Exploring MDDM. To explore a different substance…

PiHKAL#105 MDDM; SI#80 MDDMA
Names:
MDDM · N,N-Dimethyl-MDA · MDDMA · 3,4-Methylenedioxy-N,N-dimethylamphetamine · N,N-Dimethyl-3,4-methylenedioxyamphetamine
IUPAC names:
1-(2H-1,3-Benzodioxol-5-yl)-N,N-dimethylpropan-2-amine
1-(1,3-Benzodioxol-5-yl)-N,N-dimethylpropan-2-amine
ID: 105 · Formula: C12H17NO2 · Molecular weight: 207.269
InChI: InChI=1S/C12H17NO2/c1-9(13(2)3)6-10-4-5-11-12(7-10)15-8-14-11/h4-5,7,9H,6,8H2,1-3H3

Braun, U; Shulgin, AT; Braun, G. Centrally active N-substituted analogs of 3,4-methylenedioxyphenylisopropylamine (3,4-methylenedioxyamphetamine). J. Pharm. Sci., 1 Jan 1980, 69 (2), 192–195. 513 kB. http://dx.doi.org/10.1002/jps.2600690220

Dal Cason, TA. An evaluation of the potential for clandestine manufacture of 3,4-methylenedioxyamphetamine (MDA) analogs and homologs. J. Forensic Sci., 1 May 1990, 35 (3), 675–697. 2235 kB. http://dx.doi.org/10.1520/JFS12874J

Braun, U; Shulgin, AT; Braun, G. Prüfung auf zentrale Aktivität und Analgesia von N-substituierten Analogen des Amphetamin-Derivates 3,4-Methylendioxyphenylisopropylamin. Arzneim. Forsch., 1 Jan 1980, 30 (5), 825–830. 1504 kB.

Al-Hossaini, AM. GC-MS and GC-IRD studies on ethoxyphenethylamines related to MDEA, MDMMA and MBDB. Ph. D. Thesis, Auburn University, Auburn, AL, USA, 18 Dec 2009. 1195 kB.

Thigpen, AL; Awad, T; DeRuiter, J; Clark, CR. GC-MS studies on the regioisomeric methoxy-methyl-phenethylamines related to MDEA, MDMMA, and MBDB. J. Chromatogr. Sci., 1 Nov 2008, 46 (10), 900–206. 448 kB. http://dx.doi.org/10.1093/chromsci/46.10.900

Krawczeniuk, AS. Identification of phenethylamines and methylenedioxyamphetamines using liquid chromatography atmospheric pressure electrospray ionization mass spectrometry. Microgram J., 1 Jan 2005, 3 (1–2), 78–100. 979 kB.

Thigpen, AL; DeRuiter, J; Clark, CR. GC-MS studies on the regioisomeric 2,3- and 3,4-methylenedioxyphenethylamines related to MDEA, MDMMA, and MBDB. J. Chromatogr. Sci., 1 May 2007, 45 (5), 229–235. 332 kB. http://dx.doi.org/10.1093/chromsci/45.5.229

FLEA
PiHKAL#81 FLEA
MDA
PiHKAL#100 MDA; SI#77 MDA
MDAL
PiHKAL#101 MDAL
MDBU
PiHKAL#102 MDBU
