Citation
Del Bello, Fabio, et al. "Ethylenedioxy Homologs of N-methyl-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA) and Its Corresponding Cathinone Analog Methylenedioxymethcathinone: Interactions With Transporters for Serotonin, Dopamine, and Norepinephrine." Bioorganic & Medicinal Chemistry, vol. 23, no. 17, 2015, pp. 5574-9.
Del Bello F, Sakloth F, Partilla JS, et al. Ethylenedioxy homologs of N-methyl-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA) and its corresponding cathinone analog methylenedioxymethcathinone: Interactions with transporters for serotonin, dopamine, and norepinephrine. Bioorg Med Chem. 2015;23(17):5574-9.
Del Bello, F., Sakloth, F., Partilla, J. S., Baumann, M. H., & Glennon, R. A. (2015). Ethylenedioxy homologs of N-methyl-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA) and its corresponding cathinone analog methylenedioxymethcathinone: Interactions with transporters for serotonin, dopamine, and norepinephrine. Bioorganic & Medicinal Chemistry, 23(17), 5574-9. https://doi.org/10.1016/j.bmc.2015.07.035
Del Bello F, et al. Ethylenedioxy Homologs of N-methyl-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA) and Its Corresponding Cathinone Analog Methylenedioxymethcathinone: Interactions With Transporters for Serotonin, Dopamine, and Norepinephrine. Bioorg Med Chem. 2015 Sep 1;23(17):5574-9. PubMed PMID: 26233799.
TY - JOUR
T1 - Ethylenedioxy homologs of N-methyl-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA) and its corresponding cathinone analog methylenedioxymethcathinone: Interactions with transporters for serotonin, dopamine, and norepinephrine.
AU - Del Bello,Fabio,
AU - Sakloth,Farhana,
AU - Partilla,John S,
AU - Baumann,Michael H,
AU - Glennon,Richard A,
Y1 - 2015/07/23/
PY - 2015/05/14/received
PY - 2015/07/07/revised
PY - 2015/07/16/accepted
PY - 2015/8/3/entrez
PY - 2015/8/4/pubmed
PY - 2016/6/21/medline
KW - DAT
KW - MDMA
KW - MDMC
KW - NET
KW - SERT
SP - 5574
EP - 9
JF - Bioorganic & medicinal chemistry
JO - Bioorg Med Chem
VL - 23
IS - 17
N2 - N-Methyl-(3,4-methylenedioxyphenyl)-2-aminopropane (MDMA; 'Ecstasy'; 1) and its β-keto analog methylone (MDMC; 2) are popular drugs of abuse. Little is known about their ring-expanded ethylenedioxy homologs. Here, we prepared N-methyl-(3,4-ethylenedioxyphenyl)-2-aminopropane (EDMA; 3), both of its optical isomers, and β-keto EDMA (i.e., EDMC; 4) to examine their effects at transporters for serotonin (SERT), dopamine (DAT), and norepinephrine (NET). In general, ring-expansion of the methylenedioxy group led to a several-fold reduction in potency at all three transporters. With respect to EDMA (3), S(+)3 was 6-fold, 50-fold, and 8-fold more potent than its R(-) enantiomer at SERT, DAT, and NET, respectively. Overall, in the absence of a β-carbonyl group, the ethylenedioxy (i.e., 1,4-dioxane) substituent seems better accommodated at SERT than at DAT and NET.
SN - 1464-3391
UR - https://www.unboundmedicine.com/medline/citation/26233799/Ethylenedioxy_homologs_of_N_methyl__34_methylenedioxyphenyl__2_aminopropane__MDMA__and_its_corresponding_cathinone_analog_methylenedioxymethcathinone:_Interactions_with_transporters_for_serotonin_dopamine_and_norepinephrine_
L2 - https://linkinghub.elsevier.com/retrieve/pii/S0968-0896(15)00619-7
DB - PRIME
DP - Unbound Medicine
ER -