ATE198191T1 - Ein verfahren zur herstellung von 5-(acetyl(2,3- dihydroxypropyl)amino)-n,n'-bis(2,3- dihydroxypropyl)-2,4,6-triiodo-1,3-benzoldicar boxamid - Google Patents
Ein verfahren zur herstellung von 5-(acetyl(2,3- dihydroxypropyl)amino)-n,n'-bis(2,3- dihydroxypropyl)-2,4,6-triiodo-1,3-benzoldicar boxamidInfo
- Publication number
- ATE198191T1 ATE198191T1 AT98928291T AT98928291T ATE198191T1 AT E198191 T1 ATE198191 T1 AT E198191T1 AT 98928291 T AT98928291 T AT 98928291T AT 98928291 T AT98928291 T AT 98928291T AT E198191 T1 ATE198191 T1 AT E198191T1
- Authority
- AT
- Austria
- Prior art keywords
- compound
- amino
- dihydroxypropyl
- reaction
- triiodo
- Prior art date
Links
- 238000004519 manufacturing process Methods 0.000 title 1
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 6
- 150000001875 compounds Chemical class 0.000 abstract 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 4
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 2
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 abstract 2
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 abstract 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 abstract 2
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 abstract 2
- 239000002904 solvent Substances 0.000 abstract 2
- UOCLXMDMGBRAIB-UHFFFAOYSA-N 1,1,1-trichloroethane Chemical compound CC(Cl)(Cl)Cl UOCLXMDMGBRAIB-UHFFFAOYSA-N 0.000 abstract 1
- KQIGMPWTAHJUMN-UHFFFAOYSA-N 3-aminopropane-1,2-diol Chemical compound NCC(O)CO KQIGMPWTAHJUMN-UHFFFAOYSA-N 0.000 abstract 1
- SSZWWUDQMAHNAQ-UHFFFAOYSA-N 3-chloropropane-1,2-diol Chemical compound OCC(O)CCl SSZWWUDQMAHNAQ-UHFFFAOYSA-N 0.000 abstract 1
- JEZJSNULLBSYHV-UHFFFAOYSA-N 5-amino-2,4,6-triiodobenzene-1,3-dicarboxylic acid Chemical compound NC1=C(I)C(C(O)=O)=C(I)C(C(O)=O)=C1I JEZJSNULLBSYHV-UHFFFAOYSA-N 0.000 abstract 1
- KBZFDRWPMZESDI-UHFFFAOYSA-N 5-aminobenzene-1,3-dicarboxylic acid Chemical compound NC1=CC(C(O)=O)=CC(C(O)=O)=C1 KBZFDRWPMZESDI-UHFFFAOYSA-N 0.000 abstract 1
- BRLQWZUYTZBJKN-UHFFFAOYSA-N Epichlorohydrin Chemical compound ClCC1CO1 BRLQWZUYTZBJKN-UHFFFAOYSA-N 0.000 abstract 1
- 229960000583 acetic acid Drugs 0.000 abstract 1
- 238000006640 acetylation reaction Methods 0.000 abstract 1
- 230000029936 alkylation Effects 0.000 abstract 1
- 238000005804 alkylation reaction Methods 0.000 abstract 1
- 239000000010 aprotic solvent Substances 0.000 abstract 1
- 239000007864 aqueous solution Substances 0.000 abstract 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- LQIIRBFXBIGGAZ-UHFFFAOYSA-L calcium;sodium;dihydroxide Chemical compound [OH-].[OH-].[Na+].[Ca+2] LQIIRBFXBIGGAZ-UHFFFAOYSA-L 0.000 abstract 1
- 230000003197 catalytic effect Effects 0.000 abstract 1
- 239000003153 chemical reaction reagent Substances 0.000 abstract 1
- 239000012362 glacial acetic acid Substances 0.000 abstract 1
- 229930195733 hydrocarbon Natural products 0.000 abstract 1
- 150000002430 hydrocarbons Chemical class 0.000 abstract 1
- NTHXOOBQLCIOLC-UHFFFAOYSA-N iohexol Chemical compound OCC(O)CN(C(=O)C)C1=C(I)C(C(=O)NCC(O)CO)=C(I)C(C(=O)NCC(O)CO)=C1I NTHXOOBQLCIOLC-UHFFFAOYSA-N 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/14—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof
- C07C227/18—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton from compounds containing already amino and carboxyl groups or derivatives thereof by reactions involving amino or carboxyl groups, e.g. hydrolysis of esters or amides, by formation of halides, salts or esters
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/08—Preparation of carboxylic acid amides from amides by reaction at nitrogen atoms of carboxamide groups
-
- 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
