Iopanoic acid

Structural formula
Mixture of stereoisomers - structural formula without stereochemistry
General
Non-proprietary name	Iopanoic acid
other names	( RS ) -2- (3-Amino-2,4,6-triiodobenzyl) butanoic acid Acidum iopanoicum
Molecular formula	C 11 H 12 I 3 NO 2
Brief description	white to yellowish-white powder with a slightly aromatic odor
External identifiers / databases
CAS number 96-83-3 ( racemate ) EC number 202-539-9 ECHA InfoCard 100.002.310 PubChem 3735 ChemSpider 3604 DrugBank DB08946 Wikidata Q1672108
Drug information
ATC code	V08 AC06
Drug class	Contrast media
properties
Molar mass	571 g · mol -1
Melting point	about 155 ° C (decomposition)
pK s value	4.8
solubility	practically insoluble in water soluble in methanol and ethanol
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed GHS labeling of hazardous substances Caution H and P phrases H: 302 P: 264-270-301 + 312 + 330-501
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Iopanoic acid is a chiral carboxylic acid that is a halogen aromatic compound. In medicine, the 1: 1 mixture of the ( R ) form and the ( S ) form is used as a contrast medium containing iodine .

Extraction and presentation

A mixture of m -nitrobenzaldehyde , n -butyric anhydride and sodium butyrate is converted into m -nitro-α-ethyl-cinnamic acid by heating in xylene, which is converted to iopanoic acid by reduction with hydrogen and iodination with iodine monochloride .

properties

Iopanic acid is a light-sensitive, white to yellowish-white powder with a slightly aromatic odor.

Enantiomers of iopanoic acid: ( R ) form (left) and ( S ) form (right)

Individual evidence

1. ↑ ^{a b c d} European Pharmacopoeia , 6th edition, Deutscher Apotheker Verlag, Stuttgart 2008, ISBN 978-3-7692-3962-1 , pp. 2885–2886.
2. ↑ ^{a b c d} Entry on Iopanoic Acid at TCI Europe, accessed on April 30, 2017.
3. ↑ David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Dissociation Constants of Organic Acids and Bases, pp. 8-49.
4. ^ David B. Troy: Remington: the science and practice of pharmacy . 2005, ISBN 978-0-7817-4673-1 ( page 1266 in the google book search).

This article is about a health issue. It is not used for self-diagnosis and does not replace a diagnosis by a doctor. Please note the information on health issues !