Binding of amine-substituted N1-benzenesulfonylindoles at human 5-HT6 serotonin receptors

被引:27
作者
Pullagurla, M
Siripurapu, U
Kolanos, R
Bondarev, ML
Dukat, M
Setola, V
Roth, BL
Glennon, RA [1 ]
机构
[1] Virginia Commonwealth Univ, Dept Med Chem, Sch Pharm, Richmond, VA 23298 USA
[2] Case Western Reserve Univ, Sch Med, Dept Biochem, Cleveland, OH 44106 USA
[3] Case Western Reserve Univ, Sch Med, Dept Psychiat & Neurosci, Cleveland, OH 44106 USA
关键词
5-HT6 serotonin receptors; aminoindoles;
D O I
10.1016/j.bmcl.2005.08.059
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
An examination of several amine-substituted analogs of N-1-benzenesulfonylindoles reveals that although they bind at human 5-HT6 serotonin receptors with high affinity, they are likely to bind in a dissimilar manner. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码:5298 / 5302
页数:5
相关论文
共 26 条
  • [1] ARS HOLDING NV, 2002, Patent No. 0232864
  • [2] 5-HT6 receptor antagonists:: lead optimisation and biological evaluation of N-aryl and N-heteroaryl 4-amino-benzene sulfonamides
    Bös, M
    Sleight, AJ
    Godel, T
    Martin, JR
    Riemer, C
    Stadler, H
    [J]. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2001, 36 (02) : 165 - 178
  • [3] 5-chloro-N-(4-methoxy-3-piperazin-1-yl-phenyl)-3-methyl-2-benzothiophenesulfonamide (SB-271046):: A potent, selective, and orally bioavailable 5-HT6 receptor antagonist
    Bromidge, SM
    Brown, AM
    Clarke, SE
    Dodgson, K
    Gager, T
    Grassam, HL
    Jeffrey, PM
    Joiner, GF
    King, FD
    Middlemiss, DN
    Moss, SF
    Newman, H
    Riley, G
    Routledge, C
    Wyman, P
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 1999, 42 (02) : 202 - 205
  • [4] Phenyl benzenesulfonamides are novel and selective 5-HT6 antagonists:: Identification of N-(2,5-dibromo-3-fluorophenyl)-4-methoxy-3-piperazin-1-ylbenzenesulfonamide (SB-357134)
    Bromidge, SM
    Clarke, SE
    Gager, T
    Griffith, K
    Jeffrey, P
    Jennings, AJ
    Joiner, GF
    King, FD
    Lovell, PJ
    Moss, SF
    Newman, H
    Riley, G
    Rogers, D
    Routledge, C
    Serafinowska, H
    Smith, DR
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (01) : 55 - 58
  • [5] INDOLE RELATED-COMPOUNDS - REACTION OF 1-PROTECTED-INDOLES WITH PYRIDINE SUBSTRATES
    CAIXACH, J
    CAPELL, R
    GALVEZ, C
    GONZALEZ, A
    ROCA, N
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 1979, 16 (08) : 1631 - 1635
  • [6] Discovery of 5-arylsulfonamido-3(pyrrolidin-2-ylmethyl)-1H-indole derivatives as potent, selective 5-HT6 receptor agonists and antagonists
    Cole, DC
    Lennox, WJ
    Lombardi, S
    Ellingboe, JW
    Bernotas, RC
    Tawa, GJ
    Mazandarani, H
    Smith, DL
    Zhang, GM
    Coupet, J
    Schechter, LE
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (02) : 353 - 356
  • [7] 2-Substituted tryptamines:: Agents with selectivity for 5-HT6 serotonin receptors
    Glennon, RA
    Lee, M
    Rangisetty, JB
    Dukat, M
    Roth, BL
    Savage, JE
    McBride, A
    Rauser, L
    Hufeisen, S
    Lee, DKH
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (05) : 1011 - 1018
  • [8] Higher-end serotonin receptors:: 5-HT5, 5-HT6, and 5-HT7
    Glennon, RA
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2003, 46 (14) : 2795 - 2812
  • [9] Differences in the central nervous system distribution and pharmacology of the mouse 5-hydroxytryptamine-6 receptor compared with rat and human receptors investigated by radioligand binding, site-directed mutagenesis, and molecular modeling
    Hirst, WD
    Abrahamsen, B
    Blaney, FE
    Calver, AR
    Aloj, L
    Price, GW
    Medhurst, AD
    [J]. MOLECULAR PHARMACOLOGY, 2003, 64 (06) : 1295 - 1308
  • [10] Medicinal chemistry driven approaches toward novel and selective serotonin 5-HT6 receptor ligands
    Holenz, J
    Mercè, R
    Díaz, JL
    Guitart, X
    Codony, X
    Dordal, A
    Romero, G
    Torrens, A
    Mas, J
    Andaluz, B
    Hernández, S
    Monroy, X
    Sánchez, E
    Hernández, E
    Pérez, R
    Cubí, R
    Sanfeliu, O
    Buschmann, H
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (06) : 1781 - 1795