IE36941B1 - New 2,4,5-trisubstituted oxazoles - Google Patents

New 2,4,5-trisubstituted oxazoles

Info

Publication number
IE36941B1
IE36941B1 IE1677/72A IE167772A IE36941B1 IE 36941 B1 IE36941 B1 IE 36941B1 IE 1677/72 A IE1677/72 A IE 1677/72A IE 167772 A IE167772 A IE 167772A IE 36941 B1 IE36941 B1 IE 36941B1
Authority
IE
Ireland
Prior art keywords
alkyl
methyl
aryl
acid chloride
oxazolecarboxylic acid
Prior art date
Application number
IE1677/72A
Other versions
IE36941L (en
Inventor
G Tarzia
Original Assignee
Lepetit Spa
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 Lepetit Spa filed Critical Lepetit Spa
Publication of IE36941L publication Critical patent/IE36941L/en
Publication of IE36941B1 publication Critical patent/IE36941B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30Heterocyclic 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
    • C07D263/34Heterocyclic 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 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D263/00Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/04Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/41Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/42Oxazoles
    • A61K31/4211,3-Oxazoles, e.g. pemoline, trimethadione

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1374345 Oxazole derivatives GRUPPO LEPETIT SpA 14 Dec 1972 [7 Aug 1972] 53966/72 Heading C2C Novel oxazole derivatives of the formula wherein A is cyclohexyl, thienyl or phenyl optionally substituted by one or more halogen atoms, or C 1-6 alkyl, halo-C 1-6 alkyl, C 1-6 alkoxy, NO 2 , CN, NH 2 , carbamoyl, sulphamoyl or carboxy radicals, and one of the radicals R 1 and R 2 is C 1-6 alkyl and the other is CON(R 3 )R 4 , wherein R 3 is H, C 1-6 alkyl, C 2-6 alkenyl, cycloalkyl, aryl, aryl-C 1-6 alkyl, hydroxy-C 1-6 alkyl, acyloxy-C 1-6 alkyl, OH, NH 2 , C 1-6 alkylideneamino, cycloalkylideneamino, or aralkylideneamino, and R 2 is H, C 1-6 alkyl, C 2-6 alkenyl, cycloalkyl, aryl, aryl-C 1-6 alkyl, hydroxy- C 1-6 alkyl or acyloxy-C 1-6 alkyl, or R 3 and R 4 , together with the N atom to which they are attached form a 5 to 7 membered saturated heterocyclic ring optionally containing further N, O or S atoms, are prepared by reacting the appropriate C 1-6 alkyl 4-(or 5-)-oxazolecarboxylates or 4- (or 5-)-oxazolecarboxylic acid halides with amines of the formula Alternatively compound in which R 3 is C 1-6 alkylideneamino, cycloalkylideneamino or aralkylideneamino may be obtained by reacting compound in which R 3 is NH 2 with the corresponding aldehydes or ketones, and those in which R 3 and/or R 4 is acyloxy-C 1-6 alkyl by acylating the corresponding hydroxy compounds. Ethyl 2 - phenyl - 4 - methyl - 5 - oxasolecarboxylate, 5 - methyl - 2 - phenyl - 4 - oxazolecarboxylic acid chloride, ethyl 5 - methyl - 2 - (2- thienyl) - 4 - oxazolecarboxylate, ethyl 5 - methyl- 2 - (4 - fluorophenyl) 4 - oxazolecarboxylate, 2- (4 - hclorophenyl) - 5 - methyl - 4- oxazolecarboxylic acid chloride, 5 - methyl - 2 - (p - tolyl) - 4- oxazolecarboxylic acid chloride, and 2-cyclohexyl 5 - methyl - 4 - oxazolecarboxylic acid chloride are obtained by known methods. Pharmaceutical compositions, having antiinflammatory and analgesic activities, contain the above novel compounds together with pharmaceutically acceptable carriers. [GB1374345A]
IE1677/72A 1972-08-07 1972-12-04 New 2,4,5-trisubstituted oxazoles IE36941B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT2795872 1972-08-07

Publications (2)

