KR830003462A - 치환된 옥시란 카르복실릭 산류의 제조방법 - Google Patents

치환된 옥시란 카르복실릭 산류의 제조방법 Download PDF

Info

Publication number
KR830003462A
KR830003462A KR1019800003519A KR800003519A KR830003462A KR 830003462 A KR830003462 A KR 830003462A KR 1019800003519 A KR1019800003519 A KR 1019800003519A KR 800003519 A KR800003519 A KR 800003519A KR 830003462 A KR830003462 A KR 830003462A
Authority
KR
South Korea
Prior art keywords
hydrogen atom
group
carboxylic acids
acids
pharmaceutically acceptable
Prior art date
Application number
KR1019800003519A
Other languages
English (en)
Other versions
KR840002306B1 (ko
Inventor
암슈레르 헤르만
이스테테르 크라우스
루드비그 게르하르드
라프 엔리흐
볼트 호르스트
Original Assignee
귄테르 미첼, 쿠르트 크렘
비크 굴덴 롬베르그 케미쉬 파브리크 쥐엠비 에이츠
쿠르트 크렘
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 귄테르 미첼, 쿠르트 크렘, 비크 굴덴 롬베르그 케미쉬 파브리크 쥐엠비 에이츠, 쿠르트 크렘 filed Critical 귄테르 미첼, 쿠르트 크렘
Publication of KR830003462A publication Critical patent/KR830003462A/ko
Application granted granted Critical
Publication of KR840002306B1 publication Critical patent/KR840002306B1/ko

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
    • C07D303/02—Compounds containing oxirane rings
    • C07D303/48—Compounds containing oxirane rings with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms, e.g. ester or nitrile radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/06—Antihyperlipidemics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/132—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group
    • C07C29/136—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH
    • C07C29/147—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by reduction of an oxygen containing functional group of >C=O containing groups, e.g. —COOH of carboxylic acids or derivatives thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/36—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal
    • C07C29/38—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones
    • C07C29/40—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring increasing the number of carbon atoms by reactions with formation of hydroxy groups, which may occur via intermediates being derivatives of hydroxy, e.g. O-metal by reaction with aldehydes or ketones with compounds containing carbon-to-metal bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/23—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing hydroxy or O-metal groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/347—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups
    • C07C51/377—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups
    • C07C51/38—Preparation of carboxylic acids or their salts, halides or anhydrides by reactions not involving formation of carboxyl groups by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups by decarboxylation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
    • C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
    • C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
    • C07C57/60—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings having unsaturation outside the rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/64—Acyl halides
    • C07C57/72—Acyl halides containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
    • C07C57/64—Acyl halides
    • C07C57/76—Acyl halides containing halogen outside the carbonyl halide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/58—Unsaturated compounds containing ether groups, groups, groups, or groups
    • C07C59/64—Unsaturated compounds containing ether groups, groups, groups, or groups containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D301/00—Preparation of oxiranes
    • C07D301/02—Synthesis of the oxirane ring
    • C07D301/03—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds
    • C07D301/12—Synthesis of the oxirane ring by oxidation of unsaturated compounds, or of mixtures of unsaturated and saturated compounds with hydrogen peroxide or inorganic peroxides or peracids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Diabetes (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Hematology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Obesity (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Endocrinology (AREA)
  • Emergency Medicine (AREA)
  • Inorganic Chemistry (AREA)
  • Epoxy Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Epoxy Resins (AREA)
  • Saccharide Compounds (AREA)

Abstract

내용 없음

Description

치환된 옥시란 카르복실릭 산류의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (89)

