[go: up one dir, main page]

KR950704242A - 심장혈관 질환을 위한 벤젠알칸산(Benzenealkanoic Acids for Cardiovascular Diseases) - Google Patents

심장혈관 질환을 위한 벤젠알칸산(Benzenealkanoic Acids for Cardiovascular Diseases)

Info

Publication number
KR950704242A
KR950704242A KR1019950701124A KR19950701124A KR950704242A KR 950704242 A KR950704242 A KR 950704242A KR 1019950701124 A KR1019950701124 A KR 1019950701124A KR 19950701124 A KR19950701124 A KR 19950701124A KR 950704242 A KR950704242 A KR 950704242A
Authority
KR
South Korea
Prior art keywords
formula
compound
ethyl
chlorophenyl
alkyl
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
KR1019950701124A
Other languages
English (en)
Other versions
KR0169182B1 (ko
Inventor
로저 피터 디킨슨
케빈 닐 대크
Original Assignee
제임스 윌리암 무어
화이자 리서취 앤드 디벨롭먼트 캄파니, 엔.브이./에스.에이.
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 제임스 윌리암 무어, 화이자 리서취 앤드 디벨롭먼트 캄파니, 엔.브이./에스.에이. filed Critical 제임스 윌리암 무어
Publication of KR950704242A publication Critical patent/KR950704242A/ko
Application granted granted Critical
Publication of KR0169182B1 publication Critical patent/KR0169182B1/ko
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/57—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C07C233/63—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • 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
    • 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
    • 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
    • A61P35/00—Antineoplastic 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
    • 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
    • A61P9/06—Antiarrhythmics
    • 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
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C233/00—Carboxylic acid amides
    • C07C233/01—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C07C233/02—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
    • C07C233/11—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having nitrogen atoms of carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals with carbon atoms of carboxamide groups bound to carbon atoms of an unsaturated carbon skeleton containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/02—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/32—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings
    • C07C235/34—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to acyclic carbon atoms and singly-bound oxygen atoms bound to the same carbon skeleton the carbon skeleton containing six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
    • C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
    • C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
    • C07C311/19—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by carboxyl groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C317/00—Sulfones; Sulfoxides
    • C07C317/44—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton
    • C07C317/48—Sulfones; Sulfoxides having sulfone or sulfoxide groups and carboxyl groups bound to the same carbon skeleton the carbon skeleton being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/02—Systems containing only non-condensed rings with a three-membered ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Pulmonology (AREA)
  • Urology & Nephrology (AREA)
  • Endocrinology (AREA)
  • Hematology (AREA)
  • Diabetes (AREA)
  • Reproductive Health (AREA)
  • Vascular Medicine (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Steroid Compounds (AREA)

Abstract

하기식 (I)의 화합물 및 그의 약제학적으로 허용가능한 염 및 생물학적으로 불안정한 에스테르는, 특히 트롬복산 신쎄타제 억제제와 함께, 아테롬성 동맥경화증 및 불안정 안기나의 치료 및 경피의 반구경 혈관형성술후의 재교합 방지를 위해 유용한 트롬복산 A2의길항제이다.
상기식에서, R2.R3및 R4가 각각 H 또는 C1-C4알킬이고, R5가 CH2mNHSO2R6또는 (CH)2mNHSO2R6이며, R6는 C1-C6의알킬, 아릴에 의해 임의로 치환된, C3-C6T시클로알킬, 아릴 또는 헤테로아릴이고, R7는 C1-C4알킬, C1-C4알콕시, 할로, CF3, OCF3, CN, CONH2, 또는 S(O)n(C1-C4알킬)이며, X는 CH2, CHCH3, CH(OH), C(OH)CH3, C〓CH2, CO 또는 O이고, m은 O또는 1이며, n은 0,1 또는 2이다.

