24613-61-4

Usage

Uses

Used in Cleaning Products Industry:
Phosphoric acid oleyl ester is used as a surfactant for its ability to lower surface tension, enabling better dispersion of substances and improved wetting properties, which aids in the effectiveness of cleaning products.
Used in Emulsifier Production:
In the emulsifier industry, phosphoric acid oleyl ester serves as a key ingredient, facilitating the mixing of immiscible liquids, which is crucial for the stability and performance of emulsions.
Used in Corrosion Inhibitors:
Phosphoric acid oleyl ester is utilized as a corrosion inhibitor, protecting materials from the damaging effects of corrosive agents, thus extending the service life of various industrial components.
Used in Paints and Coatings Industry:
As a lubricant and anti-foaming agent in the manufacturing of paints and coatings, phosphoric acid oleyl ester contributes to the smooth application and quality finish of these products.
Used in Polymer Products:
In the polymer industry, phosphoric acid oleyl ester is employed to enhance the manufacturing process, potentially improving the properties of the final polymer products.
Used in Cosmetics and Personal Care Products:
Phosphoric acid oleyl ester functions as a thickening agent in cosmetics and personal care products, providing the desired consistency and texture to these formulations.

InChI:InChI=1/C18H37O4P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22-23(19,20)21/h9-10H,2-8,11-18H2,1H3,(H2,19,20,21)/b10-9-

Upstream product

• 143-28-2 oleoyl alcohol 
• 849721-41-1 phosphoric acid di-tert-butyl ester octadec-9-enyl ester 
• 143-28-2 oleyl alcohol 
• 506-42-3 (E)-9-octadecen-1-ol 

Relevant academic research and scientific papers

The oxorhenium(VII)-catalyzed direct condensation of phosphoric acid with an alcohol

(Chemical Equation Presented) Come together ... over Re: Oxorhenium-(VII) complexes catalyze the direct condensation of phosphoric acid with an alcohol to selectively give the corresponding phosphoric acid monoester on a 2-100-mmol scale (see scheme). This method should be useful for the industrially important synthesis of phosphoric acid monoesters.

Synthesis, structure-activity relationships, and biological evaluation of fatty alcohol phosphates as lysophosphatidic acid receptor ligands, activators of PPARγ, and inhibitors of autotaxin

We previously reported that fatty alcohol phosphates (FAP) represent a minimal pharmacophore required to interact with lysophosphatidic acid (LPA) receptors. To improve the activity of the first-generation saturated FAP series, a structure-activity relationship (SAR) study was carried out that includes modifications to the headgroup and alkyl side chain of the FAP pharmacophore. A series of unsaturated (C10-C18) FAP, headgroup-modified hydrolytically stable saturated (C10-C18) alkyl phosphonates, and saturated and unsaturated (C10-C18) thiophosphate analogues were synthesized and evaluated for activity in RH7777 cells transfected with individual LPA1-3 receptors, in PC-3 cells and in human platelets that endogenously express all three isoforms. In this series we identified several LPA1- and LPA3-selective antagonists with IC50 values in the nanomolar range. Oleoyl-thiophosphate (15g) was shown to be a panagonist, whereas tetradecyl-phosphonate (16c) was identified as a pan-antagonist. These compounds were also tested for the ability to activate the transcription factor PPARγ, an intracellular receptor for LPA, in CV1 cells transfected with the PPRE-Acox-Rluc reporter gene. All the FAP tested, along with the previously reported LPA GPCR antagonists dioctanoyl glycerol pyrophosphate (2), Ki16425 (6), and the agonist OMPT (3), were activators of PPARγ. The pan-agonist oleoyl-thiophosphate (15g) and pan-antagonist tetradecyl-phosphonate (16c) mimicked LPA in inhibiting autotaxin, a secreted lysophospholipase D that produces LPA in biological fluids.

Selective synthesis of phosphate monoesters by dehydrative condensation of phosphoric acid and alcohols promoted by nucleophilic bases

(Chemical Equation Presented) Phosphate monoesters are synthesized from a mixture of phosphoric acid (1 or 2 equiv) and alcohols (1 equiv) in the presence of tributylamine. The reaction is promoted by nucleophilic bases such as N-alkylimidazole and 4-(N,N-dialkylamino)pyridine. 2′,3′-I- Isopropylidene ribonucleosides are selectively converted to their 5′-monophosphates without the protection of amino groups in nucleobases.

LPA RECEPTOR AGONISTS AND ANTAGONISTS AND METHODS OF USE

The present invention relates to compounds according to formula (I) as disclosed herein as well as pharmaceutical compositions which include those compounds. Also disclosed are methods of using such compounds, which have activity as agonists or as antagonists of LPA receptors; such methods including inhibiting LPA activity on an LPA receptor, modulating LPA receptor activity, treating cancer, enhancing cell proliferation, treating a wound, treating apoptosis or preserving or restoring function in a cell, tissue, or ogan, culturing cells, preserving organ or tissue function, and treating a dermatological condition.