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1. 发明申请

US20110021814A1 METHOD FOR REDUCING AMINOISOPHTHALIC ACID BISAMIDE RELATED IMPURITIES IN PREPARATION OF NON-IONIC X-RAY CONTRAST AGENTS 有权
标题翻译：降低非阳离子酸双嘧斯胺的方法相关的非离子X射线对比剂的制备
公开(公告)号：US20110021814A1
公开(公告)日：2011-01-27
申请号：US12571457
申请日：2009-10-01
申请人： TORFINN HAALAND , OLE MAGNE HOMESTAD
发明人： TORFINN HAALAND , OLE MAGNE HOMESTAD
IPC分类号： C07C229/38
CPC分类号： C07C231/24 , C07C237/32
摘要： This invention relates generally to the preparation of non-ionic X-ray contrast agents, iohexol, ioversol, and iodixanol. It further relates to a method for improving the purity of 5-amino-N,N′-bis(2,3-dihydroxypropyl)-isophthalamide (or ABA), an intermediate in the industrial preparation of these non-ionic X-ray contrast agents. In particular, it relates to a method for significantly removing ABA monomethylester and ABA dimer from ABA by hydrolyzing ABA under a pH between about 12 to about 13 in an aqueous medium to convert ABA monomethylester to ABA monoacid, before the iodination reaction of ABA.
摘要翻译：本发明一般涉及非离子X射线造影剂碘海醇，碘维醇和碘克沙醇的制备。它还涉及一种提高5-氨基-N，N'-双（2,3-二羟基丙基） - 间苯二甲酰胺（或ABA）的纯度的方法，该工艺是这些非离子X射线对比代理商特别涉及通过在ABA碘化反应之前在水介质中在约12至约13之间的pH下水解ABA以将ABA单甲酯转化为ABA单酸而显着去除ABA单甲酯和ABA二聚体的方法。

2. 发明申请

US20110021828A1 RECOVERING UNREACTED INTERMEDIATE FROM DESALINATED AND DESOLVENTIZED DIMERISATION REACTION MIXTURE BY ULTRAFILTRATION 审中-公开
标题翻译：通过超滤从脱盐和脱硫二元反应混合物中回收无中间体
公开(公告)号：US20110021828A1
公开(公告)日：2011-01-27
申请号：US12620691
申请日：2009-11-18
申请人： OLE MAGNE HOMESTAD , ODD EINAR INGVOLDSTAD
发明人： OLE MAGNE HOMESTAD , ODD EINAR INGVOLDSTAD
IPC分类号： C07C237/28
CPC分类号： C07B63/00 , B01D61/027 , B01D61/145 , C07C231/24 , Y02A20/131 , C07C237/46
摘要： This invention relates generally to industrial preparation of iodixanol (1,3-bis(acetamido)-N,N′-bis[3,5-bis(2,3-dihydroxypropylaminocarbonyl)-2,4,6-triiodophenyl]-2-hydroxypropane), a non-ionic X-ray contrasting agent. It further relates to a method of recovering intermediate 5-acetamido-N,N-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide (“Compound A”) from the desalinated and desolventized dimerisation reaction mixture. In particular, the present invention employs ultrafiltration to recover non-crystalline Compound A to reduce the overall cost of iodixanol manufacture, increase the yield of iodixanol, and facilitate the subsequent purification procedures to meet the regulatory purity requirement of iodixanol.
摘要翻译：本发明一般涉及碘克沙醇（1,3-双（乙酰氨基）-N，N'-双[3,5-双（2,3-二羟基丙基氨基羰基）-2,4,6-三碘苯基] -2- 羟基丙烷），非离子X射线造影剂。它还涉及从脱盐和去溶剂化的二聚反应混合物中回收中间体5-乙酰氨基-N，N-双（2,3-二羟丙基）-2,4,6-三碘间苯二酰胺（“化合物A”）的方法。特别地，本发明采用超滤法回收非结晶化合物A以降低碘克沙醇制造的总成本，提高碘克沙醇的产率，并促进随后的纯化程序以满足碘克沙醇的调节纯度要求。

