Tetrabromobisphenol A

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

MedKoo CAT#: 565322

CAS#: 79-94-7

Description: Tetrabromobisphenol A is an activator of the hepatic interferon pathway in rats.

Chemical Structure

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Tetrabromobisphenol A
CAS# 79-94-7
Instruction

Theoretical Analysis

MedKoo Cat#: 565322
Name: Tetrabromobisphenol A
CAS#: 79-94-7
Chemical Formula: C15H12Br4O2
Exact Mass: 539.76
Molecular Weight: 543.880
Elemental Analysis: C, 33.13; H, 2.22; Br, 58.77; O, 5.88

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: TBBPA; Tetrabromobisphenol A

IUPAC/Chemical Name: 2,6-Dibromo-4-[2-(3,5-dibromo-4-hydroxyphenyl)propan-2-yl]phenol

InChi Key: VEORPZCZECFIRK-UHFFFAOYSA-N

InChi Code: InChI=1S/C15H12Br4O2/c1-15(2,7-3-9(16)13(20)10(17)4-7)8-5-11(18)14(21)12(19)6-8/h3-6,20-21H,1-2H3

SMILES Code: OC1=C(Br)C=C(C(C)(C2=CC(Br)=C(O)C(Br)=C2)C)C=C1Br

Appearance: Solid powder

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: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 543.88 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:
In vitro protocol:
In vivo protocol:

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1: Wang L, Li Y, Fan C, Wang P, Niu L, Wang L. Nitrate addition promotes the nitrogen cycling processes under the co-contaminated tetrabromobisphenol A and copper condition in river sediment. Environ Pollut. 2019 May 11;251:659-667. doi: 10.1016/j.envpol.2019.05.024. [Epub ahead of print] PubMed PMID: 31108299.

2: Chen Z, Yin H, Peng H, Lu G, Liu Z, Dang Z. Identification of novel pathways for biotransformation of tetrabromobisphenol A by Phanerochaete chrysosporium, combined with mechanism analysis at proteome level. Sci Total Environ. 2019 Apr 1;659:1352-1361. doi: 10.1016/j.scitotenv.2018.12.446. Epub 2019 Jan 2. PubMed PMID: 31096345.

3: Zhu Q, Jia J, Wang Y, Zhang K, Zhang H, Liao C, Jiang G. Spatial distribution of parabens, triclocarban, triclosan, bisphenols, and tetrabromobisphenol A and its alternatives in municipal sewage sludges in China. Sci Total Environ. 2019 May 7;679:61-69. doi: 10.1016/j.scitotenv.2019.05.059. [Epub ahead of print] PubMed PMID: 31082603.

4: Liu H, Gao W, Tian Y, Wang Y, Liu A, Zhang J, Jiang Y, Zhao Z, Cai Y, Jiang G. Thermal decomposition tandem mass spectrometry for rapid detection of tetrabromobisphenol A bis(allyl ether) in soils. Talanta. 2019 Aug 1;200:373-377. doi: 10.1016/j.talanta.2019.03.065. Epub 2019 Mar 19. PubMed PMID: 31036198.

5: Chessa G, Cossu M, Fiori G, Ledda G, Piras P, Sanna A, Brambilla G. Occurrence of hexabromocyclododecanes and tetrabromobisphenol A in fish and seafood from the sea of Sardinia - FAO 37.1.3 area: Their impact on human health within the European Union marine framework strategy directive. Chemosphere. 2019 Apr 10;228:249-257. doi: 10.1016/j.chemosphere.2019.04.046. [Epub ahead of print] PubMed PMID: 31035162.

6: Yu Y, Zhu X, Zhu J, Li L, Zhang X, Xiang M, Ma R, Yu L, Yu Z, Wang Z. Rapid and simultaneous analysis of tetrabromobisphenol A and hexabromocyclododecane in water by direct immersion solid phase microextraction: Uniform design to explore factors. Ecotoxicol Environ Saf. 2019 Jul 30;176:364-369. doi: 10.1016/j.ecoenv.2019.03.104. Epub 2019 Apr 5. PubMed PMID: 30959350.

7: Zhang Y, Chen Z, Zhou L, Wu P, Zhao Y, Lai Y, Wang F, Li S. Efficient electrochemical degradation of tetrabromobisphenol A using MnO(2)/MWCNT composites modified Ni foam as cathode: Kinetic analysis, mechanism and degradation pathway. J Hazard Mater. 2019 May 5;369:770-779. doi: 10.1016/j.jhazmat.2019.01.077. Epub 2019 Jan 23. PubMed PMID: 30851517.

8: Wu S, Zhu Z, Chen J, Wu M, Qiu L. Transcriptomic analyses of human bronchial epithelial cells BEAS-2B exposed to brominated flame retardant (tetrabromobisphenol A). Environ Toxicol. 2019 Jun;34(6):742-752. doi: 10.1002/tox.22740. Epub 2019 Mar 5. PubMed PMID: 30835936.

