| 词条 | 6-APDB |
| 释义 |
| Verifiedfields = changed | verifiedrevid = 477225590 | IUPAC_name = 1-(2,3-dihydro-1-benzofuran-6-yl)propan-2-amine | image = 4-desoxy-MDA.svg | image2 = 6-APDB molecule ball.png | alt2 = Ball-and-stick model of the 6-APDB molecule | tradename = | pregnancy_category = ? | legal_UK = Class B | legal_status = | routes_of_administration = Oral | bioavailability = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = {{cascite|changed|??}} | CAS_number = 152623-93-3 | ATC_prefix = none | ATC_suffix = | PubChem = 192599 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 167141 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 124055 | C=11 | H=15 | N=1 | O=1 | molecular_weight = 177.24 g/mol | smiles = O2c1cc(ccc1CC2)CC(N)C | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C11H15NO/c1-8(12)6-9-2-3-10-4-5-13-11(10)7-9/h2-3,7-8H,4-6,12H2,1H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = VRNGXHJGMCJRSQ-UHFFFAOYSA-N }}6-(2-Aminopropyl)-2,3-dihydrobenzofuran (6-APDB, 4-Desoxy-MDA, EMA-3) is a stimulant and entactogen drug of the phenethylamine and amphetamine classes.[1] It is an analogue of MDA where the heterocyclic 4-position oxygen from the 3,4-methylenedioxy ring has been replaced with a methylene bridge.[1] 5-APDB (3-Desoxy-MDA) is an analogue of 6-APDB where the 3-position oxygen has been replaced with a methylene instead.[1] 6-APDB, along with 5-APDB, was first synthesized by David E. Nichols in the early 1990s while investigating non-neurotoxic MDMA analogues.[1] In animal studies, 6-APDB fully substitutes for MBDB and MMAI but not for amphetamine or LSD.[1] In vitro, 6-APDB has been shown to inhibit the reuptake of serotonin, dopamine, and norepinephrine with IC50 values of 322 nM, 1,997 nM, and 980 nM, respectively.[1] These values are very similar to those of MDA, but with those for the catecholamines slightly lower in comparison, perhaps more similarly to MDMA.[1] In contrast, 5-APDB is highly selective for serotonin.[1] Though 6-APDB does not substitute for amphetamine in rats at the doses used in referenced study, based on its in vitro profile it can be suggested that it may have amphetamine-like effects at higher doses. The unsaturated benzofuran derivative 6-APB, or 6-(2-aminopropyl)benzofuran is also known, but the difference in pharmacological effects between 6-APB and 6-APDB is unclear. 6-APDB is a class B drug in the UK since June 10, 2013. It is banned by a blanket law on benzofurans and related compounds.[2] References1. ^1 2 3 4 5 6 7 {{cite journal | vauthors = Monte AP, Marona-Lewicka D, Cozzi NV, Nichols DE | title = Synthesis and pharmacological examination of benzofuran, indan, and tetralin analogues of 3,4-(methylenedioxy)amphetamine | journal = Journal of Medicinal Chemistry | volume = 36 | issue = 23 | pages = 3700–6 |date=November 1993 | pmid = 8246240 | doi = 10.1021/jm00075a027| url = }} {{Entactogens}}{{Monoamine releasing agents}}{{Phenethylamines}}{{DEFAULTSORT:Aminopropyl)-2,3-dihydrobenzofuran, 6-(2-}}2. ^{{cite web | url = http://www.legislation.gov.uk/ukdsi/2014/9780111110904 | title = The Misuse of Drugs Act 1971 (Ketamine etc.) (Amendment) Order 2014 | accessdate = 2014-03-11 | author = UK Home Office | date = 2014-03-05 | publisher = UK Government}} 5 : Benzofurans|Designer drugs|Entactogens and empathogens|Serotonin-norepinephrine-dopamine releasing agents|Substituted amphetamines |
| 随便看 |
|
开放百科全书收录14589846条英语、德语、日语等多语种百科知识，基本涵盖了大多数领域的百科知识，是一部内容自由、开放的电子版国际百科全书。