3. 发明授权

US07754918B1 Crystallization of iodixanol in isopropanol and methanol 有权
标题翻译：碘克沙醇在异丙醇和甲醇中的结晶
公开(公告)号：US07754918B1
公开(公告)日：2010-07-13
申请号：US12613730
申请日：2009-11-06
申请人： Ole Magne Homestad
发明人： Ole Magne Homestad
IPC分类号： C07C233/64
CPC分类号： C07C231/24 , C07C237/46
摘要： A process for the manufacture of iodixanol by performing a crystallization process of the crude product in a solvent mixture comprising water, methanol and isopropanol. The crude product may be obtained in aqueous solution from dimerisation of 5-acetamido-N,N′-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-isophthalamide (“Compound A”).
摘要翻译：通过在包含水，甲醇和异丙醇的溶剂混合物中进行粗产物的结晶过程来制备碘克沙醇的方法。粗产物可以从5-乙酰氨基-N，N'-双（2,3-二羟丙基）-2,4,6-三碘 - 间苯二酰胺（“化合物A”）的二聚的水溶液中获得。

4. 发明授权

US06274762B1 Preparation of tri-iodo benzene compounds 有权
标题翻译：三碘苯化合物的制备
公开(公告)号：US06274762B1
公开(公告)日：2001-08-14
申请号：US09432632
申请日：1999-11-12
申请人： Dick Malthe-Sorenssen , Ole Magne Homestad , Britt Sterud
发明人： Dick Malthe-Sorenssen , Ole Magne Homestad , Britt Sterud
IPC分类号： C07C22938
CPC分类号： C07C227/14 , C07C231/12 , C07C229/62 , C07C237/46
摘要： The invention provides an improved process for the preparation of a compound containing a 2,4,6-triiodinated benzene ring, said process comprising reacting a 2,4,6-unsubstituted 5-amino-benzoic acid or derivative there of with an iodine halide iodinating agent in an aqueous reaction medium, characterised in that the iodinating agent is added to an aqueous medium containing the 5-amino-benzoic acid or derivative at two different temperature ranges: (A) one or more primary portions of the agent are added at a temperature in the range 40 to 70° C. and then one or more secondary portions of the agent are added at a temperature in the range 75 to 95° C. or (B) one or more primary portions of the agent are added at a temperature in the range 75 to 95° C. and then one or more secondary portions of the agent are added at a temperature of 60 to 70° C.
摘要翻译：本发明提供了制备含有2,4,6-三碘化苯环的化合物的改进方法，所述方法包括使2,4,6-未取代的5-氨基 - 苯甲酸或其衍生物与碘卤化物碘化剂在水性反应介质中，其特征在于将碘化剂加入到含有5-氨基 - 苯甲酸或衍生物的水性介质中，其两个不同的温度范围：（A）将试剂的一个或多个主要部分加入在40至70℃范围内的温度，然后在75至95℃的温度下加入试剂的一个或多个次级部分，或（B）将试剂的一个或多个主要部分加入温度在75至95℃的范围内，然后在60至70℃的温度下加入试剂的一个或多个次级部分。

