Identification of 2-fluoro-8-methyl-11-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-5H-dibenzo[b,e][1,4]diazepine with clozapine-like mixed activities at muscarinic acetylcholine, dopamine, and serotonin receptors

[Display omitted] •NDMC was a strong muscarinic M1 receptor agonist.•While clozapine displayed antagonist-like behavior on M1 receptor.•Brain penetration of NDMC might be regulated clozapine’s clinical efficacy.•Compound 8 indicated robust M1 agonism with high brain permeability.•Compound 8 has a po...

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Published inBioorganic & medicinal chemistry letters Vol. 40; p. 127911
Main Authors Watanabe, Hitoshi, Ishida, Kyoji, Yamamoto, Masanori, Nakako, Tomokazu, Horiguchi, Masakuni, Isobe, Yoshiaki
Format Journal Article
LanguageEnglish
Published England Elsevier Ltd 15.05.2021
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Abstract [Display omitted] •NDMC was a strong muscarinic M1 receptor agonist.•While clozapine displayed antagonist-like behavior on M1 receptor.•Brain penetration of NDMC might be regulated clozapine’s clinical efficacy.•Compound 8 indicated robust M1 agonism with high brain permeability.•Compound 8 has a potential to clarify clozapine’s M1 hypothesis.
AbstractList [Display omitted] •NDMC was a strong muscarinic M1 receptor agonist.•While clozapine displayed antagonist-like behavior on M1 receptor.•Brain penetration of NDMC might be regulated clozapine’s clinical efficacy.•Compound 8 indicated robust M1 agonism with high brain permeability.•Compound 8 has a potential to clarify clozapine’s M1 hypothesis.
ArticleNumber 127911
Author Yamamoto, Masanori
Ishida, Kyoji
Horiguchi, Masakuni
Watanabe, Hitoshi
Isobe, Yoshiaki
Nakako, Tomokazu
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  surname: Isobe
  fullname: Isobe, Yoshiaki
  email: yoshiaki-isobe@ds-pharma.co.jp
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Cites_doi 10.1016/S0924-977X(98)00036-4
10.1021/cn400121z
10.1177/070674370705200607
10.1001/archpsyc.1988.01800330013001
10.1007/s00213-004-1940-5
10.1021/tx100131f
10.1073/pnas.1835612100
10.1124/dmd.112.045682
10.1176/appi.ajp.2008.06091591
10.1001/archpsyc.60.1.82
10.1080/17512433.2019.1617695
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References Meltzer, Alphs, Green (b0010) 2003; 60
Doragovic, Boerma, Bergen, Vermeulen, Commandeur (b0090) 2010; 23
Weigmann, Härtter, Fischer, Dahmen, Hiemke (b0055) 1999; 9
Cremers, Flik, Hofland, Stratford (b0060) 2012; 40
Sur, Mallorga, Wittmann (b0030) 2003; 100
Kane, Honigfield, Singer, Meltzer (b0005) 1988; 45
Shekhar, Potter, Lightfoot, Lienemann, Dube, Mallinckrobt, Bymaster, Mckinzie, Felder (b0035) 2008; 165
Wenthur, Lindsley (b0080) 2013; 4
Albitar, Harun, Zainal, Ibrahim, Ghadzi (b0045) 2019
Roth, Kroeze, Sheffler (b0020) 2004; 3
Schoretsanitis, Kane, Ruan, Spina, Hiemke, Leon (b0050) 2019; 12
Weiner, Meltzer, Veinberges (b0040) 2004; 177
Watanabe, Ishida, Yamamoto, Horiguchi, Isobe (b0075) 2020; 30
Dumortier, Cohen, Célis, Glikman, Lochu, De-grassat (b0025) 1996; 72
Meltzer, Matsubara, Lee (b0015) 1989; 251
Sockalingam, Shammi, Remington (b0070) 2007; 52
Doragovic, Boerma, Bergen (b0065) 2010; 23
Acadia pharmaceuticals. News release. June 16th, 2008.
