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MedKoo Cat#: 558552 | Name: Diisobutyl phthalate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Diisobutyl phthalate is a phthalate plasticizer which can be used as a substitute of dibutyl phthalate.

Chemical Structure

Diisobutyl phthalate
CAS#84-69-5

Theoretical Analysis

MedKoo Cat#: 558552

Name: Diisobutyl phthalate

CAS#: 84-69-5

Chemical Formula: C16H22O4

Exact Mass: 278.1518

Molecular Weight: 278.35

Elemental Analysis: C, 69.04; H, 7.97; O, 22.99

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 weeks
25g USD 550.00 2 weeks
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Synonym
Diisobutyl phthalate; Palatinol IC; Diisobutylester kyseliny ftalove; DIBP; NSC 15316; NSC15316; NSC-15316;
IUPAC/Chemical Name
1,2-Benzenedicarboxylic acid, 1,2-bis(2-methylpropyl) ester
InChi Key
MGWAVDBGNNKXQV-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H22O4/c1-11(2)9-19-15(17)13-7-5-6-8-14(13)16(18)20-10-12(3)4/h5-8,11-12H,9-10H2,1-4H3
SMILES Code
O=C(C1=CC=CC=C1C(OCC(C)C)=O)OCC(C)C
Appearance
Liquid
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Diisobutyl phthalate is a phthalate plasticizer which can be used as a substitute of dibutyl phthalate.
In vitro activity:
Diisobutyl phthalate is one of the main plasticizers in PAEs. Cell surface display of recombinant proteins has become a powerful tool for biotechnology applications. In this current study, a carboxylesterase was displayed on the surface of Escherichia coli cells, for use as whole-cell biocatalyst in diisobutyl phthalate biodegradation. Reference: Microb Cell Fact. 2020 May 29;19(1):114. https://pubmed.ncbi.nlm.nih.gov/32471417/
In vivo activity:
In conclusion, the present study indicates that DiBP (diisobutyl phthalate) causes the significant increase of TUNEL-positive spermatogenic cells and the disorder of vimentin filaments in Sertoli cells in rats and that DiBP shows a species-specific toxicity. Reference: Toxicol Lett. 2006 Jun 1;163(3):183-90. https://pubmed.ncbi.nlm.nih.gov/20560449/

