Exploring PMMA. To explore a different substance…

Names:
PMMA · 4-MMA · METHYL-MA · DOONE · 4-MeO-MA · 4-Methoxymethamphetamine · N-Methyl-4-methoxyamphetamine · 4-Methoxy-N-methylamphetamine
IUPAC name:
1-(4-Methoxyphenyl)-N-methylpropan-2-amine
ID: 130 · Formula: C11H17NO · Molecular weight: 179.259
InChI: InChI=1S/C11H17NO/c1-9(12-2)8-10-4-6-11(13-3)7-5-10/h4-7,9,12H,8H2,1-3H3

Segawa, H; Iwata, YT; Yamamuro, T; Kuwayama, K; Tsujikawa, K; Kanamori, T; Inoue, H. Differentiation of ring-substituted regioisomers of amphetamine and methamphetamine by supercritical fluid chromatography: Differentiation of ring-substituted regioisomers by supercritical fluid chromatography. Drug Test. Analysis, 1 Jan 2016, 9 (3), 389-398. 1.3 MB. http://dx.doi.org/10.1002/dta.2040

Bailey, K; By, AW; Legault, D; Verner, D. Identification of the N-methylated analogs of the hallucinogenic amphetamines and some isomers. J. Assoc. Off. Anal. Chem., 1975, 58 (1), 62–69. 2.0 MB.

Shulgin, AT. TMA, PMA, PMMA, and MDMA effects. Ask Dr. Shulgin Online, Center for Cognitive Liberty & Ethics, 27 Mar 2003.

Anon. Report on the risk assessment of PMMA, European Monitoring Centre for Drugs and Drug Addiction, Mar 2003. 377 kB. Pages cropped (as was intended but never done, apparently)

Lurie, Y; Gopher, A; Lavon, O; Almog, S; Sulimani, L; Bentur, Y. Severe paramethoxymethamphetamine (PMMA) and paramethoxyamphetamine (PMA) outbreak in Israel. Clin. Toxicol., 1 Jan 2012, 50 (1), 39–43. 93 kB. http://dx.doi.org/10.3109/15563650.2011.635148

Staack, RF; Maurer, HH. Metabolism of designer drugs of abuse. Curr. Drug Metab., 1 Jun 2005, 6 (3), 259–274. 104 kB. http://dx.doi.org/10.2174/1389200054021825

Clark, CC. The identification of methoxy-N-methylamphetamines. J. Forensic Sci., 1 Oct 1984, 29 (4), 1056–1071. 423 kB. http://dx.doi.org/10.1520/JFS11772J

Katagi, M; Tsuchihashi, H. Update on clandestine amphetamines and their analogues recently seen in Japan. J. Health Sci., 2002, 48 (1), 14–21. 181 kB. http://dx.doi.org/10.1248/jhs.48.14

Dal Cason, TA. A re-examination of the mono-methoxy positional ring isomers of amphetamine, methamphetamine and phenyl-2-propanone. Forensic Sci. Int., 1 Jan 2001, 119 (3), 168–194. 678 kB. http://dx.doi.org/10.1016/S0379-0738(00)00425-4

Steele, TD; Katz, JL; Ricaurte, GA. Evaluation of the neurotoxicity of N-methyl-1-(4-methoxyphenyl)-2-aminopropane (para-methoxymethamphetamine, PMMA). Brain Res., 4 Sep 1992, 589 (2), 349–352. 554 kB. http://dx.doi.org/10.1016/0006-8993(92)91298-S

Glennon, RA. Bath salts, mephedrone, and methylenedioxypyrovalerone as emerging illicit drugs that will need targeted therapeutic intervention. Advances in Pharmacology, 2014, 69, 581–620. 564 kB. http://dx.doi.org/10.1016/B978-0-12-420118-7.00015-9

Błachut, D; Wojtasiewicz, K; Czarnocki, Z; Szukalski, B. The analytical profile of some 4-methylthioamphetamine (4-MTA) homologues. Forensic Sci. Int., 20 Nov 2009, 192 (1–3), 98–114. 683 kB. http://dx.doi.org/10.1016/j.forsciint.2009.08.009

Nakanishi, K; Miki, A; Zaitsu, K; Kamata, H; Shima, N; Kamata, T; Katagi, M; Tatsuno, M; Tsuchihashi, H; Suzuki, K. Cross-reactivities of various phenethylamine-type designer drugs to immunoassays for amphetamines, with special attention to the evaluation of the one-step urine drug test Instant-View™, and the Emit® assays for use in drug enforcement. Forensic Sci. Int., 10 Apr 2012, 217 (1–3), 174–181. 397 kB. http://dx.doi.org/10.1016/j.forsciint.2011.11.003

