GB1147626A - Thiazole derivatives - Google Patents

Thiazole derivatives

Info

Publication number
GB1147626A
GB1147626A GB2626267A GB2626267A GB1147626A GB 1147626 A GB1147626 A GB 1147626A GB 2626267 A GB2626267 A GB 2626267A GB 2626267 A GB2626267 A GB 2626267A GB 1147626 A GB1147626 A GB 1147626A
Authority
GB
United Kingdom
Prior art keywords
acetoacetate
diphenylthiazole
ethyl
acid
thioamide
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
GB2626267A
Inventor
Kevan Brown
John Frederick Cavalla
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.)
John Wyeth and Brother Ltd
Original Assignee
John Wyeth and Brother Ltd
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
Priority to NL6610037A priority Critical patent/NL151519B/en
Application filed by John Wyeth and Brother Ltd filed Critical John Wyeth and Brother Ltd
Priority to GB2626267A priority patent/GB1147626A/en
Priority to IL2880367A priority patent/IL28803A/en
Priority to FI304067A priority patent/FI50416C/en
Priority to PL12355567A priority patent/PL72562B1/en
Priority to NL6715532.A priority patent/NL157012B/en
Priority to CH1717271A priority patent/CH536311A/en
Priority to CH1717071A priority patent/CH556351A/en
Priority to CH1606467A priority patent/CH528531A/en
Priority to LU54891D priority patent/LU54891A1/xx
Priority to CH1716971A priority patent/CH545309A/en
Priority to CH1716871A priority patent/CH545308A/en
Priority to CH1717371A priority patent/CH560205A5/xx
Priority to CH1717171A priority patent/CH545310A/en
Priority to CH1648872A priority patent/CH554884A/en
Priority to BE706625A priority patent/BE706625A/xx
Priority to CH1485573A priority patent/CH560203A5/xx
Priority to FR1584222D priority patent/FR1584222A/fr
Priority to SE1585567A priority patent/SE369307B/xx
Priority to ES347319A priority patent/ES347319A1/en
Priority to FR128733A priority patent/FR8018M/fr
Priority to JP7368167A priority patent/JPS4938267B1/ja
Priority to DE19671670005 priority patent/DE1670005C2/en
Priority to DE19671795822 priority patent/DE1795822C2/en
Priority to IE584/68A priority patent/IE32084B1/en
Priority to US732070A priority patent/US3506679A/en
Publication of GB1147626A publication Critical patent/GB1147626A/en
Priority to SE7316107A priority patent/SE422209B/en
Expired legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61M—DEVICES FOR INTRODUCING MEDIA INTO, OR ONTO, THE BODY; DEVICES FOR TRANSDUCING BODY MEDIA OR FOR TAKING MEDIA FROM THE BODY; DEVICES FOR PRODUCING OR ENDING SLEEP OR STUPOR
    • A61M25/00—Catheters; Hollow probes
    • A61M25/01—Introducing, guiding, advancing, emplacing or holding catheters
    • A61M25/02—Holding devices, e.g. on the body
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D263/32—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • 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
    • C07D277/22—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
    • C07D277/30—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00—Photosensitive materials
    • G03C1/52—Compositions containing diazo compounds as photosensitive substances
    • G03C1/54—Diazonium salts or diazo anhydrides