5. 发明申请

US20110021830A1 SYTNHESIS OF IODIXANOL IN PROPYLENEGLYCOL 有权
标题翻译：丙二醇在异丙酚中的应用
公开(公告)号：US20110021830A1
公开(公告)日：2011-01-27
申请号：US12621556
申请日：2009-11-19
申请人： HANNE JORUNN H. JOHNSEN , LARS TERJE HOLMAAS , TROND KJERNLI , OLE MAGNE HOMESTAD
发明人： HANNE JORUNN H. JOHNSEN , LARS TERJE HOLMAAS , TROND KJERNLI , OLE MAGNE HOMESTAD
IPC分类号： C07C237/32
CPC分类号： C07C231/12 , C07C237/46
摘要： This invention relates to the synthesis of iodixanol (1,3-bis(acetamido)-N,N′-bis[3,5-bis(2,3-dihydroxypropylaminocarbonyl)-2,4,6-triiodophenyl]-2-hydroxypropane), more specifically to the dimerisation of 5-acetamido-N,N′-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-isophthalamide with propyleneglycol as solvent.
摘要翻译：本发明涉及碘克沙醇（1,3-双（乙酰氨基）-N，N'-双[3,5-双（2,3-二羟基丙基氨基羰基）-2,4,6-三碘苯基] -2-羟基丙烷），更具体地涉及5-乙酰氨基-N，N'-双（2,3-二羟丙基）-2,4,6-三碘 - 间苯二酰胺与丙二醇作为溶剂的二聚。

6. 发明申请

US20100069669A1 Preparation of Iodixanol 审中-公开
标题翻译：碘代醇的制备
公开(公告)号：US20100069669A1
公开(公告)日：2010-03-18
申请号：US12545884
申请日：2009-08-24
申请人： Ole Magne Homestad
发明人： Ole Magne Homestad
IPC分类号： C07C237/40
CPC分类号： C07C231/08 , C07C237/46
摘要： A process for the preparation of iodixanol by dimerisation of 5-acetamido-N,N′-bis(2,3-dihydroxypropy1)-2,4,6-triiodo-isophthalamide (“Compound A”) in which, after the dimerisation step, unreacted Compound A is precipitated from the reaction mixture and recovered for re-use. The process substantially increases the net yield of iodixanol and simplifies its purification.
摘要翻译：通过5-乙酰氨基-N，N'-双（2,3-二羟基丙基）-2,4,6-三碘 - 间苯二甲酰胺（“化合物A”）的二聚制备碘克沙醇的方法，其中在二聚步骤，未反应的化合物A从反应混合物中沉淀并回收再利用。该方法显着提高了碘克沙醇的净产率，简化了其纯化。

7. 发明申请

US20080300423A1 Purification Process of Iodixanol 有权
标题翻译：碘代醇的纯化过程
公开(公告)号：US20080300423A1
公开(公告)日：2008-12-04
申请号：US12097606
申请日：2006-12-19
申请人： Ole Magne Homestad
发明人： Ole Magne Homestad
IPC分类号： C07C231/24
CPC分类号： C07C231/24 , C07C237/46
摘要： A process for the manufacture of iodixanol by performing a purification process of the crude product in a solvent comprising n-propanol. The crude product may be obtained in aqueous solution from dimerisation of 5-acetamido-N,N′-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-isophthalamide (“Compound A”).
摘要翻译：通过在包含正丙醇的溶剂中进行粗产物的纯化处理来制备碘克沙醇的方法。粗产物可以从5-乙酰氨基-N，N'-双（2,3-二羟丙基）-2,4,6-三碘 - 间苯二酰胺（“化合物A”）的二聚的水溶液中获得。

8. 发明授权

US07968745B2 Purification process of iodixanol 有权
标题翻译：碘克沙醇的纯化过程
公开(公告)号：US07968745B2
公开(公告)日：2011-06-28
申请号：US12097606
申请日：2006-12-19
申请人： Ole Magne Homestad
发明人： Ole Magne Homestad
IPC分类号： C07C239/00
CPC分类号： C07C231/24 , C07C237/46
摘要： A process for the manufacture of iodixanol by performing a purification process of the crude product in a solvent comprising n-propanol. The crude product may be obtained in aqueous solution from dimerization of 5-acetamido-N,N′-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-isophthalamide (“Compound A”).
摘要翻译：通过在包含正丙醇的溶剂中进行粗产物的纯化处理来制备碘克沙醇的方法。粗产物可以从5-乙酰氨基-N，N'-双（2,3-二羟丙基）-2,4,6-三碘 - 间苯二酰胺（“化合物A”）的二聚化的水溶液中获得。

