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Also known as: 136949-58-1, Xenetix, 182ech14uh, 1-n,3-n-bis(2,3-dihydroxypropyl)-5-[[3-hydroxy-2-(hydroxymethyl)propanoyl]amino]-2,4,6-triiodo-1-n,3-n-dimethylbenzene-1,3-dicarboxamide, N,n'-bis(2,3-dihydroxypropyl)-5-(2-(hydroxymethyl)hydracrylamido)-2,4,6-triiodo-n,n'-dimethylisophthalamide, Chebi:31701

Molecular Formula

C₂₀H₂₈I₃N₃O₉

Molecular Weight

835.2 g/mol

InChI Key

YLPBXIKWXNRACS-UHFFFAOYSA-N

FDA UNII

182ECH14UH

Iobitridol is a water-soluble, tri-iodinated, non-ionic monomeric benzoate derivative and contrast medium used in diagnostic radiography. Upon administration, iobitridol is distributed through the vascular system and interstitial space. Like other organic iodine compounds, this agent blocks x-rays and appears opaque on x-ray film thus, enhancing the visibility of body parts containing this agent. Iobitridol is rapidly removed by the kidneys in an unchanged form, and in cases of renal failure, heterotropic excretion occurs via the biliary route.

1 2D Structure

Iobitridol

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-N,3-N-bis(2,3-dihydroxypropyl)-5-[[3-hydroxy-2-(hydroxymethyl)propanoyl]amino]-2,4,6-triiodo-1-N,3-N-dimethylbenzene-1,3-dicarboxamide

2.1.2 InChI

InChI=1S/C20H28I3N3O9/c1-25(3-10(31)7-29)19(34)12-14(21)13(20(35)26(2)4-11(32)8-30)16(23)17(15(12)22)24-18(33)9(5-27)6-28/h9-11,27-32H,3-8H2,1-2H3,(H,24,33)

2.1.3 InChI Key

YLPBXIKWXNRACS-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CN(CC(CO)O)C(=O)C1=C(C(=C(C(=C1I)NC(=O)C(CO)CO)I)C(=O)N(C)CC(CO)O)I

2.2 Other Identifiers

2.2.1 UNII

182ECH14UH

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 5-(3-hydroxy-2-hydroxymethylpropionamido)-n,n'-dimethyl-n,n'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

2. Xenetix

2.3.2 Depositor-Supplied Synonyms

1. 136949-58-1

2. Xenetix

3. 182ech14uh

4. 1-n,3-n-bis(2,3-dihydroxypropyl)-5-[[3-hydroxy-2-(hydroxymethyl)propanoyl]amino]-2,4,6-triiodo-1-n,3-n-dimethylbenzene-1,3-dicarboxamide

5. N,n'-bis(2,3-dihydroxypropyl)-5-(2-(hydroxymethyl)hydracrylamido)-2,4,6-triiodo-n,n'-dimethylisophthalamide

6. Chebi:31701

7. 1,3-benzenedicarboxamide, N,n'-bis(2,3-dihydroxypropyl)-5-((5-hydroxy-2-(hydroxymethyl)-1-oxopropyl)amino)-2,4,6-triiodo-n,n'-dimethyl-

8. Iobitridol [inn]

9. Xenetix 300

10. Iobitridol [inn:ban]

11. Unii-182ech14uh

12. Iobitridol [mi]

13. Iobitridol (jan/inn)

14. Iobitridol [jan]

15. Iobitridol [mart.]

16. Iobitridol [who-dd]

17. Schembl23057

18. Chembl2107212

19. Dtxsid90869865

20. Db12407

21. Ncgc00532516-01

22. 5-(3-hydroxy-2-hydroxymethylpropionamido)-n,n'-dimethyl-n,n'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

23. Ft-0627244

24. D01181

25. J-006941

26. Q6062197

27. 1,3-benzenedicarboxamide, N1,n3-bis(2,3-dihydroxypropyl)-5-((3-hydroxy-2-(hydroxymethyl)-1-oxopropyl)amino)-2,4,6-triiodo-n1,n3-dimethyl-

28. 5-(3-hydroxy-2-(hydroxymethyl)-propionamido)-n,n'-dimethyl-n,n'-bis-(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

29. 5-[3-hydroxy-2-(hydroxymethyl)-propionamido]-n-n -dimethyl-n-n -bis-(2,3-dihydroxypropyl)-2,4,6-triiodoisophthalamide

30. N,n'-bis(2,3-dihydroxypropyl)-5-((3-hydroxy-2-(hydroxymethyl)-1-oxopropyl)amino)-2,4,6-triiodo-n,n'-dimethyl-1,3-benzenedicarboxamide

31. N,n'-bis(2,3-dihydroxypropyl)-5-{[3-hydroxy-2-(hydroxymethyl)propanoyl]amino}-2,4,6-triiodo-n,n'-dimethylbenzene-1,3-dicarboxamide

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₂₀H₂₈I₃N₃O₉
Molecular Weight	835.2 g/mol
XLogP3	-3
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	12
Exact Mass	834.8960 g/mol
Monoisotopic Mass	834.8960 g/mol
Topological Polar Surface Area	191 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	675
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	2
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Contrast Media

Substances used to allow enhanced visualization of tissues. (See all compounds classified as Contrast Media.)

4.2 ATC Code

V08AB11

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

V - Various

V08 - Contrast media

V08A - X-ray contrast media, iodinated

V08AB - Watersoluble, nephrotropic, low osmolar x-ray contrast media

V08AB11 - Iobitridol

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