GB897989A - Substituted benzamides - Google Patents

Substituted benzamides

Info

Publication number
GB897989A
GB897989A GB9712/60A GB971260A GB897989A GB 897989 A GB897989 A GB 897989A GB 9712/60 A GB9712/60 A GB 9712/60A GB 971260 A GB971260 A GB 971260A GB 897989 A GB897989 A GB 897989A
Authority
GB
United Kingdom
Prior art keywords
organic solvent
dialkylazetidines
chloroethyl
dialkyl
evaporating
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
GB9712/60A
Inventor
Emilia Testa
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.)
Gruppo Lepetit SpA
Original Assignee
Lepetit SpA
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 Lepetit SpA filed Critical Lepetit SpA
Priority to GB9712/60A priority Critical patent/GB897989A/en
Priority to ES0265331A priority patent/ES265331A1/en
Priority to CH275061A priority patent/CH392514A/en
Priority to BE601475A priority patent/BE601475A/en
Priority to FR856219A priority patent/FR1022M/en
Priority to BR127731/61A priority patent/BR6127731D0/en
Publication of GB897989A publication Critical patent/GB897989A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/04—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/397—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having four-membered rings, e.g. azetidine
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D205/00—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom
    • C07D205/02—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings
    • C07D205/06—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
    • C07D205/08—Heterocyclic compounds containing four-membered rings with one nitrogen atom as the only ring hetero atom not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with one oxygen atom directly attached in position 2, e.g. beta-lactams

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises compounds of the formula <FORM:0897989/IV (b)/1> (wherein R and R1 are alkyl radicals each containing at most 8 carbon atoms) and their preparation by heating p-hydroxy-benzylamine with 3,4,5-trimethoxybenzoyl chloride in an inert anhydrous organic solvent in the presence of a tertiary amine, heating an alkali metal salt of the precipitated N-(p-hydroxybenzyl)-3,4,5-trimethoxybenzamide at 65 DEG C. to 70 DEG C. with an N-chloroethyl-3,3-dialkyl-azetidine in an inert anhydrous organic solvent, evaporating the mixture to dryness, taking up the residue in an organic solvent, evaporating after filtration of the inorganic salt, taking up the residue with diethyl ether and precipitating the product by adding light petroleum. An example is given. N - Chloroethyl - 3, 3 - dialkylazetidines are prepared by reacting 3,3-dialkylazetidines with ethylene oxide to give 3,3-dialkyl-1-(b -hydroxyethyl)-azetidines and reacting these with thionyl chloride. The compounds of the invention, which are stated to be antihistaminic and antiemetic agents, may be formulated as pharmaceutical compositions with solid or liquid carriers or diluents.
GB9712/60A 1960-03-18 1960-03-18 Substituted benzamides Expired GB897989A (en)

Priority Applications (6)

Application Number Priority Date Filing Date Title
GB9712/60A GB897989A (en) 1960-03-18 1960-03-18 Substituted benzamides
ES0265331A ES265331A1 (en) 1960-03-18 1961-03-02 Substituted benzamides
CH275061A CH392514A (en) 1960-03-18 1961-03-07 Process for the preparation of new pharmacologically active compounds
BE601475A BE601475A (en) 1960-03-18 1961-03-17 Compounds of trimethoxybenzamide.
FR856219A FR1022M (en) 1960-03-18 1961-03-18 Anti-histamine and anti-emetic drug based on a derivative of trimethoxybenzamide.
BR127731/61A BR6127731D0 (en) 1960-03-18 1961-03-27 PROCESS TO PREPARE AN N (P (3,3-DISSUBSTITUED-1-AZETI DINILETOXI) BENZIL) -3,4,5-TRIMETOXIBENZAMIDE

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB9712/60A GB897989A (en) 1960-03-18 1960-03-18 Substituted benzamides

Publications (1)

Publication Number Publication Date
GB897989A true GB897989A (en) 1962-06-06

Family

ID=9877329

Family Applications (1)

Application Number Title Priority Date Filing Date
GB9712/60A Expired GB897989A (en) 1960-03-18 1960-03-18 Substituted benzamides

Country Status (6)

Country Link
BE (1) BE601475A (en)
BR (1) BR6127731D0 (en)
CH (1) CH392514A (en)
ES (1) ES265331A1 (en)
FR (1) FR1022M (en)
GB (1) GB897989A (en)

Also Published As

Publication number Publication date
ES265331A1 (en) 1961-08-16
CH392514A (en) 1965-05-31
BR6127731D0 (en) 1973-06-07
BE601475A (en) 1961-07-17
FR1022M (en) 1961-12-26

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