Ioversol: Difference between revisions

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{{Short description|Chemical compound}}
{{Drugbox
{{Drugbox
| Verifiedfields = changed
| IUPAC_name = 1-''N'',3-''N-bis''(2,3-dihydroxypropyl)-5-[2-hydroxy-''N''-(2-hydroxyethyl)acetamido]-2,4,6-triiodobenzene-1,3-dicarboxamide
| Watchedfields = changed
| image = Ioversol.png
| verifiedrevid = 407439500
| CAS_number =
| image = Ioversol.png
| ATC_prefix = V08
| alt =
| ATC_suffix = AB07

| PubChem = 3741
<!--Clinical data-->
| DrugBank =
| tradename = Optiray
| chemical_formula =
| Drugs.com = {{drugs.com|MTM|ioversol}}
|C=18|H=24|I=3|N=3|O=9
| pregnancy_AU = B1
| molecular_weight = 807.11127
| bioavailability =
| pregnancy_category =
| protein_bound =
| metabolism =
| elimination_half-life =
| excretion =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| pregnancy_US = <!-- A / B / C / D / X -->
| pregnancy_category=
| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status =
| routes_of_administration =
| routes_of_administration =
| ATC_prefix = V08
| ATC_suffix = AB07

| legal_AU = Unscheduled
| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| legal_status =

<!--Pharmacokinetic data-->
| bioavailability =
| protein_bound = Low
| metabolism = None
| elimination_half-life = 90 min
| excretion = Kidneys

<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 87771-40-2
| PubChem = 3741
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank = DB09134
| UNII_Ref = {{fdacite|changed|FDA}}
| UNII = N3RIB7X24K
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D01555
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1200614
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 3610

<!--Chemical data-->
| IUPAC_name = 1-''N'',3-''N-bis''(2,3-dihydroxypropyl)-5-[2-hydroxy-''N''-(2-hydroxyethyl)acetamido]-2,4,6-triiodobenzene-1,3-dicarboxamide
| C=18 | H=24 | I=3 | N=3 | O=9
| smiles = C(CO)N(C1=C(C(=C(C(=C1I)C(=O)NCC(CO)O)I)C(=O)NCC(CO)O)I)C(=O)CO
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 1S/C18H24I3N3O9/c19-13-11(17(32)22-3-8(29)5-26)14(20)16(24(1-2-25)10(31)7-28)15(21)12(13)18(33)23-4-9(30)6-27/h8-9,25-30H,1-7H2,(H,22,32)(H,23,33)
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = AMDBBAQNWSUWGN-UHFFFAOYSA-N
}}
}}
'''Ioversol''' ([[International Nonproprietary Name|INN]]; trade name '''Optiray''') is an [[organoiodine compound]] that is used as a [[contrast medium]]. It features both a high iodine content, as well as several [[hydrophile|hydrophilic]] groups. It is used in clinical diagnostics including [[arthrography]], [[angiocardiography]] and [[urography]].<ref name="Medscape">{{cite web |title=Optiray (ioversol) dosing, indications, interactions, adverse effects, and more |url=https://reference.medscape.com/drug/optiray-ioversol-343759#0 |website=reference.medscape.com |access-date=9 January 2021}}</ref><ref name="Chen">{{cite book | vauthors = Chen Y, Huang X, Huang S, Matchett M | veditors = Wang PG, He W |title=Hydrophilic Interaction Liquid Chromatography (HILIC) and Advanced Applications |publisher=CRC Press |isbn=978-1-4398-0753-8 |page=295-30 |chapter-url= https://books.google.com/books?id=psoSZYLnGkcC&dq=ioversol&pg=PA295 |language=en |chapter=13. Fast-in-process method for the determination ioversol and related polar compounds by hydrophilic interactive chromatography| date = 17 February 2011 }}</ref>
'''Ioversol''' is a molecule used as a [[contrast medium]].

== References ==
{{reflist}}


{{pharmacology-stub}}
{{Contrast media}}
{{Contrast media}}
{{Portal bar | Medicine}}

[[Category:Radiocontrast agents]]
[[Category:Benzamides]]
[[Category:Acetanilides]]
[[Category:Iodobenzene derivatives]]


{{pharmacology-stub}}

Latest revision as of 04:42, 20 March 2024

Ioversol
Clinical data
Trade namesOptiray
AHFS/Drugs.comMultum Consumer Information
Pregnancy
category
  • AU: B1
ATC code
Legal status
Legal status
Pharmacokinetic data
Protein bindingLow
MetabolismNone
Elimination half-life90 min
ExcretionKidneys
Identifiers
  • 1-N,3-N-bis(2,3-dihydroxypropyl)-5-[2-hydroxy-N-(2-hydroxyethyl)acetamido]-2,4,6-triiodobenzene-1,3-dicarboxamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.118.911 Edit this at Wikidata
Chemical and physical data
FormulaC18H24I3N3O9
Molar mass807.115 g·mol−1
3D model (JSmol)
  • C(CO)N(C1=C(C(=C(C(=C1I)C(=O)NCC(CO)O)I)C(=O)NCC(CO)O)I)C(=O)CO
  • InChI=1S/C18H24I3N3O9/c19-13-11(17(32)22-3-8(29)5-26)14(20)16(24(1-2-25)10(31)7-28)15(21)12(13)18(33)23-4-9(30)6-27/h8-9,25-30H,1-7H2,(H,22,32)(H,23,33) ☒N
  • Key:AMDBBAQNWSUWGN-UHFFFAOYSA-N ☒N
 ☒NcheckY (what is this?)  (verify)

Ioversol (INN; trade name Optiray) is an organoiodine compound that is used as a contrast medium. It features both a high iodine content, as well as several hydrophilic groups. It is used in clinical diagnostics including arthrography, angiocardiography and urography.[2][3]

References[edit]

  1. ^ "FDA-sourced list of all drugs with black box warnings (Use Download Full Results and View Query links.)". nctr-crs.fda.gov. FDA. Retrieved 22 Oct 2023.
  2. ^ "Optiray (ioversol) dosing, indications, interactions, adverse effects, and more". reference.medscape.com. Retrieved 9 January 2021.
  3. ^ Chen Y, Huang X, Huang S, Matchett M (17 February 2011). "13. Fast-in-process method for the determination ioversol and related polar compounds by hydrophilic interactive chromatography". In Wang PG, He W (eds.). Hydrophilic Interaction Liquid Chromatography (HILIC) and Advanced Applications. CRC Press. p. 295-30. ISBN 978-1-4398-0753-8.