Probably a bit less dangerous and maybe already gets you in the ballpark.Some MAO inhibition is not that bad.
Stimulus effects of three sulfur-containing psychoactive agents. Khorana, Nantaka; Pullagurla, Manik R.; Dukat, Malgorzata; Young, Richard; Glennon, Richard A. Department of Medicinal Chemistry, School of Pharmacy, Virginia Commonwealth University, Richmond, VA, USA. Pharmacology, Biochemistry and Behavior (2004), 78(4), 821-826. Publisher: Elsevier Inc., CODEN: PBBHAU ISSN: 0091-3057. Journal written in English. CAN 141:236361 AN 2004:645380 CAPLUS
Abstract
Two agents gaining popularity on the illicit drug market are the phenylalkylamines 4-MTA and 2C-T-7 [or 1-(4-methylthiophenyl)-2-aminopropane and 2-(2,5-dimethoxy-4-n-propylthiophenyl)-1-aminoethane, resp.]. At this time, there exists a paucity of information on the behavioral actions of these sulfur-contg. agents. The present investigation examd. these agents, and the N-monomethyl analog of 4-MTA (i.e., 4-MTMA), in tests of stimulus generalization (substitution) using a two-lever drug discrimination task with groups of rats trained to discriminate either the hallucinogen DOM [1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane], the stimulant cocaine, or the empathogen MDMA from vehicle. 4-MTA and its N-monomethyl analog 4-MTMA (ED50=0.8 mg/kg in both cases) substituted only for the MDMA stimulus, whereas 2C-T-7 (ED50=0.8 mg/kg) substituted only for the DOM stimulus. Thus, at the doses examd., 4-MTA and 4-MTMA appear to be MDMA-like agents, and 2C-T-7 seems best classified as a DOM-like hallucinogen. These results provide addnl. data that extend the structure-activity relationships of phenylalkylamines and that are consistent with what little is currently known about the action of 4-MTA and 2C-T-7 in humans.
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Monoamine Oxidase Inhibitory Properties of Optical Isomers and N-substituted Derivatives of 4-methylthioamphetamine. Hurtado-Guzman, Claudio; Fierro, Angelica; Iturriaga-Vasquez, Patricio; Sepulveda-Boza, Silvia; Cassels, Bruce K.; Reyes-Parada, Miguel. Chem. Dep., Faculty Sciences, Univ. Chile, Chile. Journal of Enzyme Inhibition and Medicinal Chemistry (2003), 18(4), 339-347. Publisher: Taylor & Francis Ltd., CODEN: JEIMAZ ISSN: 1475-6366. Journal written in English. CAN 140:22633 AN 2003:531472 CAPLUS
Abstract
()-4-Methylthioamphetamine (MTA) was resolved into its enantiomers, and a series of N-alkyl derivs. of the parent compd., as well as its .alpha.-Et analog, were prepd. The monoamine oxidase (MAO) inhibitory properties of these substances were evaluated in vitro, using a crude rat brain mitochondrial suspension as the source of enzyme. All compds. produced a selective, reversible and concn.-related inhibition of MAO-A. (+)-MTA proved to be the most potent inhibitor studied, while all the other derivs. were less active than the parent compd., with (-)-MTA being about 18 times less potent than the (+) isomer. The anal. of structure-activity relationships indicates that the introduction of alkyl substituents on the amino group of MTA leads to a redn. in the potency of the derivs. as MAO-A inhibitors, an effect which increases with the size of the substituent.
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Effect of PMA optical isomers and 4-MTA in PMMA-trained rats. Dukat, Malgorzata; Young, Richard; Glennon, Richard A. School of Pharmacy, Department of Medicinal Chemistry, Virginia Commonwealth University, Richmond, VA, USA. Pharmacology, Biochemistry and Behavior (2002), 72(1-2), 299-305. Publisher: Elsevier Science Inc., CODEN: PBBHAU ISSN: 0091-3057. Journal written in English. CAN 139:46859 AN 2002:211680 CAPLUS
Abstract
1-(4-Methoxyphenyl)-2-aminopropane (PMA) and its sulfur analog, 1-(4-methylthiophenyl)-2-aminopropane (4-MTA), have been misrepresented as the controlled substance analog, N-methyl-1-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA; "Ecstasy"). Because MDMA has been shown to produce both amphetamine-like and N-methyl-1-(4-methoxyphenyl)-2-aminopropane (PMMA)-like stimulus effects in rats, we examd. S(+)PMA, R(-)PMA and 4-MTA in rats trained to discriminate either PMMA (1.25 mg/kg) or (+)amphetamine (1.0 mg/kg) from saline vehicle. The sulfur analog of PMMA (i.e., 4-MTMA) was also examd. The PMMA stimulus generalized to R(-)PMA (ED50=0.4 mg/kg), whereas S(+)PMA produced a max. of 72% PMMA-appropriate responding. 4-MTA (ED50=0.3 mg/kg) also substituted for PMMA, but 4-MTMA produced a max. of only 36% PMMA-appropriate responding. None of the four agents substituted for (+)amphetamine. Hence, like MDMA, R(-)PMA and 4-MTA are capable of producing PMMA stimulus effects in rats, but unlike MDMA, neither agent substituted for (+)amphetamine.
