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PMMA-stimulus generalization to the optical isomers of MBDB and 3,4-DMA.
Pharmacol Biochem Behav. 2001 May-Jun; 69(1-2):261-7.PB

Abstract

Psychoactive phenylisopropylamines can produce one or more of several different stimulus effects in animals. These effects are typified by the hallucinogen 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM), the central stimulant amphetamine, and by N-methyl-1-(4-methoxyphenyl)-2-aminopropane (PMMA), an agent whose actions are not yet well understood. The optical isomers of two phenylisopropylamines known to lack DOM and amphetamine-stimulus character, that is N-methyl-1-(3,4-methylenedioxyphenyl)-2-aminobutane (MBDB) and 1-(3,4-dimethoxyphenyl)-2-aminopropane (3,4-DMA), were examined in rats trained to discriminate 1.25 mg/kg of PMMA from vehicle. The PMMA stimulus (ED(50)=0.4 mg/kg) generalized to all four agents: S(+)-MBDB (ED(50)=0.8 mg/kg), R(-)-MBDB (ED(50)=2.0 mg/kg), S(+)-3,4-DMA (ED(50)=2.6 mg/kg) and R(-)-3,4-DMA (ED(50)=3.9 mg/kg). The results show that these agents produce stimulus effects similar to those produced by PMMA. Both isomers of MBDB have been previously demonstrated to substitute for N-methyl-1-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA) in rats trained to discriminate MDMA from vehicle, but MBDB-trained animals failed to recognize DOM or amphetamine. Similar results were obtained with the 3,4-DMA optical isomers in the present investigation using rats trained to discriminate MDMA, DOM or (+)-amphetamine from vehicle; both isomers of 3,4-DMA substituted for an MDMA stimulus, but not for a DOM or amphetamine stimulus. Taken together, the evidence suggests that PMMA, S(+)-MBDB, R(-)-MBDB, S(+)-3,4-DMA, R(-)-3,4-DMA, and S(+)-MDMA can produce common stimulus effects in rats. The present findings also better define the PMMA stimulus and the structural requirements necessary to produce this type of stimulus effect.

Authors+Show Affiliations

Department of Medicinal Chemistry, School of Pharmacy, Box 980540, Virginia Commonwealth University, Richmond, VA 23298-0540, USA.No affiliation info availableNo affiliation info availableNo affiliation info availableNo affiliation info available

Pub Type(s)

Journal Article
Research Support, U.S. Gov't, P.H.S.

Language

eng

PubMed ID

11420094

Citation

Rangisetty, J B., et al. "PMMA-stimulus Generalization to the Optical Isomers of MBDB and 3,4-DMA." Pharmacology, Biochemistry, and Behavior, vol. 69, no. 1-2, 2001, pp. 261-7.
Rangisetty JB, Bondarev ML, Chang-Fong J, et al. PMMA-stimulus generalization to the optical isomers of MBDB and 3,4-DMA. Pharmacol Biochem Behav. 2001;69(1-2):261-7.
Rangisetty, J. B., Bondarev, M. L., Chang-Fong, J., Young, R., & Glennon, R. A. (2001). PMMA-stimulus generalization to the optical isomers of MBDB and 3,4-DMA. Pharmacology, Biochemistry, and Behavior, 69(1-2), 261-7.
Rangisetty JB, et al. PMMA-stimulus Generalization to the Optical Isomers of MBDB and 3,4-DMA. Pharmacol Biochem Behav. 2001 May-Jun;69(1-2):261-7. PubMed PMID: 11420094.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - PMMA-stimulus generalization to the optical isomers of MBDB and 3,4-DMA. AU - Rangisetty,J B, AU - Bondarev,M L, AU - Chang-Fong,J, AU - Young,R, AU - Glennon,R A, PY - 2001/6/23/pubmed PY - 2001/9/8/medline PY - 2001/6/23/entrez SP - 261 EP - 7 JF - Pharmacology, biochemistry, and behavior JO - Pharmacol Biochem Behav VL - 69 IS - 1-2 N2 - Psychoactive phenylisopropylamines can produce one or more of several different stimulus effects in animals. These effects are typified by the hallucinogen 1-(2,5-dimethoxy-4-methylphenyl)-2-aminopropane (DOM), the central stimulant amphetamine, and by N-methyl-1-(4-methoxyphenyl)-2-aminopropane (PMMA), an agent whose actions are not yet well understood. The optical isomers of two phenylisopropylamines known to lack DOM and amphetamine-stimulus character, that is N-methyl-1-(3,4-methylenedioxyphenyl)-2-aminobutane (MBDB) and 1-(3,4-dimethoxyphenyl)-2-aminopropane (3,4-DMA), were examined in rats trained to discriminate 1.25 mg/kg of PMMA from vehicle. The PMMA stimulus (ED(50)=0.4 mg/kg) generalized to all four agents: S(+)-MBDB (ED(50)=0.8 mg/kg), R(-)-MBDB (ED(50)=2.0 mg/kg), S(+)-3,4-DMA (ED(50)=2.6 mg/kg) and R(-)-3,4-DMA (ED(50)=3.9 mg/kg). The results show that these agents produce stimulus effects similar to those produced by PMMA. Both isomers of MBDB have been previously demonstrated to substitute for N-methyl-1-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA) in rats trained to discriminate MDMA from vehicle, but MBDB-trained animals failed to recognize DOM or amphetamine. Similar results were obtained with the 3,4-DMA optical isomers in the present investigation using rats trained to discriminate MDMA, DOM or (+)-amphetamine from vehicle; both isomers of 3,4-DMA substituted for an MDMA stimulus, but not for a DOM or amphetamine stimulus. Taken together, the evidence suggests that PMMA, S(+)-MBDB, R(-)-MBDB, S(+)-3,4-DMA, R(-)-3,4-DMA, and S(+)-MDMA can produce common stimulus effects in rats. The present findings also better define the PMMA stimulus and the structural requirements necessary to produce this type of stimulus effect. SN - 0091-3057 UR - https://www.unboundmedicine.com/medline/citation/11420094/PMMA_stimulus_generalization_to_the_optical_isomers_of_MBDB_and_34_DMA_ L2 - https://linkinghub.elsevier.com/retrieve/pii/S0091-3057(01)00530-5 DB - PRIME DP - Unbound Medicine ER -