[go: up one dir, main page]

ES2124167A1 - Nuevos derivados del bencimidazol con actividad antihistaminica. - Google Patents

Nuevos derivados del bencimidazol con actividad antihistaminica.

Info

Publication number
ES2124167A1
ES2124167A1 ES09601236A ES9601236A ES2124167A1 ES 2124167 A1 ES2124167 A1 ES 2124167A1 ES 09601236 A ES09601236 A ES 09601236A ES 9601236 A ES9601236 A ES 9601236A ES 2124167 A1 ES2124167 A1 ES 2124167A1
Authority
ES
Spain
Prior art keywords
benzimidazole derivatives
short chain
ethyl
antihistaminic activity
antihistaminic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
ES09601236A
Other languages
English (en)
Other versions
ES2124167B1 (es
Inventor
Venero Aurelio Orjales
Royo Victor Rubio
Martin Maravillas Bordell
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Faes Farma SA
Original Assignee
Fabrica Espanola de Productos Quimicos y Farmaceuticos FAES SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to ES09601236A priority Critical patent/ES2124167B1/es
Application filed by Fabrica Espanola de Productos Quimicos y Farmaceuticos FAES SA filed Critical Fabrica Espanola de Productos Quimicos y Farmaceuticos FAES SA
Priority to HR970307A priority patent/HRP970307B1/xx
Priority to DE122011000006C priority patent/DE122011000006I1/de
Priority to CA002206754A priority patent/CA2206754C/en
Priority to RU97108980/04A priority patent/RU2182150C2/ru
Priority to EP97500099A priority patent/EP0818454B1/en
Priority to NO19972525A priority patent/NO313195B1/no
Priority to ZA9704893A priority patent/ZA974893B/xx
Priority to PT97500099T priority patent/PT818454E/pt
Priority to AT97500099T priority patent/ATE264317T1/de
Priority to SI9730652T priority patent/SI0818454T1/xx
Priority to DK97500099T priority patent/DK0818454T3/da
Priority to AU24672/97A priority patent/AU725700B2/en
Priority to DE69728608T priority patent/DE69728608T2/de
Priority to MXPA97004127A priority patent/MXPA97004127A/es
Priority to PL97320358A priority patent/PL188908B1/pl
Priority to US08/868,743 priority patent/US5877187A/en
Priority to IN1498DE1997 priority patent/IN186319B/en
Priority to JP16201097A priority patent/JP4218991B2/ja
Priority to CN97114905A priority patent/CN1105716C/zh
Priority to BR9703276-0A priority patent/BR9703276A/pt
Priority to TR97/00464A priority patent/TR199700464A2/xx
Priority to CZ19971723A priority patent/CZ289278B6/cs
Priority to HU9700997A priority patent/HU227598B1/hu
Priority to ARP970102441A priority patent/AR008386A1/es
Priority to TW086110371A priority patent/TW438794B/zh
Publication of ES2124167A1 publication Critical patent/ES2124167A1/es
Application granted granted Critical
Publication of ES2124167B1 publication Critical patent/ES2124167B1/es
Priority to LU91798C priority patent/LU91798I2/fr
Priority to NO2011008C priority patent/NO2011008I2/no
Priority to FR11C0023C priority patent/FR11C0023I2/fr
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/06—Antiasthmatics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Pulmonology (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Immunology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

SE DESCRIBEN NUEVOS DERIVADOS DEL BENCIMIDAZOL DE FORMULA: EN DONDE R1 ES H O UN GRUPO CARBONADA DE CADENA CORTA TAL COMO METILO, ETILO, ISOPROPILO, CICLOPROPILO, VINILO, ETC., Y R2 ES UN GRUPO SELECCIONADO DE ENTRE LOS SIGUIENTES: CH2OH, COOH, COOR3 Y 4,4-DIMETIL-2-OXAZOLINIL, SIENDO R3 UN GRUPO DE CADENA CORTA TAL COMO METILO, ETILO, ETC. SE DESCRIBE TAMBIEN LA PREPARACION DE ESTOS COMPUESTOS, QUE TIENEN UNA ALTA ACTIVIDAD ANTIHISTAMINICA H1 Y ANTIALERGICA Y CARECEN DE EFECTOS CENTRALES Y SOBRE EL SISTEMA CARDIOVASCULAR.
ES09601236A 1996-06-04 1996-06-04 Nuevos derivados del bencimidazol con actividad antihistaminica. Expired - Fee Related ES2124167B1 (es)

