• Analytical Science and Technology
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• v.8 no.1
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• pp.33-40
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• 1995

Only trace amounts of hydroxide ion can be extracted from aqueous phase into organic phase by Tetra-n-Butyl Ammonium Chloride(TBAC). Addition of small amounts of primary alcohols, particularly certain dials, dramatically changes the behavior of Phase Transfer Catalysis systems, and surprising amounts of base can be found in the organic phase. Quantitative measurements were carried out for the extraction amounts of primary alkoxides, secondary alkoxides, and diol anions into organic phase. On the other hand, the selectivity constants for extraction of primary alcohols and benzylalcohol could be separated to the equilibrium constants of the ion pairs such as $Q^+RO^-$ and $Q^+Cl^-$ in the aqueous and organic phases and this distribution coefficients between phases on anions respectively. In a word, the colligated property for the selectivity of $Q^+RO^-$ in which $Q^+$ is quaternary cation and $RO^-$ alkoxide ion could be discussed in more detail by using of the corresponding free energies to the various constants mentioned.

• The Korean Journal of Nuclear Medicine
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• v.28 no.3
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• pp.331-337
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• 1994

In order to develop a $^{18}F$-labelled myocardial perfusion agent(flow tracer) for PET, $^{18}F$-labelled organic ammonium cations were synthesized and evaluated in relation to their biodistribution. Five quaternary organic ammonium compounds were labelled with $^{18}F$ in a side chain with moderate to good yields by direct introduction of $^{18}F$-fluoride. Radiochemical yields have been achieved in 30-40min by the precursors (tosylates) in dimethylsulfoxide 15-60% (decay corrected). The reaction was found to be autocatalyzed. A remote controlled procedure was developed in these synthesis. $^{18}F$-Labelling and HPLC-purification of com-pounds needed about 60 min(Yield; 7-20%). Up to now the two compounds N-4-[$^{18}F$]fluorobutyl-pyridinium cation(1) and N, N dibenzyl-4(2-[$^{18}F$]fluoroethyl)piperidinium cation(2) were investigated in relation to their biodistribution in mice. Compound 1 showed at 1 min post injection the high uptake of 19.22% ID/g organ in the myocardium but a following fast decline to 1.12% ID/g organ after 40min. Uptake of compound 2 was after 1min in the heart 5.90% ID/g organ but after 40min at the relative high value of 4.33% ID/g organ. Heart:blood ratio for compound(1) at 1 min was 8.3, at 40 min 2.6 for compound II 2.0(1min) and 15.0(40 min). As data of compound 2 showed greater heart uptake, slower myocardial release, and higher heart: blood ratios, compound 2 is a good candidate for further evaluation.

• Archives of Pharmacal Research
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• v.29 no.4
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• pp.318-322
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• 2006

Many quaternary ammonium salts are incompletely absorbed after their oral administration and may also be actively secreted into the intestine. However, the underlying mechanism(s) that control the transport of these cations across the intestinal epithelium is not well understood. In this study, the mechanism of absorption of quaternary ammonium salts was investigated using Caco-2 cell monolayers, a human colon carcinoma cell line. Tributylmethylammonium (TBuMA) was used as a model quaternary ammonium salts. When TBuMA was administrated at a dose of 13.3 imole/kg via iv and oral routes, the AUC values were $783.7{\pm}43.6\;and\;249.1{\pm}28.0{\mu}mole\;min/L$ for iv and oral administration, indicating a lower oral bioavailability of TBuMA $(35.6\%)$. The apparent permeability across Caco-2 monolayers from the basal to the apical side was 1.3 times (p<0.05) greater than that from the apical to the basal side, indicating a net secretion of TBuMA in the intestine. This secretion appeared to be responsible for the low oral bioavailability of the compound, probably mediated by p-gp (p-glycoprotein) located in the apical membrane. In addition, the uptake of TBuMA by the apical membrane showed a $Na^+$ dependency. Thus, TBuMA appears to absorbed via a $Na^+$ dependent carrier and is then secreted via p-gp related carriers.

• Journal of the Korean Ceramic Society
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• v.38 no.5
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• pp.431-437
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• 2001

본 연구에서는 양이온 교환반응에 의해 Na-Mont와 R$_{11}$SO$_4$로부터 R$_{11}$SO$_4$-Mont 층간화합물을 합성한 후, 이 R$_{11}$SO$_4$-Mont 층간화합물을 다시 제 4차 유기 양이온인 (Et)$_4$N$^{+}$ 이온 및 (Bu)$_4$N$^{+}$ 이온과 반응시켜 그 거동을 살펴보았다. R$_{11}$SO$_4$-Mont를 (Et)$_4$N$^{+}$이온과 반응시켰을 대보다 (Bu)$_4$N$^{+}$ 이온과 반응시킨 경우에 좀 더 큰 층간거리가 얻어졌다. R$_{11}$SO$_4$-Mont를 (Et)$_4$N$^{+}$이온 및 (Bu)$_4$N$^{+}$과 반응시켜 얻은 층간화합물을 다시 아세토니트릴, 에탄올 및 디옥산과 팽윤반응을 수행한 결과 층간거리가 확장되었으나, 이는 Na-Mont를 R$_{11}$SO$_4$와 48시간 교환 반응시킨 후에 교환용액 하에서 얻은 R$_{11}$SO$_4$-Mont의 층간거리에 불과했다. 원소분석결과, R$_{11}$SO$_4$-Mont와 (Bu)$_4$N$^{+}$를 반응시킬 경우 반응이 반응식 b에 의거 진행되고, (Bu)$_4$N-Mont를 R$_{11}$SO$_4$와 반응시킬 경우에는 반응식 c에 의거 진행됨을 예측할 수 있었다.의거 진행됨을 예측할 수 있었다.