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GB1382887A - Thiazole-5-carboxylic acid esters - Google Patents

Thiazole-5-carboxylic acid esters

Info

Publication number
GB1382887A
GB1382887A GB2789372A GB2789372A GB1382887A GB 1382887 A GB1382887 A GB 1382887A GB 2789372 A GB2789372 A GB 2789372A GB 2789372 A GB2789372 A GB 2789372A GB 1382887 A GB1382887 A GB 1382887A
Authority
GB
United Kingdom
Prior art keywords
piperazinyl
thiazole
carboxylic acid
acid esters
june
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.)
Expired
Application number
GB2789372A
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.)
Sanofi Aventis France
Original Assignee
Roussel Uclaf 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 Roussel Uclaf SA filed Critical Roussel Uclaf SA
Publication of GB1382887A publication Critical patent/GB1382887A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • 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
    • A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
    • 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
    • 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
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 ring carbon atoms
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms

Landscapes

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

Abstract

1382887 Thiazole-5-carboxylic acid esters ROUSSEL UCLAF 14 June 1972 [14 June 1971] 27893/72 Heading C2C Novel compounds I in which m and n are 0-5; n<SP>1</SP> is 1-5 and R is (X 1 )(X 2 )-C 6 H 3 - m which X 1 and X 2 are H, Cl, Br, I, 1-6C alkyl, 1-6C alkoxy which may be substituted by a diethylamino group or by up to three F atoms, or trihalomethyl or R is a heterocyclic ring with up to 6 nuclear atoms, and their salts with acids are prepared by reacting compounds II or their functional derivatives with alcohols III or alkali metal derivatives thereof. # - [4 - (o,o<SP>1</SP> - Dimethylphenyl) - piperazinyl)- ethanol, # - [4 - ( m - trifluoromethylphenyl)- piperazinyl] - ethenol and # - [4 - (o - ethoxyphenyl) - piperazinyl] - ethanol are prepared by reaction of ethylene oxide with the appropriate N-(substituted phenyl)-piperazine. Pharmaceutical compositions for oral, rectal or parenteral administration as vasodilators in treating hypertension and migraine comprise a compound I together with a suitable excipient.
GB2789372A 1971-06-14 1972-06-14 Thiazole-5-carboxylic acid esters Expired GB1382887A (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
FR7121466A FR2141526B1 (en) 1971-06-14 1971-06-14
FR7306847A FR2247243B2 (en) 1971-06-14 1973-02-27

Publications (1)

Publication Number Publication Date
GB1382887A true GB1382887A (en) 1975-02-05

Family

ID=26216449

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2789372A Expired GB1382887A (en) 1971-06-14 1972-06-14 Thiazole-5-carboxylic acid esters

Country Status (10)

Country Link
US (1) US3853875A (en)
JP (1) JPS5519251A (en)
AT (1) AT317895B (en)
BE (1) BE784777A (en)
CA (1) CA1001629A (en)
CH (1) CH555362A (en)
FR (2) FR2141526B1 (en)
GB (1) GB1382887A (en)
NL (2) NL176072C (en)
SE (1) SE389673B (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0032058A1 (en) * 1980-01-03 1981-07-15 Fujisawa Pharmaceutical Co., Ltd. Thiazole derivatives, processes for the preparation thereof and pharmaceutical composition comprising the same
US4457936A (en) * 1980-01-29 1984-07-03 Hoechst Aktiengesellschaft Use of hydroxyphenyl-thiazole-, -thiazoline- and -thiazolidine-carboxylic acids, for influencing the collagen metabolism
US6521652B1 (en) 1998-08-31 2003-02-18 University Of Florida Research Foundation, Inc. Thiazoline acid derivatives
US6864270B2 (en) 1998-09-21 2005-03-08 University Of Florida Research Foundation, Inc. Iron binding agents
US8278458B2 (en) 2005-04-04 2012-10-02 University Of Florida Research Foundation, Inc. Desferrithiocin polyether analogues
US8324397B2 (en) 2007-03-15 2012-12-04 University Of Florida Research Foundation, Inc. Desferrithiocin polyether analogues
US8604216B2 (en) 2003-09-09 2013-12-10 University Of Florida Research Foundation, Inc. Desferrithiocin derivatives and methods of use thereof
US10010535B2 (en) 2013-11-22 2018-07-03 University Of Florida Research Foundation, Incorporated Desferrithiocin analogs and uses thereof
US10570104B2 (en) 2015-04-27 2020-02-25 University Of Florida Research Foundation, Incorporated Metabolically programmed metal chelators and uses thereof
US11931346B2 (en) 2011-12-16 2024-03-19 University Of Florida Research Foundation, Incorporated Uses of 4′-desferrithiocin analogs