Priority Applications (29)

Application Number Priority Date Filing Date Title
ES09601236A ES2124167B1 (es) 1996-06-04 1996-06-04 Nuevos derivados del bencimidazol con actividad antihistaminica.
DE122011000006C DE122011000006I1 (de) 1996-06-04 1997-06-03 Benzimidazol-Derivate mit antihistaminischer Wirkung
CA002206754A CA2206754C (en) 1996-06-04 1997-06-03 Benzimidazole derivatives with antihistaminic activity
RU97108980/04A RU2182150C2 (ru) 1996-06-04 1997-06-03 Производные бензимидазола, антигистаминная фармацевтическая композиция и способ лечения аллергических заболеваний
HR970307A HRP970307B1 (en) 1996-06-04 1997-06-03 New benzimidazole derivatives with antihistaminic activity
NO19972525A NO313195B1 (no) 1996-06-04 1997-06-03 Nye benzimidazolderivater med antihistaminaktivitet og farmasöytisk preparat inneholdende disse
ZA9704893A ZA974893B (en) 1996-06-04 1997-06-03 New benzimidazole derivatives with antihistaminic activity.
PT97500099T PT818454E (pt) 1996-06-04 1997-06-03 Derivados de benzimidazole com actividade anti-histaminica
AT97500099T ATE264317T1 (de) 1996-06-04 1997-06-03 Benzimidazol-derivate mit antihistaminischer wirkung
SI9730652T SI0818454T1 (en) 1996-06-04 1997-06-03 Benzimidazole derivatives with antihistaminic activity
DK97500099T DK0818454T3 (da) 1996-06-04 1997-06-03 Benzimidazolderivater med antihistamin-aktivitet
AU24672/97A AU725700B2 (en) 1996-06-04 1997-06-03 New benzimidazole derivatives with antihistaminic activity
DE69728608T DE69728608T2 (de) 1996-06-04 1997-06-03 Benzimidazol-Derivate mit antihistaminischer Wirkung
EP97500099A EP0818454B1 (en) 1996-06-04 1997-06-03 Benzimidazole derivatives with antihistaminic activity
MXPA97004127A MXPA97004127A (es) 1996-06-04 1997-06-04 Nuevos derivados de bencimidazol con actividad antihistaminica.
US08/868,743 US5877187A (en) 1996-06-04 1997-06-04 Benzimidazole derivatives with antihistaminic activity
IN1498DE1997 IN186319B (es) 1996-06-04 1997-06-04
JP16201097A JP4218991B2 (ja) 1996-06-04 1997-06-04 抗ヒスタミン活性を有する新規ベンズイミダゾール誘導体
CN97114905A CN1105716C (zh) 1996-06-04 1997-06-04 具有抗组胺的新苯并咪唑衍生物
BR9703276-0A BR9703276A (pt) 1996-06-04 1997-06-04 Novos derivados de benzimidazol com atividade anti-histamìnica
TR97/00464A TR199700464A2 (xx) 1996-06-04 1997-06-04 Antihistaminik etkili yeni benzimidazole t�revleri.
CZ19971723A CZ289278B6 (cs) 1996-06-04 1997-06-04 Benzimidazolové deriváty s antihistaminickou aktivitou
PL97320358A PL188908B1 (pl) 1996-06-04 1997-06-04 Nowe pochodne benzimidazolu i ich zastosowanie dowytwarzania leków do leczenia stanów alergicznych
HU9700997A HU227598B1 (en) 1996-06-04 1997-06-04 Benzimidazole derivatives and antihistaminic pharmaceutical compositions containing them
ARP970102441A AR008386A1 (es) 1996-06-04 1997-06-05 DERIVADOS DE BENZIMIDAZOL CON ACTIVIDAD ANTIHISTAMINICA Y COMPOSICIoN FARMACÉUTICA ANTIHISTAMINICA QUE LOS CONTIENE.
TW086110371A TW438794B (en) 1996-06-04 1997-07-22 New benzimidazole derivatives with antihistaminic activity
LU91798C LU91798I2 (fr) 1996-06-04 2011-03-22 Bilastine
NO2011008C NO2011008I2 (no) 1996-06-04 2011-05-24 Bilastine eller et addisjonssalt derav
FR11C0023C FR11C0023I2 (fr) 1996-06-04 2011-07-08 Derives de benzimidazole a activite antihistaminique

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES09601236A ES2124167B1 (es) 1996-06-04 1996-06-04 Nuevos derivados del bencimidazol con actividad antihistaminica.