MDBZ
PiHKAL#103 MDBZ
MDCPM
PiHKAL#104 MDCPM
MDE
PiHKAL#106 MDE; SI#81 MDE
MDHOET
PiHKAL#107 MDHOET
MDIP
PiHKAL#108 MDIP
MDMA
PiHKAL#109 MDMA; SI#82 MDMA
MDMEO
PiHKAL#111 MDMEO
MDMEOET
PiHKAL#112 MDMEOET
MDOH
PiHKAL#114 MDOH; SI#84 MDOH
MDPL
PiHKAL#117 MDPL
MDPR
PiHKAL#118 MDPR; SI#86 MDPR
MDIB
MDIB; 3,4-Methylenedioxy-N-isobutylamphetamine
MDTB
MDTB; 3,4-Methylenedioxy-N-tert-butylamphetamine
MDAM
MDAM; 3,4-Methylenedioxy-N-n-amylamphetamine
MDHE
MDHE; 3,4-Methylenedioxy-N-n-hexylamphetamine
MDOC
MDOC; 3,4-Methylenedioxy-N-n-octylamphetamine
MDDEA · MDDE
MDDEA; 3,4-Methylenedioxy-N,N-diethylamphetamine
MDCM
MDCM; 3,4-Methylenedioxy-N-cyanomethylamphetamine
MDBA
MDBA; 3,4-Methylenedioxy-N-tert-butylaminoamphetamine
MDTFEA
MDTFEA; 3,4-Methylenedixoy-N-(2,2,2-trifluoroethyl)amphetamine
MDMEA
MDMEA; 1-(1,3-Benzodioxol-5-yl)-N-ethyl-N-methylpropan-2-amine
MDMPA
MDMPA; N-[1-(1,3-Benzodioxol-5-yl)propan-2-yl]-N-methylpropan-1-amine
MDMIPA
MDMIPA; 1-(1,3-Benzodioxol-5-yl)-N-methyl-N-(propan-2-yl)propan-2-amine
MDSB
MDSB; N-[1-(1,3-Benzodioxol-5-yl)propan-2-yl]butan-2-amine
N-Formyl-MDMA
N-Formyl-MDMA; N-[1-(1,3-Benzodioxol-5-yl)propan-2-yl]-N-methylformamide
N,N-Me-MDPEA · Lobivine
N,N-Me-MDPEA; Lobivine
MMBDB
MMBDB; 1-(1,3-Benzodioxol-5-yl)-N,N-dimethylbutan-2-amine
10477
N-[2-(2-Chlorophenyl)ethyl]acetamide
10568
3-[(4-Fluorophenyl)methyl]-N-methylpentan-3-amine
10566
1-(4-Fluorophenyl)-N,2-dimethylpropan-2-amine
10515
N-Ethyl-2-methyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine
10502
3-[(3-Fluorophenyl)methyl]-N-methylpentan-3-amine
10500
1-(3-Fluorophenyl)-N,2-dimethylpropan-2-amine
N,N-Me-DHA
N,N-Me-DHA; 4-[2-(Dimethylamino)propyl]benzene-1,2-diol
N,N-Me-DMA
N,N-Me-DMA; 1-(3,4-Dimethoxyphenyl)-N,N-dimethylpropan-2-amine
ED-NDMA
ED-NDMA; 1-(2,3-Dihydro-1,4-benzodioxin-6-yl)-N,N-dimethylpropan-2-amine
homo-MDPEA · GAMMA
homo-MDPEA; 1-Amino-3-(3,4-methylenedioxyphenyl)propane
Safrole
Safrole
α-Isosafrole
α-Isosafrole
β-Isosafrole
β-Isosafrole
bk-MDMA · Methylone
bk-MDMA; Methylone
ONE · MDC
ONE; 3,4-Methylenedioxycathinone
bk-MDDMA · DMONE
bk-MDDMA; N,N-Dimethyl-3,4-methylenedioxycathinone
MDPPP
MDPPP; 3′,4′-Methylenedioxy-α-pyrrolidinopropiophenone
