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    Technical details about Ioxitalamic Acid, learn more about the structure, uses, toxicity, action, side effects and more

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    Ioxitalamic Acid

    INTERMEDIATES

    PharmaCompass

    Farmhispania Group, a leading European CDMO in HPAPI Technologies & High Potency Fermentation.

    One Pharma aims to be one of the leading generic companies in Europe.

    2D Structure
    1. Also known as: 28179-44-4, Acido ioxitalamico, Acide ioxitalamique, Acidum ioxitalamicum, Iooxitalamic acid, Ag 58107
    Molecular Formula
    C12H11I3N2O5
    Molecular Weight
    643.94  g/mol
    InChI Key
    OLAOYPRJVHUHCF-UHFFFAOYSA-N
    FDA UNII
    967RDI7Z6K
    Ioxitalamate is an ionic iodinated contrast medium. It is a first-generation contrast media formed by an ionic monomer with a high osmolarity of 1500-1800 mOsm/kg. Ioxitalamic acid in the salt forms of sodium and meglumine was developed by Liebel-Flarshem Canada Inc and approved by Health Canada in 1995. Until the last review in 2015, this drug is still available in the market.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    3-acetamido-5-(2-hydroxyethylcarbamoyl)-2,4,6-triiodobenzoic acid
    2.1.2 InChI
    InChI=1S/C12H11I3N2O5/c1-4(19)17-10-8(14)5(11(20)16-2-3-18)7(13)6(9(10)15)12(21)22/h18H,2-3H2,1H3,(H,16,20)(H,17,19)(H,21,22)
    2.1.3 InChI Key
    OLAOYPRJVHUHCF-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC(=O)NC1=C(C(=C(C(=C1I)C(=O)O)I)C(=O)NCCO)I
    2.2 Other Identifiers
    2.2.1 UNII
    967RDI7Z6K
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 5-acetamido-n-(2- Hydroxyethyl)-2,4,6-triiodoisophthalamic Acid

    2. Agelix

    3. Ioxitalamic Acid, Sodium Salt

    4. Ioxithalamate

    5. Sodium Ioxithalamate

    6. Telebrix

    7. Telebrix 38

    8. Vasobrix

    2.3.2 Depositor-Supplied Synonyms

    1. 28179-44-4

    2. Acido Ioxitalamico

    3. Acide Ioxitalamique

    4. Acidum Ioxitalamicum

    5. Iooxitalamic Acid

    6. Ag 58107

    7. Ioxithalamic Acid

    8. 3-acetamido-5-(2-hydroxyethylcarbamoyl)-2,4,6-triiodobenzoic Acid

    9. Telebrix

    10. 3-acetamido-5-((2-hydroxyethyl)carbamoyl)-2,4,6-triiodobenzoic Acid

    11. Ioxitalamic Acid Sodium Salt

    12. 967rdi7z6k

    13. Chebi:83517

    14. Ag-58107

    15. Ioxitalamic Acid (inn)

    16. 3-(acetamido)-5-[[(2-hydroxyethyl)amino]carbonyl]-2,4,6-triiodo-benzoic Acid

    17. Ioxitalamic Acid [inn]

    18. Vasobrix

    19. 5-acetamido-n-(2-hydroxyethyl)-2,4,6-triiodoisophthalamic Acid

    20. 3-(acetylamino)-5-[[(2-hydroxyethyl)amino]carbonyl]-2,4,6-triiodobenzoic Acid

    21. 3-(acetylamino)-5-{[(2-hydroxyethyl)amino]carbonyl}-2,4,6-triiodobenzoic Acid

    22. Acido Iossitalamico

    23. Acidum Joxitalamicum

    24. Ioxitalamic Acid [inn:dcf]

    25. Ioxitalamicacid

    26. Acido Iossitalamico [dcit]

    27. Unii-967rdi7z6k

    28. 3-(acetylamino)-5-(((2-hydroxyethyl)amino)carbonyl)-2,4,6-triiodobenzoic Acid

