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WO1991009007A3 - Agents de contraste pour rayons x non ioniques, compositions et procedes - Google Patents

Agents de contraste pour rayons x non ioniques, compositions et procedes Download PDF

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Publication number
WO1991009007A3
WO1991009007A3 PCT/US1990/007328 US9007328W WO9109007A3 WO 1991009007 A3 WO1991009007 A3 WO 1991009007A3 US 9007328 W US9007328 W US 9007328W WO 9109007 A3 WO9109007 A3 WO 9109007A3
Authority
WO
WIPO (PCT)
Prior art keywords
methods
contrast agents
ray contrast
nonionic
compositions
Prior art date
Application number
PCT/US1990/007328
Other languages
English (en)
Other versions
WO1991009007A2 (fr
Inventor
Mills Kneller
Youlin Lin
James Wheatley
Original Assignee
Mallinckrodt Inc
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 Mallinckrodt Inc filed Critical Mallinckrodt Inc
Publication of WO1991009007A2 publication Critical patent/WO1991009007A2/fr
Publication of WO1991009007A3 publication Critical patent/WO1991009007A3/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
    • C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K49/00—Preparations for testing in vivo
    • A61K49/04—X-ray contrast preparations
    • A61K49/0433—X-ray contrast preparations containing an organic halogenated X-ray contrast-enhancing agent
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
    • C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
    • C07C237/46—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having carbon atoms of carboxamide groups, amino groups and at least three atoms of bromine or iodine, bound to carbon atoms of the same non-condensed six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
    • C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
    • C07D207/24—Oxygen or sulfur atoms
    • C07D207/26—2-Pyrrolidones
    • C07D207/273—2-Pyrrolidones 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 other ring carbon atoms

Landscapes

  • Organic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Epidemiology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Shearing Machines (AREA)
  • Processing Of Solid Wastes (AREA)

Abstract

Des dérivés d'isophtalamide triiodés utiles comme agents de contraste pour rayons X possèdent au moins un groupe amide dérivé de l'aminoalcool 3-(N-2-hydroxyéthyle)amino-1,2-propanediol, qui confère aux dérivés une grande solubilité dans l'eau et une faible toxicité chez les mammifères, l'invention concernant également des procédés de préparation. Des procédés de préparation de 3-(N-2-hydroxyéthyle)amino-1,2-propanediol sont également décrits.
PCT/US1990/007328 1989-12-13 1990-12-11 Agents de contraste pour rayons x non ioniques, compositions et procedes WO1991009007A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US450,693 1989-12-13
US07/450,693 US5075502A (en) 1989-12-13 1989-12-13 Nonionic x-ray contrast agents, compositions and methods

Publications (2)

Publication Number Publication Date
WO1991009007A2 WO1991009007A2 (fr) 1991-06-27
WO1991009007A3 true WO1991009007A3 (fr) 1991-09-05

Family

ID=23789124

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1990/007328 WO1991009007A2 (fr) 1989-12-13 1990-12-11 Agents de contraste pour rayons x non ioniques, compositions et procedes

Country Status (6)

Country Link
US (1) US5075502A (fr)
EP (1) EP0504266A1 (fr)
JP (1) JPH05502230A (fr)
AU (1) AU645281B2 (fr)
CA (1) CA2071505A1 (fr)
WO (1) WO1991009007A2 (fr)

