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SU1614762A3 - Способ получени ароилбензофуран-или ароилбензотиофенуксусной кислоты или ее фармацевтически приемлемых солей - Google Patents

Способ получени ароилбензофуран-или ароилбензотиофенуксусной кислоты или ее фармацевтически приемлемых солей Download PDF

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Publication number
SU1614762A3
SU1614762A3 SU864024097A SU4024097A SU1614762A3 SU 1614762 A3 SU1614762 A3 SU 1614762A3 SU 864024097 A SU864024097 A SU 864024097A SU 4024097 A SU4024097 A SU 4024097A SU 1614762 A3 SU1614762 A3 SU 1614762A3
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USSR - Soviet Union
Prior art keywords
phenyl
alkyl
pharmaceutically acceptable
furyl
thienyl
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SU864024097A
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English (en)
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Патрик ДАНН Джеймс
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Синтекс (Ю.С.А.) Инк. (Фирма)
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/79—Benzo [b] furans; Hydrogenated benzo [b] furans with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/04—Centrally acting analgesics, e.g. opioids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/77—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D307/78—Benzo [b] furans; Hydrogenated benzo [b] furans
    • C07D307/82—Benzo [b] furans; Hydrogenated benzo [b] furans with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
    • C07D307/83—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/50—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
    • C07D333/52—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes
    • C07D333/54—Benzo[b]thiophenes; Hydrogenated benzo[b]thiophenes with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms

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

Abstract

Изобретение относитс  к гетероциклическим соединени м, в частности к получению ароилбензофуран- или ароилбензотиофенуксусной кислоты формулы @ где AR - незамещенный фенил или фенил, замещенный группой галоид, низший алкил C1-C6 низший тиоалкил C1-C6
X - O или S, или ее фармацевтически пригодных солей, котора  может найти применение в медицине. Цель - разработка способа получени  соединений, обладающих повышенной противовоспалительной и анальгетической активностью. Получение ведут реакцией низшего эфира соответствующей бензофуран- или бензотиофенуксусной кислоты с галоидангидридом кислоты формулы ARC(O)HAL, где AR указано выше, в среде органического растворител  при кипении реакционной смеси в присутствии в качестве катализатора кислот Льиса с последующим переводом полученного продукта в соответствующую кислоту или фармацевтически приемлемую соль. 2 табл.

Description

Таблица 2

Claims (1)

  1. Формула изобретения
    Способ получения ароилбензофуран— или ароилбензотиофенуксусной кислоты общей формулы
    7
    1614762
    8
    где Аг - незамещенный фенил или фенил, замещенный группой галоид, низший -С6-алкил, низший С^-Сб-тиоалкил;
    X - О или 5,
    или ее фармацевтически приемлемых солей, отличающийся тем, что соединение общей формулы
    где X имеет указанное значение;
    К - низший С,-С6-алкил, подвергают взаимодействию с галоидан
    э гидридом кислоты общей формулы АгС(О)На1, где Аг имеет указанное значение, в среде органического раст ворителя при кипении реакционной
    ΙΦ смеси в присутствии в качестве катализатора кислот Льюиса с последующим переводом полученного продукта в соответствующую кислоту или фармацевтически приемлемую соль.
    Таблица 1
    Соединения общей формулы (I) Противовоспалитель ная активность (фе нилбутазон = 1) Аг_________! Фенил 0 1 4-СН3 5-Фенил 0 1.5 4-С1-Фенил 0 0,5 4-С1-Фенил 5 1,5
    Таблица 2
    Соединение формулы (I)
    Анальгетическая (Аспирин =
    активность
    1)
    Фенил 0 25 4-СН*5-Фенил 0 95 4-С1-Фенил 0 32 4-С 1-Фенил 5 7 4-СН*5-Фенил* 0 95
    *Соединение в виде натриевой соли.
SU864024097A 1983-07-14 1986-02-07 Способ получени ароилбензофуран-или ароилбензотиофенуксусной кислоты или ее фармацевтически приемлемых солей SU1614762A3 (ru)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US51354583A 1983-07-14 1983-07-14

Publications (1)

Publication Number Publication Date
SU1614762A3 true SU1614762A3 (ru) 1990-12-15

Family

ID=24043724

Family Applications (2)

Application Number Title Priority Date Filing Date
SU843765004A SU1409130A3 (ru) 1983-07-14 1984-07-13 Способ получени производных ароилбензофуран/тиофенил/уксусной или пропионовой кислоты или их сложных эфиров, или их фармацевтически приемлемых солей
SU864024097A SU1614762A3 (ru) 1983-07-14 1986-02-07 Способ получени ароилбензофуран-или ароилбензотиофенуксусной кислоты или ее фармацевтически приемлемых солей

Family Applications Before (1)

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SU843765004A SU1409130A3 (ru) 1983-07-14 1984-07-13 Способ получени производных ароилбензофуран/тиофенил/уксусной или пропионовой кислоты или их сложных эфиров, или их фармацевтически приемлемых солей

Country Status (22)

