34783-94-3

Basic information

• Product Name: selachyl alcohol
• Synonyms: (±)-Serachyl alcohol;rac-(R*)-3-[[(Z)-9-Octadecenyl]oxy]-1,2-propanediol;(9Z)-1-O-octadec-9-enyl glycerol
• CAS NO: 34783-94-3
• Molecular Formula: C₂₁H₄₂O₃
• Molecular Weight: 342.55638
• Mol File: 34783-94-3.mol

Chemical Properties

• Boiling Point: 470.6°Cat760mmHg
• Flash Point: 238.4°C
• Appearance: /
• Density: 0.924g/cm³
• Vapor Pressure: 7.84E-11mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: selachyl alcohol(CAS DataBase Reference)
• NIST Chemistry Reference: selachyl alcohol(34783-94-3)
• EPA Substance Registry System: selachyl alcohol(34783-94-3)

Safety Data

• Hazardous Substances Data: 34783-94-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H42O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24-20-21(23)19-22/h9-10,21-23H,2-8,11-20H2,1H3

Upstream product

• 35709-09-2 oleyl methanesulfonate 
• 143-28-2 oleoyl alcohol 
• 22610-35-1 1-O-cis-9-octadecenyl isopropylideneglycerol 

Downstream Products

• 6068-24-2 1-O-(Z)-9'-octadecenyl-3-O-trityl-sn-glycerol 

Relevant articles and documents

Synthesis of 1-O-alkyl-2-O-methyl-glycerophospholipids with potential antitumor activity

Some synthetic alkyl-lysophospholipid analogs have been described as a new class of immunopotentiating and antitumor agents. Among them, 1-O-octadecyl-2-O-methyl-rac-glycero-3-phosphocholine has been reported to possess the highest antitumor activity. A new method for the synthesis of this compound and of the ethanolamine- and serine-containing analog is reported. 1-Alkyl-2-methyl-rac-glycerol, prepared from 1,2-isopropylidene-glycerol, is phosphorylated and the intermediate is condensed either with N-t-BOC-protected ethanolamine or with N-t-BOC-protected serine benzhydryl ester. The choline-derivative is obtained by methylation with CH3I of the ethanolamine derivative. The same synthetic sequence has been used also for synthesizing compounds unsaturated at the fatty alkyl chain in position 1 of the glycerol moiety. Preliminary observation are reported on the selective cytolytic action of the compounds on a tumor cell line.