| 词条 | 5-MeO-aMT | ||||||||||||||||||||||||||||
| 释义 |
| Verifiedfields = changed | verifiedrevid = 477224876 | IUPAC_name = 1-(5-methoxy-1H-indol-3-yl)propan-2-amine | image = 5-MeO-AMT.svg | width = 150px | image2 = 5-MeO-AMT-3d-sticks.png | tradename = | pregnancy_AU = | pregnancy_US = | pregnancy_category = | legal_AU = | legal_CA = | legal_UK = Class A | legal_US = | legal_status = Illegal in Sweden and Florida | routes_of_administration = Oral | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = {{cascite|changed|??}} | CAS_number = 1137-04-8 | ATC_prefix = | ATC_suffix = | PubChem = 36906 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 33864 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 31115 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = U5XOB9AQ15 | C=12 | H=16 | N=2 | O=1 | molecular_weight = 204.2712 g/mol | smiles = N[C@@H](C)CC1=CNC(C=C2)=C1C=C2OC | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C12H16N2O/c1-8(13)5-9-7-14-12-4-3-10(15-2)6-11(9)12/h3-4,6-8,14H,5,13H2,1-2H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = OGNJZVNNKBZFRM-UHFFFAOYSA-N | melting_point = 216 | melting_high = 218 }} 5-MeO-aMT or 5-methoxy-α-methyltryptamine, α,O-Dimethylserotonin (Alpha-O) is a potent psychedelic tryptamine. It is soluble in ethanol. PharmacologyThe sympathomimetic effects may in turn be caused by 5-MeO-AMT's structural similarity to the amphetamines. As noted by Alexander Shulgin, the alpha-methylated tryptamines can be looked at as the tryptamine homologues of the amphetamines (alpha-methylated phenethylamines). Mechanisms of action such as inhibition of monoamine reuptake may be involved also.[1] Pharmacokinetics
Recreational usage5-MeO-AMT is supposedly sold in 4 mg tablets by the street name Alpha-O and taken as a recreational drug. Since the DEA arrests of the makers of a huge percentage of the United States' LSD in 2000, 5-MeO-AMT may have occasionally been sold under the guise of LSD in liquid, sugar cube, or blotter form, though this may be due to DEA reports of finding it on sugar cubes and blotters like LSD.[3][4] The most common route of administration for 5-MeO-AMT is orally. Anecdotal reports, however, have described snorting or smoking the substance. Intravenous (IV) and intramuscular (IM) routes are rarely, if ever, used outside research settings due to the high potency, powerful effects and quicker onset. EffectsThe effects of 5-MeO-AMT occur at 4–7 mg orally for most users. Erowid lists the following effects:[5] Positive
Neutral
NegativeExpected at any dose:
DangersIf misrepresented as LSD, 5-MeO-AMT can be extremely dangerous; users may take a number of "hits" of 5-MeO-AMT, assuming that it is LSD. Unlike LSD, which is very safe in overdose, 5-MeO-AMT can be very harmful or fatal. Particularly sensitive individuals can experience symptoms of overdose at dosages in the normal (for most users) range — as low as 20 mg. This has led to at least a few hospitalizations and possibly more than one death.[6] It is likely that the overdose potential of the compound is due to its sympathomimetic effects, as the side effects noted in overdose cases include cardiac arrhythmia and seizure. It also seems that oral consumption is safer than insufflation.{{Citation needed|date=March 2009}} Gloria Discerni, 18, died after overdosing on a drug initially believed to be LSD. Authorities learned months later that the drug wasn't LSD but a "designer drug" identified as 5-MeO-AMT.[7] Legal StatusAustralia5-MeO-aMT is considered a Schedule 9 prohibited substance in Australia under the Poisons Standard (October 2015).[8] A Schedule 9 substance is a substance which may be abused or misused, the manufacture, possession, sale or use of which should be prohibited by law except when required for medical or scientific research, or for analytical, teaching or training purposes with approval of Commonwealth and/or State or Territory Health Authorities.[8] SwedenSveriges riksdags health ministry Statens folkhälsoinstitut classified 5-MeO-αMT as "health hazard" under the act Lagen om förbud mot vissa hälsofarliga varor (translated Act on the Prohibition of Certain Goods Dangerous to Health) as of Oct 1, 2004, in their regulation SFS 2004:696 listed as 5-metoxi-alfametyltryptamin (5-MeO-AMT), making it illegal to sell or possess.[9]UK5-MeO-αMT was made illegal in the United Kingdom as of 7 January 2015, along with 5-MeO-DALT. This was following the events of 10 June 2014 when the Advisory Council on the Misuse of Drugs recommended that 5-MeO-αMT be scheduled as a class A drug by updating the blanket ban clause on tryptamines. USA5-MeO-AMT is not scheduled at the federal level in the United States.[10] Florida5-MeO-AMT is a Schedule I controlled substance in the state of Florida, making it illegal to buy, sell, or possess.[11] See also
References1. ^{{cite journal |vauthors =Nagai F, Nonaka R, Satoh Hisashi Kamimura K |title=The effects of non-medically used psychoactive drugs on monoamine neurotransmission in rat brain |journal=European Journal of Pharmacology |volume=559 |issue=2-3 |pages=132–7 |date=March 2007 |pmid=17223101 |doi=10.1016/j.ejphar.2006.11.075 |url=}} 2. ^{{cite journal |author1=Rickli A. |author2=Moning O.D. |author3=Hoener M.C. |author4=Liechti M.E. |title=Receptor interaction profiles of novel psychoactive tryptamines compared with classic hallucinogens |doi=10.1016/j.euroneuro.2016.05.001 |pmid=27216487}} 3. ^{{Cite journal|last=Zimmerman|first=Michelle M.|title=The Identification of 5-Methoxy-alpha-methyltryptamine (5-MeO-AMT)|journal=Microgram Journal|publisher=Drug Enforcement Administration|date=January–June 2003|volume=1|url=http://www.justice.gov/dea/programs/forensicsci/microgram/journal071203/mj071203_pg1.html|accessdate=2011-09-16|archive-url=https://web.archive.org/web/20110918044620/http://www.justice.gov/dea/programs/forensicsci/microgram/journal071203/mj071203_pg1.html|archive-date=2011-09-18|dead-url=yes|df=}} 4. ^Erowid 5-MeO-AMT Vault : Police Reports of 5-MeO-AMT 5. ^{{cite web|url=http://www.erowid.org/chemicals/5meo_amt/5meo_amt_effects.shtml|title=5-MeO-AMT Vault: Effects|author =Erowid}} 6. ^ 7. ^http://www.spokesman.com/stories/2006/dec/13/charges-dropped-in-drug-death/ 8. ^1 Poisons Standard October 2015 https://www.comlaw.gov.au/Details/F2015L01534 9. ^http://www.notisum.se/rnp/sls/sfs/20040696.pdf 10. ^§1308.11 Schedule I. 11. ^Florida Statutes - Chapter 893 - DRUG ABUSE PREVENTION AND CONTROL External links
6 : Psychedelic tryptamines|Monoamine oxidase inhibitors|Serotonin-norepinephrine-dopamine releasing agents|Serotonin receptor agonists|Phenol ethers|Designer drugs |
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