52263-97-5

Basic information

• Product Name: Furan, 2,2-diethoxytetrahydro-
• CAS NO: 52263-97-5
• Molecular Formula: C8H16O3
• Molecular Weight: 160.213
• Mol File: 52263-97-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Furan, 2,2-diethoxytetrahydro-(CAS DataBase Reference)
• NIST Chemistry Reference: Furan, 2,2-diethoxytetrahydro-(52263-97-5)
• EPA Substance Registry System: Furan, 2,2-diethoxytetrahydro-(52263-97-5)

Safety Data

• Hazardous Substances Data: 52263-97-5(Hazardous Substances Data)

Upstream product

• 96-48-0 4-butanolide 
• 368-39-8 triethyloxonium fluoroborate 
• 64-17-5 ethanol 
• 7664-41-7 ammonia 
• 141-52-6 sodium ethanolate 
• 75-09-2 dichloromethane 

Downstream Products

• 26448-91-9 4-ethoxy-butyric acid ethyl ester 
• 61544-58-9 methyl 3-amino-4-methyl-5-(pyrrol-1-yl)benzoate 
• 61544-64-7 4'-methoxy-2-methylsulfonyl-3',5'-di(pyrrol-1-yl)acetophenone 
• 56066-39-8 3,5-dimethoxy-4-(pyrrol-1-yl)-benzoic acid methyl ester 
• 83132-87-0 2-(2'-carbamido-2-cyanomethylene)tatrahydrofuran 
• 75338-31-7 2-<4-Methoxy-phenylimino>-tetrahydrofuran 
• 75338-24-8 2-<4-Chlor-phenylimino>-tetrahydrofuran 
• 61218-60-8 dihydrofuran-2-ylidene-p-tolyl-amine 
• 116161-84-3 {2-[(5R,7S,8R,9S)-9-(2-Benzyloxy-ethyl)-8-vinyl-1,6,10-trioxa-spiro[4.5]dec-7-yl]-ethoxy}-tert-butyl-dimethyl-silane 
• 116161-84-3 {2-[(5S,7S,8R,9S)-9-(2-Benzyloxy-ethyl)-8-vinyl-1,6,10-trioxa-spiro[4.5]dec-7-yl]-ethoxy}-tert-butyl-dimethyl-silane 
• 116161-84-3 {2-[(7S,8R,9S)-9-(2-Benzyloxy-ethyl)-8-vinyl-1,6,10-trioxa-spiro[4.5]dec-7-yl]-ethoxy}-tert-butyl-dimethyl-silane 

Relevant articles and documents

Block copolymer micelles with acid-labile ortho ester side-chains: Synthesis, characterization, and enhanced drug delivery to human glioma cells

A new type of block copolymer micelles for pH-triggered delivery of poorly water-soluble anticancer drugs has been synthesized and characterized. The micelles were formed by the self-assembly of an amphiphilic diblock copolymer consisting of a hydrophilic poly(ethylene glycol) (PEG) block and a hydrophobic polymethacrylate block (PEYM) bearing acid-labile ortho ester side-chains. The diblock copolymer was synthesized by atom transfer radical polymerization (ATRP) from a PEG macro-initiator to obtain well-defined polymer chain-length. The PEG-b-PEYM micelles assumed a stable core-shell structure in aqueous buffer at physiological pH with a low critical micelle concentration as determined by proton NMR and pyrene fluorescence spectroscopy. The hydrolysis of the ortho ester side-chain at physiological pH was minimal yet much accelerated at mildly acidic pHs. Doxorubicin (Dox) was successfully loaded into the micelles at pH 7.4 and was released at a much higher rate in response to slight acidification to pH 5. Interestingly, the release of Dox at pH 5 followed apparently a biphasic profile, consisting of an initial fast phase of several hours followed by a sustained release period of several days. Dox loaded in the micelles was rapidly taken up by human glioma (T98G) cells in vitro, accumulating in the endolysosome and subsequently in the nucleus in a few hours, in contrast to the very low uptake of free drug at the same dose. The dose-dependent cytotoxicity of the Dox-loaded micelles was determined by the MTT assay and compared with that of the free Dox. While the empty micelles themselves were not toxic, the IC50 values of the Dox-loaded micelles were approximately ten-times (by 24 h) and three-times (by 48 h) lower than the free drug. The much enhanced potency in killing the multi-drug-resistant human glioma cells by Dox loaded in the micelles could be attributed to high intracellular drug concentration and the subsequent pH-triggered drug release. These results establish the PEG-b-PEYM block copolymer with acid-labile ortho ester side-chains as a novel and effective pH-responsive nano-carrier for enhancing the delivery of drugs to cancer cells.