Preparing Stock Solutions

The following data is based on the product molecular weight 278.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
1. Ding J, Zhou Y, Wang C, Peng Z, Mu Y, Tang X, Huang Z. Development of a whole-cell biocatalyst for diisobutyl phthalate degradation by functional display of a carboxylesterase on the surface of Escherichia coli. Microb Cell Fact. 2020 May 29;19(1):114. doi: 10.1186/s12934-020-01373-6. PMID: 32471417; PMCID: PMC7260753. 2. Harris CA, Henttu P, Parker MG, Sumpter JP. The estrogenic activity of phthalate esters in vitro. Environ Health Perspect. 1997 Aug;105(8):802-11. doi: 10.1289/ehp.97105802. PMID: 9347895; PMCID: PMC1470189. 3. Zhu XB, Tay TW, Andriana BB, Alam MS, Choi EK, Tsunekawa N, Kanai Y, Kurohmaru M. Effects of di-iso-butyl phthalate on testes of prepubertal rats and mice. Okajimas Folia Anat Jpn. 2010 Feb;86(4):129-36. doi: 10.2535/ofaj.86.129. PMID: 20560449. 4. Borch J, Axelstad M, Vinggaard AM, Dalgaard M. Diisobutyl phthalate has comparable anti-androgenic effects to di-n-butyl phthalate in fetal rat testis. Toxicol Lett. 2006 Jun 1;163(3):183-90. doi: 10.1016/j.toxlet.2005.10.020. Epub 2006 Feb 2. PMID: 16458459.
In vitro protocol:
1. Ding J, Zhou Y, Wang C, Peng Z, Mu Y, Tang X, Huang Z. Development of a whole-cell biocatalyst for diisobutyl phthalate degradation by functional display of a carboxylesterase on the surface of Escherichia coli. Microb Cell Fact. 2020 May 29;19(1):114. doi: 10.1186/s12934-020-01373-6. PMID: 32471417; PMCID: PMC7260753. 2. Harris CA, Henttu P, Parker MG, Sumpter JP. The estrogenic activity of phthalate esters in vitro. Environ Health Perspect. 1997 Aug;105(8):802-11. doi: 10.1289/ehp.97105802. PMID: 9347895; PMCID: PMC1470189.
In vivo protocol:
1. Zhu XB, Tay TW, Andriana BB, Alam MS, Choi EK, Tsunekawa N, Kanai Y, Kurohmaru M. Effects of di-iso-butyl phthalate on testes of prepubertal rats and mice. Okajimas Folia Anat Jpn. 2010 Feb;86(4):129-36. doi: 10.2535/ofaj.86.129. PMID: 20560449. 2. Borch J, Axelstad M, Vinggaard AM, Dalgaard M. Diisobutyl phthalate has comparable anti-androgenic effects to di-n-butyl phthalate in fetal rat testis. Toxicol Lett. 2006 Jun 1;163(3):183-90. doi: 10.1016/j.toxlet.2005.10.020. Epub 2006 Feb 2. PMID: 16458459.
1: Lorber M, Koch HM. Development and application of simple pharmacokinetic models to study human exposure to di-n-butyl phthalate (DnBP) and diisobutyl phthalate (DiBP). Environ Int. 2013 Sep;59:469-77. doi: 10.1016/j.envint.2013.07.010. Epub 2013 Aug 15. PubMed PMID: 23955327. 2: Cui X, Wu P, Lai D, Zheng S, Chen Y, Eremin SA, Peng W, Zhao S. Development of a Highly Specific Fluorescence Immunoassay for Detection of Diisobutyl Phthalate in Edible Oil Samples. J Agric Food Chem. 2015 Oct 28;63(42):9372-8. doi: 10.1021/acs.jafc.5b03922. Epub 2015 Oct 16. PubMed PMID: 26449794. 3: Ma N, Liu S, Gao P, Cao P, Xu H. [Effect of diisobutyl phthalate on learning and memory behavior and apoptosis of hippocampus cells in mice]. Wei Sheng Yan Jiu. 2013 Jan;42(1):57-60. Chinese. PubMed PMID: 23596708. 4: Ding J, Wang C, Xie Z, Li J, Yang Y, Mu Y, Tang X, Xu B, Zhou J, Huang Z. Properties of a newly identified esterase from Bacillus sp. K91 and its novel function in diisobutyl phthalate degradation. PLoS One. 2015 Mar 6;10(3):e0119216. doi: 10.1371/journal.pone.0119216. eCollection 2015. PubMed PMID: 25746227; PubMed Central PMCID: PMC4352063. 5: Koch HM, Christensen KL, Harth V, Lorber M, Brüning T. Di-n-butyl phthalate (DnBP) and diisobutyl phthalate (DiBP) metabolism in a human volunteer after single oral doses. Arch Toxicol. 2012 Dec;86(12):1829-39. doi: 10.1007/s00204-012-0908-1. Epub 2012 Jul 22. PubMed PMID: 22820759. 6: Hannas BR, Lambright CS, Furr J, Howdeshell KL, Wilson VS, Gray LE Jr. Dose-response assessment of fetal testosterone production and gene expression levels in rat testes following in utero exposure to diethylhexyl phthalate, diisobutyl phthalate, diisoheptyl phthalate, and diisononyl phthalate. Toxicol Sci. 2011 Sep;123(1):206-16. doi: 10.1093/toxsci/kfr146. Epub 2011 Jun 1. PubMed PMID: 21633115. 