6076-38-6

Basic information

• Product Name: 2,3-bis(octadecyloxy)propan-1-ol
• Synonyms: 2,3-bis(octadecyloxy)propan-1-ol;1-O,2-O-Dioctadecylglycerol;2,3-Bis(octadecyloxy)-1-propanol;1,2-Di-O-octadecyl-rac-glycerol
• CAS NO: 6076-38-6
• Molecular Formula: C₃₉H₈₀O₃
• Molecular Weight: 597.0507
• EINECS: 228-012-3
• Mol File: 6076-38-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 653.6±35.0 °C(Predicted)
• Appearance: /
• Density: 0.874±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 14.23±0.10(Predicted)
• CAS DataBase Reference: 2,3-bis(octadecyloxy)propan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-bis(octadecyloxy)propan-1-ol(6076-38-6)
• EPA Substance Registry System: 2,3-bis(octadecyloxy)propan-1-ol(6076-38-6)

Safety Data

• Hazardous Substances Data: 6076-38-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C39H80O3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-31-33-35-41-38-39(37-40)42-36-34-32-30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h39-40H,3-38H2,1-2H3

Upstream product

• 96969-38-9 1,2-Dioctadecyl-3-benzyl-sn-glycerin 
• 544-62-7 batyl alcohol 
• 112-89-0 1-Bromooctadecane 
• 67604-83-5 1,2-Di-octadecyl-glycerol 
• 31081-59-1 1-octadecyl methanesulfonate 
• 86334-56-7 1-octadecyloxy-3-trityloxy-propan-2-ol 

Downstream Products

• 1338832-64-6 6-O-tosyl-1-O-(2,3-bis(octadecyloxy)propyl)-β-D-glucopyranoside 
• 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 
• 312300-77-9 1,2-di-O-octadecyl-3-O-(2,3,4-tri-O-acetyl-6-O-(p-toluenesulfonyl)-β-D-glucopyranosyl)glycerol 
• 177084-34-3 Diisopropyl-phosphoramidous acid 2,3-bis-octadecyloxy-propyl ester 2-(4-nitro-phenyl)-ethyl 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 

Relevant articles and documents

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.

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.