Schoretsanitis (10.1016/j.bmcl.2021.127911_b0050) 2019; 12
Doragovic (10.1016/j.bmcl.2021.127911_b0090) 2010; 23
10.1016/j.bmcl.2021.127911_b0085
Weigmann (10.1016/j.bmcl.2021.127911_b0055) 1999; 9
Meltzer (10.1016/j.bmcl.2021.127911_b0010) 2003; 60
Dumortier (10.1016/j.bmcl.2021.127911_b0025) 1996; 72
Doragovic (10.1016/j.bmcl.2021.127911_b0065) 2010; 23
Kane (10.1016/j.bmcl.2021.127911_b0005) 1988; 45
Meltzer (10.1016/j.bmcl.2021.127911_b0015) 1989; 251
Sur (10.1016/j.bmcl.2021.127911_b0030) 2003; 100
Albitar (10.1016/j.bmcl.2021.127911_b0045) 2019
Watanabe (10.1016/j.bmcl.2021.127911_b0075) 2020; 30
Roth (10.1016/j.bmcl.2021.127911_b0020) 2004; 3
Weiner (10.1016/j.bmcl.2021.127911_b0040) 2004; 177
Sockalingam (10.1016/j.bmcl.2021.127911_b0070) 2007; 52
Shekhar (10.1016/j.bmcl.2021.127911_b0035) 2008; 165
Cremers (10.1016/j.bmcl.2021.127911_b0060) 2012; 40
Wenthur (10.1016/j.bmcl.2021.127911_b0080) 2013; 4
References_xml – volume: 23
  start-page: 1467
  year: 2010
  end-page: 1477
  ident: b0090
  publication-title: Chem Res Toxicol
  contributor:
    fullname: Commandeur
– volume: 40
  start-page: 1909
  year: 2012
  end-page: 1916
  ident: b0060
  publication-title: Drug Metab Disposition
  contributor:
    fullname: Stratford
– volume: 12
  start-page: 603
  year: 2019
  end-page: 621
  ident: b0050
  publication-title: Expert Rev Clin Pharmacol
  contributor:
    fullname: Leon
– volume: 4
  start-page: 1018
  year: 2013
  end-page: 1025
  ident: b0080
  publication-title: ACS Chem Neurosci
  contributor:
    fullname: Lindsley
– volume: 30
  year: 2020
  ident: b0075
  publication-title: Bioorg Med Chem Lett
  contributor:
    fullname: Isobe
– volume: 165
  start-page: 1033
  year: 2008
  end-page: 1039
  ident: b0035
  publication-title: Am J Psychiatry
  contributor:
    fullname: Felder
– volume: 23
  start-page: 1467
  year: 2010
  end-page: 1477
  ident: b0065
  publication-title: Chem Res Toxicol
  contributor:
    fullname: Bergen
– volume: 3
  start-page: 359
  year: 2004
  end-page: 364
  ident: b0020
  publication-title: Nat Rev Drug Discov.
  contributor:
    fullname: Sheffler
– volume: 45
  start-page: 789
  year: 1988
  end-page: 796
  ident: b0005
  publication-title: Arch Gen Psychiatry
  contributor:
    fullname: Meltzer
– volume: 52
  start-page: 377
  year: 2007
  end-page: 384
  ident: b0070
  publication-title: Can J Psychiatry.
  contributor:
    fullname: Remington
– volume: 72
  start-page: 832
  year: 1996
  end-page: 836
  ident: b0025
  publication-title: Psychiatrique
  contributor:
    fullname: De-grassat
– volume: 9
  start-page: 253
  year: 1999
  end-page: 256
  ident: b0055
  publication-title: Eur Neuropsychopharmacol
  contributor:
    fullname: Hiemke
– volume: 177
  start-page: 207
  year: 2004
  end-page: 216
  ident: b0040
  publication-title: Psychopharmacology
  contributor:
    fullname: Veinberges
– volume: 60
  start-page: 82
  year: 2003
  end-page: 89
  ident: b0010
  publication-title: Arch Gen Psychiatry
  contributor:
    fullname: Green
– volume: 100
  start-page: 13674
  year: 2003
  end-page: 13679
  ident: b0030
  publication-title: Proc Natl Acad Sci USA
  contributor:
    fullname: Wittmann
– start-page: 1
  year: 2019
  end-page: 11
  ident: b0045
  publication-title: Biomed Res Int.