7: Ray B, D'Souza AS, Kumar V, Pugazhandhi B, D'Souza MR, Nayak D, Sushma RK, Shetty P, Singh H, Krishna L, Bhat KM, Rao AC, Chakraborti S, Kumar N, Saxena A. Ovarian development in Wistar rat treated prenatally with single dose diisobutyl phthalate. Bratisl Lek Listy. 2012;113(10):577-82. PubMed PMID: 23094893. 8: Ma N, Zhang W, Feng Y, Xu H. [Effect of diisobutyl phthalate on antioxidase activity and DNA damage in mice]. Wei Sheng Yan Jiu. 2010 Sep;39(5):549-51. Chinese. PubMed PMID: 21033427. 9: Borch J, Axelstad M, Vinggaard AM, Dalgaard M. Diisobutyl phthalate has comparable anti-androgenic effects to di-n-butyl phthalate in fetal rat testis. Toxicol Lett. 2006 Jun 1;163(3):183-90. Epub 2006 Feb 2. PubMed PMID: 16458459. 10: Saillenfait AM, Sabaté JP, Gallissot F. Diisobutyl phthalate impairs the androgen-dependent reproductive development of the male rat. Reprod Toxicol. 2008 Oct;26(2):107-15. doi: 10.1016/j.reprotox.2008.07.006. Epub 2008 Jul 29. PubMed PMID: 18706996. 11: Wongniramaikul W, Liao CH, Kanatharana P. Diisobutyl phthalate degradation by Fenton treatment. J Environ Sci Health A Tox Hazard Subst Environ Eng. 2007 Apr;42(5):567-72. PubMed PMID: 17454364. 12: Saillenfait AM, Sabaté JP, Gallissot F. Developmental toxic effects of diisobutyl phthalate, the methyl-branched analogue of di-n-butyl phthalate, administered by gavage to rats. Toxicol Lett. 2006 Aug 1;165(1):39-46. Epub 2006 Mar 3. PubMed PMID: 16516415. 13: Lenoir A, Touchard A, Devers S, Christidès JP, Boulay R, Cuvillier-Hot V. Ant cuticular response to phthalate pollution. Environ Sci Pollut Res Int. 2014 Dec;21(23):13446-51. doi: 10.1007/s11356-014-3272-2. Epub 2014 Jul 12. PubMed PMID: 25012205. 14: Das MT, Ghosh P, Thakur IS. Intake estimates of phthalate esters for South Delhi population based on exposure media assessment. Environ Pollut. 2014 Jun;189:118-25. doi: 10.1016/j.envpol.2014.02.021. Epub 2014 Mar 21. PubMed PMID: 24657605. 15: Benson R. Hazard to the developing male reproductive system from cumulative exposure to phthalate esters--dibutyl phthalate, diisobutyl phthalate, butylbenzyl phthalate, diethylhexyl phthalate, dipentyl phthalate, and diisononyl phthalate. Regul Toxicol Pharmacol. 2009 Mar;53(2):90-101. doi: 10.1016/j.yrtph.2008.11.005. Epub 2008 Dec 11. PubMed PMID: 19110024. 16: Johns LE, Cooper GS, Galizia A, Meeker JD. Exposure assessment issues in epidemiology studies of phthalates. Environ Int. 2015 Dec;85:27-39. doi: 10.1016/j.envint.2015.08.005. Epub 2015 Aug 24. Review. PubMed PMID: 26313703; PubMed Central PMCID: PMC4648682. 17: Chataigner D, Garnier R, Reygagne A, Blasquez M, Efthymiou ML. [Chemical burns of the upper digestive tract and cytolytic hepatitis following ingestion of a mixture of methyl ethyl ketone peroxide, diacetone alcohol and diisobutyl phthalate]. J Toxicol Clin Exp. 1992 Oct-Nov;12(4-5):205-6. French. PubMed PMID: 1295970. 18: Cheruvathur AV, Langner EH, Niemantsverdriet JW, Thüne PC. In situ ATR-FTIR studies on MgCl2-diisobutyl phthalate interactions in thin film Ziegler-Natta catalysts. Langmuir. 2012 Feb 7;28(5):2643-51. doi: 10.1021/la203972k. Epub 2012 Jan 23. PubMed PMID: 22216939. 19: Boberg J, Metzdorff S, Wortziger R, Axelstad M, Brokken L, Vinggaard AM, Dalgaard M, Nellemann C. Impact of diisobutyl phthalate and other PPAR agonists on steroidogenesis and plasma insulin and leptin levels in fetal rats. Toxicology. 2008 Sep 4;250(2-3):75-81. doi: 10.1016/j.tox.2008.05.020. Epub 2008 Jun 17. PubMed PMID: 18602967. 20: Cheng Z, Nie XP, Wang HS, Wong MH. Risk assessments of human exposure to bioaccessible phthalate esters through market fish consumption. Environ Int. 2013 Jul;57-58:75-80. doi: 10.1016/j.envint.2013.04.005. PubMed PMID: 23688402.

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