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MedKoo Cat#: 591621 | Name: Dimethyl phthalate
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Description:

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

Dimethyl phthalate (DMP) is an organic ester commonly used as a plasticizer, solvent, and insect repellent component. It exhibits low acute toxicity and functions by integrating into polymer matrices to increase flexibility and reduce brittleness. While not pharmacologically active, it can interact with lipid membranes and has been studied for potential endocrine-disrupting effects due to weak estrogenic activity in vitro.

Chemical Structure

Dimethyl phthalate
CAS#131-11-3

Theoretical Analysis

MedKoo Cat#: 591621

Name: Dimethyl phthalate

CAS#: 131-11-3

Chemical Formula: C10H10O4

Exact Mass: 194.0579

Molecular Weight: 194.19

Elemental Analysis: C, 61.85; H, 5.19; O, 32.96

Price and Availability

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25g USD 250.00 2 Weeks
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Synonym
Dimethyl phthalate; Dimethylphthalate; Avolin; Mipax; NSC 15398; NSC-15398; NSC15398
IUPAC/Chemical Name
1,2-Benzenedicarboxylic acid, 1,2-dimethyl ester
InChi Key
NIQCNGHVCWTJSM-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H10O4/c1-13-9(11)7-5-3-4-6-8(7)10(12)14-2/h3-6H,1-2H3
SMILES Code
O=C(C1=CC=CC=C1C(OC)=O)OC
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
>2 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
2934.99.9001
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Dimethyl phthalate, a known endocrine disruptor and one of the phthalate esters (PAEs), is a ubiquitous pollutant.
In vitro activity:
Additionally, excessive reactive oxygen species (ROS), malondialdehyde (MDA), and changes in antioxidant enzymes (i.e., catalase [CAT] and superoxide dismutase [SOD]) activities, as well as the inhibition of Ca2+-Mg2+-ATPase and Na+/K+-ATPase activities in P. fluorescens, which were induced by the DMP (dimethyl phthalate). In summary, DMP could disrupt the lipid asymmetry of the outer membrane, increase the fluidity of the cell membrane, and destroy the integrity of the cell membrane of P. fluorescens through lipid peroxidation, oxidative stress, and ion imbalance. Reference: Front Microbiol. 2022 Aug 22;13:949590. https://pubmed.ncbi.nlm.nih.gov/36071970/
In vivo activity:
Serum sex hormone levels in female mice exposed to DMP (dimethyl phthalate) for 20 and 40 days are displayed in Tables 3 and and4.4. In mice exposed to DMP for 40 days, there was significant increase in estradiol levels in the treated group (P < 0.05), among which the highest increase was 0.5 g/kg (210.14 ± 3.56 pmol/L). The serum FSH concentration in mice treated by 2 g/kg (126.35 ± 8.46 mIU/mL) DMP was significantly lower compared with others (P < 0.05). The serum LH exposed to 2 g/kg (5192.87 ± 362.02 pg/mL) DMP had a significant increase compared to the other groups (P < 0.05). Reference: Int J Endocrinol Metab. 2019 Apr 22;17(2):e82882. https://pubmed.ncbi.nlm.nih.gov/31372171/
Solvent mg/mL mM comments
Solubility
DMSO 100.0 514.97
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 194.19 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. Chen W, Guo R, Wang Z, Xu W, Hu Y. Dimethyl phthalate destroys the cell membrane structural integrity of Pseudomonas fluorescens. Front Microbiol. 2022 Aug 22;13:949590. doi: 10.3389/fmicb.2022.949590. PMID: 36071970; PMCID: PMC9441906. 2. Wang ZG, Hu YL, Xu WH, Liu S, Hu Y, Zhang Y. Impacts of dimethyl phthalate on the bacterial community and functions in black soils. Front Microbiol. 2015 May 5;6:405. doi: 10.3389/fmicb.2015.00405. PMID: 25999932; PMCID: PMC4419729. 3. Cong B, Liu C, Wang L, Chai Y. The Impact on Antioxidant Enzyme Activity and Related Gene Expression Following Adult Zebrafish (Danio rerio) Exposure to Dimethyl Phthalate. Animals (Basel). 2020 Apr 20;10(4):717. doi: 10.3390/ani10040717. PMID: 32325949; PMCID: PMC7222705. 4. Mei Y, Rongshuang M, Ruizhi Z, Hongyuan H, Qiyue T, Shuhua Z. Effects of Dimethyl Phthalate (DMP) on Serum Sex Hormone Levels and Apoptosis in C57 Female Mice. Int J Endocrinol Metab. 2019 Apr 22;17(2):e82882. doi: 10.5812/ijem.82882. PMID: 31372171; PMCID: PMC6628229.
