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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
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
Synthesis of glycosyl phosphates from 1,2-orthoesters and application to in situ glycosylation reactions.
2006 Apr 27
Multivariate curve resolution applied to infrared reflection measurements of soil contaminated with an organophosphorus analyte.
2006 Jul
Dissociative electron attachment to phosphoric acid esters: the direct mechanism for single strand breaks in DNA.
2006 Jul 7
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
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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