156737-65-4

Basic information

• Product Name: 2-Propanol, 1-(hexadecyloxy)-3-(4-methoxyphenoxy)-, (2R)-
• CAS NO: 156737-65-4
• Molecular Formula: C26H46O4
• Molecular Weight: 422.649
• Mol File: 156737-65-4.mol

Chemical Properties

• CAS DataBase Reference: 2-Propanol, 1-(hexadecyloxy)-3-(4-methoxyphenoxy)-, (2R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propanol, 1-(hexadecyloxy)-3-(4-methoxyphenoxy)-, (2R)-(156737-65-4)
• EPA Substance Registry System: 2-Propanol, 1-(hexadecyloxy)-3-(4-methoxyphenoxy)-, (2R)-(156737-65-4)

Safety Data

• Hazardous Substances Data: 156737-65-4(Hazardous Substances Data)

Upstream product

• 17131-52-1 (R)-3-(p-methoxyphenoxy)-1,2-propanediol 
• 112-82-3 hexadecanyl bromide 
• 36653-82-4 1-Hexadecanol 
• 2211-94-1 4-methoxybenzyloxy ester of (S)-glycidol 
• 213531-20-5 (S)-1-(4'-methoxyphenyl)glycerol 2,3-cyclic sulfate 
• 140696-02-2 1-O-(4'-methoxyphenyl)-3-bromo-1,2-propanediol 
• 213531-26-1 (S)-4-(4-Methoxy-phenoxymethyl)-[1,3,2]dioxathiolane 2-oxide 
• 13391-35-0 allyl (4-methoxyphenyl) ether 

Downstream Products

• 180714-40-3 Dithiocarbonic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((R)-3-hexadecyloxy-2-methoxy-propoxy)-tetrahydro-pyran-3-yl] ester S-methyl ester 
• 180714-41-4 Dithiocarbonic acid O-[(2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((R)-3-hexadecyloxy-2-methoxy-propoxy)-tetrahydro-pyran-3-yl] ester S-methyl ester 
• 180714-34-5 1-O-hexadecyl-2-O-methyl-3-O-(2'-O-acetyl-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-sn-glycerol 
• 180714-35-6 Acetic acid (2S,3S,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((R)-3-hexadecyloxy-2-methoxy-propoxy)-tetrahydro-pyran-3-yl ester 
• 180714-38-9 (2R,3R,4S,5R,6R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-((R)-3-hexadecyloxy-2-methoxy-propoxy)-5-methoxy-tetrahydro-pyran 
• 180714-39-0 (2R,3R,4S,5S,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-((R)-3-hexadecyloxy-2-methoxy-propoxy)-5-methoxy-tetrahydro-pyran 
• 180714-36-7 (2R,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((R)-3-hexadecyloxy-2-methoxy-propoxy)-tetrahydro-pyran-3-ol 
• 180714-37-8 (2S,3S,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((R)-3-hexadecyloxy-2-methoxy-propoxy)-tetrahydro-pyran-3-ol 
• 180714-43-6 (2R,3S,4R,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-((R)-3-hexadecyloxy-2-methoxy-propoxy)-tetrahydro-pyran 
• 180714-42-5 (2R,3S,4R,6R)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-((R)-3-hexadecyloxy-2-methoxy-propoxy)-tetrahydro-pyran 
• 96960-92-8 1-O-hexadecyl-2-O-methyl-sn-glycerol 
• 156737-66-5 1-O-Hexadecyl-2-O-methyl-3-O-(4-methoxyphenyl)-sn-glycerol 

Relevant articles and documents

Synthesis and growth inhibitory properties of glycosides of 1-O- hexadecyl-2-O-methyl-sn-glycerol, analogs of the antitumor ether lipid ET- 18-OCH3 (edelfosine)

Glycosylated antitumor ether lipids (GAELs), analogs of 1-O-octadecyl- 2-O-methyl-sn-glycero-3-phosphocholine (1, ET-18-OCH3, edelfosine), were synthesized in good overall yields by glycosylation of 1-O-alkyl-2-O- methyl-sn-glycerol and tested for in vitro antineoplastic activity against a variety of murine and human tumor cell lines. Stereospecific glycosylation was achieved by the use of 2-O-acetyl-3,4,6-tri-O-benzylglucopyranosyl and - mannopyranosyl trichloroacetimidates as donors, with trimethylsilyl trifluoromethanesulfonate as catalyst in the presence of molecular sieves at -78 °C. The GAELs differ from 1 in having the sn-3-phosphocholine residue replaced by one of the following monosaccharide residues: β- and α-2- deoxy-D-arabino-hexopyranosyl, α-D-mannopyranosyl, 2-O-methyl-β-D- glucopyranosyl, and 2-O-methyl-α-D-mannopyranosyl. 1-O-Hexadecyl-2-O- methyl-3-O-(2'-deoxy-β-D-arabino-hexopyranosyl)-sn-glycerol (2) was more effective than 1 in inhibiting the growth of MCF-7 (human breast cancer) and its adriamycin-resistant form MCF-7/adriamycin, and murine Lewis lung cancer cells. 2-Deoxy-β-D-arabino-hexopyranoside 2 was also an effective growth inhibitor of two drug-resistant leukemic cell lines, P388/Adr and L1210/vmdr.