Exploring 4-TM. To explore a different substance…

PiHKAL#156 4-TM
Names:
4-TM · TM · 4-Thiomescaline · 3,5-Dimethoxy-4-methylthiophenethylamine · 4-Methylthio-3,5-dimethoxyphenethylamine
IUPAC name:
2-[3,5-Dimethoxy-4-(methylsulfanyl)phenyl]ethan-1-amine
ID: 156 · Formula: C11H17NO2S · Molecular weight: 227.323
InChI: InChI=1S/C11H17NO2S/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3

Shulgin, AT; Shulgin, LA; Jacob, P. A protocol for the evaluation of new psychoactive drugs. Meth. Find. Exp. Clin. Pharmacol., 1 May 1986, 8 (5), 313. 7938 kB.

Jacob, P; Shulgin, AT. Sulfur analogues of psychotomimetic agents. Monothio analogues of mescaline and isomescaline. J. Med. Chem., 1 Jan 1981, 24 (11), 1348–1353. 953 kB. http://dx.doi.org/10.1021/jm00143a017

Blaazer, AR; Smid, P; Kruse, CG. Structure-activity relationships of phenylalkylamines as agonist ligands for 5-HT2A receptors. ChemMedChem, 15 Sep 2008, 3 (9), 1299–1309. 461 kB. http://dx.doi.org/10.1002/cmdc.200800133

Trachsel, D. Fluorine in psychedelic phenethylamines. Drug Test. Analysis, 13 Dec 2011. 1038 kB. http://dx.doi.org/10.1002/dta.413

Glennon, RA; Kier, LB; Shulgin, AT. Molecular connectivity analysis of hallucinogenic mescaline analogs. J. Pharm. Sci., 1 Jan 1979, 68 (7), 906–907. 252 kB. http://dx.doi.org/10.1002/jps.2600680733

Jacob, P; Shulgin, AT. Sulfur analogues of psychotomimetic agents. 3. Ethyl homologues of mescaline and their monothioanalogues. J. Med. Chem., 1 Jan 1984, 27 (7), 881–887. 1213 kB. http://dx.doi.org/10.1021/jm00373a013

Thakur, M; Thakur, A; Khadikar, PV. QSAR studies on psychotomimetic phenylalkylamines. Bioorg. Med. Chem., 15 Feb 2004, 12 (4), 825–831. 323 kB. http://dx.doi.org/10.1016/j.bmc.2003.10.027

Altun, A; Golcuk, K; Kumru, M; Jalbout, AF. Electron-conformation study for the structure-hallucinogenic activity relationships of phenylalkylamines. Bioorg. Med. Chem., 1 Dec 2003, 11 (24), 3861–3868. 577 kB. http://dx.doi.org/10.1016/S0968-0896(03)00437-1

