| Revision as of 18:37, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,071 edits Saving copy of the {{drugbox}} taken from revid 453538705 of page 6-Methyl-MDA for the Chem/Drugbox validation project (updated: ''). |
Latest revision as of 19:12, 15 January 2025 edit Fswitzer4 (talk | contribs)Extended confirmed users10,886 editsm Added FDA UNII |
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{{short description|Chemical compound}} |
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{{ambox | text = This page contains a copy of the infobox ({{tl|drugbox}}) taken from revid of page ] with values updated to verified values.}} |
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{{Drugbox |
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{{Drugbox |
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| verifiedrevid = 413508409 |
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| verifiedrevid = 477226006 |
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| IUPAC_name = 1-(6-methyl-1,3-benzodioxol-5-yl)propan-2-amine |
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| IUPAC_name = 1-(6-Methyl-1,3-benzodioxol-5-yl)propan-2-amine |
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| image = 6-Methyl-MDA.png |
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| image = 6-Methyl-MDA.png |
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| tradename = |
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| tradename = |
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| pregnancy_category = |
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| pregnancy_category = |
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| legal_status = Uncontrolled <small>(but may be covered under the ] in the ] and under similar bills in other countries)</small> |
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| legal_status = Uncontrolled <small>(but may be covered under the ] in the ] and under similar laws in other countries)</small> |
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| routes_of_administration = ] |
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| routes_of_administration = ] |
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| metabolism = |
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| metabolism = |
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| elimination_half-life = |
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| elimination_half-life = |
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| excretion = |
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| excretion = |
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<!--Identifiers--> |
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<!--Identifiers--> |
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| CAS_number = |
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| CAS_number = 246861-21-2 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| UNII = ZXQ5PQR4TU |
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| ATC_prefix = none |
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| ATC_prefix = none |
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| ATC_suffix = |
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| ATC_suffix = |
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<!--Chemical data--> |
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<!--Chemical data--> |
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| C=11 | N=1 | O=2 |
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| C=11 | H=15 | N=1 | O=2 |
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| molecular_weight = 193.24 g/mol |
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| smiles = O1c2cc(c(cc2OC1)CC(N)C)C |
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| smiles = O1c2cc(c(cc2OC1)CC(N)C)C |
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| InChI = 1/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 |
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| InChIKey = HCFHWXDIZOAUTQ-UHFFFAOYAQ |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| 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 |
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| 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 |
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| StdInChIKey = HCFHWXDIZOAUTQ-UHFFFAOYSA-N |
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| StdInChIKey = HCFHWXDIZOAUTQ-UHFFFAOYSA-N |
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}} |
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}} |
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'''6-Methyl-3,4-methylenedioxyamphetamine''' ('''6-Methyl-MDA''') is an ] and ] ] of the ] class.<ref name="pmid9526575">{{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 }}</ref> It was first ] in the late 1990s by a team including ] at ] while investigating ]s of ] (MDA) and ] (MDMA).<ref name="pmid9526575"/> |
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6-Methyl-MDA has ] values of 783 nM, 28,300 nM, and 4,602 nM for ] the ] of ], ], and ] in rat ]s.<ref name="pmid9526575"/> In animal studies it substitutes for ], ], ], and ] (DOI), though not ], but only partially and at high doses.<ref name="pmid9526575"/> Thus, while several-fold less ] than its ]s ] and ], and approximately half as potent as MDA, 6-methyl-MDA is still significantly ],<ref name="pmid9526575"/> and appropriate doses may be similar to or somewhat higher than those of MDMA.{{citation needed|date=April 2010}} |
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== References == |
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{{Reflist}} |
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{{Entactogens}} |
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{{Monoamine releasing agents}} |
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{{Phenethylamines}} |
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{{DEFAULTSORT:Methyl-MDA, 6-}} |
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] |
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] |
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] |
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] |
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] |