BENZYL BUTYL PHTHALATE

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

Structure Search

SMILES

CCCCOC(=O)C1=C(C=CC=C1)C(=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

HIDE SMILES / InChI

Molecular Formula	C19H20O4
Molecular Weight	312.3597
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://echa.europa.eu/documents/10162/b4024445-00ce-4849-9ab0-69aed88c51f2 | https://monographs.iarc.fr/ENG/Monographs/vol73/mono73-9.pdf | http://pubs.acs.org/action/showStoryContent?doi=10.1021%2Fon.2008.11.12.154968& | http://www.who.int/ipcs/publications/cicad/en/cicad17.pdf

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.

CNS Activity

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2596

PubMed

Title	Date	PubMed
Determination of phthalates and adipate in bottled water by headspace solid-phase microextraction and gas chromatography/mass spectrometry.	2008-01-18	18082753
Complete degradation of butyl benzyl phthalate by a defined bacterial consortium: role of individual isolates in the assimilation pathway.	2008-01	17669462
The plasticizer butyl benzyl phthalate induces genomic changes in rat mammary gland after neonatal/prepubertal exposure.	2007-12-06	18062813
Statistical power considerations show the endocrine disruptor low-dose issue in a new light.	2007-12	18174955
In utero exposure to di(n-butyl) phthalate and testicular dysgenesis: comparison of fetal and adult end points and their dose sensitivity.	2007-12	18174951
Effects of endocrine disruptors on dehydroepiandrosterone sulfotransferase and enzymes involved in PAPS synthesis: genomic and nongenomic pathways.	2007-12	18174950
Xenoandrogenic activity in serum differs across European and Inuit populations.	2007-12	18174946
Phthalate levels in Norwegian indoor air related to particle size fraction.	2007-12	18049782
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.	2007-11-23	17959192
Metabolism and biochemical pathway of n-butyl benzyl phthalate by Pseudomonas fluorescens B-1 isolated from a mangrove sediment.	2007-11	17296224
Occurrence of organic chemicals in two rivers inhabited by Ozark hellbenders (Cryptobranchus alleganiensis bishopi).	2007-10	17728992
Biodegradation of four phthalate esters in sludge.	2007-10	17524449
Molecularly imprinted microspheres and nanospheres for di(2-ethylhexyl)phthalate prepared by precipitation polymerization.	2007-09	17551717
Modelling of the fate of selected endocrine disruptors in a municipal wastewater treatment plant in South East Queensland, Australia.	2007-09	17418883
Hershberger assay for antiandrogenic effects of phthalates.	2007-08	17654256
Benzyl butyl phthalate influences actin distribution and cell proliferation in rat Py1a osteoblasts.	2007-06-01	17171637
Concentrations of urinary phthalate metabolites are associated with increased waist circumference and insulin resistance in adult U.S. males.	2007-06	17589594
[Identification of metabolites of environmental hormone butylbenzyl phthalate in mice urine by liquid chromatography/ion trap mass spectrometry].	2007-03	17633646
[Simultaneous determination of phthalates and parabens in cosmetic products by gas chromatography/mass spectrometry coupled with solid phase extraction].	2007-03	17580703
Kinetics of n-butyl benzyl phthalate degradation by a pure bacterial culture from the mangrove sediment.	2007-02-09	16876944
Simultaneous determination of seven phthalates and four parabens in cosmetic products using HPLC-DAD and GC-MS methods.	2007-01	17313141
Experimental parameters affecting sensitivity and specificity of a yeast assay for estrogenic compounds: results of an interlaboratory validation exercise.	2006-11	16896612
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006-11	16497524
Agricultural pesticide use and hypospadias in eastern Arkansas.	2006-10	17035148
Effects of possible endocrine disrupting chemicals on bacterial component-induced activation of NF-kappaB.	2006-10	17015962
Estrogenic activity of phthalate esters by in vitro VTG assay using primary-cultured Xenopus hepatocytes.	2006-09	17076324
Exposure to phthalates in neonatal intensive care unit infants: urinary concentrations of monoesters and oxidative metabolites.	2006-09	16966100
Elucidation of n-butyl benzyl phthalate biodegradation using high-performance liquid chromatography and gas chromatography-mass spectrometry.	2006-09	16871373
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.	2006-07	16910124
Considerations on ultra-trace analysis of phthalates in drinking water.	2006-07	16797669
Diisobutyl phthalate has comparable anti-androgenic effects to di-n-butyl phthalate in fetal rat testis.	2006-06-01	16458459
Estimated daily phthalate exposures in a population of mothers of male infants exhibiting reduced anogenital distance.	2006-06	16759976
Association of phthalate esters with endometriosis in Indian women.	2006-05	16637895
Making progress on breast cancer.	2006-02	16451845
Disruption of reproductive development in male rat offspring following in utero exposure to phthalate esters.	2006-02	16102138
Butyl benzyl phthalate blocks Ca2+ signaling coupled with purinoceptor in rat PC12 cells.	2006-01-01	16360712
Validity of anogenital distance as a marker of in utero phthalate exposure.	2006-01	16393642
Determination of phthalates in milk and milk products by liquid chromatography/tandem mass spectrometry.	2006	16521163
DNA methylation of estrogen receptor alpha gene by phthalates.	2005-12-10	16326419
Induction and inhibition of oocyte maturation by EDCs in zebrafish.	2005-12-09	16336677
Modulation of iodide uptake by dialkyl phthalate plasticisers in FRTL-5 rat thyroid follicular cells.	2005-12-01	16289305
The promoter of the human sodium/iodide symporter responds to certain phthalate plasticisers.	2005-12-01	16257484
A two-generation reproductive toxicity study of butyl benzyl phthalate in rats.	2005-12	16641542
Two-generation reproductive toxicity studies in rats with extra parameters for detecting endocrine disrupting activity: introductory overview of results for nine chemicals.	2005-12	16641537
Detection of thyroid system-disrupting chemicals using in vitro and in vivo screening assays in Xenopus laevis.	2005-12	16179385
Analysis of consumer cosmetic products for phthalate esters.	2005-11-17	16688376
Phthalates in indoor dust and their association with building characteristics.	2005-10	16203254
Are EDCs blurring issues of gender?	2005-10	16203228
Decrease in anogenital distance among male infants with prenatal phthalate exposure.	2005-08	16079079
Pathways in the degradation of hydrolyzed alcohols of butyl benzyl phthalate in metabolically diverse Gordonia sp. strain MTCC 4818.	2005	16319500

