GB1264340A - - Google Patents

Info

Publication number
GB1264340A
GB1264340A GB4097169A GB4097169A GB1264340A GB 1264340 A GB1264340 A GB 1264340A GB 4097169 A GB4097169 A GB 4097169A GB 4097169 A GB4097169 A GB 4097169A GB 1264340 A GB1264340 A GB 1264340A
Authority
GB
United Kingdom
Prior art keywords
alkyl
methyl
halo
alkoxy
diphenyl ether
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
GB4097169A
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 claimed from US752800A external-priority patent/US3649679A/en
Priority claimed from US828756A external-priority patent/US3600437A/en
Application filed filed Critical
Publication of GB1264340A publication Critical patent/GB1264340A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D257/00—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms
    • C07D257/02—Heterocyclic compounds containing rings having four nitrogen atoms as the only ring hetero atoms not condensed with other rings
    • C07D257/04—Five-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C275/00—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups
    • C07C275/04—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms
    • C07C275/20—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an unsaturated carbon skeleton
    • C07C275/24—Derivatives of urea, i.e. compounds containing any of the groups, the nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of urea groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/257—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings
    • C07C43/295—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings containing hydroxy or O-metal groups
    • 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
    • C07C45/70—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 by reaction with functional groups containing oxygen only in singly bound form
    • C07C45/71—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 by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

1,264,340. Phenylalkanoic acids and derivatives. ELI LILLY & CO. 15 Aug., 1969 [15 Aug., 1968 (2); 28 May, 1969], No. 40971/69. Heading C2C. Novel compounds I in which X is O or S; Y 1 is H, OH, NH 2 , NO 2 , halo, CH 3 , C 2 H 5 , 1-3C alkoxy, CH 3 SO 2 , CH 3 SO 2 NH, CF 3 , CH 9 CONH, CH 3 S or phenoxy; R 1 is H, 1-5C alkyl, 2-5C alkenyl, 2-5C alkynyl or 3-6C cycloalkyl and when the moiety C 6 H 5 X is in the para position, n is 0; Y 2 is H, OH, halo, 1-5C alkyl or 1-3C alkoxy; and both of Y 1 and Y 2 cannot be H when R 1 is H or CH 3 ; Z is (a) COOR 2 (R 2 is H, 1-5C alkyl, di-(1-3C alkyl) amino-(1-4C alkyl) or a metal or optionally substituted ammonium cation), (b) CON(R 3 ) 2 (R 3 is H, OH, 1-5C alkyl, cyclopropylmethyl or CH 2 COOR 2 ), (c) CH 2 OR 4 (R 4 is H, 1-5C alkyl, acetyl, propionyl, carbamyl, N-methyl or N,N-dimethyl-carbamyl or 3-6C alkoxyalkyl, or (d) tetrazolyl; and when the moiety C 6 H 5 X is in the meta position, n is 0-3; Y 1 is as defined above, but is H when Y 2 is OH; Y 2 is H, OH halo, methyl or ethyl, but is H when Y 1 is OH or 1-3C alkoxy; Z is as defined above; R 2 is 2-(3-phenyl-X-phenyl) propyl in addition to the values given above and Z may also be (e) when n is 1-3 N(R 5 ) 2 (R 5 =(1) H, 1-5C alkyl, cyclopropyl or cyclopropylmethyl or (2) acetyl, propionyl, or N- methyl or N,N-dimethylcarbamyl) and their salts are prepared by methods well known in the art for preparation of phenylalkanoic acids and their derivatives. Intermediates isolated are 3-phenoxy-acetophenone; 4 - chloro - 5 - methyl - diphenyl ether; 2 - chloro - 5 - methyl - diphenyl ether; 4 - fluoro- 5 - methyl - diphenyl ether, 4 - methyl - 5 - phenoxyacetophenone, and 2 - methoxy - 5 - phenoxyacetophenone all prepared by an Ullman diaryl ether synthesis. Pharmaceutical compositions comprise a compound I together with a suitable excipient and are administered as analgesics and antiinflammatory agents.
GB4097169A 1968-08-15 1969-08-15 Expired GB1264340A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US75280168A 1968-08-15 1968-08-15
US752800A US3649679A (en) 1968-08-15 1968-08-15 Substituted phenylalkanoic acid derivatives ii
US828756A US3600437A (en) 1969-05-28 1969-05-28 Substituted phenylalkanoic acids and derivatives thereof

Publications (1)

Publication Number Publication Date
GB1264340A true GB1264340A (en) 1972-02-23

Family

ID=27419433

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4097169A Expired GB1264340A (en) 1968-08-15 1969-08-15

Country Status (16)

