CAS 92339-11-2|Visipaque 270|Visipaque|Visipaque 320|Iodixanol|5-{N-[3-(N-{3,5-bis[(2,3-dihydroxypropyl)carbamoyl]-2,4,6-triiodophenyl}acetamido)-2-hydroxypropyl]acetamido}-1-N,3-N-bis(2,3-dihydroxy...

General Information

Structure

Molecular Formula

C₃₅H₄₄I₆N₆O₁₅

Molecular Mass

1550.18188

Exact Mass

1549.71330274

Charge

InChI

InChI=1S/C35H44I6N6O15/c1-13(52)46(30-26(38)20(32(59)42-3-15(54)9-48)24(36)21(27(30)39)33(60)43-4-16(55)10-49)7-19(58)8-47(14(2)53)31-28(40)22(34(61)44-5-17(56)11-50)25(37)23(29(31)41)35(62)45-6-18(57)12-51/h15-19,48-51,54-58H,3-12H2,1-2H3,(H,42,59)(H,43,60)(H,44,61)(H,45,62)

InChIKey

NBQNWMBBSKPBAY-UHFFFAOYSA-N

Canonic Smiles

OCC(CNC(=O)c1c(I)c(N(C(=O)C)CC(CN(c2c(I)c(C(=O)NCC(CO)O)c(c(c2I)C(=O)NCC(CO)O)I)C(=O)C)O)c(c(c1I)C(=O)NCC(CO)O)I)O

Isomeric Smiles

Ic1c(N(CC(O)CN(c2c(I)c(c(I)c(c2I)C(=O)NCC(O)CO)C(=O)NCC(O)CO)C(=O)C)C(=O)C)c(I)c(c(I)c1C(=O)NCC(O)CO)C(=O)NCC(O)CO

Calculated Properties

JChem

Acid pKa

11.433949

H Acceptors

H Donor

LogD (pH = 5.5)

-2.0626314

LogD (pH = 7.4)

-2.0626664

Log P

-2.062631

Molar Refractivity

277.1619

Polarizability

107.42674

Polar Surface Area

339.09

Rotatable Bonds

Lipinski's Rule of Five

false

ALOGPS 2.1

Log P

-2.91

LOG S

-3.92

Solubility (Water)

1.85e-01 g/l

Data Source

Academic Data

Commercial Catalog

Data Source

Names and Identifiers

Brand Name

VisipaqueVisipaque 270Visipaque 320

Synonyms

IodixanolIndixanolIodixanolumOptiPrep™ Density Gradient MediumIodixanol solutionOptiPrep5,5'-[(2-Hydroxy-1,3-propanediyl)bis(acetylimino)]bis[N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide2-5410-3AVisipaque

IUPAC Traditional name

iodixanolum iodixanol

IUPAC name

5-{N-[3-(N-{3,5-bis[(2,3-dihydroxypropyl)carbamoyl]-2,4,6-triiodophenyl}acetamido)-2-hydroxypropyl]acetamido}-1-N,3-N-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide

Names and Identifiers

Registration numbers

MDL Number

CAS Number

PubChem SID

PubChem CID

Registration numbers

Properties

Physical Property

Safety Information

Refrigerator

Download link

Product Information

Download link

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

DrugBank

DB01249

Drug Groups

approved

Description

Iodixanol is a nonionic hydrophilic compound commonly used as a contrast agent during coronary angiography, particularly in individuals with renal dysfunction, as it is believed to be less toxic to the kidneys than most other intravascular contrast agents.

Indication

Iodixanol is a contrast agent during coronary angiography.

Pharmacology

Iodixanol is a contrast agent commonly used during coronary angiography, particularly in individuals with renal dysfunction, as it is believed to be less toxic to the kidneys than most other intravascular contrast agents. It is an iso-osmolar contrast agent, with an osmolality of 290 mOsm/kg H20, the same as blood.

Toxicity

Non-ionic radiocontrast agents like iodixanol are cytotoxic to renal cells. The toxic effects include apoptosis, cellular energy failure, disruption of calcium homeostasis, and disturbance of tubular cell polarity, and are thought to be linked to oxidative stress.

Affected Organisms

Humans and other mammals

Biotransformation

Excreted unchanged

Half Life

2.1 hours. In patients with significantly impaired renal function (mean creatinine clearance rate, 9.91 [± 3.58] mL per minute), the plasma half-life is increased to 23 hours.

Protein Binding

Negligible

Elimination

In adults, approximately 97% of the injected dose of iodixanol is excreted unchanged in urine within 24 hours, with less than 2% excreted in feces within five days post-injection.

