Diatrizoic acid

Diatrizoic acid
IUPAC name 3,5-bis(acetylamino)-2,4,6-triiodobenzoic acid
Identifiers
CAS number	737-31-5 N
PubChem	2140
ChemSpider	2055 Y
DrugBank	DB00271
KEGG	D02240 Y
ChEBI	CHEBI:53691 Y
ChEMBL	CHEMBL1201220 N
ATC code	V08AA01
Jmol-3D images	Image 1 Image 2
SMILES CC(=O)NC1=C(C(=C(C(=C1I)C(=O)O)I)NC(=O)C)I Ic1c(c(I)c(c(I)c1NC(=O)C)C(=O)O)NC(=O)C
InChI InChI=1S/C11H9I3N2O4/c1-3(17)15-9-6(12)5(11(19)20)7(13)10(8(9)14)16-4(2)18/h1-2H3,(H,15,17)(H,16,18)(H,19,20) Y Key: YVPYQUNUQOZFHG-UHFFFAOYSA-N Y InChI=1/C11H9I3N2O4/c1-3(17)15-9-6(12)5(11(19)20)7(13)10(8(9)14)16-4(2)18/h1-2H3,(H,15,17)(H,16,18)(H,19,20) Key: YVPYQUNUQOZFHG-UHFFFAOYAT
Properties
Molecular formula	C11H9I3N2O4
Molar mass	613.91 g mol−1
N acid (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Diatrizoic acid (or its anionic form, diatrizoate), also known as amidotrizoic acid, or 3,5-diacetamido-2,4,6-triiodobenzoic acid, is a radiocontrast agent containing iodine. Trade names include Hypaque, Gastrografin and Urografin, the latter being a combination of the sodium and meglumine salts.

Diatrizoate is considered a high-osmolality contrast agent. Its osmolality ranges from approximately 1500 mOsm/kg (50% solution)^[1] to over 2000 mOsm/kg (76% solution).^[2]

Indications

Diatrizoic acid may be used as an alternative to barium sulfate for medical imaging of the gastrointestinal tract. It is indicated for use in patients who are allergic to barium, or in cases where the barium might leak into the abdominal cavity. It does not coat the stomach/bowel lining as well as barium, thus it is not used commonly for this purpose.

Under the trade name Urografin it is used for intravenous pyelography.

It is also used to kill tapeworms.^[3][4]

Administration

• It is given intravenously (under brand name Hypaque, GE Healthcare) to enhance contrast in computed tomography, to image the kidneys and related structures, and to image blood vessels.
• It is given orally or by enema (Gastrografin, Gastrovist, Gastrovision, MD-Gastroview) to image the gastrointestinal tract. The taste is foul, even when mixed and diluted with fruit juice.
• It is given by Foley catheter (Cystografin) to image the urinary tract

Contraindications

A history of sensitivity to iodine is not a contraindication to using diatrizoate, although it suggests caution in use of the agent. In this case, a regimen of oral or intravenous corticosteroids may be given as prophylaxis, or an alternative such as barium sulfate may be preferable.

Gastrografin is contraindicated to use along with certain medications that can cause lactic acidosis, such as metformin. Concurrent use may lead to renal failure and lactic acidosis, and a clinician may need to space the agents apart over a number of days to prevent an interaction. ^[5]

Gastrografin is a hypertonic solution, and therefore it should be avoided in imaging studies of the upper gastrointestinal tract in patients who are at risk of aspiration, as it will cause prompt pulmonary edema if accidentally introduced into the tracheobronchial tree.

Also it may cause inflammation of the subarachnoid space if used in myelography.

