DOI QR코드

DOI QR Code

Chemical Structure Analysis of Non-ionic Monomer Contrast Agents Using 1H-NMR Spectroscopy

1H-NMR Spectroscopy를 이용한 Non-ionic Monomer 조영제의 화학적 구조 분석

  • Han, Beom-Hee (R&D Team of Radiation Science Technology Laboratory)
  • 한범희 (방사선과학기술연구소 연구개발팀)
  • Received : 2021.07.26
  • Accepted : 2021.08.11
  • Published : 2021.08.31

Abstract

Studies on the side effects of contrast agents are being discussed based on various cases, but studies analyzing the chemical structure of the underlying contrast agents are difficult to understand as the manufacturers have not disclosed them. Therefore, in this study, the chemical structure of the contrast medium was analyzed using 1H-NMR spectrometer for Omnipaque contrast medium prepared from Iohexol, which is a nonionic iodide contrast medium, Xenetix contrast medium from Iobitridol, and Iomeron contrast medium from Iomeprol. As a result, it was found that the Omnipaque contrast medium of Iohexol had 6 carboxyl groups, 3 carbonyl groups, 4 amine groups, 1 methyl group, and 2 cyano groups. It was found that the Xenetix contrast medium of the iobitridol formulation had 6 carboxyl groups, 3 carbonyl groups, 2 amine groups, and 4 cyano groups. It was found that the Iomeron contrast agent of the Iomeprol formulation had 5 carboxyl groups, 3 carbonyl groups, 4 amine groups, 1 methyl group, and 2 cyano groups. As shown in this study, the chemical structure of the non-ionic monomer contrast agent increases its affinity with water by binding a number of hydroxyl groups (OH) to the carboxyl group. It is necessary to accurately identify each of these factors and analyze the physical and chemical changes of the contrast medium according to various environmental factors.

Keywords

References

  1. Wallingford VH. The development of organic iodide compounds as X-ray contrast media. J Am Pharm Assoc(Scientific Edition). 1953;42:721-28. https://doi.org/10.1002/jps.3030421206
  2. Gries H, Pfeiffer H, Speck U, Mutzel W. Nichtionische 5-C-substituierte 2,4,6 Triiodisophthalsaure-Derivate. Verfahren zu ihrer Herstellung. und diese enthaltende Rontgenkontrastmittel. DOS DE 3001292;1980.
  3. Priewe H, Rutkowski R. Choleretically effective N-acyl derivatives of 2,4,6-triiodo-3-aminobenzoic acid. DE 962698; 1957.
  4. Almen T. Contrast agent design. Some aspects of the synthesis of water soluble contrast agents of low osmolarity. J Theor Biol. 1969;24:216-26. https://doi.org/10.1016/S0022-5193(69)80047-0
  5. Sovak M, Ranganathan R, Speck U. Nonionic dimer. Development and initial testing of intrathecal contrast agents. Radiology. 1982;142:115-8. https://doi.org/10.1148/radiology.142.1.6895557
  6. Dawson P, Howell M. The non-ionic dimers: A new clas of contrast agents. Br J Radiol. 1986;59:987-91. https://doi.org/10.1259/0007-1285-59-706-987
  7. Lim KY, Goo JM, Kim SH, Kim JH. Clinical efficacy of pamiray as a nonionic intravenous contrast material for abdominal CT. J Korean Radiol Soc. 2003;49(3):197-201. https://doi.org/10.3348/jkrs.2003.49.3.197
  8. Jung KE, Chung JM, Park BC, Jee KN, Jee YK, Kim MH. A clinical study of cutaneous adverse reactions to nonionic contrast media in Korea. Annals of Dermatology. 2012;24(1):22-5. https://doi.org/10.5021/ad.2012.24.1.22
  9. Han BH. 1H-NMR Analysis according to the storage period after the use of iopamidol and ioversol formulations contrast agents. Journal of Radiological Science and Technology. 2021;44(3):239-45. https://doi.org/10.17946/JRST.2021.44.3.239
  10. Park JB. Development of Iomeprol raw materials and finished products. National R&D Research Report. Dongkook Fine Chemical Co., LTd; 2012.
  11. Jung KE, Chung JM, Park BC, Jee KN, Jee YK, Kim MH. A clinical study of cutaneous adverse reactions to nonionic contrast media in Korea. Annals of Dermatology. 2012;24(1):22-5. https://doi.org/10.5021/ad.2012.24.1.22
  12. Kim KM, Im SM, Kim SG, Oh GT, Lee GW. Comparative analysis of adverse reactions to different non-ionic contrast media. Journal of Korean Society of Computed Tomographic Technology. 2017;19(2):17-26.
  13. Korean Society of Radiology; Korean Academy of Asthma, Allergy and Clinical Immunology. Korean clinical practice guideline on adverse reactions of injectable iodinated contrast agent and gadolinium contrast agent for MRI. 2nd edition. Seoul: Korean Society of Radiology; 2016.
  14. Park SJ, Kang DY, Sohn KH, Yoon SH, Lee W, Choi YH, et al. Immediate mild reactions to CT with iodinated contrast media: Strategy of contrast media readministration without corticosteroids. Radiology. 2018;288:710-6. https://doi.org/10.1148/radiol.2018172524
  15. Dawson P, David O, Ronald G. Textbook contrast media. British Library; 1999.
  16. Han BH, Lim CH. Physicochemical analysis according to radiation dose of iodinated contrast agent. Annals of the Romanian Society for Cell Biology. 2021;25(1):1642-53.
  17. Han BH. Physicochemical analysis according to temperature changes of iopamidol and ioversol formulation. Journal of Radiological Science and Technology. 2020;43(4);273-80. https://doi.org/10.17946/JRST.2020.43.4.273