  1. 일반구조식 Ⅰ의 치환된 옥시란카르복실릭산류와 카르복실릭산류의 염류
  3. 상기식에서
  4. R1은 수소원자, 할로겐원자, 하이드록실그룹, 저급알킬그룹, 저급알콕시그룹 또는 트리플루오로메틸 그룹
  5. R2는 R1에서 언급한 것중 하나
  6. R3는 수소원자 또는 저급 알킬그룹이고
  7. n은 1내지 8의 정수
  8. 일반구조식 Ⅰ이 다음과 같은 것을 특징으로하는 청구범위 1에 따른 치환된 옥시란 카르복실릭산류와 카르복실산류의 염류
  10. 상기식에서
  11. R1*와 R2*는 메타-위치 또는 파라-위치이고
  12. R1*은 수소원자, 염소원자, 메틸그룹, 메톡시그룹 또는 트리플루오로메틸그룹,
  13. R2*는 수소원자 또는 염소원자,
  14. R3*는 수소원자 또는 저급알킬그룹이고
  15. n*는 3내지 7의 정수
  16. 다음 n*가 3내지 5정수이고 R1*, R2*와 R3*가 청구범위 2에서 언급한 것인 청구범위 2에 따른 화합물
  17. 일반구조식 Ⅰ**과 무기 또는 유기염기류인 카르복실릭산류의 약학적으로 받아들여 질 수 있는 염류로 특징이 있는 청구범위1에 따른 치환된 옥시란 카르복실릭산류
  19. 상기식에서
  20. R1**와 R2**는 메타-위치 또는 파라-위치이고
  21. R1**은 수소원자, 염소원자 또는 트리플루오로 메틸그룹,
  22. R2**는 수소원자,
  23. R3**는 수소원자, 메틸그룹 또는 에틸그룹이고
  24. n**는 3 또는 4
  25. R1**이 수소원자 또는 염소원자이고 R2**, R3**와 n**는 청구범위 4에서 언급한것인 청구범위 4에 따른 화합물
  26. 다음 일반구조식 Ⅰ***과 무기 또는 유기염기류인 카르복실릭산류의 약학적으로 받아들여질 수 있는 염류로 특징이 있는 청구범위 1에 따른치환된 옥시란 카르복실릭산류
  28. 상기식에서
  29. R1***와 R2***는 메타-위치 또는 파라-위치이고
  30. R1***는 수소원자, 염소원자 또는 트리플루오로메틸그룹,
  31. R2***는 수소원자,
  32. R3***는 수소원자, 메틸그룹 또는 에틸그룹이고
  33. n***는 5이다.
  34. 2-[3-(1-클로로페닐)-프로필]-옥시란-2-카르복실릭산, 이들 에틸 에스 테르와 무기와 유기염기류인 약학적으로 받아들여질수 있는 염류
  35. 2-[3-(4-클로로페닐)-프로필]-옥시란-2-카르복실릭산, 이들 에틸에스테르와 무기와 유기염기류인 약학적으로 받아들여질수 있는 염류
  36. 2-[3-(3-트리플루오로 메틸페닐)-프로필]-옥시란-2-카르복실릭산, 이들 에스테르와 무기와 유기염기류인 약학적으로 받아들여질수 있는 염류
  37. 2-(5-페닐펜틸)-옥시란-2-카르복실릭산, 이들 에틸에스테르와 무기와 유기염기류인 약학적으로 받아들여질 수 있는 염류
  38. 2-[5-(4-클로로페닐)-펜틸]-옥시란-2-카르복실릭산, 이들 에틸에스테르와 무기와 유기염기류인 약학적으로 받아들여질수 있는 염류
  39. 다음 일반구조식 Ⅰ의 치환된 옥시란카르복실릭산류의 하나 또는 다수 활성성분 또는 무기 또는 유기염기류인 산류의 약학적으로 받아들여질 수 있는 염류를 포함하는 약제
  41. 상기식에서
  42. R1은 수소원자, 할로겐원자, 하이드록실그룹, 저급알킬그룹, 저급알콕시그룹 또는 트리플루오로 메틸그룹,
  43. R2는 R1에서 언급한 것중 하나
  44. R3는 수소원자 또는 저급알킬그룹이고
  45. n은 1내지 8의 정수
  46. 청구범위 2 또는 청구범위 4 또는 청구범위 6에 따른 일반구조식 Ⅰ*, Ⅰ**또는 Ⅰ***의 하나 또는 다수치환된 옥시란 카르복실릭산류 또는 유기염기류인 약학적으로 받아들여질 수 있는 염류를 활성성분으로서 포함하는 약제
  47. 하나 또는 다수 고체 또는 액체 약학적으로 받아들여질 수 있는 담체인 혼합물에서 청구범위 1내지 11에 따른 적어도 하나 화합물의 전체혼합물 중량 1내지 95%를 포함하는 약학적 제제
