Acid-base equilibria of 2,4-diiodo-6-methylphenylcarbamoylmethyl iminodiacetic acid and its labeling with technetium-99m
Kiselinsko-bazne ravnoteže 2,4-dijod-6-metilfenilkarbamoilmetil iminodisirćetne kiseline i obeležavanje tehnecijumom-99m
Апстракт
The acid-base equilibria of a novel hepatobiliary imaging agent, 2,4-diiodo-6-methylphenylcarbamoylmethyl iminodiacetic acid (DIIODIDA) were studied. The potentiometrically determined acidity constants of the second carboxylic group, amino and amide groups were pK2 = 2.52 ± 0.02; pK3 = 5.86 ± 0.06 and pK4 = 10.9 ± 0.1. The determinations were performed at 25 ºC and an ionic strength of 0.1 mol/dm3 (NaCl). The acidity constants (pK1 = 1.3 ± 0.4) corresponding to the first carboxylic group was determined indirectly, on the basis of equilibrium constants obtained in a heterogeneous system, at 25 ºC and an ionic strength 1 mol/dm3 (HCl, NaCl). DIIODIDA was labeled with technetium-99m, and the influence of pH on the yield of labeling was investigated. It was found that labeling within the pH range from 5.5 to 6.5 provided a radiopharmaceutical of high radiochemical purity (>98 %).
Ispitane su kiselinsko-bazne ravnoteže novog hepatobilijarnog agensa, 2,4-dijod- 6-metilfenilkarbamoilmetil iminodisirćetne kiseline. Kiselinske konstante koje odgovaraju drugoj karboksilnoj grupi, amino i amidnoj grupi određene su potenciometrijski: pK2 = 2.52 ± 0.02; pK3 = 5.86 ± 0.06 I pK4 = 10.9 ± 0.1. Određivanja su izvedena na 25 ºC i pri konstantnoj jonskoj sili 0,1 mol/dm3 (NaCl). Kiselinska konstanta prve karboksilne grupe (pK1 = 1,3_0,4) određena je indirektno na osnovu ravnotežnih konstanti određenih u heterogenom sistemu, na 25 ºC i jonskoj sili 1 mol/dm3 (HCl, NaCl). DIIODIDA je obeležena tehnecijumom-99m i ispitan je uticaj pH na prinos obeležavanja. Utvrđeno je da se obeležavanjem u pH opsegu 5,5-6,5 dobija radiofarmaceutik visoke radiohemijske čistoće (> 98 %).
Кључне речи:
iminodiacetic acid analogues / acidity constants / hepatobiliary agent / technetium-99mИзвор:
Journal of the Serbian Chemical Society, 2006, 71, 1, 55-65Издавач:
- Srpsko hemijsko društvo, Beograd
DOI: 10.2298/JSC0601055B
ISSN: 0352-5139
WoS: 000235562500006
Scopus: 2-s2.0-33644966489
Институција/група
PharmacyTY - JOUR AU - Brborić, Jasmina AU - Jovanović, Mirjana S. AU - Popović, Gordana AU - Kapetanović, Vera AU - Vladimirov, Sote PY - 2006 UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/875 AB - The acid-base equilibria of a novel hepatobiliary imaging agent, 2,4-diiodo-6-methylphenylcarbamoylmethyl iminodiacetic acid (DIIODIDA) were studied. The potentiometrically determined acidity constants of the second carboxylic group, amino and amide groups were pK2 = 2.52 ± 0.02; pK3 = 5.86 ± 0.06 and pK4 = 10.9 ± 0.1. The determinations were performed at 25 ºC and an ionic strength of 0.1 mol/dm3 (NaCl). The acidity constants (pK1 = 1.3 ± 0.4) corresponding to the first carboxylic group was determined indirectly, on the basis of equilibrium constants obtained in a heterogeneous system, at 25 ºC and an ionic strength 1 mol/dm3 (HCl, NaCl). DIIODIDA was labeled with technetium-99m, and the influence of pH on the yield of labeling was investigated. It was found that labeling within the pH range from 5.5 to 6.5 provided a radiopharmaceutical of high radiochemical purity (>98 %). AB - Ispitane su kiselinsko-bazne ravnoteže novog hepatobilijarnog agensa, 2,4-dijod- 6-metilfenilkarbamoilmetil iminodisirćetne kiseline. Kiselinske konstante koje odgovaraju drugoj karboksilnoj grupi, amino i amidnoj grupi određene su potenciometrijski: pK2 = 2.52 ± 0.02; pK3 = 5.86 ± 0.06 I pK4 = 10.9 ± 0.1. Određivanja su izvedena na 25 ºC i pri konstantnoj jonskoj sili 0,1 mol/dm3 (NaCl). Kiselinska konstanta prve karboksilne grupe (pK1 = 1,3_0,4) određena je indirektno na osnovu ravnotežnih konstanti određenih u