GB1374345A – 2,4,5-trisubstituted oxazoles
– Google Patents
GB1374345A – 2,4,5-trisubstituted oxazoles
– Google Patents
2,4,5-trisubstituted oxazoles
Info
Publication number
GB1374345A
GB1374345A
GB5396672A
GB5396672A
GB1374345A
GB 1374345 A
GB1374345 A
GB 1374345A
GB 5396672 A
GB5396672 A
GB 5396672A
GB 5396672 A
GB5396672 A
GB 5396672A
GB 1374345 A
GB1374345 A
GB 1374345A
Authority
GB
United Kingdom
Prior art keywords
alkyl
methyl
aryl
acid chloride
oxazolecarboxylic acid
Prior art date
1972-08-07
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
GB5396672A
Inventor
G Tarzia
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.)
Gruppo Lepetit SpA
Original Assignee
Gruppo Lepetit SpA
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.)
1972-08-07
Filing date
1972-12-14
Publication date
1974-11-20
1972-12-14
Application filed by Gruppo Lepetit SpA, Lepetit SpA
filed
Critical
Gruppo Lepetit SpA
1974-11-20
Publication of GB1374345A
publication
Critical
patent/GB1374345A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
Classifications
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
C07D263/34—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 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
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
C07D263/04—Heterocyclic 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
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
A61K31/41—Heterocyclic 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
A61K31/42—Oxazoles
A61K31/421—1,3-Oxazoles, e.g. pemoline, trimethadione
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.
GB5396672A
1972-08-07
1972-12-14
2,4,5-trisubstituted oxazoles
Expired
GB1374345A
(en)
Applications Claiming Priority (1)
Application Number
Priority Date
Filing Date
Title
IT2795872
1972-08-07
Publications (1)
Publication Number
Publication Date
GB1374345A
true
GB1374345A
(en)
1974-11-20
Family
ID=11222675
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB5396672A
Expired
GB1374345A
(en)
1972-08-07
1972-12-14
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)
Cited By (4)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
US8378095B2
(en)
2007-05-10
2013-02-19
Saruem Limited
Oxazole tyrosine kinase inhibitors
US9133180B2
(en)
2012-02-06
2015-09-15
Sareum Limited
Aurora and FLT3 kinases modulators
US10882829B2
(en)
2012-03-02
2021-01-05
Sareum Limited
Pharmaceutical compounds
US11154539B2
(en)
2016-10-21
2021-10-26
Sareum Limited
Pharmaceutical compounds
Families Citing this family (7)
* 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
JP2829451B2
(en)
*
1990-11-30
1998-11-25
大塚製薬株式会社
Active oxygen suppressant
US8946231B2
(en)
2009-03-23
2015-02-03
Merck Sharp & Dohme Corp.
P2X3, receptor antagonists for treatment of pain
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
0
BE
BE794096D
patent/BE794096A/en
unknown
1972
1972-05-29
RO
RO7200074945A
patent/RO63442A/en
unknown
1972-11-09
NO
NO4068/72A
patent/NO137550C/en
unknown
1972-11-14
SE
SE7214772A
patent/SE376236B/xx
unknown
1972-11-22
ZA
ZA728259A
patent/ZA728259B/en
unknown
1972-11-22
IL
IL40904A
patent/IL40904A/en
unknown
1972-11-27
CH
CH1723972A
patent/CH544105A/en
not_active
IP Right Cessation
1972-12-04
IE
IE1677/72A
patent/IE36941B1/en
unknown
1972-12-13
LU
LU66643A
patent/LU66643A1/xx
unknown
1972-12-14
GB
GB5396672A
patent/GB1374345A/en
not_active
Expired
1972-12-29
HU
HULE673A
patent/HU164781B/hu
unknown
1973
1973-01-02
AT
AT3673A
patent/AT322551B/en
not_active
IP Right Cessation
1973-01-10
DE
DE2301030A
patent/DE2301030A1/en
active
Pending
1973-01-10
NL
NL737300326A
patent/NL149797B/en
unknown
1973-01-18
AR
AR246173A
patent/AR200007A1/en
active
1973-01-19
FR
FR7301948A
patent/FR2195430B1/fr
not_active
Expired
1973-01-25
JP
JP48010642A
patent/JPS5030619B2/ja
not_active
Expired
1973-04-16
CS
CS2724A
patent/CS177127B2/cs
unknown
1973-06-15
AU
AU56982/73A
patent/AU477231B2/en
not_active
Expired
1973-07-20
DD
DD172403A
patent/DD106387A5/xx
unknown
1973-08-06
SU
SU1942243A
patent/SU511003A3/en
active
1973-08-07
ES
ES417638A
patent/ES417638A1/en
not_active
Expired
1973-08-07
KR
KR7301283A
patent/KR780000069B1/en
active
Cited By (7)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
US8378095B2
(en)
2007-05-10
2013-02-19
Saruem Limited
Oxazole tyrosine kinase inhibitors
US8921544B2
(en)
2007-05-10
2014-12-30
Sareum Limited
Oxazole tyrosine kinase inhibitors
US9187465B2
(en)
2007-05-10
2015-11-17
Sareum Limited
Oxazole tyrosine kinase inhibitors
US9133180B2
(en)
2012-02-06
2015-09-15
Sareum Limited
Aurora and FLT3 kinases modulators
US10882829B2
(en)
2012-03-02
2021-01-05
Sareum Limited
Pharmaceutical compounds
US11673870B2
(en)
2012-03-02
2023-06-13
Sareum Limited
Pharmaceutical compounds
US11154539B2
(en)
2016-10-21
2021-10-26
Sareum Limited
Pharmaceutical compounds
Also Published As
Publication number
Publication date
NO137550C
(en)
1978-03-15
LU66643A1
(en)
1973-02-14
CH544105A
(en)
1973-11-15
SU511003A3
(en)
1976-04-15
AU5698273A
(en)
1974-12-19
JPS5030619B2
(en)
1975-10-02
IL40904A0
(en)
1973-01-30
AT322551B
(en)
1975-05-26
CS177127B2
(en)
1977-07-29
KR780000069B1
(en)
1978-03-30
DD106387A5
(en)
1974-06-12
HU164781B
(en)
1974-04-11
RO63442A
(en)
1978-07-15
NL149797B
(en)
1976-06-15
BE794096A
(en)
1973-05-16
DE2301030A1
(en)
1974-02-28
NL7300326A
(en)
1974-02-11
SE376236B
(en)
1975-05-12
JPS4945067A
(en)
1974-04-27
IL40904A
(en)
1975-12-31
FR2195430B1
(en)
1976-04-09
AU477231B2
(en)
1976-10-21
NO137550B
(en)
1977-12-05
FR2195430A1
(en)
1974-03-08
IE36941B1
(en)
1977-03-30
AR200007A1
(en)
1974-10-15
ES417638A1
(en)
1976-02-01
ZA728259B
(en)
1973-07-25
IE36941L
(en)
1974-02-07
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Legal Events
Date
Code
Title
Description
1975-04-03
PS
Patent sealed [section 19, patents act 1949]
1980-07-30
PCNP
Patent ceased through non-payment of renewal fee