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

• ChemBase编号: 1118
• 分子式: C35H44I6N6O15
• 平均质量: 1550.18188
• 单一同位素质量: 1549.71330274
• 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
• Canonical 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
• 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

名称和登记号

名称

• IUPAC标准名: 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
• IUPAC传统名: iodixanolum; iodixanol
• 商标名: Visipaque; Visipaque 270; Visipaque 320
• 别名: Indixanol; Iodixanolum; Iodixanol; 5,5'-[(2-Hydroxy-1,3-propanediyl)bis(acetylimino)]bis[N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodo-1,3-benzenedicarboxamide; 2-5410-3A; OptiPrep; Visipaque; Iodixanol solution; OptiPrep™ Density Gradient Medium

登记号

• CAS号: 92339-11-2
• MDL号: MFCD00867965
• PubChem SID: 160964581; 46504687
• PubChem CID: 3724

理论计算性质

JChem

• Acid pKa: 11.433949
• 质子受体: 15
• 质子供体: 13
• LogD (pH = 5.5): -2.0626314
• LogD (pH = 7.4): -2.0626664
• Log P: -2.062631
• 摩尔折射率: 277.1619 cm^3
• 极化性: 107.42674 Å^3
• 极化表面积: 339.09 Å^2
• 可自由旋转的化学键: 22
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: -2.91
• LOG S: -3.92
• 溶解度: 1.85e-01 g/l

分子性质

理化性质

• 溶解度: 0.185 mg/mL [Predicted by ALOGPS]; Methanol; Water
• 外观: White Solid
• 熔点: 262-267°C (dec.)
• 疏水性(logP): 0.5

安全信息

• 保存条件: Refrigerator
• 德国WGK号: 1

详细说明

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

Toronto Research Chemicals - I667200

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

参考文献

• 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
• Svaland, M.G., et al.: Invest. Radiol., 27, 130 (1992)
• Palmers, Y., et al.: Eur. J. Radiol., 17, 203 (1992)
• Conroy, R.M., et al.: Clin. Radiol., 49, 337 (1992)