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4339617C2 (en) * 1993-11-20 2003-06-05 Vortex Gmbh Dt Check valve for a domestic water circulation system

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3238203A (en) * 1962-10-12 1966-03-01 Olin Mathieson Basic esters of n-alkenoylanthranilic acid
FR2073284B1 (en) * 1969-12-23 1973-07-13 Ferlux

Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4411900A (en) * 1980-01-03 1983-10-25 Fujisawa Pharmaceutical Co., Ltd. Benzhydrylpiperozinyl thiazole derivatives and pharmaceutical composition comprising the same
EP0032058A1 (en) * 1980-01-03 1981-07-15 Fujisawa Pharmaceutical Co., Ltd. Thiazole derivatives, processes for the preparation thereof and pharmaceutical composition comprising the same
US4457936A (en) * 1980-01-29 1984-07-03 Hoechst Aktiengesellschaft Use of hydroxyphenyl-thiazole-, -thiazoline- and -thiazolidine-carboxylic acids, for influencing the collagen metabolism
US8008502B2 (en) 1998-08-31 2011-08-30 University Of Florida Research Foundation, Inc. Thiazoline acid derivatives
US6521652B1 (en) 1998-08-31 2003-02-18 University Of Florida Research Foundation, Inc. Thiazoline acid derivatives
US6525080B1 (en) 1998-08-31 2003-02-25 University Of Florida Research Foundation, Inc. Thiazoline acid derivatives
US6559315B1 (en) 1998-08-31 2003-05-06 University Of Florida Research Foundation, Inc. Thiazoline acid derivatives
USRE39132E1 (en) 1998-08-31 2006-06-13 University Of Florida, Research Foundation, Inc. Thiazoline acid derivatives
US7126004B2 (en) 1998-08-31 2006-10-24 University Of Florida Research Foundation, Inc. Thiazoline acid derivatives
US6864270B2 (en) 1998-09-21 2005-03-08 University Of Florida Research Foundation, Inc. Iron binding agents
US7879886B2 (en) 1998-09-21 2011-02-01 University Of Florida Research Foundation, Inc. Iron binding agents
US7144904B2 (en) 1998-09-21 2006-12-05 University Of Florida Research Foundation, Inc. Iron binding agents
US8604216B2 (en) 2003-09-09 2013-12-10 University Of Florida Research Foundation, Inc. Desferrithiocin derivatives and methods of use thereof
US8278458B2 (en) 2005-04-04 2012-10-02 University Of Florida Research Foundation, Inc. Desferrithiocin polyether analogues
US8722899B2 (en) 2005-04-04 2014-05-13 University Of Florida Research Foundation, Inc. Desferrithiocin polyether analogues
US9096553B2 (en) 2005-04-04 2015-08-04 University Of Florida Research Foundation, Incorporated Desferrithiocin polyether analogues
US9567309B2 (en) 2005-04-04 2017-02-14 University Of Florida Research Foundation, Inc. Desferrithiocin polyether analogues
US9994535B2 (en) 2005-04-04 2018-06-12 University Of Florida Foundation, Inc. Desferrithiocin polyether analogues
US8324397B2 (en) 2007-03-15 2012-12-04 University Of Florida Research Foundation, Inc. Desferrithiocin polyether analogues
US9174948B2 (en) 2007-03-15 2015-11-03 University Of Florida Research Foundation, Inc. Desferrithiocin polyether analogues
US9730917B2 (en) 2007-03-15 2017-08-15 University Of Florida Research Foundation, Incorporated Desferrithiocin polyether analogues
US11931346B2 (en) 2011-12-16 2024-03-19 University Of Florida Research Foundation, Incorporated Uses of 4′-desferrithiocin analogs
US10010535B2 (en) 2013-11-22 2018-07-03 University Of Florida Research Foundation, Incorporated Desferrithiocin analogs and uses thereof
US10570104B2 (en) 2015-04-27 2020-02-25 University Of Florida Research Foundation, Incorporated Metabolically programmed metal chelators and uses thereof

Also Published As

Publication number Publication date
CA1001629A (en) 1976-12-14
DE2228805B2 (en) 1977-03-31
FR2247243A2 (en) 1975-05-09
FR2141526A1 (en) 1973-01-26
FR2247243B2 (en) 1976-12-03
NL7208138A (en) 1972-12-18
NL176072C (en) 1985-02-18
JPS5519251A (en) 1980-02-09
FR2141526B1 (en) 1975-05-30
AT317895B (en) 1974-09-25
BE784777A (en) 1972-12-13
NL176072B (en) 1984-09-17
US3853875A (en) 1974-12-10
SE389673B (en) 1976-11-15
CH555362A (en) 1974-10-31
DE2228805A1 (en) 1972-12-21
NL7908300A (en) 1980-03-31

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee