DIBUTYL PHTHALATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C16H22O4
Molecular Weight	278.3435
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC

InChI

InChIKey=DOIRQSBPFJWKBE-UHFFFAOYSA-N

InChI=1S/C16H22O4/c1-3-5-11-19-15(17)13-9-7-8-10-14(13)16(18)20-12-6-4-2/h7-10H,3-6,11-12H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C16H22O4
Molecular Weight	278.3435
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/f36205a8-df0a-4e94-8763-2a6a02f0228c | https://www.epa.gov/sites/production/files/2016-09/documents/dibutyl-phthalate.pdf | https://www.ncbi.nlm.nih.gov/pubmed/12731275 | https://www.ncbi.nlm.nih.gov/pubmed/27581038 | https://www.ncbi.nlm.nih.gov/pubmed/15587163

Dibutyl phthalate (DBP) is used to help make plastics soft and flexible. It is used in shower curtains, raincoats, food wraps, bowls, car interiors, vinyl fabrics, floor tiles, and other products. Animal studies have reported developmental and reproductive effects from oral exposure. Dibutyl phthalate (DBP) is classified as a substance toxic to reproduction. No information is available on the carcinogenic effects of dibutyl phthalate in humans or animals. Treatment with dibutyl phthalate enhanced Aryl Hydrocarbon Receptor mRNA expression, which was reflected by the increased AhR protein level. ERα, ERβ, and PPARγ antagonists stimulated DBP-induced caspase-3 and LDH activities. AhR is involved in DBP-induced apoptosis and neurotoxicity, while the ERs and PPARγ signaling pathways are impaired by the phthalate. In vitro test showed that DBP killed all Demodex mites within 1 hour. Dibutyl phthalate emulsion is promising to be developed as a safe, effective therapeutic medicament on demodicidosis.