5,6-MDAI
5,6-MDAI; 6,7-Dihydro-5H-indeno[5,6-d][1,3]dioxol-6-amine
5,6-MDMAI · MDMAI
5,6-MDMAI; N-Methyl-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-6-amine
6,7-MDAT
6,7-MDAT; 5,6,7,8-Tetrahydronaphtho[2,3-d][1,3]dioxol-6-amine
6,7-MDMAT · MDMAT
6,7-MDMAT; 2-Amino-N-methyl-6,7-methylenedioxytetralin
α,N,N-TMMDBA
α,N,N-TMMDBA; 1-(1,3-Benzodioxol-5-yl)-N,N-dimethylethan-1-amine
α,N-DMMDBA
α,N-DMMDBA; 1-(1,3-Benzodioxol-5-yl)-N-methylethan-1-amine
α-MMDBA
α-MMDBA; 1-(1,3-Benzodioxol-5-yl)ethan-1-amine
N,N-DMMDBA
N,N-DMMDBA; N,N-Dimethylpiperonylamine
N-MMDBA
N-MMDBA; N-Methylpiperonylamine
MDBP
MDBP; 1-(1,3-Benzodioxol-5-ylmethyl)piperazine
homo-MDMA
homo-MDMA; 4-(1,3-Benzodioxol-5-yl)-N-methylbutan-2-amine
homo-MDA
homo-MDA; 4-(1,3-Benzodioxol-5-yl)butan-2-amine
homo-MDDMA
homo-MDDMA; 4-(1,3-Benzodioxol-5-yl)-N,N-dimethylbutan-2-amine
MDCPA
MDCPA; 2-(1,3-Benzodioxol-5-yl)cyclopropanamine
499
2-(1,3-Benzodioxol-5-yl)-3-methylmorpholine
MDAR
MDAR; 3,4-Methylenedioxyaminorex
1586
1,3-Bis(1,3-benzodioxol-5-yl)propan-2-amine
2563
1-(1,3-Benzodioxol-5-yl)-2-(piperidin-1-yl)propan-1-one
2566
2-(Azepan-1-yl)-1-(1,3-benzodioxol-5-yl)propan-1-one
MDEAR
MDEAR; 5-(1,3-Benzodioxol-5-yl)-4-ethyl-4,5-dihydro-1,3-oxazol-2-amine
Propargylpemoline
Propargylpemoline
10846
2-(Dimethylamino)-5-methyl-5-phenyl-1,3-oxazol-4(5H)-one
DMCPA
PiHKAL#56 DMCPA; SI#41 DMCPA
MADAM-6
PiHKAL#98 MADAM-6
MDE
PiHKAL#106 MDE; SI#81 MDE
MDMC
PiHKAL#110 MDMC
MDMP
PiHKAL#113 MDMP
METHYL-J
PiHKAL#128 METHYL-J; SI#76 MBDB
F
F; Benzofuran-2,3-dihydro-5-methoxy-6-(2-aminopropane)
IDA
IDA; 3,4-Isopropylidenedioxyamphetamine
K
K; 2-Amino-1-(3,4-methylenedioxyphenyl)pentane
2C-G-2
2C-G-2; 2,5-Dimethoxy-3,4-(ethylene)phenethylamine
MADAM-2
MADAM-2; N,2-Dimethyl-3,4-methylenedioxyamphetamine
2C-VI
2C-VI; 4-Ethenyl-2,5-dimethoxyphenethylamine
DOMAI · DOM-AI
DOMAI; 2-Amino-4,7-dimethoxy-5-methylindane
4-MeO-3-Me-MCAT
4-MeO-3-Me-MCAT; 4-Methoxy-3-methylmethcathinone
5,8-ADT
5,8-ADT; 2-Amino-5,8-dimethoxytetralin
MeO-B · 4-Methoxybuphedrone
MeO-B; 4-Methoxybuphedrone
DMA-2-hemiFLY
DMA-2-hemiFLY; 1-(5-Methoxy-2,3-dihydro-1-benzofuran-7-yl)propan-2-amine