Abstract

1,147,626. Thiazoles. JOHN WYETH & BRO. Ltd. 21 May, 1968 [7 June, 1967], No. 26262/67. Heading C2C. Novel compounds of formulµ and acid addition salts thereof in which R<SP>1</SP> and R<SP>2</SP> are the same or different and are substituted or unsubstituted aryl of heteroaryl groups and R<SP>3</SP> is a C 2-6 straight or branched chain aliphatic acid radical which is attached to the thiazole ring by a carbon atom of the aliphatic chain or a salt, ester, amide, thioamide or hydroxamic acid derivative thereof are prepared by reacting an α-haloketone with a thioamide R<SP>1</SP>-CS-NH 2 or by reacting an α-halo-ketone with a thiomide R<SP>4</SP>-CS-NH 2 wherein R<SP>4</SP> is a C 2-6 aliphatic carboxylic acid radical or a derivative convertable thereto and if necessary converting R<SP>4</SP> to R<SP>3</SP>. Intermediates isolated are ethyl 4-bromo-4- phenyl-acetoacetate from the bromination of ethyl 4-phenyl-acetoacetate; 2-benzoyloxymethyl- 4,5 - diphenylthiazole from α-bromodeoxybenzoin and benzoyloxythioacetamide; 2 - hydroxymethyl - 4,5 - diphenylthiazole by hydrolysis of the former intermediate; 2- chloromethyl - 4,5 - diphenylthiazole by treatment of the last-named intermediate with phosphorus oxychloride; diethyl 4,5-diphenylthiazol-2-yl-malonate by reaction of the lastnamed intermediate with sodium dimethyl malonate; its corresponding acid by hydrolysis of the ester; and ethyl 4-bromo-4-(p-chlorophenyl) acetoacetate by bromination of the corresponding acetoacetate. Pharmaceutical compositions comprise a novel compound of the invention together with a suitable carrier and may be administered orally or parenterally. They possess anti-inflammatory properties and are non-ulcerogenic.
GB2626267A 1966-07-15 1967-06-07 Thiazole derivatives Expired GB1147626A (en)

Priority Applications (27)

Application Number Priority Date Filing Date Title
NL6610037A NL151519B (en) 1966-07-15 1966-07-15 LIGHT-SENSITIVE DIAZOTYP MATERIAL AND THE SLIDE CONNECTIONS TO BE USED THEREIN.
GB2626267A GB1147626A (en) 1966-07-15 1967-06-07 Thiazole derivatives
IL2880367A IL28803A (en) 1966-11-18 1967-10-23 Oxazole and thiazole compounds,their preparation and pharmaceutical compositions containing them
FI304067A FI50416C (en) 1966-11-18 1967-11-10 Process for the preparation of new therapeutically useful trisubstituted branches sols and thiazoles and their acid addition salts
PL12355567A PL72562B1 (en) 1966-11-18 1967-11-13 Substd oxazoles and thiazoles[CH528531A]
NL6715532.A NL157012B (en) 1966-11-18 1967-11-15 PROCESS FOR THE PREPARATION OF PHARMACEUTICAL PREPARATIONS WITH ANTI-INFLAMMATORY ACTION, PREPARED PRODUCTS SO OBTAINED, AND PROCESS FOR PREPARING ANTI-INFLAMMATORY EFFECTIVE HETEROCYCLICAL COMPOUNDS.
CH1717171A CH545310A (en) 1966-11-18 1967-11-16 Process for the preparation of new trisubstituted oxazoles
CH1717071A CH556351A (en) 1966-11-18 1967-11-16 PROCESS FOR PREPARING NEW TRISUBSTITUTED OXAZOLES.
CH1606467A CH528531A (en) 1966-11-18 1967-11-16 Substd oxazoles and thiazoles
LU54891D LU54891A1 (en) 1966-11-18 1967-11-16
CH1716971A CH545309A (en) 1966-11-18 1967-11-16 Process for the preparation of new trisubstituted oxazoles
CH1716871A CH545308A (en) 1966-11-18 1967-11-16 Process for the preparation of new trisubstituted oxazoles
CH1717371A CH560205A5 (en) 1966-11-18 1967-11-16
CH1717271A CH536311A (en) 1966-11-18 1967-11-16 Substd oxazoles and thiazoles
CH1648872A CH554884A (en) 1966-11-18 1967-11-16 PROCESS FOR THE PRODUCTION OF NEW TRISUBSTITUTED OXAZOLES OR THIAZOLE.
BE706625A BE706625A (en) 1966-11-18 1967-11-16
CH1485573A CH560203A5 (en) 1966-11-18 1967-11-16
FR1584222D FR1584222A (en) 1966-11-18 1967-11-17
SE1585567A SE369307B (en) 1966-11-18 1967-11-17
ES347319A ES347319A1 (en) 1966-11-18 1967-11-17 A procedure for the preparation of new heterociclic aromatic compounds. (Machine-translation by Google Translate, not legally binding)
FR128733A FR8018M (en) 1966-11-18 1967-11-17
JP7368167A JPS4938267B1 (en) 1966-11-18 1967-11-17
DE19671670005 DE1670005C2 (en) 1966-11-18 1967-11-17 β- (4,5-diphenyloxazol-2-yl) propionic acid or a pharmaceutically acceptable salt thereof, processes for the preparation of these compounds and pharmaceutical preparations containing these compounds
DE19671795822 DE1795822C2 (en) 1966-11-18 1967-11-17 Thiazolylalkanecarboxylic acids, process for their preparation and anti-inflammatory preparation
IE584/68A IE32084B1 (en) 1967-06-07 1968-05-15 Thiazole derivatives
US732070A US3506679A (en) 1967-06-07 1968-05-27 2,5- and 4,5-diarylthiazolyl lower fatty acids and derivatives thereof
SE7316107A SE422209B (en) 1966-11-18 1973-11-28 INTERMEDIATE FOR USE FOR THE PREPARATION OF NEW 1.3-O X 20L AND 1,3-THIAZOLD DERIVATIVES

