ES2042421A1 - Procedimiento para la obtencion de la 8-cloro-11-*1-*(5-metil-3-piridil)metil*-4-piperidiliden*-6,11-dihidro-5h-benzo*5,6*ciclohepta*1,2-b*piridina. - Google Patents

Procedimiento para la obtencion de la 8-cloro-11-*1-*(5-metil-3-piridil)metil*-4-piperidiliden*-6,11-dihidro-5h-benzo*5,6*ciclohepta*1,2-b*piridina.

Info

Publication number
ES2042421A1
ES2042421A1 ES929201054A ES9201054A ES2042421A1 ES 2042421 A1 ES2042421 A1 ES 2042421A1 ES 929201054 A ES929201054 A ES 929201054A ES 9201054 A ES9201054 A ES 9201054A ES 2042421 A1 ES2042421 A1 ES 2042421A1
Authority
ES
Spain
Prior art keywords
methyl
piperidyliden
cyclohepta
benzo
pyridyl
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
ES929201054A
Other languages
English (en)
Other versions
ES2042421B1 (es
Inventor
Elena Carceller
Nuria Recasens
Carmen Almansa
Javier Almansa
Manuel Merlos
Marta Giral
Julian Garcia-Rafanell
Javier Forn
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.)
Noucor Health SA
Original Assignee
J Uriach y Cia 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
Application filed by J Uriach y Cia SA filed Critical J Uriach y Cia SA
Priority to ES09201054A priority Critical patent/ES2042421B1/es
Priority to CA002096318A priority patent/CA2096318C/en
Priority to US08/061,720 priority patent/US5407941A/en
Priority to DE69300255T priority patent/DE69300255T2/de
Priority to AT93108177T priority patent/ATE124939T1/de
Priority to ES93108177T priority patent/ES2076817T3/es
Priority to JP5117427A priority patent/JP2730612B2/ja
Priority to EP93108177A priority patent/EP0577957B1/en
Priority to DK93108177.2T priority patent/DK0577957T3/da
Priority to DE122008000031C priority patent/DE122008000031I2/de
Priority to MX9302958A priority patent/MX9302958A/es
Priority to KR1019930008812A priority patent/KR0156518B1/ko
Publication of ES2042421A1 publication Critical patent/ES2042421A1/es
Application granted granted Critical
Publication of ES2042421B1 publication Critical patent/ES2042421B1/es
Priority to US08/391,702 priority patent/US5476856A/en
Priority to HK98105341A priority patent/HK1006169A1/xx
Priority to LU91121C priority patent/LU91121I2/fr
Priority to NL300384C priority patent/NL300384I2/nl
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
    • A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
    • A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
    • 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
    • A61P11/08—Bronchodilators
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04—Antibacterial 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
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P7/00—Drugs for disorders of the blood or the extracellular fluid
    • A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/08—Vasodilators for multiple indications
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • 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
    • C07D401/14—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 three or more hetero rings

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Urology & Nephrology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Diabetes (AREA)
  • Gastroenterology & Hepatology (AREA)
  • Oncology (AREA)
  • Hematology (AREA)
  • Vascular Medicine (AREA)
  • Endocrinology (AREA)
  • Reproductive Health (AREA)
  • Communicable Diseases (AREA)
  • Pulmonology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Hydrogenated Pyridines (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)