9. 发明申请

US20110021824A1 ADSORPTIVE PURIFICATION METHOD FOR IODIXANOL 审中-公开
标题翻译：碘化物的吸附纯化方法
公开(公告)号：US20110021824A1
公开(公告)日：2011-01-27
申请号：US12581957
申请日：2009-10-20
申请人： LARS TERJE HOLMAAS , OLE MAGNE HOMESTAD , DIDRIK MALTHE-SORENSSEN , ERIC PRESSMAN , ALBERT SANTO STELLA
发明人： LARS TERJE HOLMAAS , OLE MAGNE HOMESTAD , DIDRIK MALTHE-SORENSSEN , ERIC PRESSMAN , ALBERT SANTO STELLA
IPC分类号： C07C227/40
CPC分类号： C07C231/24 , B01J20/103 , B01J20/20 , B01J20/264 , B01J20/28057 , B01J20/28066 , B01J20/28078 , B01J20/28083 , B01J20/2809 , C07B63/00 , C07C237/46
摘要： This invention relates generally to non-ionic X-ray contrast agents. It further relates to a method of using solid adsorbents to reduce backpeaks content in the purification of iodixanol. In particular, it relates to the use of non-polar organic adsorbents with the average pore diameter smaller than about 30 nm. Specific examples of adsorbents of the instant invention include non-polar acrylic ester, di-vinyl benzene resins, poly-styrene di-vinyl benzene resins, and carbon adsorbents. In certain embodiments, upwards of 30% of the backpeak levels and 60% N-acetyl cyclic iodixanol levels are reduced for a 5% loss of iodixanol.
摘要翻译：本发明一般涉及非离子X射线造影剂。它还涉及使用固体吸附剂来减少碘克沙醇纯化中的回峰含量的方法。特别涉及使用平均孔径小于约30nm的非极性有机吸附剂。本发明的吸附剂的具体实例包括非极性丙烯酸酯，二乙烯基苯树脂，聚苯乙烯二乙烯基苯树脂和碳吸附剂。在某些实施方案中，对于5％的碘克沙醇的损失，超过30％的回峰水平和60％的N-乙酰基环状碘克沙醇水平降低。

10. 发明授权

US07863484B1 Method for reducing aminoisophthalic acid bisamide related impurities in preparation of non-ionic X-ray contrast agents 有权
标题翻译：在制备非离子X射线造影剂中还原氨基间苯二甲酸双酰胺相关杂质的方法
公开(公告)号：US07863484B1
公开(公告)日：2011-01-04
申请号：US12571457
申请日：2009-10-01
申请人： Torfinn Haaland , Ole Magne Homestad
发明人： Torfinn Haaland , Ole Magne Homestad
IPC分类号： C07C233/65
CPC分类号： C07C231/24 , C07C237/32
摘要： This invention relates generally to the preparation of non-ionic X-ray contrast agents, iohexyl, ioversol, and iodixanol. It further relates to a method for improving the purity of 5-amino-N,N′-bis(2,3-dihydroxypropyl)-isophthalamide (or ABA), an intermediate in the industrial preparation of these non-ionic X-ray contrast agents. In particular, it relates to a method for significantly removing ABA monomethylester and ABA dimer from ABA by hydrolyzing ABA under a pH between about 12 to about 13 in an aqueous medium to convert ABA monomethylester to ABA monoacid, before the iodination reaction of ABA.
摘要翻译：本发明一般涉及非离子X射线造影剂iohexyl，碘奥昔莫和碘克沙醇的制备。它还涉及一种提高5-氨基-N，N'-双（2,3-二羟基丙基） - 间苯二甲酰胺（或ABA）的纯度的方法，该工艺是这些非离子X射线对比代理商特别涉及在ABA碘化反应之前，通过在水介质中在约12至约13的pH下水解ABA以将ABA单甲酯转化为ABA单酸，从ABA显着去除ABA单甲酯和ABA二聚体的方法。

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