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
NL6610037A NL151519B (en) 1966-07-15 1966-07-15 LIGHT-SENSITIVE DIAZOTYP MATERIAL AND THE SLIDE CONNECTIONS TO BE USED THEREIN.
GB2626267A GB1147626A (en) 1966-07-15 1967-06-07 Thiazole derivatives

Publications (1)

Publication Number Publication Date
GB1147626A true GB1147626A (en) 1969-04-02

Family

ID=26258163

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2626267A Expired GB1147626A (en) 1966-07-15 1967-06-07 Thiazole derivatives

Country Status (2)

Country Link
GB (1) GB1147626A (en)
NL (1) NL151519B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0368592A1 (en) * 1988-11-07 1990-05-16 Imperial Chemical Industries Plc Herbicidal compositions
US5182402A (en) * 1988-11-07 1993-01-26 Imperial Chemical Industries Plc Herbicidal compositions
WO2002083111A2 (en) * 2001-04-16 2002-10-24 Tanabe Seiyaku Co., Ltd. Imidazole, thiazole and oxazole derivatives and their use for the manufacture of a medicament for the treatment and/or prevention of pollakiuria or urinary incontinence

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0368592A1 (en) * 1988-11-07 1990-05-16 Imperial Chemical Industries Plc Herbicidal compositions
US5084083A (en) * 1988-11-07 1992-01-28 Imperial Chemical Industries Plc Herbicidal compositions
US5182402A (en) * 1988-11-07 1993-01-26 Imperial Chemical Industries Plc Herbicidal compositions
WO2002083111A2 (en) * 2001-04-16 2002-10-24 Tanabe Seiyaku Co., Ltd. Imidazole, thiazole and oxazole derivatives and their use for the manufacture of a medicament for the treatment and/or prevention of pollakiuria or urinary incontinence
WO2002083111A3 (en) * 2001-04-16 2004-04-15 Tanabe Seiyaku Co Imidazole, thiazole and oxazole derivatives and their use for the manufacture of a medicament for the treatment and/or prevention of pollakiuria or urinary incontinence
US7759373B2 (en) 2001-04-16 2010-07-20 Mitsubishi Tanabe Pharma Corporation Large conductance calcium-activated K channel opener

Also Published As

Publication number Publication date
NL151519B (en) 1976-11-15
NL6610037A (en) 1968-01-16

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