    29. Acide Ioxitalamique [inn-french]

    30. Acido Ioxitalamico [inn-spanish]

    31. Acidum Ioxitalamicum [inn-latin]

    32. Einecs 248-887-5

    33. Mls006010884

    34. Schembl455411

    35. Acido Ioxitalamico;ioxitalamate

    36. Chembl2107239

    37. Dtxsid60182457

    38. Ioxitalamic Acid [mart.]

    39. Ioxitalamic Acid [who-dd]

    40. Act03777

    41. Amy24792

    42. Bcp34384

    43. Zinc4216615

    44. Mfcd00867942

    45. Sodium 3-acetamido-5-(2-hydroxyethylcarbamoyl)-2,4,6-triiodobenzoate

    46. Db13444

    47. Smr004701800

    48. Ft-0659353

    49. D07418

    50. F20665

    51. 179i444

    52. Sr-01000945067

    53. Q3604532

    54. Sr-01000945067-1

    55. W-110718

    56. 5-acetamido-2,4,6-triiodo-n-(2-hydroxyethyl)-isophthalamic Acid

    57. 3-(acetylamino)-5-[(2-hydroxyethyl)carbamoyl]-2,4,6-triiodobenzoic Acid

    58. 3-acetamido-2,4,6-triiodo-(n-beta-hydroxyethyl)isophthalic Acid Monoamide

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 643.94 g/mol
    Molecular Formula C12H11I3N2O5
    XLogP31.2
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count5
    Exact Mass643.7802 g/mol
    Monoisotopic Mass643.7802 g/mol
    Topological Polar Surface Area116 Ų
    Heavy Atom Count22
    Formal Charge0
    Complexity451
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Ioxitalamate in both of its available forms is indicated for exploration of the digestive tract by tomodensitometry or by regular gastroduodenal radiography. Its use is restrained to the cases in which the administration of barium sulfate is not recommended or contraindicated. The intravascular administration of ioxitalamate is contraindicated as it may present significant side effects.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Ioxitalamate presents a very large osmolality which is related to the presence of renal toxicity, vasodilatation, bradycardia and pulmonary hypertension. This large osmolality allows ioxitalamate to move slowly in the bowel allowing for analysis for later follow excretion in the feces.

    5.2 MeSH Pharmacological Classification

    Contrast Media

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

    5.3 ATC Code

    V08AA05

    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

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

    V08AA05 - Ioxitalamic acid

    5.4 Absorption, Distribution and Excretion

    Absorption

    When administered ioxitalamate is not absorbed in the GI tract. In the case of presence of an intestinal perforation, ioxitalamate is completely absorbed. When administered intravascularly, ioxitalamate is rapidly distributed in the interstitial space and intravascular compartment.

    Route of Elimination

    As ioxitalamate is not absorbed in the normal intestine, the elimination route of this compound is entirely performed by the feces. When absorbed due to the presence of an intestinal perforation, ioxitalamate presents a rapid renal elimination. when ioxitalamate is administered intravascularly, it is eliminated unchanged mainly via renal excretion through glomerular filtration without reabsorption or tubular secretion. In the cases of renal failure, the elimination is mainly performed in the biliary, salivary, sudoral and colic route.

    Volume of Distribution

    The volume of distribution of ioxitalamate is 194 ml/kg.

    Clearance

    The total clearance rate of ioxitalamate is 120 ml/min.

    5.5 Metabolism/Metabolites

    The rapid clearance suggests that ioxitalamate is not metabolized in the body.

    5.6 Biological Half-Life

    The elimination half-life of ioxitalamate is 1.1 hours.

    5.7 Mechanism of Action

    Ioxitalamate acts as a bowel opacifier which facilitates the interpretation of the anatomy and differentiation of bowel loops from soft tissue masses.

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