4-Propoxycathinone
4-Propoxycathinone
α-Me-N-Pr-MDBA
α-Me-N-Pr-MDBA; N-[1-(1,3-Benzodioxol-5-yl)ethyl]propan-1-amine
α,α,N,N-TMMDBA
α,α,N,N-TMMDBA; 2-(1,3-Benzodioxol-5-yl)-N,N-dimethylpropan-2-amine
homo-MDMA
homo-MDMA; 4-(1,3-Benzodioxol-5-yl)-N-methylbutan-2-amine
α-Me-N-iPr-MDBA
α-Me-N-iPr-MDBA; N-[1-(1,3-Benzodioxol-5-yl)ethyl]propan-2-amine
BO3A
BO3A; 2-Methoxy-2-[3-(prop-2-en-1-yloxy)phenyl]ethan-1-amine
Hordenine acetate
Hordenine acetate
2,3-MDDMA
2,3-MDDMA; 1-(1,3-Benzodioxol-4-yl)-N,N-dimethylpropan-2-amine
2,3-MDE
2,3-MDE; 1-(1,3-Benzodioxol-4-yl)-N-ethylpropan-2-amine
2,3-MBDB
2,3-MBDB; 1-(1,3-Benzodioxol-4-yl)-N-methylbutan-2-amine
MAPEA
MAPEA; 2-[3-Methoxy-4-(prop-2-en-1-yloxy)phenyl]ethan-1-amine
N-Me-N-Et-MDPEA
N-Me-N-Et-MDPEA; 2-(1,3-Benzodioxol-5-yl)-N-ethyl-N-methylethan-1-amine
N-Pr-MDPEA
N-Pr-MDPEA; N-[2-(1,3-Benzodioxol-5-yl)ethyl]propan-1-amine
N-iPr-MDPEA
N-iPr-MDPEA; N-[2-(1,3-Benzodioxol-5-yl)ethyl]propan-2-amine
α-Et-MDA
α-Et-MDA; 1-(1,3-Benzodioxol-5-yl)-2-methylbutan-2-amine
α-iPr-MDPEA
α-iPr-MDPEA; 1-(1,3-Benzodioxol-5-yl)-3-methylbutan-2-amine
ED-N-DMPEA
ED-N-DMPEA; 2-(2,3-Dihydro-1,4-benzodioxin-6-yl)-N,N-dimethylethan-1-amine
SF
SF; 1-(5-Methoxy-2,3-dihydro-1-benzofuran-4-yl)propan-2-amine
G-1
G-1; 1-(2,5-Dimethoxybicyclo[4.1.0]hepta-1,3,5-trien-3-yl)propan-2-amine
M-7
M-7; 6-(Dimethylamino)-5,6,7,8-tetrahydronaphthalene-1,2-diol
N-Et-ADTN
N-Et-ADTN; 6-(Ethylamino)-5,6,7,8-tetrahydronaphthalene-2,3-diol
2764
N-[1-(4-Methoxyphenyl)propan-2-yl]acetamide
1095
N-[1-(3-Methoxyphenyl)propan-2-yl]acetamide
1084
N-[1-(4-Methoxyphenyl)propan-2-yl]acetamide
1006
N-[1-(2-Methoxyphenyl)propan-2-yl]acetamide
736
2-(1,3-Benzodioxol-5-yl)-N-ethylpropan-1-amine
10234
1-(4,7-Dimethoxy-2,3-dihydro-1H-inden-1-yl)methanamine
TMDA
TMDA; 1-(3,4-Dihydro-2H-1,5-benzodioxepin-7-yl)propan-2-amine
10183
3-(2H-1,3-Benzodioxol-5-yl)-3-methylbutan-2-amine
10077
1-(4,7-Dimethoxy-2,3-dihydro-1H-inden-1-yl)methanamine
2,5-DMA-hemiFly-5
2,5-DMA-hemiFly-5; 1-(5-Methoxy-2,3-dihydro-1-benzofuran-4-yl)propan-2-amine
FLEA
PiHKAL#81 FLEA
MDA
PiHKAL#100 MDA; SI#77 MDA
MDAL
PiHKAL#101 MDAL
MDBU
PiHKAL#102 MDBU
MDBZ
PiHKAL#103 MDBZ
MDCPM
