| 词条 | 3-Methoxy-4-methylamphetamine |
| 释义 |
| Verifiedfields = changed | verifiedrevid = 477219322 | IUPAC_name = 1-(3-methoxy-4-methylphenyl)propan-2-amine | image = 3-Methoxy-4-methylamphetamine.png | tradename = | pregnancy_category = | legal_UK = Class A | legal_DE = | legal_US= Uncontrolled | legal_US_comment = (but may be covered under the Federal Analog Act in the United States and under similar bills in other countries) | routes_of_administration = Oral | bioavailability = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = {{cascite|changed|??}} | CAS_number = 87179-33-7 | ATC_prefix = none | ATC_suffix = | PubChem = 91253 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 82402 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 47696 | C=11 | H=17 | N=1 | O=1 | molecular_weight = 179.258 g/mol | smiles = COc1cc(CC(N)C)ccc1C | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C11H17NO/c1-8-4-5-10(6-9(2)12)7-11(8)13-3/h4-5,7,9H,6,12H2,1-3H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = XDXMRSBXBOXSQW-UHFFFAOYSA-N }} 3-Methoxy-4-methylamphetamine (MMA) is an entactogen and psychedelic drug of the phenethylamine and amphetamine classes.[1][2] It was first synthesized in 1970[1] and was encountered as a street drug in Italy in the same decade.[3] MMA was largely forgotten until being reassayed by David E. Nichols as a non-neurotoxic MDMA analogue in 1991,[2] and has subsequently been sold as a designer drug on the internet since the late 2000s (decade).[4]{{unreliable source?|date=April 2014}} In animal studies, MMA fully substitutes for MDMA and MBDB, partially substitutes for LSD, and does not substitute for amphetamine.[2] Additionally, it has been shown to potently inhibit the reuptake of serotonin and does not produce serotonergic neurotoxicity in rodents.[2] These data appear to confer a profile of MMA as a selective serotonin releasing agent (SSRA) and 5-HT2A receptor agonist.[2] At high doses, such as 120 mg, the effects are psychedelic (comparable to DOM).[5] See also
References1. ^1 {{cite journal | vauthors = Ho BT, McIsaac WM, An R | title = Analogs of alpha-methylphenethylamine (amphetamine). I. Synthesis and pharmacological activity of some methoxy and/or methyl analogs | journal = Journal of Medicinal Chemistry | volume = 13 | issue = 1 | pages = 26–30 |date=January 1970 | pmid = 5412110 | doi = 10.1021/jm00295a007| url = |display-authors=etal}} {{Entactogens}}{{Hallucinogens}}{{Monoamine releasing agents}}{{Serotonin receptor modulators}}{{Phenethylamines}}{{DEFAULTSORT:Methoxy-4-methylamphetamine, 3-}}2. ^1 2 3 4 {{cite journal | vauthors = Johnson MP, Frescas SP, Oberlender R, Nichols DE | title = Synthesis and pharmacological examination of 1-(3-methoxy-4-methylphenyl)-2-aminopropane and 5-methoxy-6-methyl-2-aminoindan: similarities to 3,4-(methylenedioxy)methamphetamine (MDMA) | journal = Journal of Medicinal Chemistry | volume = 34 | issue = 5 | pages = 1662–8 |date=May 1991 | pmid = 1674539 | doi = 10.1021/jm00109a020| url = }} 3. ^de Zorzi C, Cavalli A, Un nuovo allucinogeno: la MMA (p-metil-m-metossi anfetamina) Zacchia. 1974;49 (1) p.58-68 4. ^{{cite web | url = http://www.bluelight.ru/vb/showthread.php?t=362771 | title = Bluelight Forums – MMA – 3-MeO-4-Me-Amphetamine}} 5. ^{{cite book | author = Ann Shulgin | author2 = Alexander Shulgin | title = Pihkal: A Chemical Love Story | publisher = Transform Press | location = | year = 1991 | pages = | isbn = 0-9630096-0-5 | oclc = | doi = | url = http://www.erowid.org/library/books_online/pihkal/pihkal123.shtml}} 6 : Substituted amphetamines|Entactogens and empathogens|Phenol ethers|Designer drugs|Serotonin receptor agonists|Serotonin releasing agents |
| 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。