Publications (2)

Publication Number Publication Date
ES2124167A1 true ES2124167A1 (es) 1999-01-16
ES2124167B1 ES2124167B1 (es) 1999-09-16

Family

ID=8295035

Family Applications (1)

Application Number Title Priority Date Filing Date
ES09601236A Expired - Fee Related ES2124167B1 (es) 1996-06-04 1996-06-04 Nuevos derivados del bencimidazol con actividad antihistaminica.

Country Status (27)

Country Link
US (1) US5877187A (es)
EP (1) EP0818454B1 (es)
JP (1) JP4218991B2 (es)
CN (1) CN1105716C (es)
AR (1) AR008386A1 (es)
AT (1) ATE264317T1 (es)
AU (1) AU725700B2 (es)
BR (1) BR9703276A (es)
CA (1) CA2206754C (es)
CZ (1) CZ289278B6 (es)
DE (2) DE69728608T2 (es)
DK (1) DK0818454T3 (es)
ES (1) ES2124167B1 (es)
FR (1) FR11C0023I2 (es)
HR (1) HRP970307B1 (es)
HU (1) HU227598B1 (es)
IN (1) IN186319B (es)
LU (1) LU91798I2 (es)
MX (1) MXPA97004127A (es)
NO (2) NO313195B1 (es)
PL (1) PL188908B1 (es)
PT (1) PT818454E (es)
RU (1) RU2182150C2 (es)
SI (1) SI0818454T1 (es)
TR (1) TR199700464A2 (es)
TW (1) TW438794B (es)
ZA (1) ZA974893B (es)