- C07C237/52—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the nitrogen atom of at least one of the carboxamide groups further acylated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT97MI001268A IT1292037B1 (it) | 1997-05-30 | 1997-05-30 | Processo per la preparazione di 5-(acetil 62,3-diidrossipropil)- ammino)-n,n'-bis(2,3-diidrossipropil)-2,4,6-triiodo-1,3-benzen- |
| PCT/EP1998/002927 WO1998054124A1 (en) | 1997-05-30 | 1998-05-19 | A process for the preparation of 5-[acetyl (2,3-dihydroxypropyl)amino]-n,n'-bis (2,3-dihydroxypropyl)-2,4,6- triiodo-1,3-benzenedicarboxamide |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE198191T1 true ATE198191T1 (de) | 2001-01-15 |
Family
ID=11377250
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT98928291T ATE198191T1 (de) | 1997-05-30 | 1998-05-19 | Ein verfahren zur herstellung von 5-(acetyl(2,3- dihydroxypropyl)amino)-n,n'-bis(2,3- dihydroxypropyl)-2,4,6-triiodo-1,3-benzoldicar boxamid |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US5965772A (forum.php) |
| EP (1) | EP0915835B1 (forum.php) |
| JP (1) | JP3437584B2 (forum.php) |
| KR (1) | KR20000029649A (forum.php) |
| CN (1) | CN1228079A (forum.php) |
| AT (1) | ATE198191T1 (forum.php) |
| AU (1) | AU729759B2 (forum.php) |
| CA (1) | CA2261656A1 (forum.php) |
| CZ (1) | CZ25399A3 (forum.php) |
| DE (1) | DE69800434T2 (forum.php) |
| DK (1) | DK0915835T3 (forum.php) |
| ES (1) | ES2152747T3 (forum.php) |
| GR (1) | GR3035123T3 (forum.php) |
| IT (1) | IT1292037B1 (forum.php) |
| NO (1) | NO323475B1 (forum.php) |
| PL (1) | PL331208A1 (forum.php) |
| PT (1) | PT915835E (forum.php) |
| WO (1) | WO1998054124A1 (forum.php) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE520688C2 (sv) * | 2000-04-11 | 2003-08-12 | Bone Support Ab | Ett injicerbart ersättningsmaterial för benmineral |
| SE517168C2 (sv) * | 2000-07-17 | 2002-04-23 | Bone Support Ab | En komposition för ett injicerbart ersättningsmaterial för benmineral |
| SE522098C2 (sv) | 2001-12-20 | 2004-01-13 | Bone Support Ab | Ett nytt benmineralsubstitut |
| SE0300620D0 (sv) | 2003-03-05 | 2003-03-05 | Bone Support Ab | A new bone substitute composition |
| WO2004087637A1 (en) * | 2003-03-31 | 2004-10-14 | Takasago International Corporation | Production of n-alkylamide compounds |
| SE0302983D0 (sv) * | 2003-11-11 | 2003-11-11 | Bone Support Ab | Anordning för att förse spongiöst ben med benersättnings- och/eller benförstärkningsmaterial och förfarande i samband därmed |
| SE527528C2 (sv) * | 2004-06-22 | 2006-04-04 | Bone Support Ab | Anordning för framställning av härdbar massa samt användning av anordningen |
| PT103391B (pt) * | 2005-11-24 | 2008-10-30 | Hovione Farmaciencia S A | Processo para fabrico de lohexol |
| 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 |
| EP2150520B1 (en) | 2007-04-25 | 2012-10-31 | F. Hoffmann-La Roche AG | Novel process for the preparation of acid chlorides |
| EP2274278B1 (en) | 2008-04-04 | 2016-08-17 | F. Hoffmann-La Roche AG | New process for the preparatiion of cyclohexanecarboxylic acid dericatives |
| AU2009231424B2 (en) | 2008-04-04 | 2014-01-30 | F. Hoffmann-La Roche Ag | New process for the preparation of cyclohexanecarboxylic acid derivatives via the corresponding cyclohexanecarboxamide derivative |
| KR101098553B1 (ko) * | 2008-04-30 | 2011-12-26 | 주식회사 엘지생명과학 | 이오프로마이드의 신규한 제조방법 |
| WO2009153181A1 (en) | 2008-06-17 | 2009-12-23 | F. Hoffmann-La Roche Ag | 1-(2-ethyl-butyl) -cyclohexanecarboxylic acid ester as an intermediate in the preparation of pharmaceutically active amides |
| HUE034436T2 (en) * | 2008-11-18 | 2018-02-28 | Bracco Imaging Spa | A method for producing iodinated contrast media |
| CN102725249B (zh) * | 2009-11-26 | 2014-12-10 | 好利安中国控股有限公司 | 碘克沙醇的制备和纯化 |
