PMID- 2871581
OWN - NLM
STAT- MEDLINE
DCOM- 19860609
LR  - 20190726
IS  - 0033-3158 (Print)
IS  - 0033-3158 (Linking)
VI  - 88
IP  - 4
DP  - 1986
TI  - 3,4-Methylenedioxymethamphetamine (MDMA): stereoselective interactions at brain 
      5-HT1 and 5-HT2 receptors.
PG  - 525-6
AB  - 3,4-Methylenedioxymethamphetamine (MDMA), 3,4-methylenedioxy-amphetamine (MDA), 
      and their optical isomers, were assayed for their affinities at radiolabeled 
      brain serotonin (5-HT1, 5-HT2) and dopamine (D2) binding sites. (R(-)-MDA and 
      R(-)-MDMA displayed moderate affinities for 3H-ketanserin-labeled 5-HT2 sites (Ki 
      = 3425 and 3310 nM, respectively) whereas the affinities for their 
      S(+)-enantiomers were lower (Ki = 13,000 and 15,800 nM, respectively). Similar 
      absolute and relative affinities were obtained at 3H-serotonin-labeled 5-HT1 
      sites; binding at D2 sites was very low (Ki greater than 25,000 nM in each case). 
      The (-) greater than (+) order of potency at 5-HT2 sites is consistent with the 
      observation that R(-)-MDA is a more potent psychoactive agent than its 
      S(+)-enantiomer, but contrasts with the reported finding that S(+)-MDMA is more 
      potent than R(-)-MDMA in humans. These results suggest that MDMA, unlike MDA and 
      other hallucinogenic phenylisopropylamines, does not work primarily through a 
      direct interaction at 5-HT sites.
FAU - Lyon, R A
AU  - Lyon RA
FAU - Glennon, R A
AU  - Glennon RA
FAU - Titeler, M
AU  - Titeler M
LA  - eng
GR  - DA-01642/DA/NIDA NIH HHS/United States
GR  - S07RR05394/RR/NCRR NIH HHS/United States
PT  - Comparative Study
PT  - Journal Article
PT  - Research Support, U.S. Gov't, P.H.S.
PL  - Germany
TA  - Psychopharmacology (Berl)
JT  - Psychopharmacology
JID - 7608025
RN  - 0 (Amphetamines)
RN  - 0 (Receptors, Serotonin)
RN  - 4764-17-4 (3,4-Methylenedioxyamphetamine)
RN  - KE1SEN21RM (N-Methyl-3,4-methylenedioxyamphetamine)
SB  - IM
MH  - 3,4-Methylenedioxyamphetamine/analogs & derivatives/*metabolism
MH  - Amphetamines/*metabolism
MH  - Animals
MH  - Cerebral Cortex/*metabolism
MH  - Male
MH  - Molecular Conformation
MH  - N-Methyl-3,4-methylenedioxyamphetamine
MH  - Rats
MH  - Rats, Inbred Strains
MH  - Receptors, Serotonin/*metabolism
MH  - Structure-Activity Relationship
EDAT- 1986/01/01 00:00
MHDA- 1986/01/01 00:01
CRDT- 1986/01/01 00:00
PHST- 1986/01/01 00:00 [pubmed]
PHST- 1986/01/01 00:01 [medline]
PHST- 1986/01/01 00:00 [entrez]
AID - 10.1007/BF00178519 [doi]
PST - ppublish
SO  - Psychopharmacology (Berl). 1986;88(4):525-6. doi: 10.1007/BF00178519.