Description

심장혈관 질환을 위한 벤젠알칸산(Benzenealkanoic Acids for Cardiovascular Diseases)
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (24)

  1. 하기식(I)의 화합물 및 그의 약제작적으로 허용가능한 염 및 생물학적으로 불안정한 에스테르,
    상기 식에서 R1,R2,R3및 R4는 각각 독립적으로 H또는 C1-C4알킬이고, R5는 (CH2)mNHSO2R6또는 (CH2)mNRCOR6이며, R6는 C1-C6알킬, 임의로 아릴에 의해 치환된 C3-C6시클로알킬, 아릴 또는 헤테로아릴이고, R7는 H, C1-C4알킬, C1-C4알콕시, 할로, CF3, OCF3, CN, CONH3, 및 S(O)n(C1-C4알킬)로부터 각각 독립적으로 선택된 1내지 3개의 치환체를 나타내며, X는 CH2, CHCH3, CH(OH), CH(OH)CH3, C〓CH2, CO, 또는 O이고, m은 0또는 1이며, n은 0,1 또는 2이다.
  2. 제1항에 있어서, R1,R2,R3및 R4가 각각 H이고, R5이 NHSO2R6이며, X가 CH2,CH(CH3), CO 또는 O인 화합물.
  3. 제2항에 있어서, R5가 NHSO2R6이고 R6이 할로 또는 CF3에 의해 치환된 페닐인 화합물.
  4. 제3항에 있어서, R6가 4-클로로페닐인 화합물.
  5. 제1내지 4항중 어느 한 항에 있어서, R7이 H,F,OCH3,SO2CH3또는 CN인 화합물.
  6. 제1내지 5항중 어느 한 항에 있어서, 생물학적으로 불안정한 에스테르가 메틸, 에틸 또는 t-부틸 에스테르인 화합물.
  7. 제1항에 있어서, 3-[(4-플루오로페닐)메틸]-5-[2-[(4-트리플루오로메틸페닐)술포닐아미노)에틸]벤젠프로판산, 3-[2-[(4-클로로페닐)술포닐아미노]에틸]-5-[1-(4-플루오로페닐)에틸]벤젠프로판산, 3-[2-[(4-클로로페닐)술포닐아미노]에틸]-5-[(4-플루오로페닐)메틸]벤젠프로판산, 3-[2-[(4-클로로페닐)술포닐아미노]에틸]-5-(4-플루오로페녹시)벤젠프로판산, 3-[2-[(4-클로로페닐)술포닐아미노]에틸-5-(4-메톡시벤조일)벤젠프로판산, 및 3-[2-[(4-클로로페닐)술포닐아미노]에틸-5(4-시아노벤조일)벤젠프로판산으로부터 선택되는 화합물.
  8. 제1 내지 7항중 어느 한 항에 따른 식(I)의 화합물, 또는 그의 약제학적으로 허용되는 염 또는 생물학적으로 불안정한 에스테르 및 약제학적으로 허용되는 희석제 또는 담체로 이루어진 약제학적 조성물.
  9. 제8항에 있어서, 트롬복산 신쎄타제 억제제를 추가로 함유하는 약제학적 조성물.
  10. 아테롬성 동맥경화중 및 불안정 안기나의 치료를 포함하는, 특히 트롬복산 A2가 유발제인 질병 상태의 치료 및 경피의 반구경 혈관형성술 후의 재교합 방지를 위한 의약 용도의 제1내지 7항중 어느 한 항에 따른식(I)의 화합물 또는 그의 약제학저긍로 허용가능한 염 또는 생물학적 불안정한 에스테르.
  11. 아테롬성 동맥경화증 및 불안정 안기나의 치료를 포함하는, 트롬복산 A2가 유발제인 질병상태의 치료 및 경피의 반구경 혈관 형성술 후의 재교합 방지를 위한 의약품의 제조를 위한 제1 내지 7항중 어느 한 항에 따른 식(I)의 화합물의 용도.
  12. 유효량의 제1 내지 7항중 어느 항에 따른 식(I)의 화합물을 임의로 트롬복산 신쎄타제 억제제와 함께 환자에게 투여하는 것으로 이루어지는, 아테롬성 동맥경화증 및 불안정 안기나의 치료를 포함하는 트롬복산A2가 유발제인 질병 상태로 고생하는 환자의 치료 및 경피의 반구경 혈관 형성술후의 재교합 방지 방법.
  13. 하기식(II)의 화합물
    상기식에서, R1,R2,R3,R4,R5,R7, 및 x는 제1항에 정의된 바와 같으며, R8는 C1-C4알킬이다.
  14. 하기식(III)의 화합물.
    상기식에서, R1,R2,R3,R4,R5,R7, m 및 x는 제1항에 정의된 바와 같으며, R8는 C1-C4알컬이다.
  15. 하기식(IV)의 화합물.
    상기식에서, R1,R2,R3,R4,R5,R7, 및 x는 제1항에 정의된 바와 같으며, R8는 C1-C4알컬이다.
  16. (i)하기식 (II)의 에스테르를 수성 산 또는 알칼리와 반응시킴으로써 식(I)의 대응하는 화합물을 얻거나,
    (상기 식에서 R1,R2,R3,R4,R5,R7및 x는 식(I)에 정의된 바와 같고 R8은 C1-C4알킬이다)
    (ii)m이 O인 식(I)의 화합물의 경우에, 하기식(IV)의 야미드를 수성 알칼리 및 차아염소산 나트륨과 반응시키고, 이어서 생성되는 야민을 술포닐화 또는 아실화 시켜 식(I)의 대응하는 화합물을 얻고,