Distribution

* 0.26 L/kg

References

• Spencer CM, Goa KL: Iodixanol. A review of its pharmacodynamic and pharmacokinetic properties and diagnostic use as an x-ray contrast medium. Drugs. 1996 Dec;52(6):899-927. [Pubmed]

• McCullough PA: Renal safety of iodixanol. Expert Rev Cardiovasc Ther. 2006 Sep;4(5):655-61. [Pubmed]

External Links

• [Wikipedia]

• [Drugs.com]

Sigma Aldrich

D1556

Frequently Asked Questions
Live Chat and Frequently Asked Questions are available for this Product.
Application
Density gradient suitable for isolation of cells and cell organelles, virus purification, and isolation of lipoproteins and macromolecules.
Other Notes
60% (w/v) solution of iodixanol in water (sterile).
法律信息
OptiPrep is a trademark of Axis-Shield PoC AS

TRC

I667200

Nonionic, dimeric x-ray contrast medium. Diagnostic aid (radiopaque medium).

Molecule Details

References

PubChem Literature

From Data Sources

• McCullough PA: Renal safety of iodixanol. Expert Rev Cardiovasc Ther. 2006 Sep;4(5):655-61. Pubmed

• Spencer CM, Goa KL: Iodixanol. A review of its pharmacodynamic and pharmacokinetic properties and diagnostic use as an x-ray contrast medium. Drugs. 1996 Dec;52(6):899-927. Pubmed

• Conroy, R.M., et al.: Clin. Radiol., 49, 337 (1992)

• Palmers, Y., et al.: Eur. J. Radiol., 17, 203 (1992)

• Svaland, M.G., et al.: Invest. Radiol., 27, 130 (1992)

References

Bioactivity

PubChem BioAssay

Bioactivity

Data Source

Academic Data

Commercial Catalog

Names and Identifiers

Brand Name

VisipaqueVisipaque 270Visipaque 320

Synonyms

IUPAC Traditional name

iodixanolum iodixanol

IUPAC name

5-{N-[3-(N-{3,5-bis[(2,3-dihydroxypropyl)carbamoyl]-2,4,6-triiodophenyl}acetamido)-2-hydroxypropyl]acetamido}-1-N,3-N-bis(2,3-dihydroxypropyl)-2,4,6-triiodobenzene-1,3-dicarboxamide

Registration numbers

MDL Number

CAS Number

PubChem SID

PubChem CID

References

PubChem Literature

From Data Sources

• McCullough PA: Renal safety of iodixanol. Expert Rev Cardiovasc Ther. 2006 Sep;4(5):655-61. Pubmed

• Spencer CM, Goa KL: Iodixanol. A review of its pharmacodynamic and pharmacokinetic properties and diagnostic use as an x-ray contrast medium. Drugs. 1996 Dec;52(6):899-927. Pubmed

• Conroy, R.M., et al.: Clin. Radiol., 49, 337 (1992)

• Palmers, Y., et al.: Eur. J. Radiol., 17, 203 (1992)

• Svaland, M.G., et al.: Invest. Radiol., 27, 130 (1992)

Bioactivity

PubChem BioAssay

Properties

Physical Property

Safety Information

Refrigerator

Download link

Product Information

Download link

Molecule Details

DrugBank

DB01249

Drug Groups

approved

Description

Indication

Iodixanol is a contrast agent during coronary angiography.

Pharmacology

Toxicity

Affected Organisms

Humans and other mammals

Biotransformation

Excreted unchanged

Half Life

2.1 hours. In patients with significantly impaired renal function (mean creatinine clearance rate, 9.91 [± 3.58] mL per minute), the plasma half-life is increased to 23 hours.

Protein Binding

Negligible

Elimination

In adults, approximately 97% of the injected dose of iodixanol is excreted unchanged in urine within 24 hours, with less than 2% excreted in feces within five days post-injection.

Distribution

* 0.26 L/kg

References

• Spencer CM, Goa KL: Iodixanol. A review of its pharmacodynamic and pharmacokinetic properties and diagnostic use as an x-ray contrast medium. Drugs. 1996 Dec;52(6):899-927. [Pubmed]

• McCullough PA: Renal safety of iodixanol. Expert Rev Cardiovasc Ther. 2006 Sep;4(5):655-61. [Pubmed]

External Links

• [Wikipedia]

• [Drugs.com]

Sigma Aldrich

D1556

TRC

I667200

Nonionic, dimeric x-ray contrast medium. Diagnostic aid (radiopaque medium).

Molecule

ID:1118