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Chemistry

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Also known as: Metrizoate, 1949-45-7, Acide metrizoique, Acidum metrizoicum, 3-acetamido-2,4,6-triiodo-5-(n-methylacetamido)benzoic acid, Metrizoic acid [jan]

Molecular Formula

C₁₂H₁₁I₃N₂O₄

Molecular Weight

627.94 g/mol

InChI Key

GGGDNPWHMNJRFN-UHFFFAOYSA-N

FDA UNII

CM1N99QR1M

A diagnostic radiopaque that usually occurs as the sodium salt.

Metrizoic acid is a Radiographic Contrast Agent. The mechanism of action of metrizoic acid is as a X-Ray Contrast Activity.

1 2D Structure

Metrizoic Acid

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

3-acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodobenzoic acid

2.1.2 InChI

InChI=1S/C12H11I3N2O4/c1-4(18)16-10-7(13)6(12(20)21)8(14)11(9(10)15)17(3)5(2)19/h1-3H3,(H,16,18)(H,20,21)

2.1.3 InChI Key

GGGDNPWHMNJRFN-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC(=O)NC1=C(C(=C(C(=C1I)C(=O)O)I)N(C)C(=O)C)I

2.2 Other Identifiers

2.2.1 UNII

CM1N99QR1M

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Benzoic Acid, 3-(acetylamino)-5-(acetylmethylamino)-2,4,6-triiodo-

2. Isopaque

3. Metrizoate

4. Metrizoate Sodium

5. Triosil

2.3.2 Depositor-Supplied Synonyms

1. Metrizoate

2. 1949-45-7

3. Acide Metrizoique

4. Acidum Metrizoicum

5. 3-acetamido-2,4,6-triiodo-5-(n-methylacetamido)benzoic Acid

6. Metrizoic Acid [jan]

7. Isopaque

8. Triosil

9. 3-acetamido-2,4,6-triiodo-5-n-methylacetamidobenzoic Acid

10. Benzoic Acid, 3-(acetylamino)-5-(acetylmethylamino)-2,4,6-triiodo-

11. 3-acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodobenzoic Acid

12. 3-(acetylamino)-5-[acetyl(methyl)amino]-2,4,6-triiodobenzoic Acid

13. Cm1n99qr1m

14. Chebi:34847

15. 3-(acetylamino)-5-(acetylmethylamino)-2,4,6-triiodobenzoic Acid

16. V08aa02

17. Isopaque 440

18. Smr001550298

19. Nsc107431

20. Metrizoic Acid, Metrizoic Acid 610.4mg

21. Ncgc00181093-01

22. Einecs 217-761-1

23. Unii-cm1n99qr1m

24. Brn 2822724

25. Metrizoic-acid

26. 3-(acetylamino)-5-(acetyl(methyl)amino)-2,4,6-triiodobenzoic Acid

27. Benzoic Acid, 3-acetamido-2,4,6-triiodo-5-(n-methylacetamido)-

28. Sodium Metrizoate (usan)

29. Chembl1736

30. Metrizoic Acid [mi]

31. Schembl37641

32. Mls004773979

33. Mls006010899

34. Metrizoic Acid [mart.]

35. Dtxsid6023311

36. Metrizoic Acid [who-dd]

37. 3-acetamido-5-(n-methylacetamido)-2,4,6-triiodobenzoic Acid

38. 3-acetamido-5-[acetyl(methyl)amino]-2,4,6-triiodo-benzoic Acid

39. Hy-b1699

40. Zinc3831116

41. Metrizoic Acid [orange Book]

42. Mfcd00867964

43. Db09346

44. As-70791

45. Cs-0013692

46. Ft-0672392

47. M1363

48. D91491

49. Sr-01000939781

50. J-012629

51. Q6824400

52. Sr-01000939781-2

53. 3-acetamido-2,4, 6-triiodo-5-(n-methylacetamido)benzoate-

54. Sodium 3-acetamido-2,4, 6-triiodo-5-(n-methylacetamido)benzoate

55. 3-acetamido-2,4,6-tri-iodo-5-(n-methylacetamido)benzoic Acid

56. Benzoic Acid, 3-(acetylamino)-5-(acetylmethylamino)-2,4, 6-triiodo-, Monosodium Salt

57. Benzoic Acid, 3-acetamido-2,4, 6-triiodo-5-(n-methylacetamido)-, Monosodium Salt

2.4 Create Date

2005-03-25

3 Chemical and Physical Properties

Molecular Formula	C₁₂H₁₁I₃N₂O₄
Molecular Weight	627.94 g/mol
XLogP3	1.9
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	3
Exact Mass	627.7853 g/mol
Monoisotopic Mass	627.7853 g/mol
Topological Polar Surface Area	86.7 Å²
Heavy Atom Count	21
Formal Charge	0
Complexity	448
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

For use as a contrast medium.

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Contrast Media

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

5.2 FDA Pharmacological Classification

5.2.1 Active Moiety

METRIZOIC ACID

5.2.2 FDA UNII

CM1N99QR1M

5.2.3 Pharmacological Classes

Mechanisms of Action [MoA] - X-Ray Contrast Activity

5.3 ATC Code

V - Various

V08 - Contrast media

V08A - X-ray contrast media, iodinated

V08AA - Watersoluble, nephrotropic, high osmolar x-ray contrast media

V08AA02 - Metrizoic acid

5.4 Mechanism of Action

The mechanism of action of metrizoic acid is as an X-Ray contrast activity.

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