Families Citing this family (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1092711A4 (en) 1998-07-01 2002-07-31 Takeda Chemical Industries Ltd RETINOID ASSOCIATED RECEPTOR REGULATORS
CN1184208C (zh) 1998-11-27 2005-01-12 巴斯福股份公司 取代的苯并咪唑及其制备和用途
ES2151442B1 (es) * 1999-01-11 2001-07-01 Espanola Prod Quimicos Nuevo derivado del bencenoetanol.
US6826561B2 (en) 2000-05-22 2004-11-30 Broadcom Corporation Method and apparatus for performing a binary search on an expanded tree
RU2288917C2 (ru) * 2002-04-19 2006-12-10 Фаэс Фарма, С.А. Полиморф 4-[2-[4-[1-(2-этоксиэтил)-1h-бензимидазол-2-ил]-1-пиперидинил]этил]-альфа, альфа-диметилбензолуксусной кислоты, способ его получения, фармацевтический препарат на его основе и его применение
BRPI0215703B8 (pt) * 2002-04-19 2021-05-25 Faes Farma Sa polimorfo de ácido 4-[2-[1-(2-etoxietil)-1h-benzidimazol-2-il]-1-piperidinil]etil]-a, a-dimetil-benzenoacético, preparado farmacêutico, e seu uso do polimorfo 1
MXPA04012628A (es) * 2002-06-13 2005-03-23 Patricia Olivershaffer DERIVADOS Y COMPUESTOS RELACIONADOS DEL áCIDO 2-UREIDO-6-HETEROARIL-3H-BENZOIMIDAZOL-4-CARBOXILICO COMO INHIBIDORES DE GIRASA Y/O TOPOISOMERASA IV PARA EL TRATAMIENTO DE INFECCIONES BACTERIALES.
US20070188330A1 (en) * 2006-01-24 2007-08-16 Morhard Robert C System and method for detecting, monitoring, tracking and identifying explosive materials using ID marks
US7247623B2 (en) * 2005-08-19 2007-07-24 Inspire Pharmaceuticals, Inc. Method of treating dry eye disease with non-drying antihistamines
CN101952273B (zh) 2008-02-12 2014-11-12 柳韩洋行 2-甲基2’-苯基丙酸衍生物的制备方法和中间体化合物
JP2010013472A (ja) * 2009-09-09 2010-01-21 Faes Farma Sa ４−［２−［１−（２−エトキシエチル）−１Ｈ−ベンズイミダゾール−２−イル］−１−ピペリジニル］エチル］−α，α−ジメチルベンゼノ酢酸の多形体
CN102675101B (zh) * 2012-05-16 2014-01-29 王蕾 2-(4-卤乙基)苯基-2-甲基丙酸酯的制备方法及合成比拉斯汀的方法
CZ307500B6 (cs) 2012-08-15 2018-10-24 Zentiva, K.S. Způsob přípravy derivátu 2-methyl-2´-fenylpropionové kyseliny využívající nové intermediáty
RU2671577C2 (ru) * 2013-03-15 2018-11-02 Геркулес Ллк Состав и способ получения композиций для личной гигиены, обладающих улучшенными характеристиками осаждения
CN103214454A (zh) * 2013-03-30 2013-07-24 北京万全德众医药生物技术有限公司 一种比拉斯汀晶型及制备方法
CN103214455B (zh) * 2013-03-30 2018-08-31 北京万全德众医药生物技术有限公司 一种比拉斯汀的制备方法
WO2014188453A2 (en) * 2013-05-24 2014-11-27 Msn Laboratories Private Limited Novel process for the preparation of 2-[4-(2-{4-[1-(2-ethoxyethyl)-1h-benzimidazol-2-yl]-1-piperidinyl}ethyl) phenyl]-2-methylpropanoic acid
CN103351380B (zh) * 2013-06-30 2019-01-22 北京万全德众医药生物技术有限公司 一种制备比拉斯汀的方法
CN104447683A (zh) * 2013-09-12 2015-03-25 天津市汉康医药生物技术有限公司 一种稳定的比拉斯汀化合物
CN103896915A (zh) * 2014-04-01 2014-07-02 中国药科大学 苯并咪唑类衍生物、其制备方法及其在医药上的应用
EP3040334A1 (en) 2014-12-29 2016-07-06 Faes Farma, S.A. New benzimidazole derivatives as antihistamine agents
CN106349214B (zh) * 2015-07-13 2020-11-03 南京长澳医药科技有限公司 一种比拉斯汀杂质的制备方法
EP3327012B1 (en) * 2015-07-24 2021-03-17 Urquima, S.A. Crystalline forms of bilastine and preparation methods thereof
CN105272977A (zh) * 2015-09-19 2016-01-27 万全万特制药江苏有限公司 一种制备比拉斯汀中间体的方法
EP3170817A1 (en) 2015-11-20 2017-05-24 Faes Farma, S.A. Co-crystals of benzimidazole compounds
EP3170816A1 (en) 2015-11-20 2017-05-24 Faes Farma, S.A. Supersaturated compositions of benzimidazole compounds
WO2017167949A1 (en) 2016-04-01 2017-10-05 Krka, D.D., Novo Mesto Crystalline forms of bilastine
EP3452462A4 (en) * 2016-05-05 2019-10-23 MSN Laboratories Private Limited, R&D Center Solid state forms of 2-[4-(2-{4-[1-(2-ethoxyethyl)-1h-benzimidazol-2-yl]-1-piperidinyl}ethyl)phenyl]-2-methylpropanoic acid and process for preparation thereof
CN107365298A (zh) * 2017-03-14 2017-11-21 罗欣生物科技（上海）有限公司 一种2‑甲基‑2’‑苯基丙酸衍生物的制备方法
CN109456316A (zh) * 2017-09-06 2019-03-12 万全万特制药江苏有限公司 一种比拉斯汀杂质的制备方法
EP3453384B1 (en) 2017-09-07 2020-05-27 Alfred E. Tiefenbacher (GmbH & Co. KG) Pharmaceutical tablet composition comprising bilastine
BR112020007569A2 (pt) 2017-10-16 2020-09-24 Faes Farma, S.A. composições aquosas de bilastina
EP3641735B1 (en) 2017-12-18 2021-02-24 Alfred E. Tiefenbacher (GmbH & Co. KG) Pharmaceutical tablet composition comprising bilastine form 3 and a water-soluble filler
ES2835287T3 (es) 2017-12-18 2021-06-22 Tiefenbacher Alfred E Gmbh & Co Kg Composición farmacéutica de comprimido que comprende la forma polimórfica 3 de bilastina y aluminometasilicato de magnesio
DK3740191T3 (da) 2018-01-18 2021-06-07 Faes Farma Sa Oftalmiske sammensætninger omfattende bilastin, et beta-cyclodextrin og mindst et geleringsmiddel
CN109081827A (zh) * 2018-11-06 2018-12-25 北京天弘天达医药科技股份有限公司 一种比拉斯汀的制备方法及应用
EP3725298A1 (en) 2019-04-16 2020-10-21 Faes Farma, S.A. Stable and preserved pharmaceutical compositions of bilastine
EP4188339A1 (en) 2020-07-30 2023-06-07 Faes Farma, S.A. Decongestant drug delivery system
CN112110893A (zh) * 2020-10-28 2020-12-22 山东齐环医药科技有限公司 一种比拉斯汀的制备方法
WO2022106923A1 (en) 2020-11-18 2022-05-27 BioPharma Synergies, S. L. Orodispersible powder composition comprising an antihistamine compound
EP4267109A1 (en) 2020-12-23 2023-11-01 Noucor Health S.A. A non-micronized bilastine composition
MX2024009978A (es) 2022-02-17 2024-08-26 Faes Farma Sa Composicion de bilastina para administracion parenteral una vez al dia.
WO2024224308A1 (en) * 2023-04-27 2024-10-31 Leiutis Pharmaceuticals Llp Liquid parenteral formulations of bilastine free of cyclodextrins
WO2024224326A1 (en) * 2023-04-27 2024-10-31 Leiutis Pharmaceuticals Llp Liquid parenteral formulations of bilastine

