FR2326919A2 - Anti-inflammatory alpha-methyl-chromone-6-acetic acid derivs - produced by methylation of alpha-unsubstd. cpds. (BE190576) - Google Patents

Anti-inflammatory alpha-methyl-chromone-6-acetic acid derivs - produced by methylation of alpha-unsubstd. cpds. (BE190576)

Info

Publication number
FR2326919A2
FR2326919A2 FR7531024A FR7531024A FR2326919A2 FR 2326919 A2 FR2326919 A2 FR 2326919A2 FR 7531024 A FR7531024 A FR 7531024A FR 7531024 A FR7531024 A FR 7531024A FR 2326919 A2 FR2326919 A2 FR 2326919A2
Authority
FR
France
Prior art keywords
alpha
cpds
inflammatory
unsubstd
chromone
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
FR7531024A
Other languages
French (fr)
Other versions
FR2326919B2 (en
Inventor
Eugene Boschetti
Philippe Briet
Jean-Jacques Berthelon
Jean-Claude Depin
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.)
Merck Sante SAS
Original Assignee
LIPHA SAS
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 LIPHA SAS filed Critical LIPHA SAS
Priority to FR7531024A priority Critical patent/FR2326919A2/en
Priority to DE19752549745 priority patent/DE2549745A1/en
Priority to IL48465A priority patent/IL48465A/en
Priority to CH1460375A priority patent/CH612193A5/xx
Priority to US05/631,401 priority patent/US4097582A/en
Priority to ES442616A priority patent/ES442616A1/en
Priority to CA239,665A priority patent/CA1067074A/en
Priority to IE2518/75A priority patent/IE43539B1/en
Priority to AU86707/75A priority patent/AU491931B2/en
Priority to GB47707/75A priority patent/GB1512537A/en
Priority to NO753886A priority patent/NO146636C/en
Priority to DK519975A priority patent/DK519975A/en
Priority to MX002840U priority patent/MX3009E/en
Priority to AT884275A priority patent/AT345829B/en
Priority to DD7500189584A priority patent/DD128866A5/en
Priority to NL7513597A priority patent/NL7513597A/en
Priority to JP50138775A priority patent/JPS6039676B2/en
Priority to SU752190955A priority patent/SU596168A3/en
Publication of FR2326919A2 publication Critical patent/FR2326919A2/en
Priority to US05/823,144 priority patent/US4122200A/en
Application granted granted Critical
Publication of FR2326919B2 publication Critical patent/FR2326919B2/fr
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/26—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom 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
    • C07D333/28—Halogen atoms
    • 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
    • C07C45/45—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation
    • C07C45/455—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by condensation with carboxylic acids or their derivatives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/82—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C07C49/83—Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups polycyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
    • C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
    • C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D307/40—Radicals substituted by oxygen atoms
    • C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/22—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4
    • C07D311/26—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3
    • C07D311/28—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only
    • C07D311/30—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 4 with aromatic rings attached in position 2 or 3 with aromatic rings attached in position 2 only not hydrogenated in the hetero ring, e.g. flavones
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
    • C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
    • C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
    • C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
    • C07D333/22—Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Derivs. of formula (I): (where X is phenyl, phenyl substd. by at least a halogen atom or lower alkyl, halomethyl or aryloxy gp., furyl or thienyl; and R is H, lower alkyl, lower omega-hydroxyalkyl, morpholinoethyl or lower dialkylaminoalkyl), e.g. 2-(2-thienyl)-6-chromonyl)-propionic acid, and their addition salts are new. (I) are basic with acids tolerable in human therapy, and inorganic and organic salts of acidic cpds. (I) have analgesic and anti-inflammatory props. and are only weakly ulcerogenic.
FR7531024A 1974-10-10 1975-10-10 Anti-inflammatory alpha-methyl-chromone-6-acetic acid derivs - produced by methylation of alpha-unsubstd. cpds. (BE190576) Granted FR2326919A2 (en)

Priority Applications (19)

