CN1291984A - 甘氨酸传输抑制剂 - Google Patents

甘氨酸传输抑制剂 Download PDF

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CN1291984A
CN1291984A CN99803530A CN99803530A CN1291984A CN 1291984 A CN1291984 A CN 1291984A CN 99803530 A CN99803530 A CN 99803530A CN 99803530 A CN99803530 A CN 99803530A CN 1291984 A CN1291984 A CN 1291984A
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W·H·M·L·卢伊顿
F·E·贾森斯
L·E·J·肯尼斯
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Janssen Pharmaceutica NV
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Janssen Pharmaceutica NV
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    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
    • A61K31/445—Non condensed piperidines, e.g. piperocaine
    • A61K31/451—Non condensed piperidines, e.g. piperocaine having a carbocyclic group directly attached to the heterocyclic ring, e.g. glutethimide, meperidine, loperamide, phencyclidine, piminodine
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    • A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
    • A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
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    • C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
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    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
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    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04—Ortho-condensed systems

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CN99803530A 1998-03-06 1999-02-26 甘氨酸传输抑制剂 Pending CN1291984A (zh)

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100372838C (zh) * 2003-02-17 2008-03-05 弗·哈夫曼-拉罗切有限公司 哌啶-苯磺酰胺衍生物
CN102256975A (zh) * 2008-12-04 2011-11-23 赛诺菲 氮杂二环-三氟甲基苯甲酰胺衍生物的新的多晶型形式
CN102766080A (zh) * 2011-05-06 2012-11-07 上海医药工业研究院 一类吡咯烷衍生物、其制备方法及应用

Families Citing this family (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
UA73749C2 (en) * 1999-11-01 2005-09-15 Diarylenines
CA2422198A1 (en) 2000-09-08 2002-03-14 Gliatech, Inc. Substituted hydrazine derivatives
US20020082283A1 (en) * 2000-09-14 2002-06-27 Gliatech, Inc. Nitrogen-containing compounds and their use as glycine transport inhibitors
US20040034104A1 (en) * 2000-10-12 2004-02-19 Susumu Sato 2,2-Diphenylbutanamide derivatives and medicines containing the same
AR032653A1 (es) 2001-02-09 2003-11-19 Telik Inc Inhibidores heterociclicos del trasportador de glicina 2 composiciones farmaceuticas, uso y metodos.
JPWO2003082819A1 (ja) * 2002-04-01 2005-08-04 日本ケミファ株式会社 Ｎ−フェニル−ｎ−（４−ピペリジニル）アミド誘導体
FR2838739B1 (fr) * 2002-04-19 2004-05-28 Sanofi Synthelabo Derives de n-[phenyl(piperidin-2-yl)methyl)benzamide, leur preparation et leur application en therapeutique
US6995168B2 (en) * 2002-05-31 2006-02-07 Euro-Celtique S.A. Triazaspiro compounds useful for treating or preventing pain
FR2842805A1 (fr) * 2002-07-29 2004-01-30 Sanofi Synthelabo Derives de n-[phenyl(piperidin-2-yl)methyl]benzamide,leur preparation et leur application et therapeutique
FR2842804B1 (fr) * 2002-07-29 2004-09-03 Sanofi Synthelabo Derives de n-[phenyl(piperidin-2-yl)methyl]benzamide, leur preparation et leur application en therapeutique
US7202259B2 (en) 2002-11-18 2007-04-10 Euro-Celtique S.A. Therapeutic agents useful for treating pain
WO2005014563A1 (en) * 2003-08-11 2005-02-17 F. Hoffmann-La Roche Ag Piperazine with or-substituted phenyl group and their use as glyt1 inhibitors
FR2861076B1 (fr) 2003-10-17 2006-01-06 Sanofi Synthelabo Derives de n-heterocyclymethylbenzamide, leur preparation et leur application en therapeutique
FR2861070B1 (fr) * 2003-10-17 2006-01-06 Sanofi Synthelabo Derives de n-[phenyl(pyrrolidin-2-yl)methyl]benzamide et n-[(azepan-2-yl)phenylmethyl]benzamide, leur preparation et leur application en therapeutique
FR2861071B1 (fr) * 2003-10-17 2006-01-06 Sanofi Synthelabo Derives de n-[phenyl(alkylpiperidin-2-yl) methyl]benzamide, leur prepartation et leur application en therapeutique
WO2005058317A1 (en) * 2003-12-18 2005-06-30 Glaxo Group Limited Glycine transporter-1 inhibirors
EP2277875A3 (en) 2004-01-30 2011-04-20 Euro-Celtique S.A. Methods for making 4-tetrazolyl-4-phenylpiperidine compounds
GB0408774D0 (en) * 2004-04-20 2004-05-26 Glaxo Group Ltd Compounds
RU2395502C2 (ru) 2004-12-09 2010-07-27 Ф.Хоффманн-Ля Рош Аг Производные фенил-пиперазин метанона
NZ555476A (en) * 2004-12-15 2009-09-25 Hoffmann La Roche Bi- and tricyclic substituted phenyl methanones as glycine transporter I (GLYT-1) inhibitors for the treatment of alzheimerÆs disease
US7485637B2 (en) 2005-01-04 2009-02-03 Hoffmann-La Roche Inc. Benzoyl-tetrahydropiperidine derivatives
EP1838308B1 (en) 2005-01-07 2010-06-30 F. Hoffmann-Roche AG [4-(heteroaryl)piperazin-1-yl]-(2,5-substituted -phenyl)methanone derivatives as glycine transporter 1 (glyt-1) inhibitors for the treatment of neurological and neuropsychiatric disorders
BRPI0606730A2 (pt) 2005-01-18 2009-07-14 Hoffmann La Roche derivados de fenil metanona 2,5-di-substituìdos como inibidores do transportador de glicina 1 (glyt-1) para o tratamento de distúbios neurológicos e neuropsiquiátricos
MX2007008918A (es) 2005-01-26 2007-08-21 Hoffmann La Roche Derivados de fenil-metanona y su uso como inhibidores del transportador de glicina 1.
DK1848694T3 (da) 2005-02-07 2010-01-25 Hoffmann La Roche Heterocykliske substituerede phenylmethanoner som inhibitorer af glycintransporter
CA2603939C (en) 2005-04-08 2013-08-27 Pfizer Products Inc. Bicyclic [3.1.0] heteroaryl amides as type i glycine transport inhibitors
WO2009010479A2 (en) * 2007-07-13 2009-01-22 Euroscreen S.A. Heterocyclic methylene piperidine derivatives and their use
WO2013002584A2 (ko) * 2011-06-28 2013-01-03 주식회사 비보존 다중 타겟팅의 상승 효과를 유발하는 유효물질의 조합 및 그 용도

