Diisobutyl phthalateCAS# 84-69-5 |
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Chemical structure
3D structure
| Cas No. | 84-69-5 | SDF | Download SDF |
| PubChem ID | 6782 | Appearance | Powder |
| Formula | C16H22O4 | M.Wt | 278.34 |
| Type of Compound | Phenols | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| Chemical Name | bis(2-methylpropyl) benzene-1,2-dicarboxylate | ||
| SMILES | CC(C)COC(=O)C1=CC=CC=C1C(=O)OCC(C)C | ||
| Standard InChIKey | MGWAVDBGNNKXQV-UHFFFAOYSA-N | ||
| Standard InChI | 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 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | 1. Diisobutyl phthalate has comparable anti-androgenic effects to di-n-butyl phthalate in fetal rat testis. 2. Diisobutyl phthalate administered by gavage is embryotoxic and teratogenic, and affects the developing male reproductive tract, at maternal toxic doses. 3. Diisobutyl phthalate could through blood-brain barrier after oral intake, and disordered the way of apoptosis of hippocampal cells, and morphologic change of mitochondria mybe is the main reason of changes of neuron apoptosis. 4. Diisobutyl phthalate induced oxidative stress, which can decrease the activities of antioxidative enzymes and result in oxidative damage of tissues. |
| Targets | Androgen Receptor |
Diisobutyl phthalate Dilution Calculator
Diisobutyl phthalate Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.5927 mL | 17.9636 mL | 35.9273 mL | 71.8546 mL | 89.8182 mL |
| 5 mM | 0.7185 mL | 3.5927 mL | 7.1855 mL | 14.3709 mL | 17.9636 mL |
| 10 mM | 0.3593 mL | 1.7964 mL | 3.5927 mL | 7.1855 mL | 8.9818 mL |
| 50 mM | 0.0719 mL | 0.3593 mL | 0.7185 mL | 1.4371 mL | 1.7964 mL |
| 100 mM | 0.0359 mL | 0.1796 mL | 0.3593 mL | 0.7185 mL | 0.8982 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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Diisobutyl phthalate has comparable anti-androgenic effects to di-n-butyl phthalate in fetal rat testis.[Pubmed:16458459]
Toxicol Lett. 2006 Jun 1;163(3):183-90.
UNLABELLED: Phthalates are widely used as plasticizers in various consumer products and building materials. Some of the phthalates are known to interfere with male reproductive development in rats, and di-n-butyl phthalate (DBP), diethylhexyl phthalate (DEHP) and butyl benzyl phthalate (BBP) were recently banned for use in toys in the EU mainly due to their reproductive toxicity. Diisobutyl phthalate (DiBP) has similar structural and application properties as DBP, and is being used as a substitute for DBP. However, knowledge on male reproductive effects of DiBP in experimental animals is lacking. METHODS: In the current study, four groups of pregnant Wistar rats were exposed to either 0mg/kg bw/day or 600 mg/kg bw/day of DiBP from gestation day (GD) 7 to either GD 19 or GD 20/21. Male offspring was examined at GD 19 or GD 20/21 for effects on testicular testosterone production and testicular histopathology. Changes in anogenital distance (AGD) were evaluated as an indication of feminisation of males. RESULTS: Anogenital distance was statistically significantly reduced at GD 20/21 together with reductions in testicular testosterone production and testicular testosterone content. Histopathological effects (Leydig cell hyperplasia, Sertoli cell vacuolisation, central location of gonocytes and presence of multinuclear gonocytes) known for DBP and DEHP were observed in testes of DiBP-exposed animals at GD 20/21. Additionally, immunohistochemical expression of P450scc and StAR proteins in Leydig cells was reduced by DiBP. At GD 19, these effects on anogenital distance, testosterone levels and histopathology were less prominent. CONCLUSION: In this study, GD 20/21 rather than GD 19 appears to be the optimal time for investigating changes in anogenital distance, testosterone levels, and testicular histopathology. DiBP has similar testicular and developmental effects as DBP and DEHP, and although more developmental and especially postnatal studies are needed to clearly identify the reproductive effects of DiBP, this study indicates a reason for concern about the use of DiBP as a substitute for DBP.
Developmental toxic effects of diisobutyl phthalate, the methyl-branched analogue of di-n-butyl phthalate, administered by gavage to rats.[Pubmed:16516415]
Toxicol Lett. 2006 Aug 1;165(1):39-46.
