Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H19O4P |
| Molecular Weight | 210.2078 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCOP(O)(=O)OCCCC
InChI
InChIKey=JYFHYPJRHGVZDY-UHFFFAOYSA-N
InChI=1S/C8H19O4P/c1-3-5-7-11-13(9,10)12-8-6-4-2/h3-8H2,1-2H3,(H,9,10)
Dibutyl phosphate is be used as a precursor for antistatics, a mold release agent in polyurethane applications, and a non-volatile acidic catalyst in organic media. It is also used in many industrial applications as a surfactant because of its exceptional properties of wetting, emulsification, lubrication, coupling activity and detergency. Biologically Dibutyl phosphate is used as a diagnostic urine marker for exposure to certain toxic alkyl-phosphate compounds found in insecticides and industrial lubricants.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Affinities of organophosphate flame retardants to tumor suppressor gene p53: an integrated in vitro and in silico study. | 2015-01-22 |
|
| 1H NMR-based metabonomic investigation of tributyl phosphate exposure in rats. | 2010-11-10 |
|
| Quantification of two urinary metabolites of organophosphorus flame retardants by solid-phase extraction and gas chromatography-tandem mass spectrometry. | 2009-10 |
|
| Determination of dialkyl phosphates as breakdown products of organophosphorus insecticides in fruit juices by HPTLC with fluorescence detection. | 2009-07-21 |
|
| Determination of dialkyl phosphate metabolites of organophosphorus pesticides in human urine by automated solid-phase extraction, derivatization, and gas chromatography-mass spectrometry. | 2008-11-22 |
|
| A pulse radiolysis investigation of the reactions of tributyl phosphate with the radical products of aqueous nitric acid irradiation. | 2008-07-17 |
|
| [Production and characterization of a glass-ceramic biomaterial and in vitro and in vivo evaluation of its biological effects]. | 2008-01-09 |
|
| Solubility and stability of cytochrome c in hydrated ionic liquids: effect of oxo acid residues and kosmotropicity. | 2007-07 |
|
| Dissociative electron attachment to phosphoric acid esters: the direct mechanism for single strand breaks in DNA. | 2006-07-07 |
|
| Multivariate curve resolution applied to infrared reflection measurements of soil contaminated with an organophosphorus analyte. | 2006-07 |
|
| Ligand-sensitized fluorescence of Tb3+ in Tb3+-dibutylphosphate complexes: application for the estimation of DBP. | 2006-07 |
|
| A newly synthesized macrocyclic dithioxamide receptor for phosphate sensing. | 2006-06-15 |
|
| Synthesis of glycosyl phosphates from 1,2-orthoesters and application to in situ glycosylation reactions. | 2006-04-27 |
|
| Determination of phosphoric acid mono- and diesters in municipal wastewater by solid-phase extraction and ion-pair liquid chromatography-tandem mass spectrometry. | 2006-03-01 |
|
| Simultaneous determination of six dialkylphosphates in urine by liquid chromatography tandem mass spectrometry. | 2006-02-02 |
|
| Determination of chlorpyrifos metabolites in human urine by reversed-phase/weak anion exchange liquid chromatography-electrospray ionisation-tandem mass spectrometry. | 2005-08-05 |
|
| Catalytic oxidation-phosphorylation of glycals: rate acceleration and enhancement of selectivity with added nitrogen ligands in common organic solvents. | 2005-02-17 |
|
| Disposal of spent tributylphosphate by gliding arc plasma. | 2003-08-29 |
|
| Products of pertechnetate radiolysis in highly alkaline solution: structure of TcO2 x xH2O. | 2002-03-01 |
|
| Improved determination of tributyl phosphate degradation products (mono- and dibutyl phosphates) by ion chromatography. | 2001-06-22 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8537326
Curator's Comment: referenced study was conducted in rat
Male Sprague Dawley rats were fasted for 24 hours and killed by decapitation 60 minutes after the injection of 1 mmol/ kg dibutyl phosphate dissolved in 1 ml/kg of corn oil. Livers were rapidly excised and processed to produce microsomal and lysosomal fractions. Analysis of beta-glucuronidase from the Golgi and lysosomal fractions imply that microsomal beta-glucuronidase undergoes extensive modification of the oligosaccharide moieties by terminal glycosyltransferases at the trans-Golgi when it is destined for secretion into serum in response to treatment with an organophosphate compound.
Route of Administration:
Parenteral
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DTXSID3040728
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107-66-4
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203-509-8
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C065087
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0072NN74TN
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