13879-87-3

Usage

Structure

1,3-Dioxolane ring with a tetradecyl group attached

Explanation

The compound has a 1,3-dioxolane ring, which is a four-membered ring containing two oxygen atoms. A tetradecyl group (a 14-carbon alkyl chain) is attached to one of the carbon atoms in the ring.

Explanation

The dioxolane ring is an oxygen-containing heterocycle, while the tetradecyl group is an alkyl chain with 14 carbon atoms.

Explanation

1,3-Dioxolane, 2,2-dimethyl-4-[(tetradecyloxy)methyl]- is used as a solvent in various industries, and it can also be found in personal care products like cosmetics, lotions, and sunscreens. Additionally, it has applications in the pharmaceutical industry as a drug delivery system.

Explanation

As with many chemicals, 1,3-dioxolane, 2,2-dimethyl-4-[(tetradecyloxy)methyl]may pose health hazards if not used or handled correctly. It is essential to follow safety guidelines and precautions when working with 1,3-Dioxolane, 2,2-dimethyl-4-[(tetradecyloxy)methyl]-.

Explanation

Given the molecular weight and structure of the compound, it is likely to be a liquid at room temperature, although specific data on its physical state is not provided in the material.

Explanation

The compound is generally stable under normal conditions, but it is always important to store and handle chemicals according to their specific requirements to maintain their stability and prevent unwanted reactions.

Functional groups

Dioxolane ring, tetradecyl group

Applications

Solvent, personal care products, pharmaceutical industry

Health hazards

Potential health risks if not handled properly

Physical state

Likely a liquid at room temperature

Chemical stability

Stable under normal conditions

Upstream product

• 112-71-0 1-Bromotetradecane 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 
• 2425-54-9 myristyl chloride 
• 112-72-1 1-Tetradecanol 
• 23737-51-1 solketal tosylate 

Downstream Products

• 1561-06-4 1-myristyl glycerol 
• 213738-37-5 dibenzyl 3-O-tetradecyl-rac-glycero-1-phosphate 

Relevant academic research and scientific papers

Nucleoside Conjugates. 14. Synthesis and Antitumor Activity of 1-β-D-Arabinofuranosylcytosine Conjugates of Ether Lipids with Improved Water Solubility

A series of ara-CDP-rac-1-O-alkyl-2-O-acylglycerols (9a-f), analogues of highly active ara-CDP-rac-1-O-hexadecyl-2-O-palmitoylglycerol (1) and Cytoros (2), was prepared, and solubility, lipophilicity, and structure-activity relationships of these conjugates were investigated.Conjugates 9a-f containing sn-1 alkyl (C16) and the sn-2 fatty acyl (>C16) such as conjugate 1 were sparingly soluble.Conjugates 9a-c,e were almost completely solubilized in water by shaking.However, a large portion of conjugates 9d and 9f in water by shaking exist in micelles with mean diameters ranging 7.0-55.2 nm.The partition coefficients (1-octanol/PBS) of the water-soluble conjugates were about 9-18 times greater than that of ara-C.A single dose (300 mg/kg) of conjugates 9d and 9f produced a significant increase in life span (ILS 206 to >543percent) with 17-67percent long-term survivors (>45 days) in mice bearing ip-implanted L1210 lymphoid leukemia.These results were comparable to those of the previous conjugate 1 and Cytoros (2).In contrast,conjugates 9a-c,e at single doses were less effective (ILS 69-178percent with no long-term survivors).However, two (qd, 1, 7) or three (qd 1, 5, 9) divided doses of these conjugates were found to be as effective as a single dose of the previous conjugates.The three divided doses (150 mg/kg per day) of conjugates 9d, 9e, and 9f produced a remarkable antitumor activity in L1210 leukemic mice (ILS >350percent with >50percent long-term servivors).Because of the convenient formulation and the significant antitumor activities, the water-soluble conjugates 9d, 9e, and 9f warrant further investigation.

Synthesis of alkyl-glycerolipids standards for gas chromatography analysis: Application for chimera and shark liver oils

Natural O-alkyl-glycerolipids, also known as alkyl-ether-lipids (AEL), feature a long fatty alkyl chain linked to the glycerol unit by an ether bond. AEL are ubiquitously found in different tissues but, are abundant in shark liver oil, breast milk, red blood cells, blood plasma, and bone marrow. Only a few AEL are commercially available, while many others with saturated or mono-unsaturated alkyl chains of variable length are not available. These compounds are, however, necessary as standards for analytical methods. Here, we investigated different reported procedures and we adapted some of them to prepare a series of 1-O-alkyl-glycerols featuring mainly saturated alkyl chains of various lengths (14:0, 16:0, 17:0, 19:0, 20:0, 22:0) and two monounsaturated chains (16:1, 18:1). All of these standards were fully characterized by NMR and GC-MS. Finally, we used these standards to identify the AEL subtypes in shark and chimera liver oils. The distribution of the identified AEL were: 14:0 (20–24%), 16:0 (42–54%) and 18:1 (6–16%) and, to a lesser extent, (0.2–2%) for each of the following: 16:1, 17:0, 18:0, and 20:0. These standards open the possibilities to identify AEL subtypes in tumours and compare their composition to those of non-tumour tissues.

Synthesis of lipid-oligonucleotide conjugates for RNA interference studies

The synthesis of RNA molecules carrying lipids at their 3′-termini and 5′-termini is reported. These conjugates were fully characterized by MALDI-TOF mass spectrometry and HPLC chromatography. The ability of these conjugates to silence gene expression was

Sterol-modified phospholipids: Cholesterol and phospholipid chimeras with improved biomembrane properties

We synthesized a family of sterol-modified glycerophospholipids (SML) in which the sn-1 or sn-2 position is covalently attached to cholesterol and the alternative position contains an aliphatic chain. The SML were used to explore how anchoring cholesterol to a phospholipid affects cholesterol behavior in a bilayer. Notably, cholesterol in the SML retains the membrane condensing properties of free cholesterol regardless of the chemistry or position of its attachment to the glycerol moiety of the phospholipid. SMLs by themselves formed liposomes upon hydration and in mixtures between an SML and diacylglycerophospholipids (C14 to C18 chain length) the thermotropic phase transition is eliminated at the SML equivalent of about 30 mol % free cholesterol. Osmotic-induced contents leakage from SML (C14-C18) liposomes depends upon the linkage and position of cholesterol but in general is similar to that observed in 3/2 diacylphosphatidylcholine/cholesterol (mole ratio) liposomes. SML liposomes are exceptionally resistant to contents release in the presence of serum at 37°C. This is probably due to the fact that SML exchange between bilayers is more than 100 fold less than the exchange rate of free cholesterol in the same conditions. Importantly, SML liposomes containing doxorubicin are as effective in treating the murine C26 colon carcinoma as Doxil, a commercial liposome doxorubicin formulation. SMLs stabilize bilayers but do not exchange and hence provide a new tool for biophysical studies on membranes. They may improve liposomal drug delivery in organs predisposed to the extraction of free cholesterol from bilayers, such as the skin, lung, or blood.

Compositions containing lysophosphatidic acids which inhibit apoptosis and uses thereof

The invention provides anti-apoptotic compositions lysophosphatidic acids and methods for making and using the compositions. Such compositions can also contain LPA potentiating agents, including proteins, lipid membrane structures and polymers such as polyethylene glycols. The compositions can additionally contain other pharmaceutically effective agents such as drugs, antibiotics, wound healing agents and antioxidants.