4-TME
PiHKAL#164 4-TME
AL
PiHKAL#2 AL; SI#2 AL
B
PiHKAL#10 B
CPM
PiHKAL#37 CPM
4-D
PiHKAL#50 4-D
DESOXY
PiHKAL#52 DESOXY; SI#31 DESOXY
E
PiHKAL#72 E; SI#64 Escaline
IP
PiHKAL#92 IP
Mescaline · M
PiHKAL#96 M; SI#91 Mescaline
MAL
PiHKAL#99 MAL
P
PiHKAL#140 P; SI#104 Proscaline
PE
PiHKAL#141 PE
PROPYNYL
PiHKAL#143 PROPYNYL
TB
PiHKAL#149 TB
4-TE
PiHKAL#151 4-TE
TP
PiHKAL#174 TP
BZ
BZ; 4-Benzyloxy-3,5-dimethoxyphenethylamine
A
A; 4-n-Amyloxy-3,5-dimethoxyphenethylamine
H
H; 4-n-Hexyloxy-3,5-dimethoxyphenethylamine
S
S; 4-n-Heptyloxy-3,5-dimethoxyphenethylamine
FE
FE; Fluoroescaline
DFE
DFE; 4-(2,2-Difluoroethoxy)-3,5-dimethoxyphenethylamine
TFE
TFE; 3,5-Dimethoxy-4-(2,2,2-trifluoroethoxy)phenethylamine
FP
FP; Fluoroproscaline
IB
IB; 4-Isobutoxy-3,5-dimethoxyphenethylamine
341
3,5-Dimethoxy-4-(2-methoxyethoxy)phenethylamine
3,4,5-MBM · 4-Br-3,5-DMPEA
3,4,5-MBM; 4-Bromo-3,5-dimethoxyphenethylamine
DESMETHYL
DESMETHYL; 4-(2-Aminoethyl)-2,6-dimethoxyphenol
3,5-DMPEA
3,5-DMPEA; 2-(3,5-Dimethoxyphenyl)ethan-1-amine
3C-DFM
3C-DFM; 1-[4-(Difluoromethoxy)-3,5-dimethoxyphenyl]propan-2-amine
DFIP
DFIP; Difluoroisoproscaline
TFP
TFP; Trifluoroproscaline
TFM
TFM; Trifluoromescaline
DFM
DFM; Difluoromescaline
2C-T
PiHKAL#39 2C-T; SI#25 2C-T
2-TIM
PiHKAL#152 2-TIM
3-TIM
PiHKAL#153 3-TIM
4-TIM
PiHKAL#154 4-TIM
3-TM
PiHKAL#155 3-TM
ψ-2C-T
ψ-2C-T; 2,6-Dimethoxy-4-methylthiophenethylamine
4-TME
PiHKAL#164 4-TME
AL
PiHKAL#2 AL; SI#2 AL
B
PiHKAL#10 B
CPM
PiHKAL#37 CPM
4-D
PiHKAL#50 4-D
DESOXY
PiHKAL#52 DESOXY; SI#31 DESOXY
E
PiHKAL#72 E; SI#64 Escaline
IP
PiHKAL#92 IP
Mescaline · M
PiHKAL#96 M; SI#91 Mescaline
MAL
PiHKAL#99 MAL
P
PiHKAL#140 P; SI#104 Proscaline
PE
PiHKAL#141 PE
PROPYNYL
PiHKAL#143 PROPYNYL
TB
PiHKAL#149 TB
4-TE
PiHKAL#151 4-TE
TP
PiHKAL#174 TP
BZ
BZ; 4-Benzyloxy-3,5-dimethoxyphenethylamine
A
A; 4-n-Amyloxy-3,5-dimethoxyphenethylamine
H
H; 4-n-Hexyloxy-3,5-dimethoxyphenethylamine
S
S; 4-n-Heptyloxy-3,5-dimethoxyphenethylamine
FE
FE; Fluoroescaline
DFE
DFE; 4-(2,2-Difluoroethoxy)-3,5-dimethoxyphenethylamine
TFE
TFE; 3,5-Dimethoxy-4-(2,2,2-trifluoroethoxy)phenethylamine
FP
FP; Fluoroproscaline
IB
IB; 4-Isobutoxy-3,5-dimethoxyphenethylamine
341
3,5-Dimethoxy-4-(2-methoxyethoxy)phenethylamine
3,4,5-MBM · 4-Br-3,5-DMPEA
3,4,5-MBM; 4-Bromo-3,5-dimethoxyphenethylamine
DESMETHYL
DESMETHYL; 4-(2-Aminoethyl)-2,6-dimethoxyphenol
3,5-DMPEA
3,5-DMPEA; 2-(3,5-Dimethoxyphenyl)ethan-1-amine
3C-DFM
3C-DFM; 1-[4-(Difluoromethoxy)-3,5-dimethoxyphenyl]propan-2-amine
DFIP
DFIP; Difluoroisoproscaline
TFP
TFP; Trifluoroproscaline
TFM
TFM; Trifluoromescaline
DFM
DFM; Difluoromescaline
2C-T
PiHKAL#39 2C-T; SI#25 2C-T
2-TIM
PiHKAL#152 2-TIM
3-TIM
PiHKAL#153 3-TIM
4-TIM
PiHKAL#154 4-TIM
3-TM
PiHKAL#155 3-TM
ψ-2C-T
ψ-2C-T; 2,6-Dimethoxy-4-methylthiophenethylamine
24 August 2016 · Creative Commons BY-NC-SA ·