18678-94-9

Basic information

• Product Name: 1-Propanol, 3-(hexadecyloxy)-2-(phenylmethoxy)-
• CAS NO: 18678-94-9
• Molecular Formula: C26H46O3
• Molecular Weight: 406.649
• Mol File: 18678-94-9.mol
• Article Data: 14

Chemical Properties

• CAS DataBase Reference: 1-Propanol, 3-(hexadecyloxy)-2-(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanol, 3-(hexadecyloxy)-2-(phenylmethoxy)-(18678-94-9)
• EPA Substance Registry System: 1-Propanol, 3-(hexadecyloxy)-2-(phenylmethoxy)-(18678-94-9)

Safety Data

• Hazardous Substances Data: 18678-94-9(Hazardous Substances Data)

Upstream product

• 14690-00-7 2-O-benzylglycerol 
• 112-82-3 hexadecanyl bromide 
• 89496-73-1 4-(n-hexadecyloxymethyl)-2,2-dimethyl-1,3-dioxolane 
• 1233733-83-9 C₃₂H₆₀O₃Si 
• 100-44-7 benzyl chloride 
• 137618-68-9 Benzoic acid 2-benzyloxy-3-hydroxy-propyl ester 
• 36653-82-4 1-Hexadecanol 
• 68728-34-7 5-benzyloxy-2-phenyl-1,3-dioxane 
• 117606-92-5 cetyl glycidyl ether 
• 82002-20-8 1-O-hexadecyl-3-O-trityl-rac-glycerol 
• 18371-73-8 1-chloro-3-hexadecylhydroxy-2-propanol 
• 6145-69-3 3-(hexadecyloxy)-1,2-propanediol 
• 114935-12-5 (S)-2-benzyloxy-3-tert-butyldiphenylsilanyloxy-propan-1-ol 
• 114935-14-7 (R,S)-2-benzyloxy-1-tert-butyldiphenylsilanyloxy-3-hexadecyloxy-propane 

Downstream Products

• 18678-98-3 Rac_. 1-O-Hexadecyl-2-O-benzylglycero-3-phosphocholin 
• 96924-84-4 Phosphorochloridic acid 2-benzyloxy-3-hexadecyloxy-propyl ester 2-bromo-ethyl ester 
• 142826-74-2 Phosphoric acid 2-benzyloxy-3-hexadecyloxy-propyl ester 2-bromo-ethyl ester 
• 98899-65-1 2-O-Benzyl-1-O-hexadecylglyceryl-3-(2-bromethyl-phosphonat) 
• 78119-19-4 2-hydroxy-3-(hexadecyloxy)-propyl 2-trimethylammonioethyl phosphate 
• 77286-68-1 3-O-hexadecyl-2-acetyl-sn-glycero-1-phosphocholine 
• 108003-45-8 1-O-Hexadecyl-2-O-benzylglycero-3-phosphorsaeure-3'-brompropylester 
• 99885-11-7 (4-bromobutyl)-3-(hexadecyloxy)-2-(phenylmethoxy)propyl phosphoric acid ester 
• 104478-43-5 2-(Benzyloxy)-3-(hexadecyloxy)propyl 3-trimethylammoniopropyl phosphate 
• 99884-80-7 6-hydroxy-N,N,N-trimethyl-9-(phenylmethoxy)-5,7,11-trioxa-6-phosphaheptacosan-1-aminium 6-oxide, hydroxide, inner salt 
• 99884-82-9 C₃₅H₆₆NO₆P 
• 99884-83-0 C₃₇H₇₀NO₆P 
• 99884-84-1 C₃₉H₇₄NO₆P 
• 118469-66-2 2-bromo-1-methylethylphosphoric acid 3-(hexadecyloxy)-2-(phenylmethoxy)propyl ester 

Relevant articles and documents

Design, synthesis and cytotoxicity of chimeric erlotinib-alkylphospholipid hybrids

Two series of erlotinib-alkylphospholipid hybrids were prepared and evaluated for their antiproliferative activities against a panel of four cell lines representing lung, breast, liver and skin cancers using erlotinib and miltefosine as reference standards. Amide analogs elicited more enhanced cytotoxic activity than analogous esters. Amide derivatives 8d and 8e exhibited promising broad-spectrum antiproliferative activity and higher efficacy than reference erlotinib and miltefosine. Their cellular GI50 values was in the ranges of 24.7–46.9 μM and 26.8–43.1 μM for 8e and 8d respectively. Assay results of the inhibitory activity of the prepared compounds on EGFR kinase reaction and Akt phosphorylation in conjugation with statistical correlation analysis indicated that other mechanisms might contribute to their elicited cytotoxicities. In addition, statistical correlation analysis revealed that mechanisms of elicited cytotoxicities for amide series might be different from ester series. In addition, correlation analysis indicated variations in the mechanisms according to the types of cell line.

Influence of α-branched fatty acid chains on the thermotropic behaviour of racemic 1-O-hexadecyl-2-acyl-glycero-3-phosphocholines

Phosphatidylcholines containing an α-branched palmitic acid ester linked to position C2 of the glycerol backbone were synthesized and characterized using differential scanning calorimetry and X-ray diffraction. As the length of the sidegroup substituted on the palmitic acid chain is changed, the calorimetric parameters pass through a minimum. The polymorphic behaviour is different when the sidegroup is larger, or smaller, than propyl. The comparison of the physicochemical parameters of isomers differing in the bonding of the branched chain fatty acid to the glycerol backbone (to position C1 or C2, respectively) shows that the chains are nonequivalent. Keywords: Phosphatidylcholine; Branched chain fatty acids; Microcalorimetry; X-ray diffraction; Polymorphism

Synthesis of 1-O-alkyl-2-acyl-glycerophosphocholine with branched fatty acid esters

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