Country Link
EP (1) EP0132130B1 (ru)
JP (1) JPS6038376A (ru)
KR (1) KR880002533B1 (ru)
AR (1) AR240815A1 (ru)
AT (1) ATE50769T1 (ru)
AU (1) AU567953B2 (ru)
CA (1) CA1241008A (ru)
CS (1) CS252476B2 (ru)
DE (1) DE3481512D1 (ru)
DK (1) DK347484A (ru)
ES (2) ES8604554A1 (ru)
FI (1) FI842738A7 (ru)
GR (1) GR79949B (ru)
HU (1) HU200450B (ru)
IL (1) IL72409A (ru)
NO (1) NO842878L (ru)
NZ (1) NZ208894A (ru)
PH (1) PH20790A (ru)
PL (4) PL255162A1 (ru)
PT (1) PT78905B (ru)
SU (2) SU1409130A3 (ru)
ZA (1) ZA845445B (ru)

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0226670B1 (en) * 1985-12-04 1991-04-10 Imperial Chemical Industries Plc Process for hydroxyaraldehydes
GB8825505D0 (en) 1988-11-01 1988-12-07 Pfizer Ltd Therapeutic agents
US5674891A (en) * 1994-07-27 1997-10-07 The Procter & Gamble Company Dihydrobenzothiophene compounds useful as anti-inflammatory agents
NZ290080A (en) * 1994-07-27 1999-04-29 Procter & Gamble Dihydrobenzo(thio)furan derivatives and pharmaceutical compositions
US5684002A (en) * 1994-09-07 1997-11-04 The Procter & Gamble Company Dihydorbenzofuran and related compounds useful as anti-inflammatory agents
US5672620A (en) * 1996-02-01 1997-09-30 The Procter & Gamble Company Dihydrobenzofuran and related compounds useful as anti-inflammatory agents
US5684031A (en) * 1996-02-01 1997-11-04 The Procter & Gamble Company Dihydrobenzofuran and related compounds useful as anti-inflammatory agents
ES2176600T3 (es) * 1996-12-26 2002-12-01 Tanabe Seiyaku Co Derivado de la propiofenona y procedimientos para su preparacion.
GB9814801D0 (en) * 1998-07-09 1998-09-09 Univ Strathclyde Integrin dependent cell adhesion inhibitors
JP2006518707A (ja) 2002-12-10 2006-08-17 ランバクシー ラボラトリーズ リミテッド ムスカリン様受容体アンタゴニストとしての３，６−二置換アザビシクロ［３．１．０］ヘキサン誘導体
WO2023210740A1 (ja) * 2022-04-28 2023-11-02 第一三共株式会社 ベンゾチオフェン化合物
CN115403544B (zh) * 2022-09-16 2024-05-31 台州永健医药科技有限公司 一种丹酚酸c的制备方法

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FR2077733B1 (ru) * 1970-02-10 1973-03-16 Roussel Uclaf
DE2909754A1 (de) * 1979-03-13 1980-09-18 Thomae Gmbh Dr K Neue benzofuran- und benzothiophenderivate, deren herstellung und deren verwendung als arzneimittel
US4237144A (en) * 1979-06-21 1980-12-02 Merck & Co., Inc. 2,3-Dihydro-2,6,7-trisubstituted-5-acylbenzofurans
DE2931672A1 (de) * 1979-08-04 1981-02-26 Basf Ag Substituierte 2,3-dihydrobenzofurylmethylester, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung von schaedlingen
DE3460315D1 (en) * 1983-02-19 1986-08-28 Beecham Group Plc Benzofuran and benzothiophene-carboxylic-acid derivatives

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Title
Tlie Merck, Index. An Encyclopedia of Chemicale, drugs, and Biolo- gicals.- Teuth Edition. Merck, Co., Inco USA, 1983, p. 123. *

Also Published As

Publication number Publication date
FI842738L (fi) 1985-01-15
EP0132130B1 (en) 1990-03-07
ES8604554A1 (es) 1986-02-16
PT78905B (en) 1986-07-22
FI842738A0 (fi) 1984-07-09
PL255162A1 (en) 1986-07-15
EP0132130A2 (en) 1985-01-23
IL72409A0 (en) 1984-11-30
AR240815A1 (es) 1991-02-28
GR79949B (ru) 1984-10-31
ZA845445B (en) 1986-02-26
KR880002533B1 (ko) 1988-11-28
PL248729A1 (en) 1986-06-17
EP0132130A3 (en) 1986-12-10
PL255163A1 (en) 1986-07-15
SU1409130A3 (ru) 1988-07-07
CA1241008A (en) 1988-08-23
PL146523B1 (en) 1989-02-28
NO842878L (no) 1985-01-15
PL146833B1 (en) 1989-03-31
PH20790A (en) 1987-04-14
ES8607960A1 (es) 1986-06-16
ES544539A0 (es) 1986-06-16
PL145622B1 (en) 1988-10-31
ES534324A0 (es) 1986-02-16
DE3481512D1 (de) 1990-04-12
JPS6038376A (ja) 1985-02-27
HU200450B (en) 1990-06-28
CS252476B2 (en) 1987-09-17
AU567953B2 (en) 1987-12-10
DK347484D0 (da) 1984-07-13
PT78905A (en) 1984-08-01
FI842738A7 (fi) 1985-01-15
HUT36108A (en) 1985-08-28
NZ208894A (en) 1987-01-23
AR240815A2 (es) 1991-02-28
AU3059384A (en) 1985-01-17
KR850001202A (ko) 1985-03-16
DK347484A (da) 1985-01-15
CS545984A2 (en) 1987-01-15
PL255164A1 (en) 1986-07-15
ATE50769T1 (de) 1990-03-15
IL72409A (en) 1988-05-31

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