Families Citing this family (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5614638A (en) * 1989-11-29 1997-03-25 Bracco International B.V. Nonionic radiographic contrast agents
US5869024A (en) * 1989-11-29 1999-02-09 Bracco International B.V. Methods and compositions for using non-ionic contrast agents to reduce the risk of clot formation in diagnostic procedures
US5527926A (en) * 1990-11-26 1996-06-18 Bracco International B.V. Methods and compositions for using non-ionic contrast agents to reduce the risk of clot formation in diagnostic procedures
AU642066B2 (en) * 1991-01-25 1993-10-07 Nanosystems L.L.C. X-ray contrast compositions useful in medical imaging
CA2068089C (fr) * 1991-05-31 2003-09-16 Ramachandran S. Ranganathan Methode et compositions pour l'utilisation d'agents de contraste non ioniques reduisant le risque de formation de caillots dans les methodes diagnostiques
US5177261A (en) * 1991-07-22 1993-01-05 Mallinckrodt Medical, Inc. Synthesis of ioversol using chloroacetyl chloride
CA2124559A1 (fr) * 1991-12-03 1993-06-10 Mills Thomas Kneller Agents de contraste non ioniques pour rayons x et methode de fabrication de ces agents
US5324503A (en) * 1992-02-06 1994-06-28 Mallinckrodt Medical, Inc. Iodo-phenylated chelates for x-ray contrast
US5223179A (en) * 1992-03-26 1993-06-29 The Procter & Gamble Company Cleaning compositions with glycerol amides
US5278311A (en) * 1992-06-05 1994-01-11 E. R. Squibb & Sons, Inc. Nonionic radiographic contrast agents
IT1256248B (it) * 1992-12-24 1995-11-29 Bracco Spa Formulazioni iniettabili acquose per radiodiagnostica comprendenti miscele di composti aromatici iodurati utili come agenti opacizzanti ai raggi x
US5611342A (en) * 1994-02-15 1997-03-18 Molecular Biosystems, Inc. Method of computer tomography imaging the gastrointestinal tract and surrounding upper abdominal tissues and organs using an orally administered low density contrast medium
WO1995026331A1 (fr) * 1994-03-25 1995-10-05 Centro Investigacion Justesa Imagen, S.A. Nouveaux dimeres iodes non-ioniques, utiles en tant qu'agents de contraste aux rayons x, procede de preparation, et compositions pharmaceutiques les contenant
GB9419203D0 (en) * 1994-09-23 1994-11-09 Nycomed Innovation Ab Contrast media
GB9419206D0 (en) * 1994-09-23 1994-11-09 Nycomed Innovation Ab Contrast media
DE19510864A1 (de) * 1995-03-16 1996-09-19 Schering Ag Röntgenkontrastmittel für die Computertomographie und Urographie
IT1275429B (it) * 1995-05-18 1997-08-07 Zambon Spa Processo per la preparazione di un intermedio utile nella sintesi di composti organici
HU216548B (hu) * 1995-05-23 1999-07-28 Fructamine S.P.A. Eljárás benzoldikarbonsav-dikloridok előállítására, és a köztitermék
IT1286522B1 (it) * 1996-12-04 1998-07-15 Dibra Spa Processo per la preparazione di derivati dell'acido 5-ammino-2,4,6- triiodo-1,3-benzenedicarbossilico
WO2009091758A1 (fr) 2008-01-14 2009-07-23 Mallinckrodt Inc. Procédé pour la préparation d'iosiménol
KR101098553B1 (ko) * 2008-04-30 2011-12-26 주식회사 엘지생명과학 이오프로마이드의 신규한 제조방법
EP2243767A1 (fr) * 2009-04-21 2010-10-27 Bracco Imaging S.p.A Procédé d'iodation de composés aromatiques
CA2772023A1 (fr) 2009-08-18 2011-02-24 Ben Gurion University Of The Negev Research And Development Authority Systeme et procede d'analyse de donnees d'imagerie
EP2394984A1 (fr) 2010-06-10 2011-12-14 Bracco Imaging S.p.A Procédé d'iodation de dérivés phénoliques
WO2012136813A2 (fr) 2011-04-07 2012-10-11 Universitetet I Oslo Agents pour un diagnostic par radar médical
KR101823490B1 (ko) 2016-09-08 2018-01-30 한국과학기술연구원 옥사미드 나노겔, 이의 제조방법 및 용도
US10836710B2 (en) 2016-12-05 2020-11-17 Bracco Imaging Spa Mechanochemical synthesis of radiographic agents intermediates
FR3062850B1 (fr) * 2017-02-10 2020-01-31 Guerbet Procede de preparation monotope de composes organo-iodes
CN108191695B (zh) * 2017-12-08 2019-03-08 牡丹江医学院 一种用于ct的新型造影剂

Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4021481A (en) * 1969-06-27 1977-05-03 Nyegaard & Co. A/S Amido derivatives of 2,4,6-triiodobenzoic acids containing at least one N-hydroxyalkyl and at least two hydroxyl groups
CH629751A5 (de) * 1976-06-23 1982-05-14 Schering Ag Verfahren zur herstellung neuer dicarbonsaeure-bis(3.5-dicarbamoyl-2.4.6-trijodanilide).
US4396597A (en) * 1978-07-04 1983-08-02 Nyegaard & Co. A/S Process for the preparation of a sterile injectable physiologically acceptable solution of an X-ray contrast agent and solutions of the X-ray contrast agent and a buffer
US4426371A (en) * 1980-10-10 1984-01-17 Schering, Aktiengesellschaft Novel N-hydroxyalkylated dicarboxylic acid bis(3,5-dicarbamoyl-2,4,6-triiodoanilides), as X-ray contrast media
EP0118348A1 (fr) * 1983-02-23 1984-09-12 Guerbet S.A. Composés bromés et produits opacifiants en contenant
DE3429949A1 (de) * 1984-08-10 1986-02-20 Schering AG, 1000 Berlin und 4709 Bergkamen Neue nicht -ionische 2,4,6-trijod-isophthalsaeure-bis-amide, verfahren zu ihrer herstellung und ihre verwendung als roentgenkontrastmittel
WO1988009328A1 (fr) * 1987-05-22 1988-12-01 Bracco Industria Chimica S.P.A. Preparation de derives de 5-acylamino-2,4,6-triiodo- ou tribromo-acide benzoique
EP0308364A2 (fr) * 1987-09-17 1989-03-22 Schering Aktiengesellschaft Acides bis(3,5-dicarbamoyl-2-4-6-triiodanilide) ou carboxyliques, leur procédé de préparation ainsi que les agents de contraste aux rayons X qui les contiennent

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH608189A5 (fr) * 1974-12-13 1978-12-29 Savac Ag
DE2909439A1 (de) * 1979-03-08 1980-09-18 Schering Ag Neue nichtionische roentgenkontrastmittel
IT1193211B (it) * 1979-08-09 1988-06-15 Bracco Ind Chimica Spa Derivati dell'acido 2,4,6-triiodo-isoftalico,metodo per la loro preparazione e mezzi di contrasto che li contengono
DE3739098A1 (de) * 1987-11-16 1989-05-24 Schering Ag Neue substituierte dicarbonsaeure-bis(3,5-dicarbamoyl-2,4,6- trijod-anilide), verfahren zu deren herstellung sowie diese enthaltende roentgenkontrastmittel

Patent Citations (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4021481A (en) * 1969-06-27 1977-05-03 Nyegaard & Co. A/S Amido derivatives of 2,4,6-triiodobenzoic acids containing at least one N-hydroxyalkyl and at least two hydroxyl groups
CH629751A5 (de) * 1976-06-23 1982-05-14 Schering Ag Verfahren zur herstellung neuer dicarbonsaeure-bis(3.5-dicarbamoyl-2.4.6-trijodanilide).
US4396597A (en) * 1978-07-04 1983-08-02 Nyegaard & Co. A/S Process for the preparation of a sterile injectable physiologically acceptable solution of an X-ray contrast agent and solutions of the X-ray contrast agent and a buffer
US4426371A (en) * 1980-10-10 1984-01-17 Schering, Aktiengesellschaft Novel N-hydroxyalkylated dicarboxylic acid bis(3,5-dicarbamoyl-2,4,6-triiodoanilides), as X-ray contrast media
EP0118348A1 (fr) * 1983-02-23 1984-09-12 Guerbet S.A. Composés bromés et produits opacifiants en contenant
DE3429949A1 (de) * 1984-08-10 1986-02-20 Schering AG, 1000 Berlin und 4709 Bergkamen Neue nicht -ionische 2,4,6-trijod-isophthalsaeure-bis-amide, verfahren zu ihrer herstellung und ihre verwendung als roentgenkontrastmittel
WO1988009328A1 (fr) * 1987-05-22 1988-12-01 Bracco Industria Chimica S.P.A. Preparation de derives de 5-acylamino-2,4,6-triiodo- ou tribromo-acide benzoique
EP0308364A2 (fr) * 1987-09-17 1989-03-22 Schering Aktiengesellschaft Acides bis(3,5-dicarbamoyl-2-4-6-triiodanilide) ou carboxyliques, leur procédé de préparation ainsi que les agents de contraste aux rayons X qui les contiennent

Also Published As

Publication number Publication date
EP0504266A1 (fr) 1992-09-23
AU6906591A (en) 1991-07-18
WO1991009007A2 (fr) 1991-06-27
AU645281B2 (en) 1994-01-13
CA2071505A1 (fr) 1991-06-14
US5075502A (en) 1991-12-24
JPH05502230A (ja) 1993-04-22

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