Application Number Priority Date Filing Date Title
FR7531024A FR2326919A2 (en) 1975-10-10 1975-10-10 Anti-inflammatory alpha-methyl-chromone-6-acetic acid derivs - produced by methylation of alpha-unsubstd. cpds. (BE190576)
DE19752549745 DE2549745A1 (en) 1974-11-20 1975-11-06 PROPIONIC ACIDS SUBSTITUTED BY A CHROMONYL RESIDUE AND THEIR DERIVATIVES AND USES
IL48465A IL48465A (en) 1974-11-20 1975-11-11 2-(2'-(substituted phenyl-,thienyl-or furyl)chromon-6'-yl)propionic acids and their salts,their preparation and pharmaceutical compositions containing them
CH1460375A CH612193A5 (en) 1974-11-20 1975-11-11
US05/631,401 US4097582A (en) 1974-10-10 1975-11-12 6',2-(2'-Arylchromonyl) propionic acids, and analgesic and anti-inflammatory derivatives thereof
ES442616A ES442616A1 (en) 1974-11-20 1975-11-14 6{40 ,2-(2{40 -Arylchromonyl) propionic acids, and analgesic and anti-inflammatory derivatives thereof
CA239,665A CA1067074A (en) 1974-11-20 1975-11-14 6',2-(2'-arylchromonyl)propionic acids
AU86707/75A AU491931B2 (en) 1974-11-20 1975-11-18 Chromone derivatives
IE2518/75A IE43539B1 (en) 1974-11-20 1975-11-18 2-(2'-aryl-6-chromonyl) propionic acids, and an analgesic and anti-inflammatory derivatives thereof
DK519975A DK519975A (en) 1974-11-20 1975-11-19 PROCEDURE FOR THE PREPARATION OF 6 ', 2- (2'-ARYLCHROMONYL) -PROPION ACIDS
GB47707/75A GB1512537A (en) 1974-11-20 1975-11-19 2-(2'-aryl-6'-chromonyl) propionic acids and analgesic and anti-inflammatory derivatives thereof
MX002840U MX3009E (en) 1974-11-20 1975-11-19 PROCEDURE FOR THE OBTAINING OF PROPIONIC ACIDS SUBSTITUTED BY A RADICAL CHROMONYL AND ITS ESTERS
NO753886A NO146636C (en) 1974-11-20 1975-11-19 ANALOGY PROCEDURE FOR THE PREPARATION OF NEW PROPIONIC ACID DERIVATIVES.
DD7500189584A DD128866A5 (en) 1974-11-20 1975-11-20 METHOD FOR THE PRODUCTION OF CHROMONYL RESISTANT SUBSTITUTED PROPIONE ACIDS
NL7513597A NL7513597A (en) 1974-11-20 1975-11-20 PROCESS FOR THE PREPARATION OF CHROMONYL-SUBSTITUTED PROPIONIC ACID.
AT884275A AT345829B (en) 1974-11-20 1975-11-20 Process for the preparation of new chromonyl propionic acid derivatives and their salts
JP50138775A JPS6039676B2 (en) 1974-11-20 1975-11-20 Process for producing chromonyl-substituted propionic acids and their esters
SU752190955A SU596168A3 (en) 1975-10-10 1975-11-20 Method of preparing propionic acids or esters or salts thereof
US05/823,144 US4122200A (en) 1974-11-20 1977-08-09 6',2-(2'Arylchromonyl) propionic acids, and analgesic and anti-inflammatory derivatives thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7531024A FR2326919A2 (en) 1975-10-10 1975-10-10 Anti-inflammatory alpha-methyl-chromone-6-acetic acid derivs - produced by methylation of alpha-unsubstd. cpds. (BE190576)

Publications (2)

Publication Number Publication Date
FR2326919A2 true FR2326919A2 (en) 1977-05-06
FR2326919B2 FR2326919B2 (en) 1978-11-10

Family

ID=9161039

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7531024A Granted FR2326919A2 (en) 1974-10-10 1975-10-10 Anti-inflammatory alpha-methyl-chromone-6-acetic acid derivs - produced by methylation of alpha-unsubstd. cpds. (BE190576)

Country Status (2)

Country Link
FR (1) FR2326919A2 (en)
SU (1) SU596168A3 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0080419A2 (en) * 1981-11-25 1983-06-01 Lipha, Lyonnaise Industrielle Pharmaceutique 8-Haloalkyl-4H-(1)-benzopyran-4-ones and preparation processes

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
CHEMICAL ABSTRACTS, VOLUME 53 1958 21.923-4 CITE ANN.CHIM. ROME 48, 762 - 769 1958 ) *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0080419A2 (en) * 1981-11-25 1983-06-01 Lipha, Lyonnaise Industrielle Pharmaceutique 8-Haloalkyl-4H-(1)-benzopyran-4-ones and preparation processes
EP0080419A3 (en) * 1981-11-25 1983-10-12 Lipha, Lyonnaise Industrielle Pharmaceutique 8-haloalkyl-4h-(1)-benzopyran-4-ones and preparation processes

Also Published As

Publication number Publication date
FR2326919B2 (en) 1978-11-10
SU596168A3 (en) 1978-02-28

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