Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C19H20O4 |
| Molecular Weight | 312.3597 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCOC(=O)C1=CC=CC=C1C(=O)OCC2=CC=CC=C2
InChI
InChIKey=IRIAEXORFWYRCZ-UHFFFAOYSA-N
InChI=1S/C19H20O4/c1-2-3-13-22-18(20)16-11-7-8-12-17(16)19(21)23-14-15-9-5-4-6-10-15/h4-12H,2-3,13-14H2,1H3
Benzyl butyl phthalate is used as a plasticizer for polyvinyl chloride in vinyl floor tiles, vinyl foam and carpet backing, in cellulosic resins, and as an organic intermediate. It has also been used as a solvent and fixative in perfume. It is a colorless and odorless organic chemical. Exposure to benzyl butyl phthalate occurs during its production and use as a plasticizer, mainly in polyvinyl chloride products. It has been detected at low levels in indoor air, water, and a few foods. Benzyl butyl phthalate is classified as a substance toxic to reproduction. It demonstrated estrogen and anti-androgen activity. Prenatal exposure to phthalates could lead to smaller penis size and incomplete descent of testicles in baby boys.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Pathways in the degradation of hydrolyzed alcohols of butyl benzyl phthalate in metabolically diverse Gordonia sp. strain MTCC 4818. | 2005 |
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| Decrease in anogenital distance among male infants with prenatal phthalate exposure. | 2005 Aug |
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| A two-generation reproductive toxicity study of butyl benzyl phthalate in rats. | 2005 Dec |
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| Two-generation reproductive toxicity studies in rats with extra parameters for detecting endocrine disrupting activity: introductory overview of results for nine chemicals. | 2005 Dec |
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| Detection of thyroid system-disrupting chemicals using in vitro and in vivo screening assays in Xenopus laevis. | 2005 Dec |
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| Modulation of iodide uptake by dialkyl phthalate plasticisers in FRTL-5 rat thyroid follicular cells. | 2005 Dec 1 |
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| The promoter of the human sodium/iodide symporter responds to certain phthalate plasticisers. | 2005 Dec 1 |
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| DNA methylation of estrogen receptor alpha gene by phthalates. | 2005 Dec 10 |
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| Induction and inhibition of oocyte maturation by EDCs in zebrafish. | 2005 Dec 9 |
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| Phthalates in indoor dust and their association with building characteristics. | 2005 Oct |
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| Are EDCs blurring issues of gender? | 2005 Oct |
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| Determination of phthalates in milk and milk products by liquid chromatography/tandem mass spectrometry. | 2006 |
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| Making progress on breast cancer. | 2006 Feb |
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| Disruption of reproductive development in male rat offspring following in utero exposure to phthalate esters. | 2006 Feb |
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| Validity of anogenital distance as a marker of in utero phthalate exposure. | 2006 Jan |
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| Butyl benzyl phthalate blocks Ca2+ signaling coupled with purinoceptor in rat PC12 cells. | 2006 Jan 1 |
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| A biomimetic approach to the detection and identification of estrogen receptor agonists in surface waters using semipermeable membrane devices (SPMDs) and bioassay-directed chemical analysis. | 2006 Jul |
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| Considerations on ultra-trace analysis of phthalates in drinking water. | 2006 Jul |
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| Estimated daily phthalate exposures in a population of mothers of male infants exhibiting reduced anogenital distance. | 2006 Jun |
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| Diisobutyl phthalate has comparable anti-androgenic effects to di-n-butyl phthalate in fetal rat testis. | 2006 Jun 1 |
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| Analysis of consumer cosmetic products for phthalate esters. | 2006 Mar-Apr |
|
| Association of phthalate esters with endometriosis in Indian women. | 2006 May |
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| Experimental parameters affecting sensitivity and specificity of a yeast assay for estrogenic compounds: results of an interlaboratory validation exercise. | 2006 Nov |
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| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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| Agricultural pesticide use and hypospadias in eastern Arkansas. | 2006 Oct |
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| Effects of possible endocrine disrupting chemicals on bacterial component-induced activation of NF-kappaB. | 2006 Oct |
