| Revision as of 17:55, 16 February 2012 editBeetstra (talk | contribs)Edit filter managers, Administrators172,031 edits Saving copy of the {{drugbox}} taken from revid 451227601 of page 3-Methoxymethamphetamine for the Chem/Drugbox validation project (updated: 'CAS_number'). |
Latest revision as of 20:20, 23 September 2024 edit JWBE (talk | contribs)Extended confirmed users10,126 edits removed Category:Phenol ethers; added Category:3-Methoxyphenyl compounds using HotCat |
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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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| Verifiedfields = changed |
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| verifiedrevid = 449584187 |
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| verifiedrevid = 477219381 |
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| IUPAC_name = 1-(3-methoxyphenyl)-''N''-methyl-propan-2-amine |
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| IUPAC_name = 1-(3-methoxyphenyl)-''N''-methyl-propan-2-amine |
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| image = 3-Methoxymethamphetamine.png |
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| image = 3-Methoxymethamphetamine.svg |
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| width = 200 |
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| width = 200 |
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<!--Clinical data--> |
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<!--Clinical data-->| tradename = |
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| routes_of_administration = |
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| tradename = |
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| legal_CA = Schedule I |
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| routes_of_administration = |
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| legal_DE = NpSG |
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| legal_UK = Class A |
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| legal_US = ] |
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<!--Identifiers--> |
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<!--Identifiers-->| CAS_number_Ref = {{cascite|changed|??}} |
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| CAS_number = <!-- blanked - oldvalue: 124206-66-2 --> |
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| CAS_number = 93675-25-3 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| PubChem = 130136 |
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| UNII = 25DLK14QZJ |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| PubChem = 130136 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| DrugBank_Ref = {{drugbankcite|correct|drugbank}} |
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| ChemSpiderID = 115164 |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 115164 |
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<!--Chemical data--> |
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<!--Chemical data-->| C = 11 |
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| C=11 | H=17 | N=1 | O=1 |
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| H = 17 |
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| N = 1 |
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| molecular_weight = 179.259 g/mol |
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| O = 1 |
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| smiles = CNC(C)Cc(c1)cccc1OC |
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| smiles = CNC(C)Cc(c1)cccc1OC |
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| InChI = 1/C11H17NO/c1-9(12-2)7-10-5-4-6-11(8-10)13-3/h4-6,8-9,12H,7H2,1-3H3 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| InChIKey = USQWRDRXXKZFDI-UHFFFAOYAH |
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| StdInChI = 1S/C11H17NO/c1-9(12-2)7-10-5-4-6-11(8-10)13-3/h4-6,8-9,12H,7H2,1-3H3 |
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| StdInChI_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChI = 1S/C11H17NO/c1-9(12-2)7-10-5-4-6-11(8-10)13-3/h4-6,8-9,12H,7H2,1-3H3 |
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| StdInChIKey = USQWRDRXXKZFDI-UHFFFAOYSA-N |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = USQWRDRXXKZFDI-UHFFFAOYSA-N |
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}} |
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}} |
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'''3-Methoxymethamphetamine''' (also known as '''''meta''-methoxymethamphetamine''' or '''MMMA'''), which is most closely related to ] and ] and shares similar monoamine releasing effects, although its effects have not been studied so extensively as other related drugs.<ref>{{cite journal | vauthors = Dal Cason TA | title = A re-examination of the mono-methoxy positional ring isomers of amphetamine, methamphetamine and phenyl-2-propanone | journal = Forensic Science International | volume = 119 | issue = 2 | pages = 168–194 | date = June 2001 | pmid = 11376983 | doi = 10.1016/S0379-0738(00)00425-4 }}</ref> It is an agonist of human ].<ref>{{cite journal | vauthors = Lewin AH, Miller GM, Gilmour B | title = Trace amine-associated receptor 1 is a stereoselective binding site for compounds in the amphetamine class | journal = Bioorganic & Medicinal Chemistry | volume = 19 | issue = 23 | pages = 7044–7048 | date = December 2011 | pmid = 22037049 | pmc = 3236098 | doi = 10.1016/j.bmc.2011.10.007 }}</ref> |
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== See also == |
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* ] |
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* ] |
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* ] |
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== References == |
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{{Reflist}} |
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{{Stimulants}} |
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{{TAAR ligands}} |
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{{Phenethylamines}} |
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{{DEFAULTSORT:Methoxymethamphetamine, 3-}} |
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] |
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] |
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] |
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] |
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{{nervous-system-drug-stub}} |