Efficient asymmetric syntheses, determination of absolute configurations and biological activities of 1-[4,4-bis(4-fluorophenyl)butyl]-4-[2-hydroxy-3- (phenylamino)propyl]piperazine as a novel potent dopamine uptake inhibitor in the central nervous system

Bioorganic and Medicinal Chemistry

Volumn 12, Issue 11, 2004, Pages 3069-3078

  Kimura, Makoto ^a   Masuda, Tomoko ^a   Yamada, Koji ^a   Mitani, Masaki ^a   Kubota, Nobuo ^a   Kawakatsu, Nobuyuki ^a   Kishii, Kenichi ^a   Inazu, Masato ^b   Kiuchi, Yuji ^c   Oguchi, Katsuji ^c   Namiki, Takayuki ^a  

^a POLA CHEMICAL INDUSTRIES INC   (Japan)

^b TOKYO MEDICAL UNIVERSITY   (Japan)

^c SHOWA UNIVERSITY   (Japan)

Author keywords

Absolute configuration; Asymmetric synthesis; Diphenyl piperazine derivative; Dopamine uptake inhibitory activity

Indexed keywords

1 [2 (BENZHYDRYLOXY)ETHYL] 4 (3 PHENYLPROPYL)PIPERAZINE; 1 [4,4 BIS(4 FLUOROPHENYL)BUTYL] 4 [2 HYDROXY 3 (PHENYLAMINO)PROPYL]PIPERAZINE; ANILINE; ANILINE DERIVATIVE; CHLORIDE; DOPAMINE; DOPAMINE TRANSPORTER; DOPAMINE UPTAKE INHIBITOR; EPICHLOROHYDRIN; N (3 CHLORO 2 HYDROXYPROPYL)ANILINE; NORADRENALIN; PIPERAZINE DERIVATIVE; SEROTONIN; UNCLASSIFIED DRUG;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; ASYMMETRIC SYNTHESIS; BINDING AFFINITY; CENTRAL NERVOUS SYSTEM; CHIRALITY; CONTROLLED STUDY; DOPAMINE UPTAKE; DRUG ACTIVITY; DRUG POTENCY; DRUG PROTEIN BINDING; DRUG PURITY; DRUG SCREENING; DRUG SYNTHESIS; ENANTIOMER; IC 50; IN VITRO STUDY; IN VIVO STUDY; MALE; METHODOLOGY; NONHUMAN; NORADRENALIN UPTAKE; RAT; RING OPENING; SEROTONIN UPTAKE; STEREOCHEMISTRY;

ANIMALS; CENTRAL NERVOUS SYSTEM; DOPAMINE PLASMA MEMBRANE TRANSPORT PROTEINS; DOPAMINE UPTAKE INHIBITORS; MEMBRANE GLYCOPROTEINS; MEMBRANE TRANSPORT PROTEINS; NERVE TISSUE PROTEINS; NOREPINEPHRINE PLASMA MEMBRANE TRANSPORT PROTEINS; PIPERAZINES; RATS; SEROTONIN UPTAKE INHIBITORS; STEREOISOMERISM; SYMPORTERS;

EID: 2442625358     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2004.02.041     Document Type: Article

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