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Benzyl butyl phthalate (BBP) markedly inhibited the outgrowth of nerve fibers and glial cells from cerebellar explants of newborn rat in primary culture at concentrations of 7.0 x 10(-4) M.

Substance Class	Chemical Created by `admin` on `Wed Apr 02 18:00:13 GMT 2025` Edited by `admin` on `Wed Apr 02 18:00:13 GMT 2025`
Record UNII	YPC4PJX59M
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BENZYL BUTYL PHTHALATE

Systematic Name

English

BUTYL BENZYL PHTHALATE

Preferred Name

English

BUTYLBENZYL PHTHALATE

Systematic Name

English

KETJENFLEX 160

Brand Name

English

SANTICIZER 160

Brand Name

English

1,2-BENZENEDICARBOXYLIC ACID, BUTYL PHENYLMETHYL ESTER

Common Name

English

1,2-BENZENEDICARBOXYLIC ACID, 1-BUTYL 2-(PHENYLMETHYL) ESTER

Common Name

English

BBP

Common Name

English

BUTYL BENZYL PHTHALATE [HSDB]

Common Name

English

BUTYL BENZYL PHTHALATE [IARC]

Common Name

English

PALATINOL BB

Brand Name

English

PHTHALIC ACID, BENZYL BUTYL ESTER

Common Name

English

DIACIZER D 160

Brand Name

English

NSC-71001

Code

English

BENZYL N-BUTYL PHTHALATE

Common Name

English

Classification Tree Code System Code

CFR

21 CFR 176.170