FR2219788A1 - Antitubercular amidino hydrazones - of 1,5-diarylpenta-1,4-diene-3-ones - Google Patents

Antitubercular amidino hydrazones - of 1,5-diarylpenta-1,4-diene-3-ones

Info

Publication number
FR2219788A1
FR2219788A1 FR7407099A FR7407099A FR2219788A1 FR 2219788 A1 FR2219788 A1 FR 2219788A1 FR 7407099 A FR7407099 A FR 7407099A FR 7407099 A FR7407099 A FR 7407099A FR 2219788 A1 FR2219788 A1 FR 2219788A1
Authority
FR
France
Prior art keywords
alkyl
substd
diarylpenta
antitubercular
diene
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.)
Withdrawn
Application number
FR7407099A
Other languages
French (fr)
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.)
Wyeth Holdings LLC
Original Assignee
American Cyanamid Co
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 US337033A external-priority patent/US3878201A/en
Application filed by American Cyanamid Co filed Critical American Cyanamid Co
Publication of FR2219788A1 publication Critical patent/FR2219788A1/en
Withdrawn legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C281/00Derivatives of carbonic acid containing functional groups covered by groups C07C269/00 - C07C279/00 in which at least one nitrogen atom of these functional groups is further bound to another nitrogen atom not being part of a nitro or nitroso group
    • C07C281/16Compounds containing any of the groups, e.g. aminoguanidine
    • C07C281/18Compounds containing any of the groups, e.g. aminoguanidine the other nitrogen atom being further doubly-bound to a carbon atom, e.g. guanylhydrazones
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D233/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
    • C07D233/04Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D233/28Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
    • C07D233/44Nitrogen atoms not forming part of a nitro radical
    • C07D233/52Nitrogen atoms not forming part of a nitro radical with hetero atoms directly attached to said nitrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D235/00Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/24Benzimidazoles; Hydrogenated benzimidazoles 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 in position 2
    • C07D235/30Nitrogen atoms not forming part of a nitro radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D239/00Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/06Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D239/08Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
    • C07D239/12Nitrogen atoms not forming part of a nitro radical
    • C07D239/18Nitrogen atoms not forming part of a nitro radical with hetero atoms attached to said nitrogen atoms, except nitro radicals, e.g. hydrazine radicals
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D243/00Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
    • C07D243/04Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 3

Landscapes

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

Abstract

Antitubercular cpds. of formula (I) and their acids-addn. salts (where R1, R2 are phenyl opt. substd. by hal, CO2H, (1-4)C alkoxy, di-(1-4)C alkoxy, phenyl, (1-4)C alkyl, di-(1-4)C alkyl CF3, 1-4C alkylsulphonyl 1-4C alkylthio, methylenedioxy, CN, SO2-NH2, (1-4)C alkoxycarbonyl; naphthyl opt. substd. by (1-4)C alkoxy, halogen; R3, R4 are H, (1-4)C alkyl, phenyl opt. substd. by hal; R5, R6 are alkyl, or together may form a (2-9) C alkylene or a (2-4)C alkylene substd. by 1 or 2 Me or phenyl gps. and R7 is H, (1-4)C alkyl). The cpds. are used at 5-100 mg/kg/day in unit doses contg. 10-500 mg and are prepd. by the reaction of N-aminoguanidines with 1,5 diarylpenta-1,4-diene-3-ones.
FR7407099A 1973-03-01 1974-03-01 Antitubercular amidino hydrazones - of 1,5-diarylpenta-1,4-diene-3-ones Withdrawn FR2219788A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US337033A US3878201A (en) 1971-04-05 1973-03-01 1,5-Bis substituted-1,4-pentadien-3-one substituted amidinohydrazone salts and method of preparing the same

Publications (1)

Publication Number Publication Date
FR2219788A1 true FR2219788A1 (en) 1974-09-27

Family

ID=23318813

Family Applications (1)

Application Number Title Priority Date Filing Date
FR7407099A Withdrawn FR2219788A1 (en) 1973-03-01 1974-03-01 Antitubercular amidino hydrazones - of 1,5-diarylpenta-1,4-diene-3-ones

Country Status (8)

Country Link
JP (1) JPS49134659A (en)
BE (1) BE811695A (en)
DD (1) DD113529A5 (en)
DE (1) DE2409408A1 (en)
ES (1) ES423681A1 (en)
FR (1) FR2219788A1 (en)
NL (1) NL7402818A (en)
ZA (1) ZA74933B (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2419287A2 (en) * 1978-03-06 1979-10-05 American Cyanamid Co 1,5-Bis-p-tri:fluoromethyl-phenyl-1,4-pentadiene-one hydrazone(s) - useful as insecticides, esp. for controlling fire ants and cockroaches
FR2422646A1 (en) * 1978-04-12 1979-11-09 American Cyanamid Co Penta:dien:one hydrazone cpds. - for use as insecticides
FR2446285A1 (en) * 1978-09-05 1980-08-08 American Cyanamid Co Bis:hydrazone derivs. of anthracene 9,10-di:carbonyl cpds. - useful as antibacterials and antitumour agents

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2419287A2 (en) * 1978-03-06 1979-10-05 American Cyanamid Co 1,5-Bis-p-tri:fluoromethyl-phenyl-1,4-pentadiene-one hydrazone(s) - useful as insecticides, esp. for controlling fire ants and cockroaches
FR2422646A1 (en) * 1978-04-12 1979-11-09 American Cyanamid Co Penta:dien:one hydrazone cpds. - for use as insecticides
FR2446285A1 (en) * 1978-09-05 1980-08-08 American Cyanamid Co Bis:hydrazone derivs. of anthracene 9,10-di:carbonyl cpds. - useful as antibacterials and antitumour agents

Also Published As

Publication number Publication date
ES423681A1 (en) 1976-04-16
DD113529A5 (en) 1975-06-12
ZA74933B (en) 1974-12-24
BE811695A (en) 1974-08-28
NL7402818A (en) 1974-09-03
JPS49134659A (en) 1974-12-25
DE2409408A1 (en) 1974-09-26

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Legal Events

Date Code Title Description
ST Notification of lapse