PiHKAL#104 MDCPM
MDE
PiHKAL#106 MDE; SI#81 MDE
MDHOET
PiHKAL#107 MDHOET
MDIP
PiHKAL#108 MDIP
MDMA
PiHKAL#109 MDMA; SI#82 MDMA
MDMEO
PiHKAL#111 MDMEO
MDMEOET
PiHKAL#112 MDMEOET
MDOH
PiHKAL#114 MDOH; SI#84 MDOH
MDPL
PiHKAL#117 MDPL
MDPR
PiHKAL#118 MDPR; SI#86 MDPR
MDIB
MDIB; 3,4-Methylenedioxy-N-isobutylamphetamine
MDTB
MDTB; 3,4-Methylenedioxy-N-tert-butylamphetamine
MDAM
MDAM; 3,4-Methylenedioxy-N-n-amylamphetamine
MDHE
MDHE; 3,4-Methylenedioxy-N-n-hexylamphetamine
MDOC
MDOC; 3,4-Methylenedioxy-N-n-octylamphetamine
MDDEA · MDDE
MDDEA; 3,4-Methylenedioxy-N,N-diethylamphetamine
MDCM
MDCM; 3,4-Methylenedioxy-N-cyanomethylamphetamine
MDBA
MDBA; 3,4-Methylenedioxy-N-tert-butylaminoamphetamine
MDTFEA
MDTFEA; 3,4-Methylenedixoy-N-(2,2,2-trifluoroethyl)amphetamine
MDMEA
MDMEA; 1-(1,3-Benzodioxol-5-yl)-N-ethyl-N-methylpropan-2-amine
MDMPA
MDMPA; N-[1-(1,3-Benzodioxol-5-yl)propan-2-yl]-N-methylpropan-1-amine
MDMIPA
MDMIPA; 1-(1,3-Benzodioxol-5-yl)-N-methyl-N-(propan-2-yl)propan-2-amine
MDSB
MDSB; N-[1-(1,3-Benzodioxol-5-yl)propan-2-yl]butan-2-amine
N-Formyl-MDMA
N-Formyl-MDMA; N-[1-(1,3-Benzodioxol-5-yl)propan-2-yl]-N-methylformamide
N,N-Me-MDPEA · Lobivine
N,N-Me-MDPEA; Lobivine
MMBDB
MMBDB; 1-(1,3-Benzodioxol-5-yl)-N,N-dimethylbutan-2-amine
10477
N-[2-(2-Chlorophenyl)ethyl]acetamide
10568
3-[(4-Fluorophenyl)methyl]-N-methylpentan-3-amine
10566
1-(4-Fluorophenyl)-N,2-dimethylpropan-2-amine
10515
N-Ethyl-2-methyl-1-[3-(trifluoromethyl)phenyl]propan-2-amine
10502
3-[(3-Fluorophenyl)methyl]-N-methylpentan-3-amine
10500
1-(3-Fluorophenyl)-N,2-dimethylpropan-2-amine
N,N-Me-DHA
N,N-Me-DHA; 4-[2-(Dimethylamino)propyl]benzene-1,2-diol
N,N-Me-DMA
N,N-Me-DMA; 1-(3,4-Dimethoxyphenyl)-N,N-dimethylpropan-2-amine
ED-NDMA
ED-NDMA; 1-(2,3-Dihydro-1,4-benzodioxin-6-yl)-N,N-dimethylpropan-2-amine
homo-MDPEA · GAMMA
homo-MDPEA; 1-Amino-3-(3,4-methylenedioxyphenyl)propane
Safrole
Safrole
α-Isosafrole
α-Isosafrole
β-Isosafrole
β-Isosafrole
bk-MDMA · Methylone
bk-MDMA; Methylone
ONE · MDC
ONE; 3,4-Methylenedioxycathinone
bk-MDDMA · DMONE
bk-MDDMA; N,N-Dimethyl-3,4-methylenedioxycathinone
MDPPP
MDPPP; 3′,4′-Methylenedioxy-α-pyrrolidinopropiophenone
5,6-MDAI
