GB929522A - Flavone derivatives and improved method of preparing same - Google Patents

Flavone derivatives and improved method of preparing same

Info

Publication number
GB929522A
GB929522A GB2756861A GB2756861A GB929522A GB 929522 A GB929522 A GB 929522A GB 2756861 A GB2756861 A GB 2756861A GB 2756861 A GB2756861 A GB 2756861A GB 929522 A GB929522 A GB 929522A
Authority
GB
United Kingdom
Prior art keywords
flavone
acid
oxyacetic
hooc
derivative
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
GB2756861A
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.)
IND CHIMIQUE SA
Original Assignee
IND CHIMIQUE 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
Priority claimed from FR834965A external-priority patent/FR1271673A/en
Priority claimed from FR852523A external-priority patent/FR1406M/en
Application filed by IND CHIMIQUE SA filed Critical IND CHIMIQUE SA
Publication of GB929522A publication Critical patent/GB929522A/en
Expired legal-status Critical Current

Links

Classifications

    • 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

Landscapes

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

Abstract

The invention comprises flavone derivatives of the general formula: HOOC-CH(R)-O-C15H(9-n)O2(OH)n (wherein R = H or CH3 when n = 1 and R = CH3 when n = 0, the HOOC-CH(R)-O- group being in position 7 of the flavone nucleus, and the (OH)n=1 group being in the position 5 or 41) also the corresponding alkali and alkaline earth metal salts, and a process for their preparation by condensing the corresponding 7-hydroxy flavone derivative with an acid HOOC-CH(R)-Hal (wherein R = H or CH3 and Hal is chlorine or bromine) in the presence of NaOH or KOH and isolating the flavonoxy acid by acidification with dilute HCl, and further relates to flavone 5,7-di (oxyacetic) acid and its alkali and alkaline earth metal salts and their preparation by condensing 5,7-dihydroxy flavone with \sF 2 molecular proportions of bromoacetic acid. The di (oxyacetic) derivative is separated from the mono (oxyacetic) derivative by means of the greater solubility of its ammonium salt. The compounds have a beneficial action on the tissulo-vascular resistance and are pro-vitamin P factors; they may be formulated with conventional therapeutic carriers and diluents for administration orally or parenterally, e.g. as tablets, injectable solutions, suppositories or pomades.
GB2756861A 1960-08-04 1961-07-28 Flavone derivatives and improved method of preparing same Expired GB929522A (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
FR834965A FR1271673A (en) 1960-08-04 1960-08-04 New flavon derivatives and their preparation process
BE472488 1960-08-29
FR852523A FR1406M (en) 1961-02-13 1961-02-13 As pro-vitamin p factor's, various flavonic derivatives.

Publications (1)

Publication Number Publication Date
GB929522A true GB929522A (en) 1963-06-26

Family

ID=27158809

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2756861A Expired GB929522A (en) 1960-08-04 1961-07-28 Flavone derivatives and improved method of preparing same

Country Status (2)

Country Link
CH (1) CH477435A (en)
GB (1) GB929522A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0803503A1 (en) * 1996-04-25 1997-10-29 Adir Et Compagnie Acids and esters of diosmetin and pharmaceutical compositions containing them

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0803503A1 (en) * 1996-04-25 1997-10-29 Adir Et Compagnie Acids and esters of diosmetin and pharmaceutical compositions containing them
FR2748025A1 (en) * 1996-04-25 1997-10-31 Adir NOVEL ACIDS AND ESTERS OF DIOSMETIN AND THE PHARMACEUTICAL COMPOSITIONS CONTAINING SAME

Also Published As

Publication number Publication date
CH477435A (en) 1969-08-31

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