Publication Number Publication Date
IE36941L IE36941L (en) 1974-02-07
IE36941B1 true IE36941B1 (en) 1977-03-30

Family

ID=11222675

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1677/72A IE36941B1 (en) 1972-08-07 1972-12-04 New 2,4,5-trisubstituted oxazoles

Country Status (23)

Country Link
JP (1) JPS5030619B2 (en)
KR (1) KR780000069B1 (en)
AR (1) AR200007A1 (en)
AT (1) AT322551B (en)
AU (1) AU477231B2 (en)
BE (1) BE794096A (en)
CH (1) CH544105A (en)
CS (1) CS177127B2 (en)
DD (1) DD106387A5 (en)
DE (1) DE2301030A1 (en)
ES (1) ES417638A1 (en)
FR (1) FR2195430B1 (en)
GB (1) GB1374345A (en)
HU (1) HU164781B (en)
IE (1) IE36941B1 (en)
IL (1) IL40904A (en)
LU (1) LU66643A1 (en)
NL (1) NL149797B (en)
NO (1) NO137550C (en)
RO (1) RO63442A (en)
SE (1) SE376236B (en)
SU (1) SU511003A3 (en)
ZA (1) ZA728259B (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DD112905A5 (en) * 1971-09-02 1975-05-12 Snam Progetti
US4110256A (en) * 1976-06-22 1978-08-29 Nippon Soken, Inc. Catalyst for reforming fuel and method for producing same
JPS59125900U (en) * 1983-02-10 1984-08-24 マルヤス機械株式会社 assembly line equipment
DE3425118A1 (en) * 1984-07-07 1986-01-16 Boehringer Mannheim Gmbh, 6800 Mannheim NEW REDOX INDICATORS
JPS6133499U (en) * 1984-07-30 1986-02-28 中西金属工業株式会社 Pallets for manufacturing electrical products
ES2245660T3 (en) * 1990-11-30 2006-01-16 Otsuka Pharmaceutical Co., Ltd. DERIVATIVES OF AZOL AND ITS USE AS INHIBITORS OF SUPEROXIDED RADICALS.
GB0709031D0 (en) 2007-05-10 2007-06-20 Sareum Ltd Pharmaceutical compounds
WO2010111059A1 (en) 2009-03-23 2010-09-30 Merck Sharp & Dohme Corp. P2x3 receptor antagonists for treatment of pain
GB201202027D0 (en) 2012-02-06 2012-03-21 Sareum Ltd Pharmaceutical compounds
US20130231340A1 (en) 2012-03-02 2013-09-05 Sareum Limited Pharmaceutical compounds
GB201617871D0 (en) 2016-10-21 2016-12-07 Sareum Limited Pharmaceutical compounds

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1226548A (en) * 1967-06-14 1971-03-31 Wyeth John & Brother Ltd

Also Published As

Publication number Publication date
HU164781B (en) 1974-04-11
NL7300326A (en) 1974-02-11
CH544105A (en) 1973-11-15
BE794096A (en) 1973-05-16
AU5698273A (en) 1974-12-19
KR780000069B1 (en) 1978-03-30
JPS4945067A (en) 1974-04-27
AU477231B2 (en) 1976-10-21
NO137550C (en) 1978-03-15
AR200007A1 (en) 1974-10-15
ES417638A1 (en) 1976-02-01
FR2195430A1 (en) 1974-03-08
DD106387A5 (en) 1974-06-12
NO137550B (en) 1977-12-05
FR2195430B1 (en) 1976-04-09
CS177127B2 (en) 1977-07-29
SE376236B (en) 1975-05-12
AT322551B (en) 1975-05-26
DE2301030A1 (en) 1974-02-28
JPS5030619B2 (en) 1975-10-02
NL149797B (en) 1976-06-15
SU511003A3 (en) 1976-04-15
RO63442A (en) 1978-07-15
GB1374345A (en) 1974-11-20
IL40904A0 (en) 1973-01-30
IL40904A (en) 1975-12-31
ZA728259B (en) 1973-07-25
IE36941L (en) 1974-02-07
LU66643A1 (en) 1973-02-14

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