CNS Activity

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Demodicidosis 1 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12571942 https://www.ncbi.nlm.nih.gov/pubmed/15587163	Curative		Not Provided 511	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Biodegradation of phthalate esters during the mesophilic anaerobic digestion of sludge.	2003-07	12738281
Effects and toxicity of phthalate esters to hemocytes of giant freshwater prawn, Macrobrachium rosenbergii.	2003-06-19	12763673
Quantitative changes in gene expression in fetal rat testes following exposure to di(n-butyl) phthalate.	2003-06	12700402
Estrogenic activity of tissue conditioners in vitro.	2003-06	12686300
Aggregate exposures of nine preschool children to persistent organic pollutants at day care and at home.	2003-05	12743613
Controlled porosity osmotic pump-based controlled release systems of pseudoephedrine. I. Cellulose acetate as a semipermeable membrane.	2003-04-14	12695059
In vitro modulation of common carp (Cyprinus carpio L.) phagocytic cells by Di-n-butyl phthalate and Di-2-ethylhexyl phthalate.	2003-04-10	12657487
Estimated daily intake of plasticizers in 1-week duplicate diet samples following regulation of DEHP-containing PVC gloves in Japan.	2003-04	12775472
Effects of dibutyl phthalate in male rabbits following in utero, adolescent, or postpubertal exposure.	2003-04	12655036
Opposing mechanisms of NADPH-cytochrome P450 oxidoreductase regulation by peroxisome proliferators.	2003-03-15	12623126
Changes in peroxisome proliferator-activated receptor gamma-regulated gene expression and inhibin/activin-follistatin system gene expression in rat testis after an administration of di-n-butyl phthalate.	2003-03-03	12565198
Toxicity of di-(2-ethylhexyl) phthalate on the anaerobic digestion of wastewater sludge.	2003-03	12598190
A simple and reproducible testing method for dialkyl phthalate migration from polyvinyl chloride products into saliva simulant.	2003-02	12749191
Effect of DBP/DEHP in vegetable planted soil on the quality of capsicum fruit.	2003-02	12688494
Ion-selective electrodes based on metalloporphyrins for gibberellic acid determination in agricultural products.	2003-02	12610702
[Estrogenic activity of some environmental chemicals].	2003-01	12731275
Development and application of a generalized physiologically based pharmacokinetic model for multiple environmental contaminants.	2003-01	12503743
A butyrylcholinesterase in the early development of the brine shrimp (Artemia salina) larvae: a target for phthalate ester embryotoxicity?	2002-12-13	12459190
Purging effect of dibutyl phthalate on leukemia cells involves fas independent activation of caspase-3/CPP32 protease.	2002-12-05	12213287
Antiandrogenic effects of dibutyl phthalate and its metabolite, monobutyl phthalate, in rats.	2002-12	12634449
Occurrence and microbial degradation of phthalate esters in Taiwan river sediments.	2002-12	12489726
Increases in mouse uterine heat shock protein levels are a sensitive and specific response to uterotrophic agents.	2002-12	12460799
Supercritical fluid extraction of potential migrants from paper and board intended for use as food packaging materials.	2002-11-15	12463369
The phthalate diesters DEHP and DBP do not induce lauric acid hydroxylase activity in rainbow trout.	2002-11-01	12408651
Environmental estrogens interact with and modulate the properties of plasma sex steroid-binding proteins in juvenile Atlantic salmon (Salmo salar).	2002-11-01	12408638
[Determination of natural gas by gas chromatography with external standard-area normalization method].	2002-11	12683016
Adjuvant effect of di-n-butyl-, di-n-octyl-, di-iso-nonyl- and di-iso-decyl phthalate in a subcutaneous injection model using BALB/c mice.	2002-11	12570034
NTP Center for the Evaluation of Risks to Human Reproduction: phthalates expert panel report on the reproductive and developmental toxicity of di-n-butyl phthalate.	2002-10-31	12406493
Potentiometric determination of fentanyl in pharmaceutical formulations.	2002-10-15	12367692
Effects of phthalate esters on actin cytoskeleton of Py1a rat osteoblasts.	2002-10	12371133
Numerical chromosomal aberrations in the early life-history stages of a marine tubeworm, Pomatoceros lamarckii (Polychaeta: Serpulidae).	2002-09-24	12127734
Generation of anticalins with specificity for a nonsymmetric phthalic acid ester.	2002-09-15	12419339
Regulation of inhibin beta chains and follistatin mRNA levels during rat hepatocyte growth induced by the peroxisome proliferator di-n-butyl phthalate.	2002-09	12230121
Evaluation of a 15-day screening assay using intact male rats for identifying antiandrogens.	2002-09	12215663
Pediatric and young adult exposure to chemiluminescent glow sticks.	2002-09	12197797
Effect of photo-irradiation on hardness of soft lining materials for denture base.	2002-08	12220341
Phthalates in underground waters of the Zagreb area.	2002-08	12187530
Comparison of embryotoxicity of ESBO and phthalate esters using an in vitro battery system.	2002-08	12110284
Application of on-line solid-phase extraction-gas chromatography-mass spectrometry to the determination of endocrine disruptors in water samples.	2002-07-19	12187982
Combined treatment with 4-(N-methyl-N-nitrosamino)-1- (3-pyridyl)-1-butanone and dibutyl phthalate enhances ozone-induced genotoxicity in B6C3F1 mice.	2002-07	12110630
Preparation of samples for gas chromatography/mass spectrometry analysis of phthalate and adipate esters in plasma and beverages by steam distillation and extraction.	2002-06-27	12083265
Oxidative DNA damage in male Wistar rats exposed to di-n-butyl phthalate.	2002-06-14	12079616
[Levels of phthalates and adipates in processed foods and migration of di-isononyl adipate from polyvinyl chloride film into foods].	2002-06	12238159
Elucidation of the toxic mechanism of the plasticizers, phthalic acid esters, putative endocrine disrupters: effects of dietary di(2-ethylhexyl)phthalate on the metabolism of tryptophan to niacin in rats.	2002-04	12036039
The association between biomarker-based exposure estimates for phthalates and demographic factors in a human reference population.	2002-04	11940459
A perchlorate-selective membrane electrode based on a Cu(II) complex of the ligand 1,4,8,11-tetra(n-octyl)-1,4,8,11-tetraazacyclotetradecane.	2002-03	11996365
Occurrence of phthalates and bisphenol A and F in the environment.	2002-03	11996333
Coated-wire copper(II)-selective electrode based on phenylglyoxal-alpha-monoxime ionophore.	2002-03	11941444
Binding of protegrin-1 to Pseudomonas aeruginosa and Burkholderia cepacia.	2002	11980587
[Effect of dibutyl phthalate on demodicidosis].	2001	12571942

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:51:46 GMT 2025` Edited by `admin` on `Mon Mar 31 17:51:46 GMT 2025`
Record UNII	2286E5R2KE
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BUTYL PHTHALATE

Preferred Name

English

DIBUTYL PHTHALATE

Official Name

English

DIBUTYL PHTHALATE [EP MONOGRAPH]

Common Name

English

HEXAPLAS M/B

Brand Name

English

DI-N-BUTYL PHTHALATE

Common Name

English

STAFLEX DBP

Brand Name

English

MONOCIZER DBP

Brand Name

English

DIBUTYL PHTHALATE [II]

Common Name

English

ERGOPLAST FDB

Brand Name

English

DIBUTYL PHTHALATE [MART.]

Common Name

English

DIBUTYL 1,2-BENZENEDICARBOXYLATE

Systematic Name

English

PLASTHALL DBP

Brand Name

English

DIBUTYL PHTHALATE [USP-RS]

Common Name

English

CORFLEX 440

Brand Name

English

RUIFENG VP 201

Brand Name

English

Butyl phthalate [WHO-DD]

Common Name

English

HATCO DBP

Brand Name

English

UNIMOLL DB

Brand Name

English

DIBUTYL PHTHALATE [MI]

Common Name

English

WITCIZER 300

Brand Name

English

DIBUTYLPHTHALATE

Systematic Name

English

YH-1BD2

Brand Name

English

VESTINOL C

Brand Name

English

KODAFLEX DBP

Brand Name

English

PALATINOL C

Brand Name

English

GENOPLAST B

Brand Name

English

POLYCIZER DBP

Brand Name

English

DIBUTYL PHTHALATE [HSDB]

Common Name

English

VP-201

Brand Name

English

NSC-6370

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C152072