Vevelstad, M; Øiestad, EL; Middelkoop, G; Hasvold, I; Lilleng, P; Delaveris, GJM; Eggen, T; Mørland, J; Arnestad, M. The PMMA epidemic in Norway: Comparison of fatal and non-fatal intoxications. Forensic Sci. Int., 10 Jun 2012, 219 (1–3), 151–157. 332 kB. http://dx.doi.org/10.1016/j.forsciint.2011.12.014

Bustamante, D; Diaz-Véliz, G; Paeile, C; Zapata-Torres, G; Cassels, BK. Analgesic and behavioral effects of amphetamine enantiomers, p-methoxyamphetamine and N-alkyl-p-methoxyamphetamine derivatives. Pharmacol. Biochem. Behav., 1 Oct 2004, 79 (2), 199–212. 404 kB. http://dx.doi.org/10.1016/j.pbb.2004.06.017

Hyperlab. Hyperlab new compounds. 29 Sep 2014. 232 kB. Note: Contains links to hyperlab.info that require elevated access/karma to follow.

PMA
N,N-Me-PMA
N-Et-PMA · PMEA
N-HO-PMA
N-Pr-PMA
N-iPr-PMA
1084
N-MeO-PMA
N-Me-4-MPEA
β-Me-PMMA
2,4-DMMA
3-Me-PMMA
HMMA
DMMA
MA · Methamphetamine
4-FMA · 4-Fluoromethamphetamine
4-CMA
PAMA
N-Me-PNA
PMeMA · 4-Methylmethamphetamine
4-HMA · Pholedrine
4-EtO-METH
MTMA
TFMMA
N-Methyl-4-propylamphetamine
1390
1002
Anethole
PMMA-βk · Methedrone
MeOPPP · MOPPP
Estragole
6-MAT
MeO-AI
PMA-βk · 4-Methoxycathinone
MeOPP
4-M-benzylamine
homo-PMA
4-MeOP2P
1481
1589
MEOP
OMMA · 2-Methoxymethamphetamine
Methylephedrine
3,5-Me-4-MPEA
3-MMA · 3-Methoxymethamphetamine
4-EA · 4-Ethoxyamphetamine
MMA
Candicine
2,4-MMA · 5-H-DOM
2406
homo-PMA
N,N-Me-2-MPEA
β,N-Me-2-MPEA
4C-2-MPEA
N-Me-2-EPEA
2-EA
Leptodactyline
N-Et-3-HA
N,N-Me-3-MPEA
N-Et-3-MPEA
4C-3-MPEA
N-Me-3-EPEA
3-EA
PHMMA
PHEA
N,N-Me-4-MPEA
β,N-Me-4-MPEA
α,α-Me-PMPEA
α-Et-MPEA
4-PPEA
2,3-HMeMMPEA
2,3-HMeMA
2,3-MMeA
β-HO-3,4,N-MePEA
3,5-Me-PHA
2,6-Me-MPEA
4,6-Me-2-MPEA
N-(2-Hydroxyethyl)amphetamine
DMA N-oxide
N-MeO-PMeA
PMA
N,N-Me-PMA
N-Et-PMA · PMEA
N-HO-PMA
N-Pr-PMA
N-iPr-PMA
1084
N-MeO-PMA
N-Me-4-MPEA
β-Me-PMMA
2,4-DMMA
3-Me-PMMA
HMMA
DMMA
MA · Methamphetamine
4-FMA · 4-Fluoromethamphetamine
4-CMA
PAMA
N-Me-PNA
PMeMA · 4-Methylmethamphetamine
4-HMA · Pholedrine
4-EtO-METH
MTMA
TFMMA
N-Methyl-4-propylamphetamine
1390
1002
Anethole
PMMA-βk · Methedrone
MeOPPP · MOPPP
Estragole
6-MAT
MeO-AI
PMA-βk · 4-Methoxycathinone
MeOPP
4-M-benzylamine
homo-PMA
4-MeOP2P
1481
1589
MEOP
OMMA · 2-Methoxymethamphetamine
Methylephedrine
3,5-Me-4-MPEA
3-MMA · 3-Methoxymethamphetamine
4-EA · 4-Ethoxyamphetamine
MMA
Candicine
2,4-MMA · 5-H-DOM
2406
homo-PMA
N,N-Me-2-MPEA
β,N-Me-2-MPEA
4C-2-MPEA
N-Me-2-EPEA
2-EA
Leptodactyline
N-Et-3-HA
N,N-Me-3-MPEA
N-Et-3-MPEA
4C-3-MPEA
N-Me-3-EPEA
3-EA
PHMMA
PHEA
N,N-Me-4-MPEA
β,N-Me-4-MPEA
α,α-Me-PMPEA
α-Et-MPEA
4-PPEA
2,3-HMeMMPEA
2,3-HMeMA
2,3-MMeA
β-HO-3,4,N-MePEA
3,5-Me-PHA
2,6-Me-MPEA
4,6-Me-2-MPEA
N-(2-Hydroxyethyl)amphetamine
DMA N-oxide
N-MeO-PMeA
19 November 2017 · Creative Commons BY-NC-SA ·