FR2258174A1 - 5-oxo dibenzo(a,d)cycloheptene derivs - with analgesic, antipyretic and anti-inflamm- atory activity - Google Patents

5-oxo dibenzo(a,d)cycloheptene derivs - with analgesic, antipyretic and anti-inflamm- atory activity

Info

Publication number
FR2258174A1
FR2258174A1 FR7402214A FR7402214A FR2258174A1 FR 2258174 A1 FR2258174 A1 FR 2258174A1 FR 7402214 A FR7402214 A FR 7402214A FR 7402214 A FR7402214 A FR 7402214A FR 2258174 A1 FR2258174 A1 FR 2258174A1
Authority
FR
France
Prior art keywords
derivs
inflamm
cycloheptene
antipyretic
analgesic
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.)
Granted
Application number
FR7402214A
Other languages
French (fr)
Other versions
FR2258174B1 (en
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.)
Rhone Poulenc Industries SA
Original Assignee
Rhone Poulenc Industries 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 Rhone Poulenc Industries SA filed Critical Rhone Poulenc Industries SA
Priority to FR7402214A priority Critical patent/FR2258174A1/en
Priority to OA55125A priority patent/OA04603A/en
Priority to NL7402475A priority patent/NL7402475A/xx
Priority to JP49022905A priority patent/JPS5024260A/ja
Priority to US05/447,059 priority patent/US3933905A/en
Priority to CS763033A priority patent/CS187337B2/en
Priority to IL44311A priority patent/IL44311A/en
Priority to AU66142/74A priority patent/AU480735B2/en
Priority to CA193,752A priority patent/CA1022929A/en
Priority to IE00421/74A priority patent/IE38942B1/en
Priority to GB915474A priority patent/GB1412095A/en
Priority to FI614/74A priority patent/FI58115C/en
Priority to DK110874A priority patent/DK140721B/en
Priority to LU69524A priority patent/LU69524A1/xx
Priority to HURO000828 priority patent/HU168098B/hu
Priority to DE2409919A priority patent/DE2409919A1/en
Priority to NO740723A priority patent/NO139783C/en
Priority to CH53377A priority patent/CH591423A5/xx
Priority to SE7402779A priority patent/SE397972B/en
Priority to AR252579A priority patent/AR202811A1/en
Priority to PL18842874A priority patent/PL98257B1/en
Priority to ES425406A priority patent/ES425406A1/en
Priority to AR25610274A priority patent/AR203767A1/en
Priority to US05/556,389 priority patent/US3975437A/en
Priority to SU7502140476A priority patent/SU576912A3/en
Priority to AT635375A priority patent/AT333247B/en
Publication of FR2258174A1 publication Critical patent/FR2258174A1/en
Application granted granted Critical
Publication of FR2258174B1 publication Critical patent/FR2258174B1/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/22—Radicals substituted by singly bound oxygen or sulfur atoms etherified
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
    • C07C51/58—Preparation of carboxylic acid halides
    • C07C51/60—Preparation of carboxylic acid halides by conversion of carboxylic acids or their anhydrides or esters, lactones, salts into halides with the same carboxylic acid part
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C59/00—Compounds having carboxyl groups bound to acyclic carbon atoms and containing any of the groups OH, O—metal, —CHO, keto, ether, groups, groups, or groups
    • C07C59/40—Unsaturated compounds
    • C07C59/76—Unsaturated compounds containing keto groups
    • C07C59/86—Unsaturated compounds containing keto groups containing six-membered aromatic rings and other rings

Abstract

Novel cpds. of formula (I): (where X is H, halogen, 1-4C alkyl(thio) or alkoxy or CF3; R1 and R2 are H or 1-4C alkyl; R3 is OH, 1-4C alkoxy, 2,2-dimethyl-1,3-dioxolan-4-ylmethoxy or NR4R5; R4 and R5 are H, 1-4C (hydroxy)alkyl or Ph or NR4R5 is a 5- or 6-membered heterocycle opt. contg. a 2nd heteroatom selected from O S and NR; and R is H or 1-4C alkyl) are prepd. by (a) cyclisn and partial hydrolysis of a cpd. (II): (where Y is OH or Cl) to give (I; R3=NH2); (b) hydrolysis of (I; R3=NH2) or the corresp. nitrile to give (I; R3=OH); or (c) reacting R3H with the corresp. acid halide to form other esters and amides (I).
FR7402214A 1973-03-02 1974-01-23 5-oxo dibenzo(a,d)cycloheptene derivs - with analgesic, antipyretic and anti-inflamm- atory activity Granted FR2258174A1 (en)

Priority Applications (26)