    (iii)임의로 (a)X가 C〓O이고 R7이 2-F, 2-C1, 4-F 또는 C-C1일 때, 식(I)의 화합물을 염기의 존재하에 알칼리 금속 알콕시드 또는 C1-C4알카놀과 반응시켜 R7이 C1-C4알콕시인 식(I)의 대응하는 화합물을 얻거나, (b)X가 C=O이고 R7이 2-F, 2-Cl, 4-F 또는 4-Cl일때, 식(I)의 화합물을 알칼리 금속(C1-C4)알킬티올레이트 염 또는 알칼리 금속(C1-C4)알킬술피네이트 염과 반응시켜 R7이 (C1-C4)알킬티오 또는 (C1-C4)알킬술포닐인 식(I)의 대응하는 화합물을 얻거나, 또는 (c)X가 C〓O 이고 R7이 2-F, 2-C1, 4-F 또는 4-C1일 때, 식(I)의 화합물을 알칼리 금속 시아니드와 반응시켜 R7이 CN인 식(I)의 대응하는 화합물을 얻거나, 또는 (d)X가 C〓O일 때, 식(I)의 화합물을 트리플루오로아세트산중의 트리에틸실란과 반응시킴으로써 환원시켜 X가 -(CH2)2-인 식(I)의 대응하는 화합물을 얻거나, 또는 소듐 브로모히드리드로 환원시켜 X가 CH(OH)인 식(I)의 대응하는 화합물을 얻고, (iv)임의로, 산물의 약제학적으로 허용가능한 염 또는 생물학적으로 불안정한 에스테르 유도체를 형성하는 것으로 이루어지는 하기식(I)의 화합물 및 그의 약제학적으로 허용가능한 염 및 생물학적으로 불안정한 에스테르의 제조 방법.
    상기 식에서, R1,R2,R3및 R4는 각각 독립적으로 H또는 C1-C4알킬이고, R5는 (CH)mNHSO2R6또는 (CH2)mNHCOR6이며, R6는 C1-C6알킬, 아릴에 의해 임의로 치환된 C3-C6시클로알킬, 아릴 또는 헤테로아릴이고, R7는 H, C1-C4알킬, C1-C4알콕시, 할로, CF3, OCF3, CN, COHN2및 S(O)n(C1-C4알킬)로부터 각각 독립적으로 선택된 1내지의 3개의 치환체를 나타내며, X는 CH2, CHCH3, CH(OH), (OH)CH3, C〓CH2, CO, 또는 O이고 m은 0,1 또는 2이다.
  17. 제16항에 있어서, 단계(i)의 가수분배를 C1-C4알카놀중의 과량의 수성 수산화 나트륨으로 행하는 방법.
  18. 제16항에 있어서, 단계(ii)의 술포닐화를 식(R6CO)2O의 술폰산 무수물 또는 식R6SO2할로의 술포닐할라이드(여기서,R6가 제1항에 정의된 바와 같고 할로가 플루오로, 클로로, 브로모 또는 요오드임)를 사용하여 수행하는 방법
  19. 제16항에 있어서, 단계(ii)의 아실화를 식(R6CO)2O의 산무수물 또는 식 R6CO할로의 할라이드(여기서, R6가 할로가 제3항에 정의된 바와 같음)을 사용하여 수행하는 방법.
  20. 제16항에 있어서, R1,R2,R3및 R4가 각가 H이고 R5가 NHSO2R6이며 X가 CH2, CH(CH3), CO 또는 0인 방법.
  21. 제16항에 있어서 R5가 NHSO2R6이며 R6가 할로 또는 CF3에 의해 치환된 페닐인 방법.
  22. 제21항에 있어서, R6가 4-클로로페닐인 방법.
  23. 제16 내지 22항중 어느 한 항에 있어서, R7이 H,F,OCH3,SO2CH3또는 CN인 방법.
  24. 제16항에 있어서, 생성되는 식(I)의 화합물이 3-[(4-플루오로페닐)메틸]-5-[2-[(4-트리플루오로메틸페닐)술포닐아미노]에틸]벤젠프로판산, 3-[2-[(4-클로로페닐)술포닐아미노]에틸]-5-[1-(4-플루오로페닐)에틸]벤젠프로판산, 3-[2-[(4-클로로페닐)술포닐아미노]에틸]-5-[(4-플루오로페닐)메틸]벤젠프로판산, 3-[2-[(4-클로로페닐)술포닐아미노]에틸]-5-(4-플루오로페녹시)벤젠프로판산, 3-[2-[(4-클로로페닐)술포닐아미노]에틸-5-(4-메톡시벤조일)벤젠프로판산, 또는 3-[2-[(4-클로로페닐)술포닐아미노]에틸-5(4-시아노벤조일)벤젠프로판산인 화합물.
    ※참고사항:최초출원 내용에 의하여 공개하는 것임.
KR1019950701124A 1992-09-23 1993-09-14 심장혈관 질환을 위한 벤젠알칸산 Expired - Fee Related KR0169182B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
GB929220137A GB9220137D0 (en) 1992-09-23 1992-09-23 Therapeutic agents
GB9220137.5 1992-09-23
PCT/EP1993/002488 WO1994006761A1 (en) 1992-09-23 1993-09-14 Benzenealkanoic acids for cardiovascular diseases