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3714159A (en) * 1971-03-30 1973-01-30 Janssen Pharmaceutica Nv 2,2-diaryl-4-(4'-aryl-4'-hydroxy-piper-idino)-butyramides
US4695575A (en) * 1984-11-13 1987-09-22 Janssen Pharmaceutica, N.V. 4-[(bicycle heterocyclyl)-methyl and -hetero]-piperidines
GB8515934D0 (en) * 1985-06-24 1985-07-24 Janssen Pharmaceutica Nv (4-piperidinomethyl and-hetero)purines
CA1332236C (en) * 1985-10-11 1994-10-04 Lourens Wals –,-–-diaryl-4-aryl-4-hydroxy-1-piperidinebutanamide, n-oxides
JP4403212B2 (ja) * 1996-05-31 2010-01-27 エヌピーエス ファーマシューティカルズ インコーポレイテッド 神経障害および神経心理学的障害の治療のための製剤学的薬剤

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN100372838C (zh) * 2003-02-17 2008-03-05 弗·哈夫曼-拉罗切有限公司 哌啶-苯磺酰胺衍生物
CN102256975A (zh) * 2008-12-04 2011-11-23 赛诺菲 氮杂二环-三氟甲基苯甲酰胺衍生物的新的多晶型形式
CN102766080A (zh) * 2011-05-06 2012-11-07 上海医药工业研究院 一类吡咯烷衍生物、其制备方法及应用
CN102766080B (zh) * 2011-05-06 2015-09-23 上海医药工业研究院 一类吡咯烷衍生物、其制备方法及应用

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PL342818A1 (en) 2001-07-02
BG104686A (en) 2001-04-30
WO1999045011A8 (en) 1999-10-14
NO20004432L (no) 2000-11-02
CA2322136A1 (en) 1999-09-10
EE200000483A (et) 2002-02-15
JP2002505332A (ja) 2002-02-19
HUP0101281A3 (en) 2001-11-28
NO20004432D0 (no) 2000-09-05
WO1999045011A1 (en) 1999-09-10
HUP0101281A2 (hu) 2001-09-28
IL138227A0 (en) 2001-10-31
AU3254499A (en) 1999-09-20
BR9907953A (pt) 2000-10-24
SK13092000A3 (sk) 2001-03-12

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