In vitro protocol:
1. Chen W, Guo R, Wang Z, Xu W, Hu Y. Dimethyl phthalate destroys the cell membrane structural integrity of Pseudomonas fluorescens. Front Microbiol. 2022 Aug 22;13:949590. doi: 10.3389/fmicb.2022.949590. PMID: 36071970; PMCID: PMC9441906. 2. Wang ZG, Hu YL, Xu WH, Liu S, Hu Y, Zhang Y. Impacts of dimethyl phthalate on the bacterial community and functions in black soils. Front Microbiol. 2015 May 5;6:405. doi: 10.3389/fmicb.2015.00405. PMID: 25999932; PMCID: PMC4419729.
In vivo protocol:
1. Cong B, Liu C, Wang L, Chai Y. The Impact on Antioxidant Enzyme Activity and Related Gene Expression Following Adult Zebrafish (Danio rerio) Exposure to Dimethyl Phthalate. Animals (Basel). 2020 Apr 20;10(4):717. doi: 10.3390/ani10040717. PMID: 32325949; PMCID: PMC7222705. 2. Mei Y, Rongshuang M, Ruizhi Z, Hongyuan H, Qiyue T, Shuhua Z. Effects of Dimethyl Phthalate (DMP) on Serum Sex Hormone Levels and Apoptosis in C57 Female Mice. Int J Endocrinol Metab. 2019 Apr 22;17(2):e82882. doi: 10.5812/ijem.82882. PMID: 31372171; PMCID: PMC6628229.
1: Wang T, Qu G, Yin X, Sun Q, Liang D, Guo X, Jia H. Dimethyl phthalate elimination from micro-polluted source water by surface discharge plasma: Performance, active species roles and mechanisms. J Hazard Mater. 2018 Jun 5;357:279-288. doi: 10.1016/j.jhazmat.2018.06.014. [Epub ahead of print] PubMed PMID: 29894928. 2: Škrbić BD, Kadokami K, Antić I. Survey on the micro-pollutants presence in surface water system of northern Serbia and environmental and health risk assessment. Environ Res. 2018 Jun 7;166:130-140. doi: 10.1016/j.envres.2018.05.034. [Epub ahead of print] PubMed PMID: 29886389. 3: Ji M, Li S, Zhang J, Di H, Li F, Feng T. The Human Health Assessment to Phthalate Acid Esters (PAEs) and Potential Probability Prediction by Chromophoric Dissolved Organic Matter EEM-FRI Fluorescence in Erlong Lake. Int J Environ Res Public Health. 2018 May 29;15(6). pii: E1109. doi: 10.3390/ijerph15061109. PubMed PMID: 29844302. 4: Fan YL, Ma M, Cui HZ, Liu S, Yang ML, Hou XF. Simultaneous determination of 22 phthalate esters in polystyrene food-contact materials by ultra performance convergence chromatography with tandem mass spectrometry. J Sep Sci. 2018 May 29. doi: 10.1002/jssc.201800094. [Epub ahead of print] PubMed PMID: 29809316. 5: Pei J, Sun Y, Yin Y. The effect of air change rate and temperature on phthalate concentration in house dust. Sci Total Environ. 2018 May 23;639:760-768. doi: 10.1016/j.scitotenv.2018.05.097. [Epub ahead of print] PubMed PMID: 29803046. 6: Zhang S, Yang Q, Li Z, Wang W, Zang X, Wang C, Wang Z. Solid phase microextraction of phthalic acid esters from vegetable oils using iron (III)-based metal-organic framework/graphene oxide coating. Food Chem. 2018 Oct 15;263:258-264. doi: 10.1016/j.foodchem.2018.04.132. Epub 2018 Apr 30. PubMed PMID: 29784315. 7: Wang SK, Wei XY, Li S, Liu FJ, Wang YG, Li ZK, Shi C, Yang Z, Zong ZM. Rapid analysis of carboxylic acids and esters with direct analysis in real time ion source. Rapid Commun Mass Spectrom. 2018 May 4. doi: 10.1002/rcm.8156. [Epub ahead of print] PubMed PMID: 29729046. 8: Salaudeen T, Okoh O, Agunbiade F, Okoh A. Phthalates removal efficiency in different wastewater treatment technology in the Eastern Cape, South Africa. Environ Monit Assess. 2018 Apr 20;190(5):299. doi: 10.1007/s10661-018-6665-8. PubMed PMID: 29679156. 