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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
Structure of DIBUTYL PHOSPHATE

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)

HIDE SMILES / InChI

Molecular Formula C8H19O4P
Molecular Weight 210.2078
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Improved determination of tributyl phosphate degradation products (mono- and dibutyl phosphates) by ion chromatography.
2001 Jun 22
Products of pertechnetate radiolysis in highly alkaline solution: structure of TcO2 x xH2O.
2002 Mar 1
Disposal of spent tributylphosphate by gliding arc plasma.
2003 Aug 29
Determination of chlorpyrifos metabolites in human urine by reversed-phase/weak anion exchange liquid chromatography-electrospray ionisation-tandem mass spectrometry.
2005 Aug 5
Catalytic oxidation-phosphorylation of glycals: rate acceleration and enhancement of selectivity with added nitrogen ligands in common organic solvents.
2005 Feb 17
Simultaneous determination of six dialkylphosphates in urine by liquid chromatography tandem mass spectrometry.
2006 Feb 2
Multivariate curve resolution applied to infrared reflection measurements of soil contaminated with an organophosphorus analyte.
2006 Jul
Ligand-sensitized fluorescence of Tb3+ in Tb3+-dibutylphosphate complexes: application for the estimation of DBP.
2006 Jul
Dissociative electron attachment to phosphoric acid esters: the direct mechanism for single strand breaks in DNA.
2006 Jul 7
[Production and characterization of a glass-ceramic biomaterial and in vitro and in vivo evaluation of its biological effects].
2007 Aug-Oct
Solubility and stability of cytochrome c in hydrated ionic liquids: effect of oxo acid residues and kosmotropicity.
2007 Jul
Quantification of two urinary metabolites of organophosphorus flame retardants by solid-phase extraction and gas chromatography-tandem mass spectrometry.
2009 Oct
Affinities of organophosphate flame retardants to tumor suppressor gene p53: an integrated in vitro and in silico study.
2015 Jan 22
Patents

Sample Use Guides

In Vivo Use Guide
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
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:46:38 GMT 2023
Edited
by admin
on Fri Dec 15 17:46:38 GMT 2023
Record UNII
0072NN74TN
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIBUTYL PHOSPHATE
HSDB  
Systematic Name English
DIBUTYL PHOSPHATE [HSDB]
Common Name English
PHOSPHORIC ACID, DIBUTYL ESTER
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID3040728
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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CAS
107-66-4
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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ECHA (EC/EINECS)
203-509-8
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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MESH
C065087
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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HSDB
2513
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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PUBCHEM
7881
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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FDA UNII
0072NN74TN
Created by admin on Fri Dec 15 17:46:38 GMT 2023 , Edited by admin on Fri Dec 15 17:46:38 GMT 2023
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