ES2129384T1 - Un procedimiento para la preparacion de derivados del acido 5-amino-2,4,6-triyodo-1,3-bencenodicarboxilico. - Google Patents

Un procedimiento para la preparacion de derivados del acido 5-amino-2,4,6-triyodo-1,3-bencenodicarboxilico.

Info

Publication number
ES2129384T1
ES2129384T1 ES97952841T ES97952841T ES2129384T1 ES 2129384 T1 ES2129384 T1 ES 2129384T1 ES 97952841 T ES97952841 T ES 97952841T ES 97952841 T ES97952841 T ES 97952841T ES 2129384 T1 ES2129384 T1 ES 2129384T1
Authority
ES
Spain
Prior art keywords
acid
triyodo
amino
preparation
group
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.)
Granted
Application number
ES97952841T
Other languages
English (en)
Other versions
ES2129384T3 (es
Inventor
Nicola Desantis
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.)
Dibra SpA
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Dibra 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 Dibra SpA filed Critical Dibra SpA
Publication of ES2129384T1 publication Critical patent/ES2129384T1/es
Application granted granted Critical
Publication of ES2129384T3 publication Critical patent/ES2129384T3/es
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C231/00Preparation of carboxylic acid amides
    • C07C231/02Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
    • 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07BGENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • 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)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

LA PRESENTE INVENCION SE REFIERE A UN PROCESO PARA LA PREPARACION DE MEDIOS DE CONTRASTE YODADOS Y NO IONICOS DERIVADOS DEL ACIDO 5 - AMINO - 1,3 - BENCENDICARBOXILICO, Y QUE TIENEN UN RESIDUO ACILAMINO HIDROXI - SUSTITUIDO EN LA POSICION 5, QUE COMPRENDE LAS SIGUIENTES ETAPAS, SIN AISLAMIENTO DE NINGUN INTERMEDIO: A) HACER REACCIONAR CLORHIDRURO DEL ACIDO 5 - AMINO 2,4,6 - TRIYODO - 1,3 - BENCENDICARBOXILICO CON UN CLORURO DE ACILO, QUE CONTIENE GRUPOS HIDROXI PROTEGIDOS COMO ESTER, PARA OBTENER UNA SOLUCION DE CLORHIDRATO DEL ACIDO 5 - ACILAMINO 2,4,6 - TRIYODO - 1,3 - BENCENDICARBOXILICO EN DIMETILACETAMINA; B) AÑADIR LA SOLUCION CRUDA RESULTANTE DEL PASO A) CON UNA AMINA TERCIARIA DE FORMULA NR 1 R 2 R 3 , EN LA QUE R 1 , R 2 Y R 3 SON, INDEPENDIENTEMENTE, UN GRUPO ALQUILO (C 1 - C 12 ) DE CADENA RECTA O RAMIFICADA, UN GRUPO ALQUILO (C 1 - C 3 ) - ARILO(C 6 - C 10 ), UN GRUPO ALQUENILO (C 1 - C 4 ), EN UNA CANTIDAD DEL 3 AL 15% SEGUN LA CANTIDAD MOLAR DE CLORURO DE ACILO, MANTENIENDOSELA TEMPERATURA DE REACCION ENTRE 0 Y 30õ C; C) AÑADIR LA SOLUCION RESULTANTE DEL PASO B) CON UN AMINOALCOHOL PARA OBTENER LA CORRESPONDIENTE N,N'' - BIS[2,4,6 - TRIYODO - 1,3 BENCENDICARBOXAMIDA] QUE SE HIDROLIZA DIRECTAMENTE PARA DESPROTEGER LOS GRUPOS HIDROXI PROTEGIDOS.
ES97952841T 1996-12-04 1997-12-01 Un procedimiento para la preparacion de derivados del acido 5-amino-2,4,6-triyodo-1,3-bencenocarboxilico. Expired - Lifetime ES2129384T3 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT96MI002545A IT1286522B1 (it) 1996-12-04 1996-12-04 Processo per la preparazione di derivati dell'acido 5-ammino-2,4,6- triiodo-1,3-benzenedicarbossilico

Publications (2)

Publication Number Publication Date
ES2129384T1 true ES2129384T1 (es) 1999-06-16
ES2129384T3 ES2129384T3 (es) 2003-04-01

Family

ID=11375347

Family Applications (1)

Application Number Title Priority Date Filing Date
ES97952841T Expired - Lifetime ES2129384T3 (es) 1996-12-04 1997-12-01 Un procedimiento para la preparacion de derivados del acido 5-amino-2,4,6-triyodo-1,3-bencenocarboxilico.