Abstract

LA PRESENTE INVENCION DESCRIBE UN PROCEDIMIENTO PARA LA PREPARACION DE LA 8-CLORO-11- [1-[(5-METIL-3-PIRIDIL)METIL]-4-PIPERIDIL- IDEN] -6,11-DIHIDRO-5H-BENZO[5,6]CICLOHEPTA[1,2-B]PIRIDINA (4), CARACTERIZADO PORQUE SE TRATA UN COMPUESTO II CON IODURO DE TRIMETILSILILO EN UN DISOLVENTE COMO EL CLOROFORMO, PARA DAR UN COMPUESTO III, EL CUAL SE HACE REACCIONAR CON UN COMPUESTO XCHSI2 SCR (DONDE R ES 5-METIL-3-PIRIDIL Y X ES HALOGENO) EN PRESENCIA DE UNA AMINA CAPTADORA DE PROTONES COMO LA TRIETILAMINA O LA PIRIDINA EN UN DISOLVENTE COMO TETRACLORURO DE CARBONO, DICLOROMETANO O CLOROFORMO; O ALTERNATIVAMENTE, III SE HACE REACCIONAR CON EL ACIDO 5-METILNICOTINICO O UN REACTIVO ACILANTE EQUIVALENTE, Y POSTERIORMENTE SE REDUCE LA AMIDA FORMADA CON UN AGENTE REDUCTOR COMO LIALHSI4 SC EN UN DISOLVENTE COMO EL TETRAHIDROFURANO DICHO COMPUESTO ES UN ANTAGONISTA DUAL DEL PAF Y DE LA HISTAMINA Y ES UTIL EN EL TRATAMIENTO DE ENFERMEDADES EN LAS QUE EL PAF Y/O LA HISTAMINA SE HALLAN IMPLICADOS.
ES09201054A 1992-05-22 1992-05-22 Procedimiento para la obtencion de la 8-cloro-11-*1-*(5-metil-3-piridil)metil*-4-piperidiliden*-6,11-dihidro-5h-benzo*5,6*ciclohepta*1,2-b*piridina. Expired - Fee Related ES2042421B1 (es)

Priority Applications (16)

Application Number Priority Date Filing Date Title
ES09201054A ES2042421B1 (es) 1992-05-22 1992-05-22 Procedimiento para la obtencion de la 8-cloro-11-*1-*(5-metil-3-piridil)metil*-4-piperidiliden*-6,11-dihidro-5h-benzo*5,6*ciclohepta*1,2-b*piridina.
CA002096318A CA2096318C (en) 1992-05-22 1993-05-14 8-chloro-11-[1-[(5-methyl-3-pyridyl)methyl]-4-piperidyliden]-6,11-dihydro-5h-benzo[5,6]cyclohepta[1,2-b]pyridine
US08/061,720 US5407941A (en) 1992-05-22 1993-05-17 8-chloro-11-[1-[(5-methyl-3-pyridyl)methyl]-4-piperidyliden]-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,]pyridine
DK93108177.2T DK0577957T3 (da) 1992-05-22 1993-05-19 8-Chlor-11-(1-((5-methyl-3-pyridyl)methyl)-4-piperidyliden)-6,11-dihydro-5H-benzo(5,6)cycloheptal(1,2-b)pyridin
AT93108177T ATE124939T1 (de) 1992-05-22 1993-05-19 8-chlor-11-(1-(5-methyl-3-pyridyl)methyl-4- piperidyliden)-6,11-dihydro-5h- benzo(5,6)cyclohepta(1,2-b)-pyridin.
ES93108177T ES2076817T3 (es) 1992-05-22 1993-05-19 8-cloro-11-(1-((5-metil-3-piridil)metil)-4-piperidiliden)-6,11-dihidro-5h-benzo(5,6)ciclohepta(1,2-b)piridina.
JP5117427A JP2730612B2 (ja) 1992-05-22 1993-05-19 ８‐クロロ‐１１‐〔１‐〔（５‐メチル‐３‐ピリジル）メチル〕‐４‐ピペリジリデン〕‐６，１１‐ジヒドロ‐５Ｈ‐ベンゾ〔５，６〕シクロヘプタ〔１，２‐ｂ〕ピリジン
EP93108177A EP0577957B1 (en) 1992-05-22 1993-05-19 8-Chloro-11-[1-[(5-methyl-3-pyridyl)methyl]-4-piperidyliden]-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
DE69300255T DE69300255T2 (de) 1992-05-22 1993-05-19 8-Chlor-11-(1-(5-methyl-3-pyridyl)methyl-4-piperidyliden)-6,11-dihydro-5H-benzo(5,6)cyclohepta(1,2-b)-pyridin.
DE122008000031C DE122008000031I2 (de) 1992-05-22 1993-05-19 8-Chlor-11-[1-[(5-methyl-3-pyridyl)-methyl]-4-piperidyliden]-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]-pyridin
MX9302958A MX9302958A (es) 1992-05-22 1993-05-20 8-cloro-11-[1-[(5-metil-3-piridil)metil]-4-piperidiliden]-6,11-dihidro -5h-benzo[5,6]ciclohepta[1,2-b]piridina, procedimiento para su obtencion y composicion farmaceutica que la contiene.
KR1019930008812A KR0156518B1 (ko) 1992-05-22 1993-05-21 8-클로로-11-[1-[(5-메틸-3-피리딜)메틸]-4-피페리딜리덴]-6,11-디히드로-5H-벤조 [5,6] 시클로헵타 [1,2-b] 피리딘
US08/391,702 US5476856A (en) 1992-05-22 1995-02-21 Treatment of PAF and histamine-mediated diseases with 8-chloro-11-[1-[(5-methyl-3-pyridyl)methyl]-4-piperidyliden]-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
HK98105341A HK1006169A1 (en) 1992-05-22 1998-06-16 8-chloro-11-[1-[(5-methyl-3-pyridyl)methyl]-4-piperidyliden]-6,11-dihydro-5h-benzo[5,6]cyclohepta[1,2-b]pyridine
LU91121C LU91121I2 (fr) 1992-05-22 2004-11-03 Rupatadine ainsi que des sels et solvates de celle-ci, y compris le fumarate de rupatadine.
NL300384C NL300384I2 (nl) 1992-05-22 2009-04-07 8-chloor-11-\[1-\[(5-methyl-3-pyridyl)methyl\)]

