2958-09-0

Basic information

• Product Name: OCTADECYL PHOSPHATE
• Synonyms: OCTADECYL PHOSPHATE;STEARYL PHOSPHATE;Monostearylacidphosphate;Phosphoricacid,monooctadecylester;octadecyl dihydrogen phosphate;Stearyl acid phosphate;Octaecyl phosphate;MONOOCTADECYLPHOSPHATE
• CAS NO: 2958-09-0
• Molecular Formula: C₁₈H₃₉O₄P
• Molecular Weight: 350.47
• EINECS: 220-983-1
• Product Categories: Surfactant
• Mol File: 2958-09-0.mol

Chemical Properties

• Boiling Point: 465.6°Cat760mmHg
• Flash Point: 235.4°C
• Appearance: /
• Density: 0.997g/cm³
• Vapor Pressure: 5.84E-10mmHg at 25°C
• Refractive Index: 1.465
• PKA: 1.95±0.10(Predicted)
• CAS DataBase Reference: OCTADECYL PHOSPHATE(CAS DataBase Reference)
• NIST Chemistry Reference: OCTADECYL PHOSPHATE(2958-09-0)
• EPA Substance Registry System: OCTADECYL PHOSPHATE(2958-09-0)

Safety Data

• Hazardous Substances Data: 2958-09-0(Hazardous Substances Data)

Usage

Uses

1. Used in Personal Care Industry:
OCTADECYL PHOSPHATE is used as an emollient and skin conditioning agent for its ability to provide a smooth and soft texture to the skin, enhancing the overall feel and appearance of personal care products.
2. Used in Cosmetics Industry:
OCTADECYL PHOSPHATE is used as a viscosity increasing agent and surfactant for its ability to improve the consistency and stability of cosmetic formulations, ensuring a better product performance and user experience.
3. Used in Lubricant Industry:
OCTADECYL PHOSPHATE is used as a lubricant additive for its ability to reduce friction and wear in various mechanical applications, thereby extending the life and performance of machinery and equipment.
4. Used in Textile Industry:
OCTADECYL PHOSPHATE is used as a softening agent for its ability to impart softness and smoothness to fabrics, improving the overall quality and feel of textile products.
5. Used in Plastics and Coatings Industry:
OCTADECYL PHOSPHATE is used as a plasticizer and coating additive for its ability to improve the flexibility, workability, and durability of plastics and coatings, enhancing their performance in various applications.
6. Used in Detergent and Cleaning Industry:
OCTADECYL PHOSPHATE is used as a surfactant and detergent additive for its ability to enhance the cleaning power and effectiveness of detergents and cleaning products, ensuring better results in various cleaning tasks.
7. Used in Agricultural Industry:
OCTADECYL PHOSPHATE is used as an adjuvant in the agricultural industry for its ability to improve the effectiveness of pesticides and other agrochemicals, ensuring better crop protection and yield.
8. Used in Industrial Applications:
OCTADECYL PHOSPHATE is used as a corrosion inhibitor and anti-static agent in various industrial applications, providing protection against corrosion and static build-up, which can be detrimental to the performance and longevity of equipment and machinery.

Air & Water Reactions

Insoluble in water.

Reactivity Profile

Organophosphates are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Health Hazard

TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated.

InChI:InChI=1/C18H39O4P/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-22-23(19,20)21/h2-18H2,1H3,(H2,19,20,21)

Upstream product

• 112-92-5 1-octadecanol 
• 123417-02-7 phosphoric Acid dibenzyl ester octadecyl ester 
• 13159-55-2 n-Octadecylphosphorsaeuredichlorid 
• 121-44-8 triethylamine 
• 15724-25-1 phosphoric acid octadecyl ester-diphenyl ester 

Relevant articles and documents

6-Alkyl-, 6-aryl- or 6-hetaryl-7-deazapurine ribonucleosides as inhibitors of human or MTB adenosine kinase and potential antimycobacterial agents

Title 6-alkyl-, 6-aryl- and 6-hetaryl-7-deazapurine ribonucleosides previously known as nanomolar cytostatics were found to be potent inhibitors of either human or mycobacterial (MTB) adenosine kinase (ADK). Several new derivatives bearing bulky substituents at position 6 were non-cytotoxic but selectively inhibited MTB ADK. However, most of the nucleosides (ADK inhibitors) as well as their octadecylphosphate prodrugs were inactive in the whole cell assay of inhibition of Mycobacterium bovis growth. 6-Methyl-7-deazapurine ribonucleoside was found to be a potent antimycobacterial agent.

