Iocarmic acid

Iocarmic acid (trade name Dimer-X) is a pharmaceutical drug used as an iodinated contrast medium for X-ray imaging in the 1970s and 80s. Uses included imaging of the uterus and Fallopian tubes. It was applied in form of its salt, meglumine iocarmate.[1][2]

Iocarmic acid
Clinical data
Trade namesDimer-X
Other names3-[[6-[[3-Carboxy-2,4,6-triiodo-5-(methylcarbamoyl)phenyl]amino]-6-oxohexanoyl]amino]-2,4,6-triiodo-5-(methylcarbamoyl)benzoic acid
ATC code
Identifiers
IUPAC name
  • 3-(5-{[3-carboxy-2,4,6-triiodo-5-(methylcarbamoyl)phenyl]carbamoyl}pentanamido)-2,4,6-triiodo-5-(methylcarbamoyl)benzoic acid
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
CompTox Dashboard (EPA)
ECHA InfoCard100.030.771
Chemical and physical data
FormulaC24H20I6N4O8
Molar mass1253.871 g·mol−1
3D model (JSmol)
SMILES
  • CNC(=O)c1c(c(c(c(c1I)NC(=O)CCCCC(=O)Nc2c(c(c(c(c2I)C(=O)O)I)C(=O)NC)I)I)C(=O)O)I
InChI
  • InChI=1S/C24H20I6N4O8/c1-31-21(37)9-13(25)11(23(39)40)17(29)19(15(9)27)33-7(35)5-3-4-6-8(36)34-20-16(28)10(22(38)32-2)14(26)12(18(20)30)24(41)42/h3-6H2,1-2H3,(H,31,37)(H,32,38)(H,33,35)(H,34,36)(H,39,40)(H,41,42) N
  • Key:SMQYOVYWPWASGU-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

It is not known to be marketed anywhere in the world in 2021.

References

  1. Schütte HE (1982). "Comparative study: Endografine (diatrizoate), Vasurix polyvidone (acetrizoate), Dimer-X (iocarmate) and Hexabrix (ioxaglate) in hysterosalpingography". Diagnostic Imaging. 51 (6): 277–83. PMID 7173007.
  2. Van Dellen JR, Lipschitz R (October 1973). "Meglumine iocarmate (Dimer-X) ventriculography". Clinical Radiology. 24 (4): 449–52. doi:10.1016/s0009-9260(73)80146-1. PMID 4621055.
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