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
ES09201054A ES2042421B1 (es) 1992-05-22 1992-05-22 Procedimiento para la obtencion de la 8-cloro-11-*1-*(5-metil-3-piridil)metil*-4-piperidiliden*-6,11-dihidro-5h-benzo*5,6*ciclohepta*1,2-b*piridina.

Publications (2)

Publication Number Publication Date
ES2042421A1 true ES2042421A1 (es) 1993-12-01
ES2042421B1 ES2042421B1 (es) 1994-08-01

Family

ID=8277082

Family Applications (2)

Application Number Title Priority Date Filing Date
ES09201054A Expired - Fee Related ES2042421B1 (es) 1992-05-22 1992-05-22 Procedimiento para la obtencion de la 8-cloro-11-*1-*(5-metil-3-piridil)metil*-4-piperidiliden*-6,11-dihidro-5h-benzo*5,6*ciclohepta*1,2-b*piridina.
ES93108177T Expired - Lifetime ES2076817T3 (es) 1992-05-22 1993-05-19 8-cloro-11-(1-((5-metil-3-piridil)metil)-4-piperidiliden)-6,11-dihidro-5h-benzo(5,6)ciclohepta(1,2-b)piridina.

Family Applications After (1)

Application Number Title Priority Date Filing Date
ES93108177T Expired - Lifetime ES2076817T3 (es) 1992-05-22 1993-05-19 8-cloro-11-(1-((5-metil-3-piridil)metil)-4-piperidiliden)-6,11-dihidro-5h-benzo(5,6)ciclohepta(1,2-b)piridina.

Country Status (13)

Country Link
US (2) US5407941A (es)
EP (1) EP0577957B1 (es)
JP (1) JP2730612B2 (es)
KR (1) KR0156518B1 (es)
AT (1) ATE124939T1 (es)
CA (1) CA2096318C (es)
DE (2) DE69300255T2 (es)
DK (1) DK0577957T3 (es)
ES (2) ES2042421B1 (es)
HK (1) HK1006169A1 (es)
LU (1) LU91121I2 (es)
MX (1) MX9302958A (es)
NL (1) NL300384I2 (es)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES2120899A1 (es) * 1996-10-07 1998-11-01 Uriach & Cia Sa J Procedimiento para la preparacion de la 8-cloro-6, 11-dihidro-11- 1-(5-metil-3-piridinil)metil)-4-piperidinilideno)-5h-benzo(5,6) ciclohepta (1,2-b)piridina.
WO2022106923A1 (en) 2020-11-18 2022-05-27 BioPharma Synergies, S. L. Orodispersible powder composition comprising an antihistamine compound

