| 词条 | 3-Methoxyamphetamine |
| 释义 |
| Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 477219334 | IUPAC_name = 1-(3-methoxyphenyl)propan-2-amine | image = 3-Methoxyamphetamine.png | tradename = | pregnancy_category = | legal_status = | routes_of_administration = Oral | bioavailability = | metabolism = | elimination_half-life = | excretion = | CAS_number_Ref = {{cascite|changed|??}} | CAS_number = 17862-85-0 | ATC_prefix = none | ATC_suffix = | PubChem = 152234 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 134180 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 16247 | C=10 | H=15 | N=1 | O=1 | molecular_weight = 165.232 g/mol | smiles = NC(C)CC1=CC=CC(OC)=C1 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C10H15NO/c1-8(11)6-9-4-3-5-10(7-9)12-2/h3-5,7-8H,6,11H2,1-2H3 | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = VEJWNIYARKAHFI-UHFFFAOYSA-N }}meta-Methoxyamphetamine[1] (MMA), also known as 3-methoxyamphetamine (3-MA), is a stimulant drug from the amphetamine family. It has similar effects in animal drug discrimination tests to the more widely known derivative 4-methoxyamphetamine (PMA),[2] although with a slightly different ratio of monoamine release, being a combined serotonin, dopamine, and norepinephrine releasing agent rather than a fairly selective serotonin releaser like PMA.[3][4] 3-Methoxyamphetamine has similarly appeared on the illicit market as a designer drug alternative to MDMA, although far more rarely than its infamous positional isomer.[5] It produces gepefrine, a cardiac stimulant, as one of its major metabolites.[6] See also
References1. ^GB Patent 1527479 - ACID ADDITION SALTS OF D-(+)-1-(3-HYDROXYPHENYL)-2-AMINOPROPANE AND THEIR MANUFACTURE AND USE {{Stimulants}}{{Phenethylamines}}{{DEFAULTSORT:Methoxyamphetamine, 3-}}2. ^{{cite journal | last1 = Glennon | first1 = RA | last2 = Young | first2 = R | last3 = Hauck | first3 = AE | title = Structure-activity studies on methoxy-substituted phenylisopropylamines using drug discrimination methodology | journal = Pharmacology Biochemistry and Behavior | volume = 22 | issue = 5 | pages = 723–9 | year = 1985 | pmid = 3839309 | doi=10.1016/0091-3057(85)90520-9}} 3. ^{{cite journal | last1 = Tseng | first1 = LF | last2 = Menon | first2 = MK | last3 = Loh | first3 = HH |authorlink3=Harold Loh| title = Comparative actions of monomethoxyamphetamines on the release and uptake of biogenic amines in brain tissue | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 197 | issue = 2 | pages = 263–71 | year = 1976 | pmid = 1271280 }} 4. ^{{cite journal | last1 = Menon | first1 = MK | last2 = Tseng | first2 = LF | last3 = Loh | first3 = HH | title = Pharmacological evidence for the central serotonergic effects of monomethoxyamphetamines | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 197 | issue = 2 | pages = 272–9 | year = 1976 | pmid = 946817 }} 5. ^{{cite journal | last1 = Dal Cason | first1 = 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 = 168–94 | year = 2001 | pmid = 11376983 | doi=10.1016/S0379-0738(00)00425-4}} 6. ^{{cite journal | last1 = Midha | first1 = KK | last2 = Cooper | first2 = JK | last3 = Bailey | first3 = K | last4 = Hubbard | first4 = JW | title = The metabolism of 3-methoxyamphetamine in dog, monkey and man |doi=10.3109/00498258109045284 | journal = Xenobiotica | volume = 11 | issue = 2 | pages = 137–46 | year = 1981 | pmid = 6894510 }} 3 : Substituted amphetamines|Phenol ethers|Serotonin-norepinephrine-dopamine releasing agents |
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