5,6-MDAI; 6,7-Dihydro-5H-indeno[5,6-d][1,3]dioxol-6-amine
5,6-MDMAI · MDMAI
5,6-MDMAI; N-Methyl-6,7-dihydro-5H-indeno[5,6-d][1,3]dioxol-6-amine
6,7-MDAT
6,7-MDAT; 5,6,7,8-Tetrahydronaphtho[2,3-d][1,3]dioxol-6-amine
6,7-MDMAT · MDMAT
6,7-MDMAT; 2-Amino-N-methyl-6,7-methylenedioxytetralin
α,N,N-TMMDBA
α,N,N-TMMDBA; 1-(1,3-Benzodioxol-5-yl)-N,N-dimethylethan-1-amine
α,N-DMMDBA
α,N-DMMDBA; 1-(1,3-Benzodioxol-5-yl)-N-methylethan-1-amine
α-MMDBA
α-MMDBA; 1-(1,3-Benzodioxol-5-yl)ethan-1-amine
N,N-DMMDBA
N,N-DMMDBA; N,N-Dimethylpiperonylamine
N-MMDBA
N-MMDBA; N-Methylpiperonylamine
MDBP
MDBP; 1-(1,3-Benzodioxol-5-ylmethyl)piperazine
homo-MDMA
homo-MDMA; 4-(1,3-Benzodioxol-5-yl)-N-methylbutan-2-amine
homo-MDA
homo-MDA; 4-(1,3-Benzodioxol-5-yl)butan-2-amine
homo-MDDMA
homo-MDDMA; 4-(1,3-Benzodioxol-5-yl)-N,N-dimethylbutan-2-amine
MDCPA
MDCPA; 2-(1,3-Benzodioxol-5-yl)cyclopropanamine
499
2-(1,3-Benzodioxol-5-yl)-3-methylmorpholine
MDAR
MDAR; 3,4-Methylenedioxyaminorex
1586
1,3-Bis(1,3-benzodioxol-5-yl)propan-2-amine
2563
1-(1,3-Benzodioxol-5-yl)-2-(piperidin-1-yl)propan-1-one
2566
2-(Azepan-1-yl)-1-(1,3-benzodioxol-5-yl)propan-1-one
MDEAR
MDEAR; 5-(1,3-Benzodioxol-5-yl)-4-ethyl-4,5-dihydro-1,3-oxazol-2-amine
Propargylpemoline
Propargylpemoline
10846
2-(Dimethylamino)-5-methyl-5-phenyl-1,3-oxazol-4(5H)-one
DMCPA
PiHKAL#56 DMCPA; SI#41 DMCPA
MADAM-6
PiHKAL#98 MADAM-6
MDE
PiHKAL#106 MDE; SI#81 MDE
MDMC
PiHKAL#110 MDMC
MDMP
PiHKAL#113 MDMP
METHYL-J
PiHKAL#128 METHYL-J; SI#76 MBDB
F
F; Benzofuran-2,3-dihydro-5-methoxy-6-(2-aminopropane)
IDA
IDA; 3,4-Isopropylidenedioxyamphetamine
K
K; 2-Amino-1-(3,4-methylenedioxyphenyl)pentane
2C-G-2
2C-G-2; 2,5-Dimethoxy-3,4-(ethylene)phenethylamine
MADAM-2
MADAM-2; N,2-Dimethyl-3,4-methylenedioxyamphetamine
2C-VI
2C-VI; 4-Ethenyl-2,5-dimethoxyphenethylamine
DOMAI · DOM-AI
DOMAI; 2-Amino-4,7-dimethoxy-5-methylindane
4-MeO-3-Me-MCAT
4-MeO-3-Me-MCAT; 4-Methoxy-3-methylmethcathinone
5,8-ADT
5,8-ADT; 2-Amino-5,8-dimethoxytetralin
MeO-B · 4-Methoxybuphedrone
MeO-B; 4-Methoxybuphedrone
DMA-2-hemiFLY
DMA-2-hemiFLY; 1-(5-Methoxy-2,3-dihydro-1-benzofuran-7-yl)propan-2-amine
4-Propoxycathinone
4-Propoxycathinone
α-Me-N-Pr-MDBA