120019-37-6

Basic information

• Product Name: 1,2-Propanediol, 3-(hexadecyloxy)-, 1-(4-methylbenzenesulfonate), (R)-
• Synonyms: .1-O-hexadecyl-sn-glycerol 3-O-p-toluenesulfonate;(R)-1-O-hexadecyl-3-(p-toluenesulfonyl)-glycerol;.(R)-1-O-hexadecyl-3-(p-toluenesulfonyl)glycerol
• CAS NO: 120019-37-6
• Molecular Formula: C26H46O5S
• Molecular Weight: 470.70500
• Mol File: 120019-37-6.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,2-Propanediol, 3-(hexadecyloxy)-, 1-(4-methylbenzenesulfonate), (R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Propanediol, 3-(hexadecyloxy)-, 1-(4-methylbenzenesulfonate), (R)-(120019-37-6)
• EPA Substance Registry System: 1,2-Propanediol, 3-(hexadecyloxy)-, 1-(4-methylbenzenesulfonate), (R)-(120019-37-6)

Safety Data

• Hazardous Substances Data: 120019-37-6(Hazardous Substances Data)

Usage

Molecular structure

1,2-Propanediol with a hexadecyloxy group and a 4-methylbenzenesulfonate group attached

Stereochemical configuration

(R)-

Uses

Emollient and moisturizer in personal care products and cosmetics, solubilizer and stabilizer in pharmaceuticals, and lubricant in industrial processes

Properties

Mild and non-irritating, suitable for use in various consumer and industrial products

Upstream product

• 36653-82-4 1-Hexadecanol 
• 70987-78-9 (S)-Glycidyl tosylate 
• 113826-06-5 (R)-glycidyl tosylate 
• 146727-89-1 1-O-hexadecyl-2-O-hexadecanoyl-3-O-p-toluenesulfonylglycerol 
• 506-03-6 chimyl alcohol 
• 98-59-9 p-toluenesulfonyl chloride 
• 112-82-3 hexadecanyl bromide 
• 72487-76-4 (3-Hexadecyloxy-2-hydroxypropyl) p-toluenesulfonate 
• 6145-69-3 3-(hexadecyloxy)-1,2-propanediol 

Downstream Products

• 121469-38-3 1-O-hexadecyl-2-O-benzyl-sn-glycerol 3-O-p-toluenesulfonate 
• 122822-32-6 1-O-hexadecyl-2-O-methyl-3-O-(p-tolylsulfonyl)-sn-glycerol 
• 122470-17-1 1-O-hexadecyl-2-O-palmitoyl-sn-glycerol 3-p-toluenesulfonate 
• 1026421-63-5 Phosphoric acid (R)-2-benzyloxy-3-hexadecyloxy-propyl ester (S)-2,3-dihydroxy-propyl ester 
• 871693-86-6 1-O-hexadecyl-2-O-benzyl-sn-glycero-3-[phospho-N-Boc-ethanolamine] methyl ester 
• 52691-62-0 1-palmityl-sn-glycero-3-phosphocholine 
• 84415-89-4 (S)-2-benzyloxy-3-hexadecyloxy-propan-1-ol 
• 91326-84-0 1-O-hexadecyl-2-O-benzyl-sn-glycero-3-phosphocholine 
• 74389-68-7 PAF 
• 78119-19-4 2-hydroxy-3-(hexadecyloxy)-propyl 2-trimethylammonioethyl phosphate 
• 84415-90-7 (R)-2-benzyloxy-3-hexadecyloxy-propan-1-ol 
• 96998-53-7 3-O-hexadecyl-2-O-benzyl-sn-glycero-1-phosphocholine 
• 96960-92-8 1-O-hexadecyl-2-O-methyl-sn-glycerol 
• 78858-44-3 1-O-hexadecyl-2-O-methyl-sn-glycero(3)phosphocholine 

Relevant articles and documents

Design, synthesis and evaluation of cytotoxic properties of bisamino glucosylated antitumor ether lipids against cancer cells and cancer stem cells

Glycosylated antitumor ether lipids (GAELs) are a class of amphiphilic antitumor agents that kill cancer cells by a non-apoptotic pathway. Previous studies have shown that 2-amino-2-deoxy-d-gluco-based GAELs such as α-GLN and β-GLN show greatly improved antitumor activity against epithelial cancer cells and stem cells. To further optimize the bioactivity, we prepared a series of diamino-d-gluco-based GAELs and their analogs, and screened them against a panel of human epithelial cancer cell lines and cancer stem cells. Most of the new GAEL analogs are more potent than chlorambucil, cisplatin and salinomycin. The most potent bisamine-based GAEL analogs 1, 2, 4 and 8 showed 2- to 3-fold enhanced cytotoxicity against various cancer cell lines when compared to β-GLN, indicating that the addition of a second amino group enhances the cytotoxic effect. The effect of the most active dicationic GAELs 1 and 4 on cancer stem cells isolated from breast (BT-474) and prostate (DU-145) cell lines revealed that the two GAELs inhibited the formation of tumor spheres and resulted in >95% loss of viability of the cancer stem cells at 5 μM. Activity of GAEL 1 against BT-474 cancer stem cells is superior to that of salinomycin.

Lipase-catalyzed enantioselective esterification or hydrolysis of 1-O-alkyl-3-O-tosylglycerol derivatives. Practical synthesis of (S)-(+)-1-O-hexadecyl-2,3-di-O-hexadecanoylglycerol, a marine natural product

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