词条 | MMDA-2 |
释义 |
| IUPAC_name = 1-(6-methoxy-1,3-benzodioxol-5-yl)propan-2-amine | image = MMDA-2-structure.png | tradename = | pregnancy_category = | legal_status = Uncontrolled (but may be covered under the Federal Analogue Act in the United States and under similar bills in other countries) | routes_of_administration = Oral, Insufflated, Rectal | bioavailability = | metabolism = | elimination_half-life = | excretion = | CAS_number = 23693-18-7 | ATC_prefix = none | ATC_suffix = | PubChem = 90966 | ChemSpiderID = 82147 | C=11 | H=15 | N=1 | O=3 | molecular_weight = 209.24 g/mol | smiles = O1c2cc(c(OC)cc2OC1)CC(N)C }}MMDA-2 (2-methoxy-4,5-methylenedioxyamphetamine) is a psychedelic drug of the amphetamine class.[1] It is closely related to MMDA and MDA.[1]Alexander Shulgin was likely the first to synthesize MMDA-2.[1] In his book PiHKAL, the dose is listed as 25–50 mg, and the duration is listed as 8–12 hours.[1] Shulgin reports that MMDA-2 produces effects such as enhanced awareness, empathy, and visual facilitation and distortion, as well as some side effects like gastrointestinal upset and appetite loss.[1] He states that 30 mg is very similar to 80 mg of MDA, and also remarks that it would be impossible for anyone to have a bad experience on the drug at that dose.[1] Scientific research has shown that MMDA-2, unlike MMDA, but similarly to 6-methyl-MDA, is only very weak at inducing the release of serotonin or dopamine,[2] and accordingly, does not produce amphetamine-appropriate responding in animals in drug discrimination studies.[3] Instead, MMDA-2 is likely to act as a pure 5-HT2 receptor agonist similarly to the DOx series of compounds, with activation of the 5-HT2A receptor conferring its psychedelic effects.[4] MMDA-2 has been sold as a designer drug in Japan.[5] References1. ^1 2 3 4 5 {{cite book |author1=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://isomerdesign.com/PiHKAL/read.php?domain=pk&id=133}} 2. ^{{cite journal |vauthors=McKenna DJ, Guan XM, Shulgin AT | title = 3,4-Methylenedioxyamphetamine (MDA) analogues exhibit differential effects on synaptosomal release of 3H-dopamine and 3H-5-hydroxytryptamine | journal = Pharmacology Biochemistry and Behavior | volume = 38 | issue = 3 | pages = 505–12 |date=March 1991 | pmid = 1829838 | doi = 10.1016/0091-3057(91)90005-M| url = http://linkinghub.elsevier.com/retrieve/pii/0091-3057(91)90005-M}} 3. ^{{cite journal |vauthors=Glennon RA, Yousif M, Naiman N, Kalix P | title = Methcathinone: a new and potent amphetamine-like agent | journal = Pharmacology Biochemistry and Behavior | volume = 26 | issue = 3 | pages = 547–51 |date=March 1987 | pmid = 3575369 | doi = 10.1016/0091-3057(87)90164-X| url = http://linkinghub.elsevier.com/retrieve/pii/0091-3057(87)90164-X}} 4. ^{{cite journal | author = Clare BW | title = QSAR of benzene derivatives: comparison of classical descriptors, quantum theoretic parameters and flip regression, exemplified by phenylalkylamine hallucinogens | journal = Journal of Computer-aided Molecular Design | volume = 16 | issue = 8–9 | pages = 611–33 | year = 2002 | pmid = 12602954 | doi = 10.1023/A:1021966231380| url = http://www.kluweronline.com/art.pdf?issn=0920-654X&volume=16&page=611}} 5. ^{{cite journal |vauthors=Min JZ, Shimizu Y, Toyo'oka T, Inagaki S, Kikura-Hanajiri R, Goda Y | title = Simultaneous determination of 11 designated hallucinogenic phenethylamines by ultra-fast liquid chromatography with fluorescence detection | journal = Journal of Chromatography B | volume = 873 | issue = 2 | pages = 187–94 |date=October 2008 | pmid = 18789774 | doi = 10.1016/j.jchromb.2008.08.020 | url = http://linkinghub.elsevier.com/retrieve/pii/S1570-0232(08)00642-9}} External links
6 : Substituted amphetamines|Designer drugs|Benzodioxoles|Entactogens and empathogens|Serotonin receptor agonists|Phenol ethers |
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