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US4032567A Expired / Lapsed US ⏱️ 0.0 years remaining

Triiodoisophthalic acid monoamino acid amides, process for the preparation thereof, and use thereof as x-ray contrast media

Assignee: Bayer Pharma AG
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Filing: 1975-03-03
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Granted: 1977-06-28
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Expires: 1995-03-03
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Abstract

Abstract New amino acid derivative of acylamino-5-alkylcarbamoyl-2,4,6-triiodobenzoic acids are described together with processes for their preparation and use and novel intermediates useful in preparing these compounds. The compounds are valuable radiopaque agents useful as X-ray contrast media.

Inventors

  • 👤 Erich Klieger
  • 👤 Wolfgang Beich
  • 👤 Eberhard Schroder

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 05:02
CPC Classifications
C; C07; C07K; C07K5/00; C07K5/04; C07K5/06; C07K5/06191

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 97 words
A triiodoisophthalic acid monoamino acid amide of the formula ##STR14## where A is a divalent amino lower alkanoyl linked to the carboxyl group via the amino acid nitrogen; R is alkyl, hydroxyalkyl or alkoxyalkyl of 1-6 carbon atoms; R 1 and R 2 are each hydrogen, alkyl of 1-6 carbon atoms or hydroxyalkyl of 2-6 carbon atoms, or R 1 and R 2 together with the nitrogen atom to which they are bonded form a 5 to 7 member heterocyclic ring which can contain a further oxygen or nitrogen hetero atom: and the physiologically acceptable salts thereof.
Claim 2
Dependent Claim 97 words
A triiodoisophthalic acid monoamino acid amide of the formula ##STR14## where A is a divalent amino lower alkanoyl linked to the carboxyl group via the amino acid nitrogen; R is alkyl, hydroxyalkyl or alkoxyalkyl of 1-6 carbon atoms; R 1 and R 2 are each hydrogen, alkyl of 1-6 carbon atoms or hydroxyalkyl of 2-6 carbon atoms, or R 1 and R 2 together with the nitrogen atom to which they are bonded form a 5 to 7 member heterocyclic ring which can contain a further oxygen or nitrogen hetero atom: and the physiologically acceptable salts thereof.
Claim 3
Dependent Claim 16 words
A compound according to claim 1, wherein said amino acid nitrogen is a secondary nitrogen atom.
Claim 4
Dependent Claim 19 words
A compound according to claim 1 wherein said amino acid is a monoaminomonocarboxylic acid or a heterocyclic amino acid.
Claim 5
Dependent Claim 15 words
A claim according to claim 1 wherein one of R 1 R 2 is hydrogen.
Claim 6
Dependent Claim 14 words
A compound according to claim 1 in which ##STR15## is morpholino, pyrrolidino or piperazino.
Claim 7
Dependent Claim 7 words
A compound according to claim 1, N-(3-methylaminocarbonyl-5-methoxyacetamido-2,4,6-triiodobenzoyl)-sarconsine.
Claim 8
Dependent Claim 7 words
A compound according to claim 1, N-(3-methylaminocarbonyl-5-methoxyacetamido-2,4,6-triiodobenzoyl)-DL-serine.
Claim 9
Dependent Claim 19 words
A compound according to claim 1 selected from the group consisting of N-(3-methylaminocarbonyl-5-acetamido-2,4,6-triiodobenzoyl)-β-alanine; N-(3-methylaminocarbonyl-5-acetamido-2,4,6-triiodobenzoyl)-sarcosine; N-(3-methylaminocarbonyl-5-acetamido-2,4,6-triiodobenzoyl)-DL-threonine; N-(3-aminocarbonyl-5-acetamido-2,4,6-triiodobenzoyl-α-alanine; N-(3-methylaminocarbonyl-5-acetamido-2,4,6-triiodobenzoyl)-DL-serine; and N-(3-aminocarbonyl-5-methoxyacetamido-2,4,6-triiodobenzoyl)-β-alanine
Claim 10
Dependent Claim 19 words
A compound according to claim 1 selected from the group consisting of N-(3-methylaminocarbonyl-5-acetamido-2,4,6-triiodobenzoyl)-glycine and N-(3-methylaminocarbonyl-5-propionylamino-2,4,6-triiodobenzoyl)-glycine; N-(3-aminocarbonyl-5-acetamido-2,4,6-triiodobenzoyl)-glycine; N-(3-methylaminocarbonyl-5-methoxyacetamido-2,4,6-triiodobenzoyl)-glycine; and N-(3-methylaminocarbonyl-5-hydroxyacetamido-2,4,6-triiodobenzoyl)-glycine.

References Cited (Backward Citations)

US3453322A Cited
US3666760A Cited
US3853965A Cited
US3890318A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-06-27 1980-12-27 1981-06-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-06-27 1984-12-27 1985-06-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-06-27 1988-12-27 1989-06-28 $7700.00 Window Closed / Lapsed

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