174391-26-5Relevant articles and documents
Phase solubility studies of poorly soluble drug molecules by using O -phosphorylated calixarenes as drug-solubilizing agents
Bayrakc, Mevluet,Ertul, Seref,Yilmaz, Mustafa
, p. 233 - 239 (2013/01/15)
This study is the first report on the solubilizing effect of O-phosphorylated calix[n]arenes that form complexes with neutral molecules such as nifedipine, niclosamide, and furosemide by host-guest complexation. These complexation studies were carried out by using the phase solubility technique. From the obtained results, it was observed that the solubility of guest molecules such as nifedipine, niclosamide, and furosemide was significantly increased in the presence of host molecules tetrakis-O-(diethoxyphosphoryl)-p- tert-butylcalix[4]arene (1), tetrakis-O-(diethoxyphosphoryl)-calix[4]arene (2), bis-O-(diethoxyphosphoryl)-p-tert-butylcalix[4]arene (3), bis-O- (diethoxyphosphoryl)-calix[4]arene (4), and octakis-O-(diethoxyphosphoryl)-p- tert-butylcalix[8]arene (5). The increase in solubility of drugs by the calixarene host 1 to 5 was most probably due to inclusion complexation between drug molecules and cavities of the calixarene skeleton similar to drug-cyclodextrin complexes.
Partially OH Depleted Calixarenes
Grynszpan, Flavio,Goren, Zafrir,Biali, Silvio E.
, p. 532 - 536 (2007/10/02)
The partially OH depleted dihydroxy- and trihydroxycalixarenes 2 and 3 were synthesized in order to assess the relative importance of the cyclic hydrogen bond on the conformation of p-tert-butylcalixarene.Both compounds were prepared from the same diethyl diphosphate ester precursor under different reductive cleavage conditions.The ring inversion barriers of 2 and 3 are -1, respectively.The completely OH depleted calixarene 5 and the MeOH solvate of dihydroxycalixarene 2 exist in the crystal in a 1,2-alternate conformation.Trihydroxycalixarene 3 crystallizes as a 1:2 pyridine solvate in which 3 adopts a cone conformation.One pyridine molecule is hydrogen bonded to one OH group of 3, while simultaneously being included into the cavity of another molecule of 3.It is concluded that three phenolic units are sufficient to stabilize the cone conformation.
O-PHOSPHORYLATED p-tert-BUTYLCALIXARENES
Markovskii, L. N.,Kal'chenko, V. I.,Parkhomenko, N. A.
, p. 2519 - 2520 (2007/10/02)
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