9: Cannon RE, Trexler AW, Knudsen GA, Evans RA, Birnbaum LS. Tetrabromobisphenol A (TBBPA) Alters ABC Transport at the Blood-Brain Barrier. Toxicol Sci. 2019 Mar 4. pii: kfz059. doi: 10.1093/toxsci/kfz059. [Epub ahead of print] PubMed PMID: 30830211.

10: Wang J, Zhao X, Wang Y, Shi Z. Tetrabromobisphenol A, hexabromocyclododecane isomers and polybrominated diphenyl ethers in foodstuffs from Beijing, China: Contamination levels, dietary exposure and risk assessment. Sci Total Environ. 2019 May 20;666:812-820. doi: 10.1016/j.scitotenv.2019.02.324. Epub 2019 Feb 21. PubMed PMID: 30818205.

11: Chen J, Kang D, Yan Z, Shen Q, Lou Y, Li Y, Kong A, Pan B, Huang C. Tissue distribution of tetrabromobisphenol A and cadmium in mixture inhalation exposure. Toxicol Ind Health. 2019 Feb;35(2):165-176. doi: 10.1177/0748233718820983. PubMed PMID: 30789094.

12: Diamandakis D, Zieminska E, Siwiec M, Tokarski K, Salinska E, Lenart J, Hess G, Lazarewicz JW. Tetrabromobisphenol A-induced depolarization of rat cerebellar granule cells: ex vivo and in vitro studies. Chemosphere. 2019 May;223:64-73. doi: 10.1016/j.chemosphere.2019.02.032. Epub 2019 Feb 8. PubMed PMID: 30769291.

13: Lee GH, Jin SW, Kim SJ, Pham TH, Choi JH, Jeong HG. Tetrabromobisphenol A Induces MMP-9 Expression via NADPH Oxidase and the activation of ROS, MAPK, and Akt Pathways in Human Breast Cancer MCF-7 Cells. Toxicol Res. 2019 Jan;35(1):93-101. doi: 10.5487/TR.2019.35.1.093. Epub 2018 Jan 15. PubMed PMID: 30766661; PubMed Central PMCID: PMC6354942.

14: Mu Y, Ke Z, Feng CX, Wang XW, Wang XW, Wang HM, Chen Q, He J. Pedobacter pollutisoli sp. nov., Isolated from Tetrabromobisphenol A-Contaminated Soil. Curr Microbiol. 2019 Apr;76(4):442-447. doi: 10.1007/s00284-019-01643-6. Epub 2019 Feb 13. PubMed PMID: 30758644.

15: Chen X, Xu Y, Fan M, Chen Y, Shen S. The stimulatory effect of humic acid on the co-metabolic biodegradation of tetrabromobisphenol A in bioelectrochemical system. J Environ Manage. 2019 Apr 1;235:350-356. doi: 10.1016/j.jenvman.2019.01.092. Epub 2019 Jan 29. PubMed PMID: 30703649.

16: Chen X, Gu X, Zhao X, Wang Y, Pan Y, Ma X, Wang X, Ji R. Species-dependent effects of earthworms on the fates and bioavailability of tetrabromobisphenol A and cadmium coexisted in soils. Sci Total Environ. 2019 Mar 25;658:1416-1422. doi: 10.1016/j.scitotenv.2018.12.196. Epub 2018 Dec 13. PubMed PMID: 30678001.

17: Lefevre E, Redfern L, Cooper EM, Stapleton HM, Gunsch CK. Acetate promotes microbial reductive debromination of tetrabromobisphenol A during the startup phase of anaerobic wastewater sludge bioreactors. Sci Total Environ. 2019 Mar 15;656:959-968. doi: 10.1016/j.scitotenv.2018.11.403. Epub 2018 Nov 27. PubMed PMID: 30625682; PubMed Central PMCID: PMC6481660.

18: Dong S, Wang S, Gyimah E, Zhu N, Wang K, Wu X, Zhang Z. A novel electrochemical immunosensor based on catalase functionalized AuNPs-loaded self-assembled polymer nanospheres for ultrasensitive detection of tetrabromobisphenol A bis(2-hydroxyethyl) ether. Anal Chim Acta. 2019 Feb 7;1048:50-57. doi: 10.1016/j.aca.2018.10.018. Epub 2018 Oct 11. PubMed PMID: 30598157.

19: Wu Y, Chen C, Zhou Q, Li QX, Yuan Y, Tong Y, Wang H, Zhou X, Sun Y, Sheng X. Polyamidoamine dendrimer decorated nanoparticles as an adsorbent for magnetic solid-phase extraction of tetrabromobisphenol A and 4-nonylphenol from environmental water samples. J Colloid Interface Sci. 2019 Mar 15;539:361-369. doi: 10.1016/j.jcis.2018.12.064. Epub 2018 Dec 17. PubMed PMID: 30594011.

20: Hays SM, Kirman CR. Biomonitoring Equivalents (BEs) for tetrabromobisphenol A. Regul Toxicol Pharmacol. 2019 Mar;102:108-114. doi: 10.1016/j.yrtph.2018.12.014. Epub 2018 Dec 26. PubMed PMID: 30593853.