Application Number Priority Date Filing Date Title
FR7402214A FR2258174A1 (en) 1974-01-23 1974-01-23 5-oxo dibenzo(a,d)cycloheptene derivs - with analgesic, antipyretic and anti-inflamm- atory activity
OA55125A OA04603A (en) 1973-03-02 1974-02-20 New derivatives of dibenzo [a, d] cycloheptene, their salts and their preparation.
NL7402475A NL7402475A (en) 1973-03-02 1974-02-22
US05/447,059 US3933905A (en) 1973-03-02 1974-02-28 (5-Oxo-10,11-dihydrodibenzo[a,d]-cyclohepten-2-yl)-alkanoic acids
CS763033A CS187337B2 (en) 1974-01-23 1974-02-28 Method of producing novel derivatives of dibenzo/a,d/cycloheptene
IL44311A IL44311A (en) 1973-03-02 1974-02-28 Alpha-(5-oxo-10,11-dihydrodibenzo (a,d) cyclohepten-2-yl)-alkanoic acid derivatives processes for their preparation and pharmaceutical compositions containing them
AU66142/74A AU480735B2 (en) 1973-03-02 1974-02-28 DIBENZO [a,d] CYCLOHEPTENE DERIVATIVES
CA193,752A CA1022929A (en) 1973-03-02 1974-02-28 Dibenzo (a,d) cycloheptene derivatives; their preparation and compositions
IE00421/74A IE38942B1 (en) 1973-03-02 1974-02-28 Dibenzo/a,d/cycloheptene derivatives
GB915474A GB1412095A (en) 1973-03-02 1974-02-28 Dibenzo a,d cycloheptene derivatives
JP49022905A JPS5024260A (en) 1973-03-02 1974-02-28
LU69524A LU69524A1 (en) 1973-03-02 1974-03-01
FI614/74A FI58115C (en) 1973-03-02 1974-03-01 FOERFARANDE FOER FRAMSTAELLNING AV NYA THERAPEUTIC ACID ACTIVE 5-OXODIBENSOCYCLOHEPTADIENYL ETHYRADERIVAT
HURO000828 HU168098B (en) 1974-01-23 1974-03-01
DE2409919A DE2409919A1 (en) 1973-03-02 1974-03-01 NEW DIBENZO SQUARE BRACKET ON A, SQUARE BRACKET FOR CYCLOHEPTEN DERIVATIVES, THEIR PRODUCTION AND COMPOSITIONS THEREOF
NO740723A NO139783C (en) 1973-10-19 1974-03-01 ANALOGICAL PROCEDURE FOR PREPARATION OF NEW DIBENZO DERIVATIVES (A, D) CYCLOHEPTEN
CH53377A CH591423A5 (en) 1974-01-23 1974-03-01
SE7402779A SE397972B (en) 1973-03-02 1974-03-01 PROCEDURE FOR PREPARING NEW DERIVATIVES OF DIBENSO / A, D / CYCLOHEPTEN-5-ON
AR252579A AR202811A1 (en) 1973-03-02 1974-03-01 PROCEDURE FOR THE PREPARATION OF (OXO-5-DIHIDRO-10,11-DIBENZO <A, D> CYCLOHEPTENIL-2) -2 PROPANOILAMIDE, AND ITS SALTS
DK110874A DK140721B (en) 1973-10-19 1974-03-01 Analogous process for the preparation of dibenzo (a, d) cycloheptenecarboxylic acid derivatives or acid addition salts thereof.
PL18842874A PL98257B1 (en) 1974-01-23 1974-03-02 METHOD OF MAKING NEW DERIVATIVES OF DUBENZO / A, D / CYCLHEPTENE
ES425406A ES425406A1 (en) 1974-01-23 1974-04-17 Procedure for preparing derivatives of dibenzo (a, l) ciclohepteno. (Machine-translation by Google Translate, not legally binding)
AR25610274A AR203767A1 (en) 1974-01-23 1974-10-15 PROCEDURE TO PREPARE ACID DERIVATIVES (OXO-5-DIHIDRO-10,11-DIBENZO (A, D) -CYCLOHEPTENIL-2) -ALKANOICOS AND THEIR SALTS
US05/556,389 US3975437A (en) 1973-03-02 1975-03-07 Dibenzo (a,d) cycloheptene derivatives
SU7502140476A SU576912A3 (en) 1974-01-23 1975-06-05 Method of preparing derivatives of dibezo (a,d) cycloheptene or their salts
AT635375A AT333247B (en) 1974-01-23 1975-08-14 PROCESS FOR THE PREPARATION OF NEW 10,11-DIHYDRO-5-OXODIBENZO (A, D) CYCLOHEPTEN-2-YLALKANIC ACID ESTERS - OR AMIDES AND THEIR ACID ADDITION SALTS

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7402214A FR2258174A1 (en) 1974-01-23 1974-01-23 5-oxo dibenzo(a,d)cycloheptene derivs - with analgesic, antipyretic and anti-inflamm- atory activity

Publications (2)

Publication Number Publication Date
FR2258174A1 true FR2258174A1 (en) 1975-08-18
FR2258174B1 FR2258174B1 (en) 1977-09-09

Family

ID=9133861

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7402214A Granted FR2258174A1 (en) 1973-03-02 1974-01-23 5-oxo dibenzo(a,d)cycloheptene derivs - with analgesic, antipyretic and anti-inflamm- atory activity

Country Status (7)

Country Link
AR (1) AR203767A1 (en)
CH (1) CH591423A5 (en)
ES (1) ES425406A1 (en)
FR (1) FR2258174A1 (en)
HU (1) HU168098B (en)
PL (1) PL98257B1 (en)
SU (1) SU576912A3 (en)

Also Published As

Publication number Publication date
AR203767A1 (en) 1975-10-15
CH591423A5 (en) 1977-09-15
PL98257B1 (en) 1978-04-29
SU576912A3 (en) 1977-10-15
FR2258174B1 (en) 1977-09-09
HU168098B (en) 1976-02-28
ES425406A1 (en) 1976-06-01

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