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1994003170A1 (en) * 1992-08-03 1994-02-17 Sepracor Inc. Terfenadine metabolites and their optically pure isomers for treating allergic disorders
ES2048109A1 (es) * 1992-07-20 1994-03-01 Espanola Prod Quimicos Procedimiento de preparacion de nuevos derivados piperidicos del bencimidazol.
WO1995000480A1 (en) * 1993-06-25 1995-01-05 Merrell Pharmaceuticals Inc. Novel intermediates for the preparation of antihistaminic 4-diphenylmethyl/diphenylmethoxy piperidine derivatives

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB8904174D0 (en) * 1989-02-23 1989-04-05 British Bio Technology Compounds
EP0525129A4 (en) * 1990-04-13 1993-03-24 Smith-Kline Beecham Corporation Substituted benzimidazoles

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2048109A1 (es) * 1992-07-20 1994-03-01 Espanola Prod Quimicos Procedimiento de preparacion de nuevos derivados piperidicos del bencimidazol.
WO1994003170A1 (en) * 1992-08-03 1994-02-17 Sepracor Inc. Terfenadine metabolites and their optically pure isomers for treating allergic disorders
WO1995000480A1 (en) * 1993-06-25 1995-01-05 Merrell Pharmaceuticals Inc. Novel intermediates for the preparation of antihistaminic 4-diphenylmethyl/diphenylmethoxy piperidine derivatives

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
IEMURA et al.: Synthesis of benzimidazole derivatives as potential H1-antihistaminic agents. Journal of heterocyclic chemistry, 1987, Vol. 24, paginas 31-37, pagina 34. *
ORJALES et al.: Synthesis and structure-activity relationship of new piperidinyl and piperazinyl derivatives as antiallergics. Journal of heterocyclic chemistry, 1995, Vol. 32, paginas 707-718, paginas 710-711. *