  48. 다음 일반구조식(Ⅱ)의 치환된 α-메틸렌카르복실릭산류를 산화시키고 생성저급알킬 에스 테르를 임의로 사포닌화시키거나 또는 생성산류를 임의로 염류 또는 저급알킬 에스테르류로 전환시키는 것을 특징으로 하는 다음 일반구조식 Ⅰ의 치환된 옥시란 카르복실릭산류와 산류의 염류를 제조하는 방법.
  51. 상기 식에서
  52. R1은 수소원자, 할로겐원자, 하이드록실그룹, 저급알킬그룹, 저급알콕시그룹 또는 트리트리플 루오로메틸 그룹,
  53. R2는 R1에서 언급한것중 하나
  54. R3는 수소원자 또는 저급알킬그룹이고
  55. n은 1내지 8의 정수이다.
  56. 다음 일반구조식Ⅱ*의 α-메틸렌카르복실릭산류를 사용하여 청구범위 2에 따른 일반 구조식 Ⅰ*의 치환된 옥시란카르복실릭산류를 제조하는 것을 특징으로 하는 청구범위 15에 따른 공정
  58. 상기식에서
  59. R1*, R2*, R3*와 n*은 청구범위 2에서 언급한 것이다.
  60. n*가 3내지 5이고 R1*, R2*와 R3*가 청구범위 2에서 언급한것인 일반구조식Ⅱ*의 α-메틸렌카르복실릭산류를 사용하는 것을 특징으로 하는 청구범위 60에 따른 공정
  61. 다음 일반구조식Ⅱ**의 α-메틸렌 카르복실릭산류를 사용하여 청구범위 4에 따른 일반구조식Ⅰ**의 치환된 옥시란 카르복실릭산류를 제조하는 것을 특징으로하는 청구범위 15에 따른 공정.
  63. 상기식에서
  64. R1**, R2**, R3**는 청구범위 4에서 언급한 것이다.
  65. R1*이 수소원자 또는 염소원자이고 R2**, R3**와 n**가 청구범위 4에서 언급한 것인 일반구조식Ⅱ**의 α-메틸렌카르복실릭산류를 사용하는 것을 특징으로 하는 청구범위 18에 따른 공정.
  66. 일반구조식 Ⅱ***의 α-메틸렌카르복실릭산류를 사용하여 청구범위 6에 따른 일반구조식 Ⅰ***의 치환된 옥시란카르복실릭산류를 제조하는 것을 특징으로하는 청구범위15에 따른 공정.
  68. 상기식에서
  69. R1***, R2***, R3***와 n***가 청구범위 6에서 언급한 것이다.
  70. 전에 언급한 상세한 실시예로 전반적으로 기술된 청구범위 1의 치환된 옥시란카르복실릭산류를 제조하는 방법.
  71. 일반구조식 Ⅱ**의 α-메틸렌 카르복실릭산류와 무기 또는 유기염기류인 카르복실릭산류의 약학적으로 받아들여질 수 있는 염류
  73. 상기식에서
  74. R1**와 R2**는 메타-위치 또는 파라-위치,
  75. R1**는 염소원자,
  76. R2**는 수소원자,
  77. R3**는 수소원자, 메틸그룹 또는 에틸그룹이고
  78. n**는 3 또는 4
  79. 다음 일반구조식 Ⅱ***의 α-메틸렌카르복실릭산류와 무기 또는 유기염기류인 카르복실릭산류의 약학적으로 받아들여질 수 있는 염류
  81. 상기식에서
  82. R1***와 R2***는 메타-위치 또는 파라-위치,
  83. R1***는 수소원자, 염소원자 또는 트리플루오로메틸그룹,
  84. R2***는 수소원자,
  85. R3***는 수소원자, 메틸그룹 또는에틸그룹이고
  86. n***는 5이다.
  87. 청구범위 22 또는 23에 따른 화합물을 활성성분으로 포함하는 약제
  88. 하나 또는 다수고체 또는 액체 약학적으로 받아들여질 수 있는 담체와 혼합물에서 청구범위 22 또는 23에 따른 적어도 하나 화합물의 전체혼합물의 중량 1내지 95%를 포함하는 약학적 제제.
  89. * 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019800003519A 1979-09-07 1980-09-05 치환된 옥시란카복실산의 제조방법 KR840002306B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CH806879 1979-09-07
CH8068 1979-09-07