9: Yang J, Guo C, Liu S, Liu W, Wang H, Dang Z, Lu G. Characterization of a di-n-butyl phthalate-degrading bacterial consortium and its application in contaminated soil. Environ Sci Pollut Res Int. 2018 Apr 17. doi: 10.1007/s11356-018-1862-0. [Epub ahead of print] PubMed PMID: 29667057. 10: Chen Y, Zhang H, Zhou W, Deng C, Liao J. The solvent effects on dimethyl phthalate investigated by FTIR characterization, solvent parameter correlation and DFT computation. Spectrochim Acta A Mol Biomol Spectrosc. 2018 Jun 15;199:412-420. doi: 10.1016/j.saa.2018.03.051. Epub 2018 Apr 3. PubMed PMID: 29649677. 11: Salaudeen T, Okoh O, Agunbiade F, Okoh A. Fate and impact of phthalates in activated sludge treated municipal wastewater on the water bodies in the Eastern Cape, South Africa. Chemosphere. 2018 Jul;203:336-344. doi: 10.1016/j.chemosphere.2018.03.176. Epub 2018 Mar 28. PubMed PMID: 29626811. 12: Zhang SH, Shen YX, Li L, Fan TT, Wang Y, Wei N. Phthalate exposure and high blood pressure in adults: a cross-sectional study in China. Environ Sci Pollut Res Int. 2018 Jun;25(16):15934-15942. doi: 10.1007/s11356-018-1845-1. Epub 2018 Mar 27. PubMed PMID: 29589239. 13: Spade DJ, Bai CY, Lambright C, Conley JM, Boekelheide K, Gray LE. Validation of an automated counting procedure for phthalate-induced testicular multinucleated germ cells. Toxicol Lett. 2018 Jun 15;290:55-61. doi: 10.1016/j.toxlet.2018.03.018. Epub 2018 Mar 20. PubMed PMID: 29571896; PubMed Central PMCID: PMC5921076. 14: Notardonato I, Salimei E, Russo MV, Avino P. Simultaneous determination of organophosphorus pesticides and phthalates in baby food samples by ultrasound-vortex-assisted liquid-liquid microextraction and GC-IT/MS. Anal Bioanal Chem. 2018 May;410(14):3285-3296. doi: 10.1007/s00216-018-0986-x. Epub 2018 Mar 17. PubMed PMID: 29549507. 15: Socas-Rodríguez B, González-Sálamo J, Herrera-Herrera AV, Santana-Mayor Á, Hernández-Borges J. Determination of phthalic acid esters in different baby food samples by gas chromatography tandem mass spectrometry. Anal Bioanal Chem. 2018 Mar 9. doi: 10.1007/s00216-018-0977-y. [Epub ahead of print] PubMed PMID: 29523939. 16: Angelstad MA, Krogh ET, Agnes GR, Gill CG. Online measurement of phthalate-particulate matter interactions by membrane introduction mass spectrometry (MIMS). J Environ Sci Health A Tox Hazard Subst Environ Eng. 2018 Feb 23:1-6. doi: 10.1080/10934529.2018.1439858. [Epub ahead of print] PubMed PMID: 29473786. 17: Kiani A, Ahmadloo M, Shariatifar N, Moazzen M, Baghani AN, Khaniki GJ, Taghinezhad A, Kouhpayeh A, Mousavi Khaneghah A, Ghajarbeygi P. Method development for determination of migrated phthalate acid esters from polyethylene terephthalate (PET) packaging into traditional Iranian drinking beverage (Doogh) samples: a novel approach of MSPE-GC/MS technique. Environ Sci Pollut Res Int. 2018 May;25(13):12728-12738. doi: 10.1007/s11356-018-1471-y. Epub 2018 Feb 22. PubMed PMID: 29470751. 18: Ren W, Tang D, Huang M, Sun J, Lv K. Remarkable improved electro-Fenton efficiency by electric-field-induced catalysis of CeO(2). J Hazard Mater. 2018 May 15;350:88-97. doi: 10.1016/j.jhazmat.2018.02.018. Epub 2018 Feb 10. PubMed PMID: 29454800. 19: Moldoveanu SC, Yerabolu R. Critical evaluation of several techniques for the analysis of phthalates and terephthalates: Application to liquids used in electronic cigarettes. J Chromatogr A. 2018 Mar 9;1540:77-86. doi: 10.1016/j.chroma.2018.02.001. Epub 2018 Feb 6. PubMed PMID: 29429742. 20: Jing F, Pan M, Chen J. Kinetic and isothermal adsorption-desorption of PAEs on biochars: effect of biomass feedstock, pyrolysis temperature, and mechanism implication of desorption hysteresis. Environ Sci Pollut Res Int. 2018 Apr;25(12):11493-11504. doi: 10.1007/s11356-018-1356-0. Epub 2018 Feb 9. PubMed PMID: 29427270.

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