GB1228851A - - Google Patents
Info
- Publication number
- GB1228851A GB1228851A GB1228851DA GB1228851A GB 1228851 A GB1228851 A GB 1228851A GB 1228851D A GB1228851D A GB 1228851DA GB 1228851 A GB1228851 A GB 1228851A
- Authority
- GB
- United Kingdom
- Prior art keywords
- prepared
- reacting
- alkylene
- ester
- alkyl
- 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.)
- Expired
Links
Classifications
-
- 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
-
- 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
- A61K49/0447—Physical forms of mixtures of two different X-ray contrast-enhancing agents, containing at least one X-ray contrast-enhancing agent which is a halogenated organic compound
- A61K49/0495—Physical forms of mixtures of two different X-ray contrast-enhancing agents, containing at least one X-ray contrast-enhancing agent which is a halogenated organic compound intended for oral administration
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/03—Ethers having all ether-oxygen atoms bound to acyclic carbon atoms
- C07C43/14—Unsaturated ethers
- C07C43/17—Unsaturated ethers containing halogen
- C07C43/174—Unsaturated ethers containing halogen containing six-membered aromatic rings
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)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
Abstract
1,228,851. [3 - (N - Alkylacylamino) - 2,4,6- triiodophenoxy]-alkoxy alkane acids. BRACCO INDUSTRIA CHIMICA S.p.A. 7 May, 1968 [29 May, 1967], No. 21575/68. Heading C2C. The invention comprises compounds of the general Formula I in which "alkyl" represents an alkyl C 1-4 radical, "acyl" represents an aliphatic acyl C 2-4 radical derived from a carboxylic acid, "alkylene" represents an alkylene C 2-4 radical and R represents an alkyl C 1-4 or phenyl radical, or a non-toxic metal and/or amine salt thereof or an ester thereof with a lower C 1-5 alcohol. They are prepared by N-alkylating the corresponding (3- acylamino - 2,4,6 - triiodophenoxy) - alkoxy alkane acid in an alkaline medium with a reactive alkyl ester of a strong acid, or by reacting in the presence of a basic condensation agent the corresponding 3-(N-alkylacylamino)- 2,4,6-triiodophenol with a compound of the formula X-alkylene-OCHR.COOR<SP>1</SP>, in which X represents a reactive radical derived from a strong acid, COOR<SP>1</SP> represents a carboxylic ester or salt group and R and "alkylene" are as defined above, optionally hydrolysing the carboxylic ester group to obtain the free acid. 2 - (2<SP>1 </SP>- Chloroethoxy) - propionic acid ethyl ester is prepared by reacting the corresponding nitrile with hydrogen chloride. (N - Methylacetylamino) - phenol is prepared by reacting 3-methylamino phenol with acetic anhydride. α - (2 - Chloroethozy) - benzyl chloride is prepared by reacting benzaldehyde-bis-(2-chloroethyl)-acetal with thionyl chloride. α-(2-Chloroethoxy)-benzyl cyanide is prepared by reacting the corresponding chloride above with cuprous cyanide. 2 - [2<SP>1 </SP>- (3<SP>11</SP> - Acetylamino - 2<SP>11</SP>,4<SP>11</SP>,6<SP>11</SP> - triiodophenoxy)-ethoxy] propionic acid is prepared by the hydrolysis of the ethyl ester which is prepared from 3-acetylamino-2,4,6-triiodophenol and 2- (2<SP>1</SP>-chloroethoxy),propionic acid ethyl ester. Pharmaceutical compositions comprising compounds of Formula I as X-ray contrast agents together with a pharmaceutically acceptable carrier are administered orally and act as cholecystographic agents.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH748267A CH483262A (en) | 1967-05-29 | 1967-05-29 | New X-ray contrast media and processes for their production |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1228851A true GB1228851A (en) | 1971-04-21 |
Family
ID=4325807
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1228851D Expired GB1228851A (en) | 1967-05-29 | 1968-05-07 |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US3553259A (en) |
| AT (2) | AT277452B (en) |
| BE (1) | BE715799A (en) |
| CH (2) | CH483262A (en) |
| DE (1) | DE1768553B1 (en) |
| DK (1) | DK123762B (en) |
| ES (1) | ES354410A1 (en) |
| FR (2) | FR1596453A (en) |
| GB (1) | GB1228851A (en) |
| NL (1) | NL6807381A (en) |
| NO (1) | NO121611B (en) |
| SE (1) | SE352340B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4314055A (en) * | 1975-09-29 | 1982-02-02 | Mallinckrodt, Inc. | 3,5-Disubstituted-2,4,6-triiodoanilides of polyhydroxy-monobasic acids |
| US5310538A (en) * | 1993-03-11 | 1994-05-10 | Sterling Winthrop Inc. | Compositions of iodophenoxy alkylene ethers in film-forming materials for visualization of the gastrointestinal tract |
| US5348727A (en) * | 1993-03-11 | 1994-09-20 | Sterling Winthrop Inc. | Compositions of iodophenoxy alkylene ethers for visualization of the gastrointestinal tract |
-
1967
- 1967-05-29 CH CH748267A patent/CH483262A/en not_active IP Right Cessation
- 1967-05-29 CH CH1533669A patent/CH494576A/en unknown
-
1968
- 1968-05-02 SE SE05927/68A patent/SE352340B/xx unknown
- 1968-05-07 GB GB1228851D patent/GB1228851A/en not_active Expired
- 1968-05-14 DK DK223568AA patent/DK123762B/en unknown
- 1968-05-14 US US728894A patent/US3553259A/en not_active Expired - Lifetime
- 1968-05-16 NO NO1936/68A patent/NO121611B/no unknown
- 1968-05-24 NL NL6807381A patent/NL6807381A/xx unknown
- 1968-05-25 DE DE19681768553 patent/DE1768553B1/en not_active Withdrawn
- 1968-05-27 AT AT506668A patent/AT277452B/en not_active IP Right Cessation
- 1968-05-27 AT AT60669A patent/AT284825B/en not_active IP Right Cessation
- 1968-05-28 FR FR1596453D patent/FR1596453A/fr not_active Expired
- 1968-05-28 BE BE715799D patent/BE715799A/xx unknown
- 1968-05-28 FR FR153106A patent/FR7769M/fr not_active Expired
- 1968-05-28 ES ES354410A patent/ES354410A1/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES354410A1 (en) | 1969-11-01 |
| US3553259A (en) | 1971-01-05 |
| CH494576A (en) | 1970-08-15 |
| NO121611B (en) | 1971-03-22 |
| FR1596453A (en) | 1970-06-22 |
| AT277452B (en) | 1969-12-29 |
| AT284825B (en) | 1970-09-25 |
| FR7769M (en) | 1970-03-23 |
| DK123762B (en) | 1972-07-31 |
| DE1768553B1 (en) | 1970-09-16 |
| CH483262A (en) | 1969-12-31 |
| NL6807381A (en) | 1968-12-02 |
| SE352340B (en) | 1972-12-27 |
| BE715799A (en) | 1968-11-28 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PLNP | Patent lapsed through nonpayment of renewal fees |