606-17-7

Usage

Uses

Used in Medical Imaging:
IODIPAMIDE is used as a radiopaque medium in cholecystographic procedures for the visualization of the gallbladder and bile ducts. Its water-soluble and nonionic properties allow for better tolerability and reduced risk of adverse reactions compared to ionic contrast agents.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, IODIPAMIDE is utilized as an antihypertensive and diuretic agent. It works by activating potassium channels and AMPA receptors, which helps in lowering blood pressure and promoting the excretion of excess fluid from the body. This makes it a valuable component in the treatment of hypertension and fluid retention-related conditions.

Originator

Cholografin,Squibb,US,1954

Manufacturing Process

125 g of 2,4,6-triiodo-3-amino benzoic acid are dissolved in 250 cc of chlorobenzene and 15 g of adipic acid dichloride are added at a temperature between 110° and 130°C drop by drop to the solution. After evolution of hydrochloric acid (about 2 to 3 hours) has ceased, the precipitated crude adipic acid di-(3-carboxy-2,4,6-triiodo anilide) of the above formula is filtered hot with suction, washed with chlorobenzene, extracted by boiling with methanol and, for purification, dissolved in an amount of methanolic caustic soda solution required for neutralization, filtered with charcoal, and precipitated with dilute hydrochloric acid. Yield: 82.3 g, MP 306° to 308°C (with decomposition).

Therapeutic Function

Diagnostic aid (radiopaque medium)

Hazard

Toxic by ingestion.

InChI:InChI=1/C20H14I6N2O6/c21-7-5-9(23)17(15(25)13(7)19(31)32)27-11(29)3-1-2-4-12(30)28-18-10(24)6-8(22)14(16(18)26)20(33)34/h5-6H,1-4H2,(H,27,29)(H,28,30)(H,31,32)(H,33,34)

Upstream product

• 3119-15-1 3-amino-2,4,6-triiodobenzoic acid 
• 111-50-2 Adipic acid dichloride 

Relevant academic research and scientific papers

Iodinated benzoyl acetals and ketals for x-ray imaging

Compounds having the structure STR1 wherein (Z--COO is the residue of an iodinated aromatic acid; R is alkyl, cycloalkyl, aryl, aralkyl, STR2 or alkenyl; R1 is H, alkyl, cycloalkyl, aryl, aralkyl, or --CH2 --m CO2 R3 ; R2 is H, alkyl, cycloalkyl, aryl, aralkyl, --CH2 --n CO2 R4, or a STR3 group, wherein Z, R and R1 are as defined above; or R1 and R2, taken together with the carbon atom to which they are attached represent cycloalkyl; R3 is H, alkyl, cycloalkyl, aryl or aralkyl; R4 is H, alkyl, cycloalkyl, aryl or aralkyl; and m, n and p are independently an integer of from 0 to 17; provided that R1 and R2 can not both be H; are useful in the preparation of x-ray contrast compositions for medical imaging.

Iodinated aromatic propanedioates

Compounds having the structure STR1 where (Z--COO is the residue of an iodinated aromatic acid; R1 and R2 are independently alkyl, fluoroalkyl, cycloalkyl, aryl or aralkyl; and R3 is H, alkyl, fluoroalkyl, cycloalkyl, aryl, aralkyl, alkoxy, aryloxy, cyano, sulfonate, carboxamido, sulfonamido, CO2 -alkyl, CO2 -aryl or CO2 -aralkyl; are useful as contrast agents in x-ray imaging compositions and methods.

Radioactive functional diagnostic agents

This invention relates to triiodized dicarboxylic acid anilides containing radioactive iodine of the formula SPC1 Wherein R1 is hydrogen, carboxyl, N-acylamino, N-acylaminomethyl, N-alkyl-N-acylamino, N-butyrolactamyl, or an EQU1 group, wherein R3 and R4 are each hydrogen, lower alkyl or hydroxyalkyl, or R3 and R4 together with the nitrogen atom form a 5 to 7 member heterocyclic ring which can contain a further oxygen, nitrogen or sulfur hetero atom; R2 is hydrogen, lower alkyl or hydroxyalkyl; and X is straight-chain or branched alkylene of 1-14 carbon atoms, which can be interrupted by one or more oxygen or sulfur atoms, As well as the physiologically acceptable salts thereof with suitable bases. These compounds are especially useful in the preparation of radioactive functional diagnostic agents.