  contributor:
    fullname: Ghadzi
– volume: 251
  start-page: 238
  year: 1989
  end-page: 246
  ident: b0015
  publication-title: J Pharmacol Exp Ther
  contributor:
    fullname: Lee
– volume: 72
  start-page: 832
  year: 1996
  ident: 10.1016/j.bmcl.2021.127911_b0025
  publication-title: Psychiatrique
  contributor:
    fullname: Dumortier
– volume: 251
  start-page: 238
  year: 1989
  ident: 10.1016/j.bmcl.2021.127911_b0015
  publication-title: J Pharmacol Exp Ther
  contributor:
    fullname: Meltzer
– volume: 30
  year: 2020
  ident: 10.1016/j.bmcl.2021.127911_b0075
  publication-title: Bioorg Med Chem Lett
  contributor:
    fullname: Watanabe
– ident: 10.1016/j.bmcl.2021.127911_b0085
– volume: 9
  start-page: 253
  year: 1999
  ident: 10.1016/j.bmcl.2021.127911_b0055
  publication-title: Eur Neuropsychopharmacol
  doi: 10.1016/S0924-977X(98)00036-4
  contributor:
    fullname: Weigmann
– volume: 4
  start-page: 1018
  year: 2013
  ident: 10.1016/j.bmcl.2021.127911_b0080
  publication-title: ACS Chem Neurosci
  doi: 10.1021/cn400121z
  contributor:
    fullname: Wenthur
– volume: 52
  start-page: 377
  year: 2007
  ident: 10.1016/j.bmcl.2021.127911_b0070
  publication-title: Can J Psychiatry.
  doi: 10.1177/070674370705200607
  contributor:
    fullname: Sockalingam
– volume: 45
  start-page: 789
  year: 1988
  ident: 10.1016/j.bmcl.2021.127911_b0005
  publication-title: Arch Gen Psychiatry
  doi: 10.1001/archpsyc.1988.01800330013001
  contributor:
    fullname: Kane
– volume: 177
  start-page: 207
  year: 2004
  ident: 10.1016/j.bmcl.2021.127911_b0040
  publication-title: Psychopharmacology
  doi: 10.1007/s00213-004-1940-5
  contributor:
    fullname: Weiner
– volume: 23
  start-page: 1467
  year: 2010
  ident: 10.1016/j.bmcl.2021.127911_b0065
  publication-title: Chem Res Toxicol
  doi: 10.1021/tx100131f
  contributor:
    fullname: Doragovic
– volume: 100
  start-page: 13674
  year: 2003
  ident: 10.1016/j.bmcl.2021.127911_b0030
  publication-title: Proc Natl Acad Sci USA
  doi: 10.1073/pnas.1835612100
  contributor:
    fullname: Sur
– volume: 23
  start-page: 1467
  year: 2010
  ident: 10.1016/j.bmcl.2021.127911_b0090
  publication-title: Chem Res Toxicol
  doi: 10.1021/tx100131f
  contributor:
    fullname: Doragovic
– volume: 3
  start-page: 359
  year: 2004
  ident: 10.1016/j.bmcl.2021.127911_b0020
  publication-title: Nat Rev Drug Discov.
  contributor:
    fullname: Roth
– volume: 40
  start-page: 1909
  year: 2012
  ident: 10.1016/j.bmcl.2021.127911_b0060
  publication-title: Drug Metab Disposition
  doi: 10.1124/dmd.112.045682
  contributor:
    fullname: Cremers
– volume: 165
  start-page: 1033
  year: 2008
  ident: 10.1016/j.bmcl.2021.127911_b0035
  publication-title: Am J Psychiatry
  doi: 10.1176/appi.ajp.2008.06091591
  contributor:
    fullname: Shekhar
– start-page: 1
  year: 2019
  ident: 10.1016/j.bmcl.2021.127911_b0045
  publication-title: Biomed Res Int.
  contributor:
    fullname: Albitar
– volume: 60
  start-page: 82
  year: 2003
  ident: 10.1016/j.bmcl.2021.127911_b0010
  publication-title: Arch Gen Psychiatry
  doi: 10.1001/archpsyc.60.1.82
  contributor:
    fullname: Meltzer
– volume: 12
  start-page: 603
  year: 2019
  ident: 10.1016/j.bmcl.2021.127911_b0050
  publication-title: Expert Rev Clin Pharmacol
  doi: 10.1080/17512433.2019.1617695
  contributor:
    fullname: Schoretsanitis
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Snippet [Display omitted] •NDMC was a strong muscarinic M1 receptor agonist.•While clozapine displayed antagonist-like behavior on M1 receptor.•Brain penetration of...
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Title Identification of 2-fluoro-8-methyl-11-(1-methyl-1,2,3,6-tetrahydropyridin-4-yl)-5H-dibenzo[b,e][1,4]diazepine with clozapine-like mixed activities at muscarinic acetylcholine, dopamine, and serotonin receptors
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