Publications (2)

Publication Number Publication Date
KR830003462A true KR830003462A (ko) 1983-06-20
KR840002306B1 KR840002306B1 (ko) 1984-12-17

Family

ID=4334641

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1019800003519A KR840002306B1 (ko) 1979-09-07 1980-09-05 치환된 옥시란카복실산의 제조방법

Country Status (21)

Country Link
US (1) US4324796A (ko)
EP (1) EP0025192B1 (ko)
JP (1) JPS5645464A (ko)
KR (1) KR840002306B1 (ko)
AT (1) ATE3291T1 (ko)
AU (1) AU534361B2 (ko)
CA (1) CA1149404A (ko)
DD (1) DD154017A5 (ko)
DE (2) DE3032669A1 (ko)
DK (1) DK380680A (ko)
ES (1) ES494791A0 (ko)
FI (1) FI68048C (ko)
GR (1) GR69822B (ko)
HU (1) HU183206B (ko)
IE (1) IE50998B1 (ko)
IL (1) IL60975A (ko)
NZ (1) NZ194850A (ko)
PL (1) PL129063B1 (ko)
PT (1) PT71773B (ko)
YU (1) YU226880A (ko)
ZA (1) ZA805499B (ko)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4337267A (en) * 1980-08-25 1982-06-29 Byk Gulden Lomberg Chemische Fabrik Gmbh Phenalkoxyalkyl- and phenoxyalkyl-substituted oxiranecarboxylic acids, their use and medicaments containing them
JPS57501478A (ko) * 1980-08-29 1982-08-19
DE3269811D1 (en) * 1981-07-24 1986-04-17 Byk Gulden Lomberg Chem Fab Phenylalkyloxirane-carboxylic acids, process for their preparation, their use and medicines containing them
DE3525284A1 (de) * 1985-07-16 1987-01-29 Boehringer Mannheim Gmbh Neue carbonsaeurederivate, verfahren zu ihrer herstellung, ihre verwendung sowie arzneimittel, die diese verbindungen enthalten
WO1987000751A2 (en) * 1985-08-02 1987-02-12 Byk Gulden Lomberg Chemische Fabrik Gmbh Use of oxirancarboxylic acids for the treatment of hyperlipemia
JPH0610053Y2 (ja) * 1986-09-24 1994-03-16 株式会社西製作所 受金具
KR890701585A (ko) * 1987-07-16 1989-12-21 헤르베르크 슈키·울리히 볼프 새로운 디아졸
US4788304A (en) * 1987-12-07 1988-11-29 American Home Products Corporation Phospholipase A2 inhibitors
US5545672A (en) * 1993-02-11 1996-08-13 The University Of Texas System Treatment of insulin resistance and type 2 diabetes mellitus with a thiol protease inhibitor
IS4164A (is) * 1993-06-11 1994-12-12 Ab Astra Efnasambönd sem hindra flæði magasýru
US5556863A (en) * 1993-06-11 1996-09-17 Astra Aktiebolag Compound for gastric acid secretion inhibition
WO1998000422A1 (en) * 1996-07-02 1998-01-08 Sang Sup Jew Oxirane carboxylic acid derivative and its manufacturing method
KR19980028082A (ko) * 1996-10-21 1998-07-15 김박광 혈당 강하 작용을 갖는 신규 옥시란 카복실산의 유도체, 그 제조방법 및 이를 함유하는 당뇨병 치료제
DE19705718A1 (de) * 1997-02-14 1998-08-20 Horst P O Dr Wolf Neue Oxirancarbonsäuren zur Behandlung des Diabetes Typ 2 und anderer insulinresistenter Zustände
JP2006519229A (ja) * 2003-02-13 2006-08-24 アルバート・アインシュタイン・カレッジ・オヴ・メディシン・オヴ・イェシヴァ・ユニヴァーシティ 視床下部内の長鎖脂肪アシルＣｏＡレベルの変調による摂食量およびグルコース産生量の調節
WO2006041922A2 (en) * 2004-10-08 2006-04-20 Dara Biosciences, Inc. Agents and methods for administration to the central nervous system
US20090012067A1 (en) * 2005-02-14 2009-01-08 Luciano Rossetti Modulation of Hypothalamic Atp-Sensitive Potassium Channels

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3967482A (en) * 1975-03-17 1976-07-06 American Can Company Production of closed bottom shells
US4196300A (en) * 1975-09-22 1980-04-01 Mcneilabs, Inc. α-Alkyl-substituted glycidates and thioglycidates
CA1103260A (en) 1975-09-22 1981-06-16 Richard J. Mohrbacher .alpha.-ALKYL-SUBSTITUTED GLYCIDATES AND THIOGLYCIDATES
US4132720A (en) * 1978-04-20 1979-01-02 Mcneil Laboratories, Inc. Alkenylglycidic acid derivatives
US4132719A (en) * 1978-04-20 1979-01-02 Mcneilab Inc. Dibromoalkylglycidic acid derivatives