Publications (2)

Publication Number Publication Date
KR950704242A true KR950704242A (ko) 1995-11-17
KR0169182B1 KR0169182B1 (ko) 1999-03-20

Family

ID=10722399

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019950701124A Expired - Fee Related KR0169182B1 (ko) 1992-09-23 1993-09-14 심장혈관 질환을 위한 벤젠알칸산

Country Status (29)

Country Link
US (1) US5618941A (ko)
EP (1) EP0662950B1 (ko)
JP (1) JP2625262B2 (ko)
KR (1) KR0169182B1 (ko)
CN (1) CN1037176C (ko)
AT (1) ATE162184T1 (ko)
AU (1) AU666976B2 (ko)
BR (1) BR9307091A (ko)
CA (1) CA2145296C (ko)
CZ (1) CZ72095A3 (ko)
DE (1) DE69316380T2 (ko)
DK (1) DK0662950T3 (ko)
EG (1) EG20285A (ko)
ES (1) ES2111176T3 (ko)
FI (1) FI114862B (ko)
GB (1) GB9220137D0 (ko)
GR (1) GR3025909T3 (ko)
HU (1) HUT70512A (ko)
IL (1) IL106993A (ko)
MX (1) MX9305843A (ko)
MY (1) MY109576A (ko)
NO (1) NO302698B1 (ko)
NZ (1) NZ255412A (ko)
PL (1) PL174431B1 (ko)
RU (1) RU2110512C1 (ko)
TW (1) TW283704B (ko)
WO (1) WO1994006761A1 (ko)
YU (1) YU60993A (ko)
ZA (1) ZA936961B (ko)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1998013347A1 (en) 1996-09-26 1998-04-02 Novartis Ag Aryl-substituted acrylamides with leukotriene b4 (ltb-4) receptor antagonist activity
US5986136A (en) * 1997-04-15 1999-11-16 President And Fellows Of Harvard College Photolabeling reagent
DE19848260C2 (de) * 1998-10-20 2002-01-17 Fumapharm Ag Muri Fumarsäure-Mikrotabletten
DE10059418A1 (de) * 2000-11-30 2002-06-20 Aventis Pharma Gmbh Ortho, meta-substituierte Bisarylverbindungen, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament sowie sie enthaltende pharmazeutische Zubereitungen
FR2827280B1 (fr) * 2001-07-13 2003-10-31 Servier Lab Nouveaux derives de benzene sulfonamide, leur procede de preparation et les compositions pharmaceutiques qui les contiennent
AU2003244913A1 (en) * 2002-07-09 2004-01-23 B.M.R.A. Corporation B.V. Pharmaceutical combination of a thromboxane A2 receptor antagonist and a COX-2 inhibitor
CN1318507C (zh) * 2003-03-04 2007-05-30 陈少岳 一种水晶树脂及其生产方法
WO2005016334A1 (en) * 2003-08-07 2005-02-24 B.M.R.A. Corporation B.V. Compositions and methods involving the combination of a thromboxane a2 receptor antagonist and an inhibitor of cyclooxigenase-1
DE102004007358B4 (de) * 2004-02-16 2017-10-12 Chiron As Kongenere, chlorierte, bromierte und/oder iodierte, fluorierte aromatische Verbindungen mit zwei Benzolringen in ihrer Grundstruktur, Verfahren zu ihrer Herstellung und ihre Verwendung
CN101160285A (zh) * 2005-03-17 2008-04-09 辉瑞大药厂 适用于治疗疼痛的n-(n-磺酰氨基甲基)环丙烷甲酰胺衍生物
US8551489B2 (en) 2008-01-03 2013-10-08 Musc Foundation For Research Development Methods for the treatment of cancers

