GB950321A - Derivatives of iodophenyl-propionic acids and improvements in and relating to x-ray contrast media - Google Patents

Derivatives of iodophenyl-propionic acids and improvements in and relating to x-ray contrast media

Info

Publication number
GB950321A
GB950321A GB2248860A GB2248860A GB950321A GB 950321 A GB950321 A GB 950321A GB 2248860 A GB2248860 A GB 2248860A GB 2248860 A GB2248860 A GB 2248860A GB 950321 A GB950321 A GB 950321A
Authority
GB
United Kingdom
Prior art keywords
carbon atoms
formula
alkyl
cycloalkyl
hydrogen
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
GB2248860A
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.)
Bayer Pharma AG
Original Assignee
Schering AG
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 DESCH24255A external-priority patent/DE1076894B/en
Priority claimed from DESCH24639A external-priority patent/DE1080266B/en
Priority claimed from DESCH26697A external-priority patent/DE1094931B/en
Priority claimed from DESCH26696A external-priority patent/DE1097085B/en
Priority claimed from DESCH26755A external-priority patent/DE1099696B/en
Priority claimed from DESCH26802A external-priority patent/DE1102345B/en
Application filed by Schering AG filed Critical Schering AG
Publication of GB950321A publication Critical patent/GB950321A/en
Expired legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00Preparations for testing in vivo
    • A61K49/04X-ray contrast preparations
    • A61K49/0433X-ray contrast preparations containing an organic halogenated X-ray contrast-enhancing agent
    • A61K49/0447Physical forms of mixtures of two different X-ray contrast-enhancing agents, containing at least one X-ray contrast-enhancing agent which is a halogenated organic compound
    • A61K49/0495Physical forms of mixtures of two different X-ray contrast-enhancing agents, containing at least one X-ray contrast-enhancing agent which is a halogenated organic compound intended for oral administration

Landscapes

  • Health & Medical Sciences (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

The invention comprises compounds of the formula: <FORM:0950321/C2/1> in which R is hydrogen or alkyl with 1-6 carbon atoms or cycloalkyl with up to 6 carbon atoms, X is hydrogen or alkyl with 1-6 carbon atoms or a cycloalkyl with up to 6 carbon atoms and R1 and R2 either are each an alkyl radical with 2-6 carbon atoms or, together with the nitrogen atom form a non-aromatic heterocyclic ring of 5-6 members which may contain a further hetero atom, or in the case in which X is an alkyl with 1-6 carbon atoms or a cycloalkyl with up to 6 carbon atoms, may also be methyl, and also the acid addition salts of the specified compounds with physiologically acceptable inorganic and/or organic acids and salts of the specified acids (X = H in the above formula) with likewise physiologically acceptable inorganic and/or organic bases and processes for the preparation thereof wherein (a) a compound of the general formula: <FORM:0950321/C2/2> in which R and X are hydrogen or alkyl with an N-disubstituted formamide of the formula: <FORM:0950321/C2/3> in the presence of an acid reaction promoter such as an acid halide and, if desired, the product is esterified and/or converted into a salt with a non-toxic base or acid; (b) a compound of the formula: <FORM:0950321/C2/4> is reacted with a secondary amine of the formula: <FORM:0950321/C2/5> and if desired the product is esterified and/or converted into a salt; (c) an isocyanate of the general formula: <FORM:0950321/C2/6> is reacted with an N-disubstituted formamide of the formula: <FORM:0950321/C2/7> in the presence of an acid reaction promoter such as hydrogen chloride together with an inert solvent, at elevated temperature, and if desired the resulting product is esterified and/or converted into a salt; (d) a formyl compound of the general formula: <FORM:0950321/C2/8> with a secondary amine of the formula HNR1R2; R1, R2, R and X have the meanings given above and Y being a hydrocarbon radical. Heterocyclic residues specified include piperidino and morpholino. The products are employed in X-ray contrast media (see Division A5). Examples are furnished.ALSO:X-ray contrast media contain a compound of the formula <FORM:0950321/A5-A6/1> in which R is hydrogen or alkyl with 1-6 carbon atoms or cycloalkyl with to 6 carbon atoms, X is hydrogen or alkyl with 1-6 carbon atoms or a cycloalkyl with up to 6 carbon atoms and R1 and R2 either are each an alkyl group with 2-6 carbon atoms or, together with the nitrogen atom form a non-aromatic heterocyclic ring of 5-6 members which may contain a further hetero atom, or in the case in which X is an alkyl of 1-6 carbon atoms or a cycloalkyl with up to 6 carbon atoms may also be methyl, and also the acid addition salts of the specified compounds with physiologically acceptable inorganic and/or organic acids and salts of the specified acids (X=H in the above formula) with likewise physiologically acceptable inorganic and/or organic bases (see Division C2). In examples, a - ethyl - b - (3 - N - diethylamino - methylene-amino - 2,4,6 - triidophenyl) propionic acid and the corresponding 3-N-piperidino-, 3-N-morpholino, and 3-N-dimethylamino compounds are made up with conventional ingredients into tablets, dragees and capsules.
GB2248860A 1958-04-05 1960-06-27 Derivatives of iodophenyl-propionic acids and improvements in and relating to x-ray contrast media Expired GB950321A (en)

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
DESC023848 1958-04-05
DESCH24255A DE1076894B (en) 1958-06-20 1958-06-20 X-ray contrast media
DESCH24639A DE1080266B (en) 1958-06-20 1958-08-29 X-ray contrast media
DESC025189 1958-12-13
DESCH26697A DE1094931B (en) 1958-06-20 1959-09-16 X-ray contrast media
DESCH26696A DE1097085B (en) 1958-06-20 1959-09-16 X-ray contrast media
DESCH26755A DE1099696B (en) 1958-06-20 1959-09-30 X-ray contrast media
DESCH26802A DE1102345B (en) 1958-06-20 1959-10-06 X-ray contrast media

Publications (1)

Publication Number Publication Date
GB950321A true GB950321A (en) 1964-02-26

Family

ID=27570712

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2248860A Expired GB950321A (en) 1958-04-05 1960-06-27 Derivatives of iodophenyl-propionic acids and improvements in and relating to x-ray contrast media

Country Status (1)

Country Link
GB (1) GB950321A (en)

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