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| Estrogenic activity of phthalate esters by in vitro VTG assay using primary-cultured Xenopus hepatocytes. | 2006 Sep |
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| Exposure to phthalates in neonatal intensive care unit infants: urinary concentrations of monoesters and oxidative metabolites. | 2006 Sep |
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| Elucidation of n-butyl benzyl phthalate biodegradation using high-performance liquid chromatography and gas chromatography-mass spectrometry. | 2006 Sep |
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| Hershberger assay for antiandrogenic effects of phthalates. | 2007 Aug |
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| Statistical power considerations show the endocrine disruptor low-dose issue in a new light. | 2007 Dec |
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| In utero exposure to di(n-butyl) phthalate and testicular dysgenesis: comparison of fetal and adult end points and their dose sensitivity. | 2007 Dec |
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| Effects of endocrine disruptors on dehydroepiandrosterone sulfotransferase and enzymes involved in PAPS synthesis: genomic and nongenomic pathways. | 2007 Dec |
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| Xenoandrogenic activity in serum differs across European and Inuit populations. | 2007 Dec |
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| Phthalate levels in Norwegian indoor air related to particle size fraction. | 2007 Dec |
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| The plasticizer butyl benzyl phthalate induces genomic changes in rat mammary gland after neonatal/prepubertal exposure. | 2007 Dec 6 |
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| Kinetics of n-butyl benzyl phthalate degradation by a pure bacterial culture from the mangrove sediment. | 2007 Feb 9 |
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| Simultaneous determination of seven phthalates and four parabens in cosmetic products using HPLC-DAD and GC-MS methods. | 2007 Jan |
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| Concentrations of urinary phthalate metabolites are associated with increased waist circumference and insulin resistance in adult U.S. males. | 2007 Jun |
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| Benzyl butyl phthalate influences actin distribution and cell proliferation in rat Py1a osteoblasts. | 2007 Jun 1 |
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| [Identification of metabolites of environmental hormone butylbenzyl phthalate in mice urine by liquid chromatography/ion trap mass spectrometry]. | 2007 Mar |
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| [Simultaneous determination of phthalates and parabens in cosmetic products by gas chromatography/mass spectrometry coupled with solid phase extraction]. | 2007 Mar |
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| Metabolism and biochemical pathway of n-butyl benzyl phthalate by Pseudomonas fluorescens B-1 isolated from a mangrove sediment. | 2007 Nov |
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| Development of dispersive liquid-liquid microextraction combined with gas chromatography-mass spectrometry as a simple, rapid and highly sensitive method for the determination of phthalate esters in water samples. | 2007 Nov 23 |
|
| Occurrence of organic chemicals in two rivers inhabited by Ozark hellbenders (Cryptobranchus alleganiensis bishopi). | 2007 Oct |
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| Biodegradation of four phthalate esters in sludge. | 2007 Oct |
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| Molecularly imprinted microspheres and nanospheres for di(2-ethylhexyl)phthalate prepared by precipitation polymerization. | 2007 Sep |
|
| Modelling of the fate of selected endocrine disruptors in a municipal wastewater treatment plant in South East Queensland, Australia. | 2007 Sep |
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| Complete degradation of butyl benzyl phthalate by a defined bacterial consortium: role of individual isolates in the assimilation pathway. | 2008 Jan |
|
| Determination of phthalates and adipate in bottled water by headspace solid-phase microextraction and gas chromatography/mass spectrometry. | 2008 Jan 18 |
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CFR |
21 CFR 176.170
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2107
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YPC4PJX59M
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SUB181069
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100000166810
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BENZYL BUTYL PHTHALATE
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C027561
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71001
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201-622-7
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DTXSID3020205
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2347
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85-68-7
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SUBSTANCE RECORD
