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词条 6-Methyl-MDA
释义

  1. References

{{Drugbox
| 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}}

References

1. ^{{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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