96969-38-9

Upstream product

• 13071-59-5 3-benzyloxypropan-1,2-diol 
• 112-89-0 1-Bromooctadecane 
• 100-44-7 benzyl chloride 
• 15028-56-5 4-(benzyloxymethyl)-2,2-dimethyl-1,3-dioxolane 
• 3386-32-1 n-octadecyl p-toluenesulfonate 

Downstream Products

• 176683-46-8 Phosphoric acid 2,3-bis-octadecyloxy-propyl ester 2-chloro-phenyl ester (2R,3S,4S,5R)-5-(4-hexadecanoylamino-2-oxo-2H-pyrimidin-1-yl)-3,4-dihydroxy-tetrahydro-furan-2-ylmethyl ester 
• 176683-44-6 Phosphoric acid 2,3-bis-octadecyloxy-propyl ester 2-chloro-phenyl ester 
• 152980-94-4 rac-1,2-di-O-octadecyl-3-O-(4-toluenesulfonyl)glycerol 
• 6076-38-6 2,3-bis(octadecyloxy)propan-1-ol 

Relevant academic research and scientific papers

Synthesis and photoswitchable complexation/extraction properties of lipophilic azobis(benzo-15-crown-5) ionophores for alkali metal cations

Novel lipophilic derivatives of azobis(benzo-15-crown-5) (1b, 1c) were synthesized and their photoisomerization, complexation and extraction properties for alkali metal cations were investigated. Upon UV light irradiation, the photostationary state of the trans and cis isomers was reached and, with both 1b and 1c, the extractabilities of Rb+ and Cs+ increased due to the formation of 1:1 sandwich-type complexes by the cis isomers. On the other hand, the extractability of K+ decreased, possibly because the 2:1 complexes formed by the trans isomers are more stable and/or lipophilic than the complexes of the cis isomers.

Langmuir-Blodgett film formation of succinic acid half-esters containing double long alkoxy chains

Two types of half-esters of succinic acid have been prepared. One contains a 1,2-dialkylated glyceryl group, while the other has a normal alkyl group as the hydrophobic group. The mono-molecular films of the half-esters developed at the air-water interface were evaluated by π-A curves. Multilayer Langmuir-Blodgett (L-B) films deposited on the substrate are discussed in terms of pinhole defects. Influences of the surface pressure on accumulation, the number of layers, and the chain length of the lipophilic group are analysed. The L-B film made from the double-chained homologues possessed fewer pinhole defects compared with that composed of the single-chained one.

Synthesis of liposomal phospholipid-(N4-palmitoyl-1-β-D-arabinofuranosylcytosine) conjugates and evaluation of their cytostatic activity against L1210 murine leukemia

N4-Palmitoyl-araC, a prodrug of the cytostatic compound 1-β-D-arabinofuranosylcytosine (araC), was linked by means of the triester method to the phospholipids (2-chlorophenyl) (1,2-di-O-palmitoylglyceryl) phosphate, (2-chlorophenyl) (1,2-di-O-octadecylglyceryl) phosphate and (2-chlorophenyl) (1-O-octadecyl-2-O-palmitoylglyceryl) phosphate. In the first step of these gram-scale syntheses phospholipid-(N4-palmitoyl-araC) conjugates were obtained the linkage of which was accomplished via a triester group. In the second step the final condensates were obtained through transformation of the triester into a diester linkage by removal of the 2-chlorophenyl group. The cytostatic activity of these compounds which form stable liposomal preparations together with matrix lipids was evaluated according to the L1210 mouse leukemia model. The conjugates containing a triester linkage were shown to be ineffective, whereas those with a diester linkage display a significantly higher antitumor activity as compared to N4-palmitoyl-araC and araC. With the diester 6a-8a 80-100% of the treated animals were cured at a total dose of 200 μmol/kg, whereas with araC given at a fourfould higher concentration none of the treated mice survived. VCH Verlagsgesellschaft mbH, 1996.