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1 FDA Orange Book

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Also known as: Meglumine ioxaglate, Ioxaglate meglumine [usan], 59018-13-2, Mp 302 (mixt. with ioxaglate sodium), Hexabrix, 75jr975t11

Molecular Formula

C₃₁H₃₈I₆N₆O₁₃

Molecular Weight

1464.1 g/mol

InChI Key

HUHDYASLFWQVOL-WZTVWXICSA-N

FDA UNII

75JR975T11

A low-osmolar, ionic contrast medium used in various radiographic procedures.

1 2D Structure

Ioxaglate Meglumine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-[[2-[[3-[acetyl(methyl)amino]-2,4,6-triiodo-5-(methylcarbamoyl)benzoyl]amino]acetyl]amino]-5-(2-hydroxyethylcarbamoyl)-2,4,6-triiodobenzoic acid;(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol

2.1.2 InChI

InChI=1S/C24H21I6N5O8.C7H17NO5/c1-7(37)35(3)20-17(29)10(21(39)31-2)13(25)11(18(20)30)23(41)33-6-8(38)34-19-15(27)9(22(40)32-4-5-36)14(26)12(16(19)28)24(42)43;1-8-2-4(10)6(12)7(13)5(11)3-9/h36H,4-6H2,1-3H3,(H,31,39)(H,32,40)(H,33,41)(H,34,38)(H,42,43);4-13H,2-3H2,1H3/t;4-,5+,6+,7+/m.0/s1

2.1.3 InChI Key

HUHDYASLFWQVOL-WZTVWXICSA-N

2.1.4 Canonical SMILES

CC(=O)N(C)C1=C(C(=C(C(=C1I)C(=O)NCC(=O)NC2=C(C(=C(C(=C2I)C(=O)O)I)C(=O)NCCO)I)I)C(=O)NC)I.CNCC(C(C(C(CO)O)O)O)O

2.1.5 Isomeric SMILES

CC(=O)N(C)C1=C(C(=C(C(=C1I)C(=O)NCC(=O)NC2=C(C(=C(C(=C2I)C(=O)O)I)C(=O)NCCO)I)I)C(=O)NC)I.CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O

2.2 Other Identifiers

2.2.1 UNII

75JR975T11

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Hexabrix

2. Ioxaglate

3. Ioxaglate Sodium

4. Ioxaglate, Methylglucamine

5. Ioxaglic Acid

6. Ioxaglic Acid Monosodium Salt

7. Ioxaglic Acid, Calcium Salt (2:1)

8. Meglumine, Ioxaglate

9. Methylglucamine Ioxaglate

10. P-286 (contrast Media)

11. P286 (contrast Media)

2.3.2 Depositor-Supplied Synonyms

1. Meglumine Ioxaglate

2. Ioxaglate Meglumine [usan]

3. 59018-13-2

4. Mp 302 (mixt. With Ioxaglate Sodium)

5. Hexabrix

6. 75jr975t11

7. Ioxaglate Meglumine (usan)

8. N-(2-hydroxyethyl)-2,4,6-triiodo-5-(2-(2,4,6-triiodo-3-(n-methylacetamido)-5-(methylcarbamoyl)benzamido)acetamido)isophthalamic Acid, Compound With 1-deoxy-1-(methylamino)-d-glucitol (1:1)

9. 3-[[2-[[3-[acetyl(methyl)amino]-2,4,6-triiodo-5-(methylcarbamoyl)benzoyl]amino]acetyl]amino]-5-(2-hydroxyethylcarbamoyl)-2,4,6-triiodobenzoic Acid;(2r,3r,4r,5s)-6-(methylamino)hexane-1,2,3,4,5-pentol

10. Benzoic Acid, 3-((((3-(acetylmethylamino)-2,4,6-triiodo-5-((methylamino)carbonyl)benzoyl)amino)acetyl)amino)-5-(((2-hydroxyethyl)amino)carbonyl)-2,4,6-triiodo-, Compound With 1-deoxy-1-(methylamino)-d-glucitol (1:1)

11. Ioxagluc Acid

12. Unii-75jr975t11

13. Einecs 261-561-7

14. Mp 302 (mixt.with Iosaglate Sodium)

15. Schembl666706

16. Chembl1200508

17. Ioxaglate Meglumine [vandf]

18. Meglumine Ioxaglate [mart.]

19. Ioxaglate Meglumine [who-dd]

20. Mp-302

21. Ioxaglate Meglumine [orange Book]

22. Hexabrix Component Ioxaglate Meglumine

23. D04598

24. Ioxaglate Meglumine Component Of Hexabrix

25. Q27266396

26. 1-deoxy-1-(methylamino)-d-glucitol 3-((((3-(acetylmethylamino)-2,4,6-triiodo-5-((methylamino)carbonyl)benzoyl)amino)acetyl)amino)-5-(((2-hydroxyethyl)amino)carbonyl)-2,4,6-triiodobenzoate

2.4 Create Date

2007-12-05

3 Chemical and Physical Properties

Molecular Formula	C₃₁H₃₈I₆N₆O₁₃
Molecular Weight	1464.1 g/mol
Hydrogen Bond Donor Count	12
Hydrogen Bond Acceptor Count	14
Rotatable Bond Count	16
Exact Mass	1463.6765 g/mol
Monoisotopic Mass	1463.6765 g/mol
Topological Polar Surface Area	307 Å²
Heavy Atom Count	56
Formal Charge	0
Complexity	1220
Isotope Atom Count	0
Defined Atom Stereocenter Count	4
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2