Country Status (12)

Country Link
EP (1) EP0901460B1 (es)
JP (1) JP4219409B2 (es)
AU (1) AU5657798A (es)
CA (1) CA2244884A1 (es)
DE (2) DE69715616T2 (es)
ES (1) ES2129384T3 (es)
IN (1) IN185038B (es)
IT (1) IT1286522B1 (es)
NO (1) NO322067B1 (es)
PT (1) PT901460E (es)
WO (1) WO1998024757A1 (es)
ZA (1) ZA9710862B (es)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6803485B2 (en) 1999-02-26 2004-10-12 Bracco Imaging S.P.A. Process for the preparation of iopamidol
CN100344606C (zh) * 2005-12-28 2007-10-24 江苏省原子医学研究所 一种碘昔兰的制备方法
KR101098553B1 (ko) * 2008-04-30 2011-12-26 주식회사 엘지생명과학 이오프로마이드의 신규한 제조방법
HUE034436T2 (en) * 2008-11-18 2018-02-28 Bracco Imaging Spa A method for producing iodinated contrast media
EP2230227A1 (en) 2009-03-20 2010-09-22 Bracco Imaging S.p.A Process for the preparation of triiodinated carboxylic aromatic derivatives
EP2243767A1 (en) 2009-04-21 2010-10-27 Bracco Imaging S.p.A Process for the iodination of aromatic compounds
KR102044772B1 (ko) 2012-12-11 2019-11-14 브라코 이미징 에스.피.에이. (s)-2-아세틸옥시프로피온산 클로라이드의 제조를 위한 연속식 공정
KR101520187B1 (ko) * 2013-10-25 2015-05-13 주식회사 대웅제약 이오프로마이드의 중간체의 제조방법
CN105705483B (zh) 2013-11-05 2018-09-04 伯拉考成像股份公司 碘帕醇的制备方法
LT3154928T (lt) 2014-06-10 2020-05-11 Bracco Imaging S.P.A. (s)-2-acetiloksipropioninės rūgšties ir jos darinių gavimo būdas
PT108524B (pt) * 2015-06-02 2017-12-15 Hovione Farmaciência S A Processo para a preparação de intermediários úteis na preparação de agentes de contraste não-iónicos
CN110023279B (zh) 2016-12-05 2022-03-11 伯拉考成像股份公司 放射照相剂中间体的机械化学合成
CN116354842B (zh) * 2021-12-20 2024-12-03 重庆圣华曦药业股份有限公司 一种改进的碘美普尔制备方法及其在制剂中的应用
CN117776961A (zh) * 2023-12-28 2024-03-29 浙江海昌药业股份有限公司 一种碘比醇杂质及其制备方法

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH608189A5 (es) * 1974-12-13 1978-12-29 Savac Ag
US5075502A (en) * 1989-12-13 1991-12-24 Mallinckrodt, Inc. Nonionic x-ray contrast agents, compositions and methods
WO1993016981A1 (en) * 1992-02-28 1993-09-02 Mallinckrodt Medical, Inc. Synthesis of ioversol using a minimal excess of acetoxyacetylchloride

Also Published As

Publication number Publication date
ITMI962545A1 (it) 1998-06-04
EP0901460A1 (en) 1999-03-17
WO1998024757A1 (en) 1998-06-11
PT901460E (pt) 2003-01-31
ES2129384T3 (es) 2003-04-01
EP0901460B1 (en) 2002-09-18
DE901460T1 (de) 1999-08-19
IN185038B (es) 2000-10-21
CA2244884A1 (en) 1998-06-11
NO322067B1 (no) 2006-08-07
NO983563D0 (no) 1998-08-03
JP2000505114A (ja) 2000-04-25
JP4219409B2 (ja) 2009-02-04
ZA9710862B (en) 1998-06-23
ITMI962545A0 (it) 1996-12-04
IT1286522B1 (it) 1998-07-15
DE69715616T2 (de) 2003-08-07
NO983563L (no) 1998-10-02
DE69715616D1 (de) 2002-10-24
AU5657798A (en) 1998-06-29

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