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2809377A1 (de) * 1978-03-04 1979-09-13 Boehringer Mannheim Gmbh Phenoxyalkylcarbonsaeure-derivate, verfahren zu deren herstellung sowie diese verbindungen enthaltende arzneimittel
DE3000377A1 (de) * 1980-01-07 1981-07-09 Boehringer Mannheim Gmbh, 6800 Mannheim Neue sulfonamide, verfahren zu deren herstellung sowie diese verbindungen enthaltende arzneimittel
DE3623944A1 (de) * 1986-07-16 1988-02-11 Thomae Gmbh Dr K Neue benzolsulfonamido-indanylverbindungen, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung
IL83230A (en) * 1986-08-06 1992-06-21 Tanabe Seiyaku Co Phenoxyacetic acid derivatives,their preparation and pharmaceutical compositions containing them
DE68909958D1 (de) * 1988-01-19 1993-11-25 Tanabe Seiyaku Co Phenoxyessigsäure-Derivate, ihre Herstellung, pharmazeutische Zusammensetzungen, die sie enthalten, und deren Verwendung.
DE3819052A1 (de) * 1988-06-04 1989-12-07 Basf Ag Neue sulfonamid-derivate, ihre herstellung und verwendung
GB9107043D0 (en) * 1991-04-04 1991-05-22 Pfizer Ltd Therapeutic agents
TW219358B (ko) * 1991-12-20 1994-01-21 Hokuriku Pharmaceutical

Also Published As

Publication number Publication date
KR0169182B1 (ko) 1999-03-20
IL106993A (en) 1997-06-10
EG20285A (en) 1998-07-30
AU4960093A (en) 1994-04-12
CZ72095A3 (en) 1995-07-12
WO1994006761A1 (en) 1994-03-31
NZ255412A (en) 1996-09-25
JPH08502046A (ja) 1996-03-05
EP0662950B1 (en) 1998-01-14
CA2145296C (en) 2002-01-29
GR3025909T3 (en) 1998-04-30
NO302698B1 (no) 1998-04-14
DE69316380D1 (de) 1998-02-19
MY109576A (en) 1997-02-28
ATE162184T1 (de) 1998-01-15
CN1037176C (zh) 1998-01-28
CN1087080A (zh) 1994-05-25
US5618941A (en) 1997-04-08
RU2110512C1 (ru) 1998-05-10
NO951080L (no) 1995-03-21
RU95108547A (ru) 1997-02-10
FI951341L (fi) 1995-03-22
DK0662950T3 (da) 1998-02-09
PL174431B1 (pl) 1998-07-31
HUT70512A (en) 1995-10-30
IL106993A0 (en) 1993-12-28
CA2145296A1 (en) 1994-03-31
YU60993A (sh) 1997-07-31
DE69316380T2 (de) 1998-04-30
NO951080D0 (no) 1995-03-21
ZA936961B (en) 1995-03-22
JP2625262B2 (ja) 1997-07-02
HU9500838D0 (en) 1995-05-29
FI114862B (fi) 2005-01-14
TW283704B (ko) 1996-08-21
EP0662950A1 (en) 1995-07-19
ES2111176T3 (es) 1998-03-01
FI951341A0 (fi) 1995-03-22
MX9305843A (es) 1995-01-31
AU666976B2 (en) 1996-02-29
PL308144A1 (en) 1995-07-24
GB9220137D0 (en) 1992-11-04
BR9307091A (pt) 1999-03-30