Also Published As

Publication number Publication date
JPS6112907B2 (ko) 1986-04-10
PL226600A1 (ko) 1982-03-01
DD154017A5 (de) 1982-02-17
ES8105988A1 (es) 1981-07-01
FI68048C (fi) 1985-07-10
FI68048B (fi) 1985-03-29
EP0025192B1 (de) 1983-05-11
ZA805499B (en) 1981-08-26
FI802790A (fi) 1981-03-08
IL60975A (en) 1984-03-30
PT71773B (de) 1982-03-26
ATE3291T1 (de) 1983-05-15
AU6209880A (en) 1981-03-12
DE3063144D1 (en) 1983-06-16
KR840002306B1 (ko) 1984-12-17
HU183206B (en) 1984-04-28
YU226880A (en) 1983-02-28
ES494791A0 (es) 1981-07-01
AU534361B2 (en) 1984-01-26
GR69822B (ko) 1982-07-13
PT71773A (de) 1980-10-01
DK380680A (da) 1981-03-08
NZ194850A (en) 1982-05-31
IL60975A0 (en) 1980-11-30
IE50998B1 (en) 1986-09-03
CA1149404A (en) 1983-07-05
DE3032669A1 (de) 1981-04-02
IE801861L (en) 1981-03-07
PL129063B1 (en) 1984-03-31
EP0025192A2 (de) 1981-03-18
US4324796A (en) 1982-04-13
JPS5645464A (en) 1981-04-25
EP0025192A3 (en) 1981-05-06

Similar Documents

Publication Publication Date Title
KR830003462A (ko) 치환된 옥시란 카르복실릭 산류의 제조방법
KR880001591A (ko) 테트라하이드로 나프탈렌 및 인단유도체
KR860001807A (ko) 진통제 1,2-벤즈이소티아졸-3-일 피페라진 유도체
ATE38834T1 (de) 5-substituierte 1,2,4-oxadiazol-derivate, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische zusammensetzungen.
DE19975059I2 (de) (2-Oxo-3-tetrahydrothienylcarbamoyl)-alkylthio-essigsäure, ihre Salze und Ester, Verfahren zu ihrer Herstellung und diese enthaltende Arzneimittel.
ATE8129T1 (de) 2-(2'-hydroxy-3'-(1,1-dimethylpropylamino)propoxy)-beta-phenylpropiophenon, seine saeureadditionssalze, verfahren zu seiner herstellung und arzneimittel.
IE802250L (en) Substituted oxocarboxylic acids
SE7906011L (sv) Nya imidazokinoxaliner och salter derav, sett for framstellning och anvendning derav sasom lekemedel samt farmaceutiska kompositioner innehallande dessa foreningar
DE2538424A1 (de) Neue oxazolidinone, verfahren zu deren herstellung und diese verbindungen enthaltende arzneimittel
US3919201A (en) 2-({62 -Aminoacryloyl)iminobenzothiazolines
JPS54128588A (en) Antidepressive drugs consisting mainly of 2-(1-piperazinyl)- 4-phenylquinoline
JPS5540628A (en) Novel hydroxamic acid compound, its preparation, and medicine containing the same
ATE1066T1 (de) Aminopropanolderivate des 6-hydroxy-2,3,4,5-tetrahy dro-1h-1-benzazepin-2-ons, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische zubereitungen.
ATE49971T1 (de) Imidazo(1,2-a>-pyrimidine und ihre salze mit saeuren, verfahren und zwischenprodukte zu ihrer herstellung, verwendung als arzneimittel und diese enthaltende zubereitungen.
JPS57175164A (en) 1,4-dihydropyridine derivative and its preparation
SE7711146L (sv) Tiaprostaglandiner
KR880009943A (ko) 피리다지논 유도체
ATE7902T1 (de) Benzamido-alkyl-hydroxamsaeurederivate, verfahren zu ihrer herstellung und pharmazeutische mittel.
US3635998A (en) 2-benzoxazolyl n-methyl-n-naphthyl-dithiocarbamate
US3655775A (en) Glyceryl ethers
DE2045050A1 (en) 5-(2-amino-alkoxy-phenoxy-methyl)-3-alkyl-isoxazoles - useful as hypotensives and sedatives
IL61695A0 (en) 2-phenylamino-imidazolines-(2),their preparation and pharmaceutical compositions containing them
SE7905025L (sv) Tereftalsyramonoamidderivat, forfarande for framstellning derav och antiallergiskt medel
JPS54103879A (en) Novel penicillamine
JPS55130961A (en) N-quinolyloxamic acid derivative and antiallergic remedy for asthma