Country Link
JP (2) JPS5144938B1 (en)
AR (1) AR197075A1 (en)
BE (1) BE737417A (en)
CH (1) CH527155A (en)
CY (1) CY743A (en)
DE (1) DE1941625C3 (en)
DK (1) DK145778C (en)
ES (2) ES370540A1 (en)
FI (1) FI54099C (en)
GB (1) GB1264340A (en)
IE (1) IE33573B1 (en)
IL (1) IL32825A (en)
LU (1) LU59302A1 (en)
NL (2) NL155820B (en)
NO (2) NO137824C (en)
SE (2) SE363818B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0196674A2 (en) * 1985-04-03 1986-10-08 Usv Pharmaceutical Corporation Hydroxamates as modulators of arachidonic acid metabolic pathways
WO1993022269A1 (en) * 1992-05-01 1993-11-11 Pfizer Inc. Process for the preparation of 3(s)-methylheptanoic acid and intermediates therefor
WO2003029185A1 (en) * 2001-10-04 2003-04-10 Astrazeneca Ab Novel compounds

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1307284A (en) * 1970-03-16 1973-02-14 Boots Co Ltd 2-substituted phenyl propionic acids
JPS52168775U (en) * 1976-06-11 1977-12-21
JPS5327662U (en) * 1976-08-14 1978-03-09
DE2950608A1 (en) * 1978-12-29 1980-07-10 Chinoin Gyogyszer Es Vegyeszet METHOD FOR PRODUCING 2- (3-PHENOXY-PHENYL) -PROPIONIC ACID
CA1195691A (en) * 1980-01-28 1985-10-22 Ikuo Ueda Phenyl-alkanoic acid derivative and preparation thereof
AU542420B2 (en) * 1980-02-07 1985-02-21 Richardson-Merrell Inc. Anti-rhinovirus agents
JPS6221294U (en) * 1985-07-23 1987-02-07
DE3610892A1 (en) * 1986-03-24 1987-10-08 Hubert Kurz Sectional sliding wall
JPS6412403A (en) * 1987-07-07 1989-01-17 Kuroi Electric Ind Co Light shielding panel
DE3816450A1 (en) * 1988-05-13 1989-11-16 Hubert Kurz Sectional sliding wall
DE3905518A1 (en) * 1989-02-23 1990-10-11 Bayer Ag SUBSTITUTED PHENOXYPHENYL PROPIONIC ACID DERIVATIVES
EP2272817A4 (en) * 2008-04-11 2011-12-14 Inst Med Molecular Design Inc Pai-1 inhibitor

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL274139A (en) *
GB971700A (en) * 1961-02-02 1964-09-30 Boots Pure Drug Co Ltd Anti-Inflammatory Agents

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0196674A2 (en) * 1985-04-03 1986-10-08 Usv Pharmaceutical Corporation Hydroxamates as modulators of arachidonic acid metabolic pathways
EP0196674A3 (en) * 1985-04-03 1988-06-15 Usv Pharmaceutical Corporation Hydroxamates as modulators of arachidonic acid metabolic pathways
WO1993022269A1 (en) * 1992-05-01 1993-11-11 Pfizer Inc. Process for the preparation of 3(s)-methylheptanoic acid and intermediates therefor
WO2003029185A1 (en) * 2001-10-04 2003-04-10 Astrazeneca Ab Novel compounds
US7119122B2 (en) 2001-10-04 2006-10-10 Astrazeneca Ab Compounds for the inhibition of nitric oxide synthase
US7276528B2 (en) 2001-10-04 2007-10-02 Astrazeneca Ab Compounds for the inhibition of nitric oxide synthase

Also Published As

Publication number Publication date
DK145778C (en) 1983-08-22
NO139127C (en) 1979-01-10
NO139127B (en) 1978-10-02
NL6912504A (en) 1970-02-17
ES370540A1 (en) 1971-07-01
NO137824B (en) 1978-01-23
IE33573B1 (en) 1974-08-21
DE1941625A1 (en) 1970-11-19
NL155820B (en) 1978-02-15
IE33573L (en) 1970-02-15
NO137824C (en) 1978-05-03
IL32825A (en) 1973-03-30
DE1941625B2 (en) 1981-05-07
DK145778B (en) 1983-02-28
CH527155A (en) 1972-08-31
BE737417A (en) 1970-02-13
AR197075A1 (en) 1974-03-15
LU59302A1 (en) 1970-05-18
JPS5144938B1 (en) 1976-12-01
FI54099C (en) 1978-10-10
SE398639B (en) 1978-01-09
NO773495L (en) 1970-02-16
FI54099B (en) 1978-06-30
ES390805A1 (en) 1974-03-16
NL7905644A (en) 1979-11-30
DE1941625C3 (en) 1982-03-18
SE363818B (en) 1974-02-04
JPS5145586B1 (en) 1976-12-04
IL32825A0 (en) 1969-11-12
CY743A (en) 1974-04-30

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
746B Proceeding under section 46(3) patents act 1977
746B Proceeding under section 46(3) patents act 1977
746B Proceeding under section 46(3) patents act 1977
746B Proceeding under section 46(3) patents act 1977
PE20 Patent expired after termination of 20 years