Similar Documents

Publication Publication Date Title
KR950704242A (ko) 심장혈관 질환을 위한 벤젠알칸산(Benzenealkanoic Acids for Cardiovascular Diseases)
RU2001113733A (ru) N-(2-арилпропионил) сульфонамиды и содержащие их фармацевтические препараты
NO945084L (no) Substituerte heterocykliske karboksylsyreamider, deres fremstilling og anvendelse som legemiddel
FI904537A0 (fi) Nya n-aryl- och n-heteroarylamid- och ureaderivat foer anvaendning som acylkoenzym a: kolesterolacyltransferas (acat)-inhibitorer.
PL163362B1 (pl) Sposób wytwarzania nowych acyloaminobenzamidów PL PL
RU2008106058A (ru) Производные пиридазинона в качестве агонистов рецептора тиреоидного гормона
AR120244A1 (es) INHIBICIÓN DE INTEGRINA a4b7 HUMANA
DK74691A (da) 4(4-(substitueret phenyl)-1-piperazinyl)phenoler og fremgangsmaade til fremstilling deraf
CA2440644A1 (en) Inhibitors of integrin .alpha.v.beta.6
CA2265671A1 (en) Matrix metalloproteinase inhibitors
CO5720995A2 (es) Compuesto novedoso
DE3856501D1 (de) Schlafverbesserungsmittel
RU2009114544A (ru) Производные пиридина для лечения метаболических нарушений, связанных с устойчивостью к действию инсулина или гипергликемией
HUP0104308A2 (hu) Amidino- és guanidino-azetidinon-származékok, mint triptáz inhibitorok, eljárás előállításukra, ezeket tartalmazó gyógyszerkészítmények, valamint intermedierek
MX9200777A (es) 4-[(2-benzotiazolil)metilamino]-alfa-[(3,4-difluorofenoxi)metil]-1-pip eridetanol.
JP2004517811A (ja) アザ−アミノ酸誘導体（第Ｘａ因子阻害剤１５）
KR970706811A (ko) I형 알레르기성 질환의 예방 및 치료제(Preventive and remedy for type Ⅰ allergic diseases)
GB1334693A (en) Acenaphthene derivatives
RU2002119405A (ru) Ингибиторы фарнезилтрансферазы
NO864379L (no) ((((3-pyridinyl)metylen)amino)oksy)alkansyrer og -estere.
KR850001181A (ko) 아미노-n-(1h-테트라졸-5-일) 벤즈아미드의 카바메이트 및 옥살아미드의 제조방법
GB1472485A (en) 3,5-dihalo-6-fluoro-2-pyridyloxy compounds and their use as herbicides
JPS5531027A (en) N-phenetyl acetamide derivative
ES354289A1 (es) Procedimiento de fabricacion de nuevos medios de contraste radiologico.
GB1237062A (en) ESTERS OF alpha-(1-SUBSTITUTED-3-PYRROLIDINYL)-alpha-PHENYL-ACETIC ACID

Legal Events

Date Code Title Description
A201 Request for examination
PA0105 International application

Patent event date: 19950323

Patent event code: PA01051R01D

Comment text: International Patent Application

PA0201 Request for examination

Patent event code: PA02012R01D

Patent event date: 19950323

Comment text: Request for Examination of Application

PG1501 Laying open of application
E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

Comment text: Notification of reason for refusal

Patent event date: 19980423

Patent event code: PE09021S01D

E701 Decision to grant or registration of patent right
PE0701 Decision of registration

Patent event code: PE07011S01D

Comment text: Decision to Grant Registration

Patent event date: 19980829

GRNT Written decision to grant
PR0701 Registration of establishment

Comment text: Registration of Establishment

Patent event date: 19981009

Patent event code: PR07011E01D

PR1002 Payment of registration fee

Payment date: 19981009

End annual number: 3

Start annual number: 1

PG1601 Publication of registration
LAPS Lapse due to unpaid annual fee
PC1903 Unpaid annual fee

Termination category: Default of registration fee

Termination date: 20020813