| US9180137B2 (en) | 2010-02-09 | 2015-11-10 | Bone Support Ab | Preparation of bone cement compositions |
| IT1403988B1 (it) * | 2010-07-15 | 2013-11-08 | Bracco Imaging Spa | Processo per la preparazione di agenti di contrasto. |
| CA2901528C (en) | 2013-02-20 | 2022-07-26 | Bone Support Ab | Heat-treated, sintered and micronized hydroxyapatite powder for use in a hardenable bone substitute composition |
| KR101520187B1 (ko) * | 2013-10-25 | 2015-05-13 | 주식회사 대웅제약 | 이오프로마이드의 중간체의 제조방법 |
| CN106316878B (zh) * | 2015-06-15 | 2018-01-19 | 重庆常捷医药有限公司 | 一种碘美普尔杂质的制备方法 |
| EP3548461B1 (en) | 2016-12-05 | 2021-02-03 | Bracco Imaging SpA | Mechanochemical synthesis of radiographic agents intermediates |
| KR102128423B1 (ko) * | 2018-09-17 | 2020-07-01 | (주)유케이케미팜 | 조영제 이오메프롤의 제조방법 |
| CN114478298B (zh) * | 2020-11-12 | 2024-09-27 | 成都西岭源药业有限公司 | 一种造影剂碘佛醇的纯化方法 |
| CN113387833A (zh) * | 2021-05-25 | 2021-09-14 | 成都丽璟科技有限公司 | 一种低渗透性泛影酸衍生物造影剂及其制备方法 |
| CN115872894B (zh) * | 2022-11-15 | 2024-12-24 | 上海慧聚药业有限公司 | 非离子型造影剂的合成 |
| CN116332787B (zh) * | 2023-03-03 | 2023-10-27 | 安庆朗坤药业有限公司 | 一种造影剂中间体乙酰碘化物的制备方法 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH608189A5 (forum.php) * | 1974-12-13 | 1978-12-29 | Savac Ag | |
| GB1548594A (en) * | 1976-06-11 | 1979-07-18 | Nyegaard & Co As | Triiodoisophthalic acid amides |
| SI9620012A (en) | 1995-05-23 | 1997-06-30 | Fructamine Spa | Process for the preparation of a dicarboxylic acid dichloride |
-
1997
- 1997-05-30 IT IT97MI001268A patent/IT1292037B1/it active IP Right Grant
-
1998
- 1998-05-19 DE DE69800434T patent/DE69800434T2/de not_active Expired - Lifetime
- 1998-05-19 CN CN98800714A patent/CN1228079A/zh active Pending
- 1998-05-19 KR KR1019997000722A patent/KR20000029649A/ko not_active Ceased
- 1998-05-19 AT AT98928291T patent/ATE198191T1/de not_active IP Right Cessation
- 1998-05-19 EP EP98928291A patent/EP0915835B1/en not_active Expired - Lifetime
- 1998-05-19 PL PL98331208A patent/PL331208A1/xx unknown
- 1998-05-19 CZ CZ99253A patent/CZ25399A3/cs unknown
- 1998-05-19 CA CA002261656A patent/CA2261656A1/en not_active Abandoned
- 1998-05-19 AU AU80185/98A patent/AU729759B2/en not_active Ceased
- 1998-05-19 DK DK98928291T patent/DK0915835T3/da active
- 1998-05-19 PT PT98928291T patent/PT915835E/pt unknown
- 1998-05-19 ES ES98928291T patent/ES2152747T3/es not_active Expired - Lifetime
- 1998-05-19 WO PCT/EP1998/002927 patent/WO1998054124A1/en not_active Application Discontinuation
- 1998-05-19 JP JP50018399A patent/JP3437584B2/ja not_active Expired - Lifetime
- 1998-05-28 US US09/084,922 patent/US5965772A/en not_active Expired - Lifetime
-
1999
- 1999-01-25 NO NO19990334A patent/NO323475B1/no not_active IP Right Cessation
-
2000
- 2000-12-21 GR GR20000402639T patent/GR3035123T3/el not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| ITMI971268A1 (it) | 1998-11-30 |
| EP0915835B1 (en) | 2000-12-20 |
| JP3437584B2 (ja) | 2003-08-18 |
| AU8018598A (en) | 1998-12-30 |
| ITMI971268A0 (forum.php) | 1997-05-30 |
| NO990334L (no) | 1999-03-26 |
| DK0915835T3 (da) | 2001-02-05 |
| GR3035123T3 (en) | 2001-03-30 |
| US5965772A (en) | 1999-10-12 |
| NO990334D0 (no) | 1999-01-25 |
| PT915835E (pt) | 2001-03-30 |
| CA2261656A1 (en) | 1998-12-03 |
| CN1228079A (zh) | 1999-09-08 |
| JP2000505820A (ja) | 2000-05-16 |
| CZ25399A3 (cs) | 1999-07-14 |
| ES2152747T3 (es) | 2001-02-01 |
| KR20000029649A (ko) | 2000-05-25 |
| DE69800434D1 (de) | 2001-01-25 |
| DE69800434T2 (de) | 2001-04-19 |
| NO323475B1 (no) | 2007-05-21 |
| AU729759B2 (en) | 2001-02-08 |
| IT1292037B1 (it) | 1999-01-25 |
| WO1998054124A1 (en) | 1998-12-03 |
| EP0915835A1 (en) | 1999-05-19 |
| PL331208A1 (en) | 1999-07-05 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| REN | Ceased due to non-payment of the annual fee |