php?id=2307|work=Ecstasy and other drug testing|publisher=Erowid Center|accessdate=2 February 2012}} 8. ^21 CFR — SCHEDULES OF CONTROLLED SUBSTANCES §1308.11 Schedule I. 9. ^Florida Statutes - Chapter 893 - DRUG ABUSE PREVENTION AND CONTROL 4 : Stimulants|Piperidines|Benzothiophenes|Dopamine reuptake inhibitors |
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