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US6030991A (en) * 1993-05-20 2000-02-29 Texas Biotechnology Corp. Benzenesulfonamides and the use thereof to modulate the activity of endothelin
ES2087818B1 (es) * 1993-11-24 1997-03-16 Uriach & Cia Sa J 8-cloro-11-(1-((5-metil-3-piridil)metil)-4-piperidiliden)-6,11-dihidro-5h-benzo-(5,6)cicloheptal(1,2-b)piridina, fumarato.
JP3779349B2 (ja) * 1995-04-24 2006-05-24 興和株式会社 ピペリジン誘導体
US5977117A (en) * 1996-01-05 1999-11-02 Texas Biotechnology Corporation Substituted phenyl compounds and derivatives thereof that modulate the activity of endothelin
US5958905A (en) * 1996-03-26 1999-09-28 Texas Biotechnology Corporation Phosphoramidates, phosphinic amides and related compounds and the use thereof to modulate the activity of endothelin
US5804585A (en) 1996-04-15 1998-09-08 Texas Biotechnology Corporation Thieno-pyridine sulfonamides derivatives thereof and related compounds that modulate the activity of endothelin
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SK287684B6 (sk) * 1999-12-20 2011-06-06 Schering Corporation Pevná orálna farmaceutická dávková forma s predĺženým uvoľňovaním
US7405223B2 (en) 2000-02-03 2008-07-29 Schering Corporation Treating allergic and inflammatory conditions
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JP3881640B2 (ja) * 2003-08-08 2007-02-14 塩野義製薬株式会社 ロラタジンを含むドライシロップ剤
WO2006103688A1 (en) * 2005-04-01 2006-10-05 Hetero Drugs Limited A novel crystalline form of rupatadine free base
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US20070036859A1 (en) * 2005-08-11 2007-02-15 Perry Ronald L Sustained release antihistamine and decongestant composition
CN101497606B (zh) * 2008-01-29 2014-04-02 东莞达信生物技术有限公司 卢帕他定或其盐的制备方法
CA2798028A1 (en) 2010-06-30 2012-01-05 J. Uriach Y Compania S.A. Liquid formulations of rupatadine fumarate
WO2012001120A1 (en) 2010-06-30 2012-01-05 J. Uriach Y Compañía, S.A. Rupatadine salt as an antihistaminic agent
WO2013000406A1 (zh) * 2011-06-28 2013-01-03 Lin Tongjun 抗-变态反应的苯并环庚并噻吩衍生物
CN102653535A (zh) * 2011-12-09 2012-09-05 东莞达信生物技术有限公司 卢帕他定游离碱及其制取方法
EP2824103B1 (en) 2013-07-09 2016-04-27 Cadila Pharmaceuticals Limited An improved process for the preparation of Rupatadine Fumarate
US20180187263A1 (en) 2017-01-05 2018-07-05 Iowa State University Research Foundation, Inc. Kits for diagnostic detection and prevention of feedlot bovine respiratory disease
TWI825013B (zh) 2017-04-19 2023-12-11 日商帝國製藥股份有限公司 含有盧帕他定（ｒｕｐａｔａｄｉｎｅ）之貼附劑
CN109096251B (zh) * 2018-09-26 2020-11-03 合肥医工医药股份有限公司 具有组胺受体双重拮抗活性的化合物及用途
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KR930023359A (ko) 1993-12-18
EP0577957B1 (en) 1995-07-12
DE122008000031I1 (de) 2008-10-02
DE69300255D1 (de) 1995-08-17
JP2730612B2 (ja) 1998-03-25
LU91121I2 (fr) 2005-01-03
ATE124939T1 (de) 1995-07-15
KR0156518B1 (ko) 1998-11-16
US5407941A (en) 1995-04-18
NL300384I2 (nl) 2009-08-03
DE122008000031I2 (de) 2010-12-30
DK0577957T3 (da) 1995-12-04
CA2096318A1 (en) 1993-11-23
MX9302958A (es) 1993-11-01
HK1006169A1 (en) 1999-02-12
EP0577957A1 (en) 1994-01-12
DE69300255T2 (de) 1996-01-04
ES2076817T3 (es) 1995-11-01
ES2042421B1 (es) 1994-08-01
NL300384I1 (nl) 2009-06-02
JPH0687856A (ja) 1994-03-29
US5476856A (en) 1995-12-19

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