heterogenom sistemu, na 25 ºC i jonskoj sili 1 mol/dm3 (HCl, NaCl). DIIODIDA je obeležena tehnecijumom-99m i ispitan je uticaj pH na prinos obeležavanja. Utvrđeno je da se obeležavanjem u pH opsegu 5,5-6,5 dobija radiofarmaceutik visoke radiohemijske čistoće (> 98 %). PB - Srpsko hemijsko društvo, Beograd T2 - Journal of the Serbian Chemical Society T1 - Acid-base equilibria of 2,4-diiodo-6-methylphenylcarbamoylmethyl iminodiacetic acid and its labeling with technetium-99m T1 - Kiselinsko-bazne ravnoteže 2,4-dijod-6-metilfenilkarbamoilmetil iminodisirćetne kiseline i obeležavanje tehnecijumom-99m VL - 71 IS - 1 SP - 55 EP - 65 DO - 10.2298/JSC0601055B ER -
@article{ author = "Brborić, Jasmina and Jovanović, Mirjana S. and Popović, Gordana and Kapetanović, Vera and Vladimirov, Sote", year = "2006", abstract = "The acid-base equilibria of a novel hepatobiliary imaging agent, 2,4-diiodo-6-methylphenylcarbamoylmethyl iminodiacetic acid (DIIODIDA) were studied. The potentiometrically determined acidity constants of the second carboxylic group, amino and amide groups were pK2 = 2.52 ± 0.02; pK3 = 5.86 ± 0.06 and pK4 = 10.9 ± 0.1. The determinations were performed at 25 ºC and an ionic strength of 0.1 mol/dm3 (NaCl). The acidity constants (pK1 = 1.3 ± 0.4) corresponding to the first carboxylic group was determined indirectly, on the basis of equilibrium constants obtained in a heterogeneous system, at 25 ºC and an ionic strength 1 mol/dm3 (HCl, NaCl). DIIODIDA was labeled with technetium-99m, and the influence of pH on the yield of labeling was investigated. It was found that labeling within the pH range from 5.5 to 6.5 provided a radiopharmaceutical of high radiochemical purity (>98 %)., Ispitane su kiselinsko-bazne ravnoteže novog hepatobilijarnog agensa, 2,4-dijod- 6-metilfenilkarbamoilmetil iminodisirćetne kiseline. Kiselinske konstante koje odgovaraju drugoj karboksilnoj grupi, amino i amidnoj grupi određene su potenciometrijski: pK2 = 2.52 ± 0.02; pK3 = 5.86 ± 0.06 I pK4 = 10.9 ± 0.1. Određivanja su izvedena na 25 ºC i pri konstantnoj jonskoj sili 0,1 mol/dm3 (NaCl). Kiselinska konstanta prve karboksilne grupe (pK1 = 1,3_0,4) određena je indirektno na osnovu ravnotežnih konstanti određenih u heterogenom sistemu, na 25 ºC i jonskoj sili 1 mol/dm3 (HCl, NaCl). DIIODIDA je obeležena tehnecijumom-99m i ispitan je uticaj pH na prinos obeležavanja. Utvrđeno je da se obeležavanjem u pH opsegu 5,5-6,5 dobija radiofarmaceutik visoke radiohemijske čistoće (> 98 %).", publisher = "Srpsko hemijsko društvo, Beograd", journal = "Journal of the Serbian Chemical Society", title = "Acid-base equilibria of 2,4-diiodo-6-methylphenylcarbamoylmethyl iminodiacetic acid and its labeling with technetium-99m, Kiselinsko-bazne ravnoteže 2,4-dijod-6-metilfenilkarbamoilmetil iminodisirćetne kiseline i obeležavanje tehnecijumom-99m", volume = "71", number = "1", pages = "55-65", doi = "10.2298/JSC0601055B" }
Brborić, J., Jovanović, M. S., Popović, G., Kapetanović, V.,& Vladimirov, S.. (2006). Acid-base equilibria of 2,4-diiodo-6-methylphenylcarbamoylmethyl iminodiacetic acid and its labeling with technetium-99m. in Journal of the Serbian Chemical Society Srpsko hemijsko društvo, Beograd., 71(1), 55-65. https://doi.org/10.2298/JSC0601055B
Brborić J, Jovanović MS, Popović G, Kapetanović V, Vladimirov S. Acid-base equilibria of 2,4-diiodo-6-methylphenylcarbamoylmethyl iminodiacetic acid and its labeling with technetium-99m. in Journal of the Serbian Chemical Society. 2006;71(1):55-65. doi:10.2298/JSC0601055B .
Brborić, Jasmina, Jovanović, Mirjana S., Popović, Gordana, Kapetanović, Vera, Vladimirov, Sote, "Acid-base equilibria of 2,4-diiodo-6-methylphenylcarbamoylmethyl iminodiacetic acid and its labeling with technetium-99m" in Journal of the Serbian Chemical Society, 71, no. 1 (2006):55-65, https://doi.org/10.2298/JSC0601055B . .