词条 | 6-Methyl-MDA |
释义 |
| verifiedrevid = 477226006 | IUPAC_name = 1-(6-Methyl-1,3-benzodioxol-5-yl)propan-2-amine | image = 6-Methyl-MDA.png | tradename = | pregnancy_category = | legal_status = Uncontrolled (but may be covered under the Federal Analogue Act in the United States and under similar laws in other countries) | routes_of_administration = Oral | bioavailability = | metabolism = | elimination_half-life = | excretion = | CAS_number = | ATC_prefix = none | ATC_suffix = | PubChem = 10511982 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 8687383 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 6376 | C=11 | H=15 | N=1 | O=2 | smiles = O1c2cc(c(cc2OC1)CC(N)C)C | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C11H15NO2/c1-7-3-10-11(14-6-13-10)5-9(7)4-8(2)12/h3,5,8H,4,6,12H2,1-2H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = HCFHWXDIZOAUTQ-UHFFFAOYSA-N }}6-Methyl-3,4-methylenedioxyamphetamine (6-Methyl-MDA) is an entactogen and psychedelic drug of the amphetamine class.[1] It was first synthesized in the late 1990s by a team including David E. Nichols at Purdue University while investigating derivatives of 3,4-methylenedioxyamphetamine (MDA) and 3,4-methylenedioxy-N-methylamphetamine (MDMA).[1] 6-Methyl-MDA has IC50 values of 783 nM, 28,300 nM, and 4,602 nM for inhibiting the reuptake of serotonin, dopamine, and norepinephrine in rat synaptosomes.[1] In animal studies it substitutes for MBDB, MMAI, LSD, and 2,5-dimethoxy-4-iodoamphetamine (DOI), though not amphetamine, but only partially and at high doses.[1] Thus, while several-fold less potent than its analogues 2-methyl-MDA and 5-methyl-MDA, and approximately half as potent as MDA, 6-methyl-MDA is still significantly active,[1] and appropriate doses may be similar to or somewhat higher than those of MDMA.{{citation needed|date=April 2010}} References1. ^1 2 3 4 {{cite journal | vauthors = Parker MA, Marona-Lewicka D, Kurrasch D, Shulgin AT, Nichols DE | title = Synthesis and pharmacological evaluation of ring-methylated derivatives of 3,4-(methylenedioxy)amphetamine (MDA) | journal = Journal of Medicinal Chemistry | volume = 41 | issue = 6 | pages = 1001–5 |date=March 1998 | pmid = 9526575 | doi = 10.1021/jm9705925 | citeseerx = 10.1.1.688.9559 }} {{Entactogens}}{{Monoamine releasing agents}}{{Phenethylamines}}{{DEFAULTSORT:Methyl-MDA, 6-}} 4 : Substituted amphetamines|Benzodioxoles|Entactogens and empathogens|Serotonin-norepinephrine releasing agents |
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