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FR2197570A1 - Esters of penicillins with hydroxychalcones - with higher antibacterial activity than the parent penicillins - Google Patents

Esters of penicillins with hydroxychalcones - with higher antibacterial activity than the parent penicillins

Info

Publication number
FR2197570A1
FR2197570A1 FR7230605A FR7230605A FR2197570A1 FR 2197570 A1 FR2197570 A1 FR 2197570A1 FR 7230605 A FR7230605 A FR 7230605A FR 7230605 A FR7230605 A FR 7230605A FR 2197570 A1 FR2197570 A1 FR 2197570A1
Authority
FR
France
Prior art keywords
penicillins
esters
hydroxychalcones
antibacterial activity
parent
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
FR7230605A
Other languages
French (fr)
Other versions
FR2197570B1 (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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to FR7230605A priority Critical patent/FR2197570A1/en
Priority to DE19732341514 priority patent/DE2341514A1/en
Publication of FR2197570A1 publication Critical patent/FR2197570A1/en
Application granted granted Critical
Publication of FR2197570B1 publication Critical patent/FR2197570B1/fr
Granted legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D499/00Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/45Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by at least one doubly—bound oxygen atom, not being part of a —CHO group
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation 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
    • C07C45/67Preparation 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
    • C07C45/68Preparation 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
    • C07C45/72Preparation 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 of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/74Preparation 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 of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/76Ketones containing a keto group bound to a six-membered aromatic ring
    • C07C49/82Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups
    • C07C49/835Ketones containing a keto group bound to a six-membered aromatic ring containing hydroxy groups having unsaturation outside an aromatic ring

Landscapes

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

Abstract

Esters of penicillins or penicillanic acids with hydroxychalcones, esp. of formula (I): (where R1 and R2 are H, halogen, alkyl or NO2; and R3 is an acyl residue as found in known penicillins), have higher antibacterial activity than the corresp. unesterified penicillins. The esters are pref. prepd. by reacting an opt. substd. p-hydroxybenzaldehyde with acetophenone and using the resulting hydroxychalcone to esterify a penicillin.
FR7230605A 1972-08-29 1972-08-29 Esters of penicillins with hydroxychalcones - with higher antibacterial activity than the parent penicillins Granted FR2197570A1 (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
FR7230605A FR2197570A1 (en) 1972-08-29 1972-08-29 Esters of penicillins with hydroxychalcones - with higher antibacterial activity than the parent penicillins
DE19732341514 DE2341514A1 (en) 1972-08-29 1973-08-16 NEW PENICILLINESTERS, PROCESS FOR MANUFACTURING THE SAME AND CONTAINING MEDICINAL PRODUCTS

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR7230605A FR2197570A1 (en) 1972-08-29 1972-08-29 Esters of penicillins with hydroxychalcones - with higher antibacterial activity than the parent penicillins

Publications (2)

Publication Number Publication Date
FR2197570A1 true FR2197570A1 (en) 1974-03-29
FR2197570B1 FR2197570B1 (en) 1975-10-17

Family

ID=9103633

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7230605A Granted FR2197570A1 (en) 1972-08-29 1972-08-29 Esters of penicillins with hydroxychalcones - with higher antibacterial activity than the parent penicillins

Country Status (2)

Country Link
DE (1) DE2341514A1 (en)
FR (1) FR2197570A1 (en)

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2016825A1 (en) * 1968-07-26 1970-05-15 Beecham Group Ltd
FR1603296A (en) * 1967-12-22 1971-03-29

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR1603296A (en) * 1967-12-22 1971-03-29
FR2016825A1 (en) * 1968-07-26 1970-05-15 Beecham Group Ltd

Also Published As

Publication number Publication date
DE2341514A1 (en) 1974-03-07
FR2197570B1 (en) 1975-10-17

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Legal Events

Date Code Title Description
ST Notification of lapse