Also Published As

Publication number Publication date
HUP9700997A1 (hu) 1999-09-28
TR199700464A3 (tr) 1997-12-21
HRP970307A2 (en) 1998-04-30
DE122011000006I1 (de) 2011-06-16
EP0818454A1 (en) 1998-01-14
FR11C0023I2 (fr) 2012-03-16
BR9703276A (pt) 2004-08-17
FR11C0023I1 (es) 2011-08-19
HU227598B1 (en) 2011-09-28
NO2011008I2 (no) 2012-05-14
ZA974893B (en) 1997-12-30
CA2206754A1 (en) 1997-12-04
PL320358A1 (en) 1997-12-08
DK0818454T3 (da) 2004-07-12
JPH1059961A (ja) 1998-03-03
ATE264317T1 (de) 2004-04-15
EP0818454B1 (en) 2004-04-14
SI0818454T1 (en) 2004-08-31
CN1105716C (zh) 2003-04-16
RU2182150C2 (ru) 2002-05-10
AU725700B2 (en) 2000-10-19
PT818454E (pt) 2004-08-31
AU2467297A (en) 1997-12-11
PL188908B1 (pl) 2005-05-31
NO972525D0 (no) 1997-06-03
JP4218991B2 (ja) 2009-02-04
CA2206754C (en) 2007-01-23
CZ289278B6 (cs) 2001-12-12
IN186319B (es) 2001-08-04
TR199700464A2 (xx) 1997-12-21
CZ172397A3 (en) 1997-12-17
LU91798I2 (fr) 2011-05-23
NO2011008I1 (no) 2011-06-06
ES2124167B1 (es) 1999-09-16
HU9700997D0 (en) 1997-07-28
AR008386A1 (es) 2000-01-19
DE69728608T2 (de) 2005-04-21
TW438794B (en) 2001-06-07
US5877187A (en) 1999-03-02
CN1176964A (zh) 1998-03-25
DE69728608D1 (de) 2004-05-19
NO972525L (no) 1997-12-05
NO313195B1 (no) 2002-08-26
HRP970307B1 (en) 2002-02-28
MXPA97004127A (es) 2005-07-25

Similar Documents

Publication Publication Date Title
ES2124167A1 (es) Nuevos derivados del bencimidazol con actividad antihistaminica.
EP0513387A4 (en) Active oxygen inhibitor
WO1991013055A3 (en) New aryl- and heteroarylethenylene derivatives and process for their preparation
ATE181551T1 (de) Taxol-derivate
DE69705829D1 (de) Meta-substituierte phenylsulphonamidderivate
AU2003301020A8 (en) Isoquinolinone derivatives and their use as therapeutic agents
ZA943100B (en) Benzofuranyl- and -thiophenyl-alkanecarboxyclic acid derivatives
NZ330656A (en) Tricyclic compounds, their production and use
IL190780A0 (en) Heterocyclic substituted aminoazacycles useful as central nervous system agents
WO1999000373A8 (en) Benzimidazole derivatives
CA2277473A1 (en) Quinoline and quinazoline compounds useful in therapy, particularly in the treatment of benign prostatic hyperplasia
CA2143756A1 (en) N-cyano-n'-pyridylguanidines as serotonin antagonists
ES538418A0 (es) Un derivado de indol-3-carboxamida
DE69308029D1 (de) 1,2,3,5,6,7,8,8a-OCTAHYDRO-5,5,8a-TRIMETHYL-(8aBETA)-6-ISOCHINOLINAMINE-DERIVATE, IHRE HERSTELLUNG UND VERWENDUNG ALS THERAPEUTIKA
AU3626895A (en) Quinazolinone pharmaceuticals and use thereof
MY113266A (en) New indol derivatives derivatives with high affinity 5-ht1a receptor.
ATE228364T1 (de) Indolalkaloide als antientzündliche wirkstoffe
EP1142880A4 (en) BENZIMIDAZOLE DERIVATIVES
AU6220300A (en) Benzofurylpiperazine serotonin agonists
AU2001261707A1 (en) Pirazino '1$m(1)2$m(1) :1, 6! pyrido '3,4-b! indole derivatives
UA41880C2 (uk) Серотонінергічні похідні ерголіну і фармацевтична композиція
HUP9900968A2 (hu) Herbicid hatású szubsztituált-3-aril-pirazol vegyületek, ezeket tartalmazó készítmények, eljárás alkalmazásukra valamint eljárás a vegyületek előállítására
HRP20010885B1 (en) Ethanesulfonyl-piperidine derivatives
EP0773214A4 (en) TRIFLUOROMETHYLQUINOLEINECARBOXYLIC ACID
MXPA98005355A (es) Derivados de 5-[(heteroaril) alquil]-3 -oxo-pirido [1, 2-a]bencimidazol -4-carboxamida utiles en el tratamiento de trastornos del sistema nervioso central.

Legal Events

Date Code Title Description
EC2A Search report published

Date of ref document: 19990116

Kind code of ref document: A1

Effective date: 19990116

PC2A Transfer of patent

Free format text: FAES FARMA, S.A.

FD2A Announcement of lapse in spain

Effective date: 20160926