LIPOPHILIC MONOPHOSPHORYLATED DERIVATIVES AND NANOPARTICLES

There are provided, inter alia, lipophilic monophosphorylated derivatives of gemcitabine. There are further provided nanoparticles compositions incorporating lipophilic monophosphorylated derivatives of gemcitabine, pharmaceutical compositions thereof, and a method of treating cancer or a viral infection in a subject in need thereof, which method includes administration of a pharmaceutical composition disclosed herein.

Synthesis and in vitro evaluation of novel lipophilic monophosphorylated gemcitabine derivatives and their nanoparticles

Gemcitabine hydrochloride (HCl) is approved for the treatment of a wide spectrum of solid tumors. However, the rapid development of resistance often makes gemcitabine less efficacious. In the present study, we synthesized several novel lipophilic monophosphorylated gemcitabine derivatives, incorporated them into solid lipid nanoparticles, and then evaluated their ability to overcome major known gemcitabine resistance mechanisms by evaluating their in vitro cytotoxicities in cancer cells that are deficient in deoxycytidine kinase (dCK), deficient in human equilibrative nucleoside transporter (hENT1), over-expressing ribonucleotide reductase M1 subunit (RRM1), or over-expressing RRM2. In dCK deficient cells, the monophosphorylated gemcitabine derivatives and their nanoparticles were up to 86-fold more cytotoxic than gemcitabine HCl. The majority of the gemcitabine derivatives and their nanoparticles were more cytotoxic than gemcitabine HCl in cells that over-expressing RRM1 or RRM2, and the gemcitabine derivatives in nanoparticles were also resistant to deamination by deoxycytidine deaminase. The gemcitabine derivatives (in nanoparticles) hold a great potential in overcoming gemcitabine resistance.

The biocidal activity of some phosphate cationic surfactant complexes

A SERIES of oil soluble surface active agents based on A triethanolamine hydrochloride and alkylated phosphoric acid was synthesized and characterized as surface active agents. Transition metal complex of Cu(II), Co(II) and Fe(ΠI) was synthesized throughout direct complexation between the transition metal ions and the synthesized surfactants. The chemical structures of these compounds were confirmed using elemental analysis, FTIR and Η-NMR spectroscopy. The synthesized compounds were oil soluble and comprise good interfacial tension and emulsion stability towards oil-water systems. The biological activity of the synthesized surfactants and their metal complexes was applied as biocides for different types of bacteria and fungi. The biocidal activity of these compounds showed good activity towards the studied microorganisms. The experimental results of the surface a:Id biocidal activities were greatly influenced by the nature of the transition metal ions, as well as the hydrophobic chain length. A comparison between the influence of the metal ion type and the alkyl chain length on their biological activity was done.

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.

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, and treating a wound.

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 organ, culturing cells, preserving organ or tissue function, and treating a dermatological condition.

Fatty alcohol phosphates are subtype-selective agonists and antagonists of lysophosphatidic acid receptors

A more complete understanding of the physiological and pathological role of lysophosphatidic acid (LPA) requires receptor subtype-specific agonists and antagonists. Here, we report the synthesis and pharmacological characterization of fatty alcohol phosphates (FAP) containing saturated hydrocarbon chains from 4 to 22 carbons in length. Selection of FAP as the lead structure was based on computational modeling as a minimal structure that satisfies the two-point pharmacophore developed earlier for the interaction of LPA with its receptors. Decyl and dodecyl FAPs (FAP-10 and FAP-12) were specific agonists of LPA2 (EC50 = 3.7 ± 0.2 μM and 700 ± 22 nM, respectively), yet selective antagonists of LPA3 (Ki = 90 nM for FAP-12) and FAP-12 was a weak antagonist of LPA1. Neither LPA1 nor LPA3 receptors were activated by FAPs; in contrast, LPA2 was activated by FAPs with carbon chains between 10 and 14. Computational modeling was used to evaluate the interaction between individual FAPs (8 to 18) with LPA2 by docking each compound in the LPA binding site. FAP-12 displayed the lowest docked energy, consistent with its lower observed EC50. The inhibitory effect of FAP showed a strong hydrocarbon chain length dependence with C12 being optimum in the Xenopus laevis oocytes and in LPA3-expressing RH7777 cells. FAP-12 did not activate or interfere with several other G-protein-coupled receptors, including S1P-induced responses through S1P1.2,3.5 receptors. These data suggest that FAPs are ligands of LPA receptors and that FAP-10 and FAP-12 are the first receptor subtype-specific agonists for LPA2.