References

1. ^ Amersham Health (April 2006). "Hypaque sodium (Diatrizoate Sodium) injection, solution. Product label". DailyMed. U.S. National Library of Medicine. http://dailymed.nlm.nih.gov/dailymed/fdaDrugXsl.cfm?id=1808&type=display. Retrieved 2007-03-29. 
2. ^ Amersham Health (April 2006). "Hypaque (Diatrizoate Meglumine and Diatrizoate Sodium) injection, solution. Product label". DailyMed. U.S. National Library of Medicine. http://dailymed.nlm.nih.gov/dailymed/fdaDrugXsl.cfm?id=997&type=display. Retrieved 2007-03-29. 
3. ^ Sood. Surgical Diseases in Tropical Countries. Jaypee Brothers Publishers. pp. 72–. ISBN 9788171794447. http://books.google.com/books?id=kpxMrfCtUs8C&pg=PA72. Retrieved 11 August 2010. 
4. ^ Moshe Schein; Paul Rogers; Ahmad Assalia (2010). Schein's Common Sense Emergency Abdominal Surgery. Springer. pp. 391–. ISBN 9783540748205. http://books.google.com/books?id=BUdLUsbxTjQC&pg=PA391. Retrieved 11 August 2010. 
5. ^ Micromedex® Healthcare Series (November 2010). "DIATRIZOATE MEGLUMINE/DIATRIZOATE SODIUM". DRUGDEX. Thomson Reuters (Healthcare) Inc.. http://www.thomsonhc.com/hcs/librarian/ND_T/HCS/ND_PR/Main/CS/B469E9/DUPLICATIONSHIELDSYNC/8D376E/ND_PG/PRIH/ND_B/HCS/SBK/2/ND_P/Main/PFActionId/hcs.common.RetrieveDocumentCommon/DocId/2697/ContentSetId/31#contraindicationsSection. Retrieved 2010-11-10. 

This antiinfective drug article is a stub. You can help Wikipedia by expanding it.v · Categories: Anthelmintics Organoiodides Benzoic acids Radiocontrast agents World Health Organization essential medicines Acetanilides Antiinfective agent stubs Wikimedia Foundation. 2010. Игры ⚽ Нужна курсовая? Clear Range Azhikode Look at other dictionaries: diatrizoic acid — dia·tri·zo·ic ac·id (di″ə tri zoґik) [USP] a compound used in the preparation of certain radiopaque media; see diatrizoate …   Medical dictionary Gadoteric acid — Systematic (IUPAC) name gadolinium(+3) cation; 2 [4,7,10 tris(carboxymethyl) 1,4,7,10 tetrazacyclododec 1 yl]acetate Clinical data AHFS/ …   Wikipedia Gadopentetic acid — Clinical data AHFS/Drugs.com Consumer Drug …   Wikipedia Radiocontrast agent — Radiocontrast agents are a type of medical contrast medium used to improve the visibility of internal bodily structures in an X ray based imaging techniques such as computed tomography (CT) or radiography (commonly known as X ray imaging).… …   Wikipedia Amidotrizoat — Strukturformel Allgemeines Freiname Amidotrizoesäure Andere Namen …   Deutsch Wikipedia Gastrografin — Strukturformel Allgemeines Freiname Amidotrizoesäure Andere Namen …   Deutsch Wikipedia ATC code V08 — A section of the Anatomical Therapeutic Chemical Classification System.V VariousV08A X ray contrast media, iodinatedV08AA Water soluble, nephrotropic, high osmolar X ray contrast media:V08AA01 Diatrizoic acid:V08AA02 Metrizoic acid:V08AA03… …   Wikipedia Contrast medium — A medical contrast medium (or contrast agent) is a substance used to enhance the contrast of structures or fluids within the body in medical imaging.[1] It is commonly used to enhance the visibility of blood vessels and the gastrointestinal tract …   Wikipedia Adipiodone — Not to be confused with Adipiplon. Iodipamide Systematic (IUPAC) name 3 {5 [(3 carboxy 2,4,6 triiodophenyl)carbamoyl]pentanamido} 2,4,6 triiodobenzoic acid Clinical …   Wikipedia Contrast-enhanced ultrasound — (CEUS) is the application of ultrasound contrast medium to traditional medical sonography. Ultrasound contrast agents rely on the different ways in which sound waves are reflected from interfaces between substances. This may be the surface of a… …   Wikipedia 18+ © Academic, 2000-2024 Contact us: Technical Support, Advertising Dictionaries export, created on PHP, Joomla, Drupal, WordPress, MODx. Mark and share Search through all dictionaries Translate… Search Internet Share the article and excerpts Direct link … Do a right-click on the link above and select “Copy Link”