The developmental toxicity of Diisobutyl phthalate (DIBP) was studied in Sprague-Dawley rats after oral administration. Pregnant rats were given DIBP at doses of 0 (olive oil), 250, 500, 750, and 1000 mg/kg/day, by gavage (5 ml/kg), on gestational days (GD) 6 through 20. Maternal toxicity, as evidenced by reduction in body weight gain, was observed at the beginning of treatment (GD 6-9), at 500 mg/kg and higher doses. The incidence of resorptions was significantly increased at 750 mg/kg, and reached 60% at 1000 mg/kg. There was a dose-related decrease in fetal weight, which was significantly lower than control from 500 mg/kg. A significant increase in the incidence of fetuses with visceral and skeletal malformations was seen at 750 and 1000 mg/kg. In particular, fused sternebrae occurred at a significantly higher frequency. Two skeletal variations were increased at 750 and 1000 mg/kg: retarded ossification of vertebrae, and predominantly, supernumerary ribs. The incidence of male fetuses with undescended testes was also significantly elevated at the two highest doses. In conclusion, DIBP administered by gavage is embryotoxic and teratogenic, and affects the developing male reproductive tract, at maternal toxic doses.
[Effect of diisobutyl phthalate on antioxidase activity and DNA damage in mice].[Pubmed:21033427]
Wei Sheng Yan Jiu. 2010 Sep;39(5):549-51.
OBJECTIVE: To investigate the oxidative damage of mice induced by Diisobutyl phthalate (DiBP) and the mechanism of free radical oxidative damage caused by DiBP. METHODS: Sixty KunMing mice were divided by weight into 5 groups after accommodation to the experimental animal room for 3 days. The control group and 4 DiBP groups, group I, II, III and IV, were given DiBP in corn oil by gavages at the dosage of 0, 50, 250, 500 and 1000 mg/kg respectively. The mice were fed with normal diets and drinking water freely for 8 weeks. By the end of the experiment, the comet assay of blood and SOD, GSH-Px, MDA and 8-OHdG of liver were tested. RESULTS: The activities of SOD and GSH-Px in DiBP groups were significantly lower than the control group (P < 0.05); the MDA contents of DiBP group III and group IV were significantly higher than the control group (P < 0.05) and the 8-OHdG content of group II was significantly higher than the control group (P < 0.01). The comet assay showed that the oxidative damage of DNA in DiBP groups was significant in comparison with the control group (P < 0.05). CONCLUSION: Oxidative stress induced by Diisobutyl phthalate can decrease the activities of antioxidative enzymes and result in oxidative damage of tissues.
[Effect of diisobutyl phthalate on learning and memory behavior and apoptosis of hippocampus cells in mice].[Pubmed:23596708]
Wei Sheng Yan Jiu. 2013 Jan;42(1):57-60.
OBJECTIVE: To give the original research of Diisobutyl phthalate (DiBP) on learning and memory behavior, determine whether it can through blood-brain barrier and effect apoptosis of hippocampus cells in mice. METHODS: Accommodating 60 Kunming mice to the animal house for 3 days, then dividing the mice into 5 groups according to their weights. That is, one control group and four experimental groups (I group, 50 mg/kg BW. II group, 250mg/kg BW. III group, 500 mg/kg BW. IV group, 1000 mg/kg BW). The mice were fed with the corn oil in control group, and the other groups were fed with the related dose of Diisobutyl phthalate mixture by gavages last for 8 weeks. At the end of experimental time, passive avoidance response was examined, then all of mice were killed, and choosed the brain tissues to test the DiBP content and apoptosis rate of hippocampal cells and hippocampal ultrastructural alterations on electron microscopy. RESULTS: In the passive avoidance response test, the exposed animals of IV group showed learning impairment as compared to unexposed mice (P < 0.05). DiBP was detected in III group and IV group, the mean content of them were (1.27 +/- 0.56) and (1.96 +/- 0.42) microg/g. The apoptosis rate of hippocampal cells (IV group vs control group) increase significantly (P < 0.05). Hippocampal ultrastructural were damaged in all dose-groups. CONCLUSION: As a result, in the experiments, exposure to DiBP could exert passive avoidance neurobehavioral effects. DiBP could through blood-brain barrier after oral intake, and disordered the way of apoptosis of hippocampal cells, and morphologic change of mitochondria mybe is the main reason of changes of neuron apoptosis.
