Iopamidol

• CAS: 60166-93-0
• Catalog Number: ACM60166930
• Category: Main Products
• Molecular Weight: 777.09
• Molecular Formula: C₁₇H₂₂I₃N₃O₈
• Synonyms: Iopamidol
• IUPAC Name: (S)-N,N′-Bis[2-hydroxy-1-(hydroxymethyl)ethyl]-2,4,6-triiodo-5-lactam...
• Boiling Point: 785.3ºC at 760 mmHg
• Melting Point: >320ºC (dec)
• Flash Point: 428.8ºC
• Density: 2.281 g/cm³
• Appearance: White Crystalline Powder
• Exact Mass: 776.85400

Case Study

Iopamidol as pH-Responsive CEST MRI Contrast Agent for Renal pH Mapping

Longo, Dario Livio, et al. Magnetic resonance in medicine 65.1 (2011): 202-211.

Iopamidol, a clinically approved iodinated contrast medium, functions as a responsive chemical exchange saturation transfer (CEST) agent whose two amide proton pools (4.2 and 5.5 ppm) show markedly pH-dependent exchange rates, enabling ratiometric pH mapping of kidneys in vivo.
Experimental Protocol: Phantoms containing 30 mM iopamidol in 10 mM phosphate buffer over a pH range of 5.5-7.9 are irradiated at 37 degrees Celsius with a 3 mT continuous-wave pulse for 5 seconds at 7 T; in vivo, a 0.485 M bolus (0.75 mg iodine per gram body weight) is injected via the tail vein of mice, with Z-spectra and T2-weighted images acquired every 5 minutes for 30 minutes; control, acidified (0.25 M ammonium chloride) and basified (0.20 M sodium bicarbonate) drinking water groups are compared.
Performance Evaluation: The ratiometric index varies from 2.0 at pH 5.5 to 0.4 at pH 7.4, giving accurate pH in the 5.5-7.4 range. Saturation transfer effects reach 10% and 7% for the two amide pools 5 minutes after injection, and mean renal cortical, medullary and calyx pH values are 7.0, 6.85 and 6.6. Bicarbonate feeding raises measured renal pH by 0.4-0.6 units, while ammonium chloride lowers it by 0.1-0.2 units, demonstrating responsiveness to physiological pH alterations.

Iopamidol as Solid-State Pharmaceutical Compound for Polymorphic and Thermal Stability Assessment

Bellich, Barbara, et al. Journal of Thermal Analysis and Calorimetry 130.1 (2017): 413-423.

Iopamidol, an iodinated radiology contrast medium, serves as a model solid-state pharmaceutical whose anhydrous, monohydrate and pentahydrate crystal forms, distinguished by syn and anti conformations of its side arms, are characterized to map polymorphism and thermal stability for dosage-form control.
Experimental Protocol: Approximately 10 mg samples of each crystalline form are analyzed by differential scanning calorimetry at 10 degrees Celsius per minute under nitrogen flow (15 mL/min), supported by variable-temperature X-ray powder diffraction from room temperature to 155 degrees Celsius and Raman spectroscopy at 532 nm with 5 cm^-1 resolution; amorphous samples are prepared by milling or by evaporating a 1.5 m aqueous solution at 110 degrees Celsius for 17 hours.
Performance Evaluation: The anhydrous form shows a reversible solid-solid transition at 188 degrees Celsius (about 13 J/g) with degradation above 320 degrees Celsius, while the monohydrate loses lattice water near 110 degrees Celsius and melts at 250-270 degrees Celsius. The pentahydrate dehydrates stepwise (mass losses of 8.1% and 2.3%) and melts near 240 degrees Celsius; the extrapolated glass transition is 152.5 degrees Celsius. These data reveal eight distinct phases supporting controlled crystallization of the desired polymorph.

Iopamidol as AcidoCEST MRI Contrast Agent for Measuring Tumor Extracellular pH

Moon, Brianna F., et al. Contrast media & molecular imaging 10.6 (2015): 446-455.

Iopamidol operates as an acidoCEST MRI contrast agent in which the ratio of saturation transfer effects from amide protons at 4.2 and 5.6 ppm correlates linearly with pH, providing quantitative extracellular pH (pHe) mapping of xenograft tumors.
Experimental Protocol: Solutions of 100 mM iopamidol in the pH range 6.2-7.3 are saturated for 5 seconds at 2.8 μT power and 90 Hz bandwidth at 37 degrees Celsius, and CEST ratios are fitted to a linear pH calibration; in vivo, a 200 μL bolus (300 mg iodine per mL) is infused through a tail-vein catheter and 52 CEST-FISP images are acquired, averaged and processed with Lorentzian fitting; seven mice bearing Raji lymphoma and five bearing MCF-7 breast cancer tumors are scanned.
Performance Evaluation: The pH-CEST ratio calibration achieves an R2 of 0.99 with a precision of 0.04 pH units, and the ratio is independent of agent concentration (R2 below 0.13). Average tumor pHe values of 6.57 and 6.71 are measured in Raji and MCF-7 models, statistically matching those obtained with a comparator agent, while average tumor uptake reaches 66.7% and 68.5%. The agent yields highly precise pHe measurements suitable for personalized chemotherapy planning.

Custom Q&A

What is the molecular formula of Iopamidol?

The molecular formula of Iopamidol is C17H22I3N3O8.

What are the synonyms for Iopamidol?

The synonyms for Iopamidol include iopamidol, iopamiron, Isovue, Iopamiro, Niopam, Solutrast, and more.

What is the CAS number for Iopamidol?

The CAS number for Iopamidol is 60166-93-0.

What is the chemical name of Iopamidol?

The chemical name of Iopamidol is L-(+)-N,N'-bis(2-hydroxy-1-hydroxymethylethyl)-2,4,6-triiodo-5-lactamide isophthalamide.

What is the EINECS number for Iopamidol?

The EINECS number for Iopamidol is 262-093-6.

Is Iopamidol listed in any official pharmacopoeias?

Yes, Iopamidol is listed in the USAN, INN, BAN, and JAN pharmacopoeias.

What is the structure of Iopamidol?

The structure of Iopamidol can be seen in the provided image files Iopamidol2d.png and Iopamidol3d.png.

What are the different concentrations available for Iopamidol in plastic containers?

There are different concentrations available for Iopamidol in plastic containers, including 200, 250, 300, and 370.

What are some other names for Iopamidol in different languages?

Some other names for Iopamidol in different languages include Iopamidolum (Latin), Gastromiro (German), and Jopamiron (Spanish).

Is Iopamidol included in any reference databases?

Yes, Iopamidol is included in reference databases such as ChemIDplus, PubChem, and ChEBI.