GB1015618A - Glutarimide therapeutic compositions - Google Patents

Glutarimide therapeutic compositions

Info

Publication number
GB1015618A
GB1015618A GB1375863A GB1375863A GB1015618A GB 1015618 A GB1015618 A GB 1015618A GB 1375863 A GB1375863 A GB 1375863A GB 1375863 A GB1375863 A GB 1375863A GB 1015618 A GB1015618 A GB 1015618A
Authority
GB
United Kingdom
Prior art keywords
group
carbon atoms
less
phenyl
benzyl
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
GB1375863A
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.)
Aspro Nicholas Ltd
Original Assignee
Aspro Nicholas Ltd
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 Aspro Nicholas Ltd filed Critical Aspro Nicholas Ltd
Publication of GB1015618A publication Critical patent/GB1015618A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/20Spiro-condensed ring systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/52Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring condensed with a ring other than six-membered
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D211/00Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/80Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D211/84Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
    • C07D211/90Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D221/00Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/22Bridged ring systems

Abstract

The invention comprises compounds of the general formula <FORM:1015618/C2/1> wherein R1 is an alkyl group having more than 1 and less than 10 carbon atoms; R2 is an alkyl group of more than 3 and less than 10 carbon atoms, a phenyl or a benzyl group; R3 is a hydrogen atom, an alkyl or alkenyl group having less than 10 carbon atoms, a phenyl, benzyl or phenylethyl group; R4 is a hydrogen atom, a methyl, ethyl or n-propyl group or R1 and R2 may together form a ring provided by a group -(CH2)4-, -(CH2)5-, -(CH2)4CH-(CH3)- or -(CH2)6- and compounds of the formula <FORM:1015618/C2/2> wherein R1 is an alkyl group having less than 10 carbon atoms; R2 is an alkyl group of more than 1 and less than 10 carbon atoms, a phenyl or a benzyl group; R3 is a hydrogen atom, an alkyl or alkenyl group of less than 10 carbon atoms, a phenyl, benzyl or phenylethyl group and n is 1, 2 or 3 and the pharmaceutically acceptable metal and ammonium salts of the compounds of the general formulae above. The compounds are prepared by condensing cyanoacetic ester with an appropriate ketone and ammonia or a primary amine, or first forming the alkylidene cyanoacetate from 1 mol. each of ketone and cyanoacetic ester and reacting the alkylidene cyanoacetic ester with a further 1 mol. of cyanoacetic ester and an amine or with cyanoacetamide and sodium ethoxide and optionally alkylating the alpha-position in either of the end-products.ALSO:Pharmaceutical compositions in dosage unit form comprise a carrier and a compound selected from either <FORM:1015618/A5-A6/1> or their pharmaceutically acceptable metal and ammonium salts, wherein R1 is an alkyl group of less than 10 carbon atoms; R2 is an alkyl group of less than 10 carbon atoms, a phenyl or benzyl group; R3 is a hydrogen atom, an alkyl or alkenyl group of less than 10 carbon atoms, a phenyl, benzyl or phenylethyl group; R4 is a hydrogen atom, a methyl, ethyl or propyl group; n is 0, 1, 2 or 3 and in Formula I R1 and R2 may together form a ring provided by a group -(CH2)4CH(CH3)-, or -(CH2)6-. The compositions may in addition to the glutarimide contain another active ingredient such as sedatives (e.g. amylobarbitone) and diuretics (e.g. chlorthiazide). The compositions are useful for treating hypertension, and may be in the form of tablets, capsules, cachets, packaged powder, pills, solutions for parenteral administration, suppositories for rectal administration or suspensions for oral administration.
GB1375863A 1962-04-10 1963-04-05 Glutarimide therapeutic compositions Expired GB1015618A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
AU1641362 1962-04-10

Publications (1)

Publication Number Publication Date
GB1015618A true GB1015618A (en) 1966-01-05

Family

ID=3706340

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1375863A Expired GB1015618A (en) 1962-04-10 1963-04-05 Glutarimide therapeutic compositions

Country Status (1)

Country Link
GB (1) GB1015618A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4764640A (en) * 1984-06-20 1988-08-16 Ciba-Geigy Corporation Substituted azabicycloheptanes, the use thereof, pharmaceutical preparations that contain these compounds, and processes for the manufacture of these compounds
US4839379A (en) * 1982-12-21 1989-06-13 Ciba-Geigy Corporation Substituted azabicycloalkanes, the use thereof, pharmaceutical compositions containing them
WO1989011856A2 (en) * 1988-06-03 1989-12-14 The Upjohn Company Cyclic lactams for cholesterol and atherosclerosis control

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4839379A (en) * 1982-12-21 1989-06-13 Ciba-Geigy Corporation Substituted azabicycloalkanes, the use thereof, pharmaceutical compositions containing them
US4764640A (en) * 1984-06-20 1988-08-16 Ciba-Geigy Corporation Substituted azabicycloheptanes, the use thereof, pharmaceutical preparations that contain these compounds, and processes for the manufacture of these compounds
WO1989011856A2 (en) * 1988-06-03 1989-12-14 The Upjohn Company Cyclic lactams for cholesterol and atherosclerosis control
WO1989011856A3 (en) * 1988-06-03 1990-01-11 Upjohn Co Cyclic lactams for cholesterol and atherosclerosis control

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