+ Site Statistics
+ Search Articles
+ PDF Full Text Service
How our service works
Request PDF Full Text
+ Follow Us
Follow on Facebook
Follow on Twitter
Follow on LinkedIn
+ Subscribe to Site Feeds
Most Shared
PDF Full Text
+ Translate
+ Recently Requested

GC-MS studies on acylated derivatives of 3-methoxy-4-methyl- and 4-methoxy-3-methyl-phenethylamines: regioisomers related to 3,4-MDMA

GC-MS studies on acylated derivatives of 3-methoxy-4-methyl- and 4-methoxy-3-methyl-phenethylamines: regioisomers related to 3,4-MDMA

Forensic Science International 178(1): 61-82

A series of side chain regioisomers of 3-methoxy-4-methyl- and 4-methoxy-4-methyl-phenethylamines have mass spectra essentially equivalent to the controlled drug substance 3,4-methylenedioxymethamphetamine (3,4-MDMA), all have molecular weight of 193 and major fragment ions in their electron ionization mass spectra at m/z 58 and 135/136. The acetyl, propionyl and trifluoroacetyl derivatives of the primary and secondary regioisomeric amines were prepared and evaluated in GC-MS studies. The mass spectra for these derivatives were significantly individualized and the resulting unique fragment ions allowed for specific side chain identification. The trifluoroacetyl derivatives provided more fragment ions for molecular individualization among these regioisomeric substances. These trifluoroacetyl derivatives showed excellent resolution on a non-polar stationary phase such as Rtx-1.

Please choose payment method:

(PDF emailed within 0-6 h: $19.90)

Accession: 031530332

Download citation: RISBibTeXText

PMID: 18355994

DOI: 10.1016/j.forsciint.2008.02.002

Related references

GC-MS analysis of acylated derivatives of the side-chain regioisomers of 4-methoxy-3-methyl-phenethylamines related to methylenedioxymethamphetamine. Journal of Chromatographic Science 45(8): 477-485, 2007

GC-MS analysis of acylated derivatives of a series of side chain regioisomers of 2-methoxy-4-methyl-phenethylamines. Journal of Chromatographic Science 46(5): 375-380, 2008

GC and mass spectral studies on acylated side chain regioisomers of 3-methoxy-4-methyl-phenethylamine and 4-methoxy-3-methyl-phenethylamine. Journal of Chromatographic Science 47(4): 279-286, 2009

Advanced oxidation and reduction process chemistry of methyl tert-butyl ether (MTBE) reaction intermediates in aqueous solution: 2-methoxy-2-methyl-propanal, 2-methoxy-2-methyl-propanol, and 2-methoxy-2-methyl-propanoic acid. Chemosphere 77(10): 1352-1357, 2009

GC-MS studies on the regioisomeric methoxy-methyl-phenethylamines related to MDEA, MDMMA, and MBDB. Journal of Chromatographic Science 46(10): 900-906, 2008

Hetero cyclic steroids part 1 investigations on the total synthesis of 7 beta 13 beta di methyl 3 methoxy 6 oxagona i 3 5 10 8 tetraene 17 one reformatsky reaction of 7 methoxy 2 methyl chroman 4 one and 6 methoxy coumaran 3 one with methyl gamma bromo crotonate. Indian Journal Of Chemistry: 351-354, 1972

Syntheses of 1-(3-hydroxy-4-methoxphenethyl)-7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline-6-ol and 1-(3-hydroxy-4-methoxybenzyl)-7-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline-6,8-diol and an attempt to cyclize the isoquinoline derivatives by phenol oxidation (Studies on the synthesis of heterocyclic compounds. 228. Yakugaku Zasshi 88(5): 583-588, 1968

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 of Medicinal Chemistry 34(5): 1662-1668, 1991

Synthesis of 3 methyl 5 methoxy 6 hydroxy 7 acetyl coumaronic acid and 3 7 di methyl 5 methoxy 9h furo 2 3 f 1 benzopyran 9 one 2 carboxylic acid and their derivatives. Polish Journal of Pharmacology & Pharmacy 35(5): 789-792, 1980

Optimization of Orally Bioavailable Enhancer of Zeste Homolog 2 (EZH2) Inhibitors Using Ligand and Property-Based Design Strategies: Identification of Development Candidate (R)-5,8-Dichloro-7-(methoxy(oxetan-3-yl)methyl)-2-((4-methoxy-6-methyl-2-oxo-1,2-dihydropyridin-3-yl)methyl)-3,4-dihydroisoquinolin-1(2H)-one (PF-06821497). Journal of Medicinal Chemistry 61(3): 650-665, 2018

Methoxy- and methyl-, methoxy-5,6,11-trimethyl-6H-indolo [2,3-b]quinolinium derivatives as novel cytotoxic agents and DNA topoisomerase II inhibitors. Anticancer Research 18(4c): 3133-3138, 1998

Synthesis of 3-methyl-5-methoxy-6-hydroxy-7-acetyl-coumaronic and 3,7-dimethyl-5-methoxy-9-H-furo [2,3-f] [1] benzopyran-9-on-2-carboxylic acids and their derivatives. Polish Journal of Pharmacology and Pharmacy 32(5): 789-792, 1980

Studies on radical nucleophilic substitution reaction reactions 6. synthesis of 3 methyl derivatives of the alkaloids thalactamine doryanine and 6 7 di methoxy n methyl 1 2h iso quinolone. Journal of the Chemical Society Perkin Transactions I (5): 1149-1152, 1982

Studies on pyrimidinylpyrazoles. IV. Pharmacological activities of 1-(4-methoxy-6-methyl-2-pyrimidinyl)-3-methyl-5-methoxypyrazole and its related compounds. Chemical and Pharmaceutical Bulletin 17(7): 1492-1497, 1969

Studies on benzochromones. VI. Synthesis and ring isomerization of 2-methyl-5-methoxy-6,7-benzochromone and 2-methyl-5-methoxy-7,8-benzochromone. Chemical and Pharmaceutical Bulletin 12(3): 312-315, 1964