Diphenyl ether
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MedKoo CAT#: 591686

CAS#: 101-84-8

Description: Diphenyl ether is the organic compound with the formula (C₆H₅)₂O. The molecule is subject to reactions typical of other phenyl rings, including hydroxylation, nitration, halogenation, sulfonation, and Friedel–Crafts alkylation or acylation.

Chemical Structure

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Diphenyl ether
CAS# 101-84-8
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 591686
Name: Diphenyl ether
CAS#: 101-84-8
Chemical Formula: C12H10O
Exact Mass: 170.07
Molecular Weight: 170.211
Elemental Analysis: C, 84.68; H, 5.92; O, 9.40

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25g USD 250 2 weeks
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Synonym: Diphenyl ether; NSC 19311; NSC-19311; NSC19311

IUPAC/Chemical Name: Benzene, 1,1'-oxybis-

InChi Key: USIUVYZYUHIAEV-UHFFFAOYSA-N

InChi Code: InChI=1S/C12H10O/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10H

SMILES Code: C1(OC2=CC=CC=C2)=CC=CC=C1

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: >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:
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Biological target: Diphenyl ether is the organic compound with the formula (C₆H₅)₂O.
In vitro activity: In the present study, this study investigated the effects of polybrominated diphenyl ethers (PBDEs) used as flame retardants on phenotypic features of melanoma cells that are important for cancer. Murine melanoma B16-F1 (less metastatic) and B16-F10 (more metastatic) cells were exposed to 0.01-1.0 nM of BDE-47 (2,2',4,4'-tetrabromodiphenyl ether), BDE-99 (2,2',4,4',5-pentabromodiphenyl ether), and the mixture of both (at 0.01 nM) for 24 h (acute exposure) and 15 days (chronic exposure). The polybrominated diphenyl ethers (PBDEs) did not affect cell viability but led to increased drug efflux transporter activity, cell migration, and colony formation, as well as overexpression of Abcc2 (ATP-binding cassette subfamily C member 2), Mmp-2 (matrix metalloproteinase-2), Mmp-9 (matrix metalloproteinase-9), and Tp53 (tumor protein p53) genes and downregulation of Timp-3 (tissue inhibitor of metalloproteinase 3) gene in B16-F10 cells. Reference: Environ Sci Pollut Res Int. 2022 Feb;29(8):11291-11303. https://pubmed.ncbi.nlm.nih.gov/34535858/
In vivo activity: Specifically, except for 4,4′-di-CDE, the other mid-high concentration of PCDE (polychlorinated diphenyl ethers) exposure groups inhibited the level of SOD and CAT on zebrafish livers, and the same inhibition was also manifested in the extension of exposure time. Therefore, this study can conclude a conclusion that the low-chlorinated PCDEs may more easily induce ROS in fish liver, resulting in great damage to the antioxidation system, attacking the cell membrane, and then exacerbating hepatocyte damages. Reference: Front Physiol. 2022 Jun 3;13:907906. https://pubmed.ncbi.nlm.nih.gov/35721562/

Preparing Stock Solutions

The following data is based on the product molecular weight 170.21 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. Steil GJ, Buzzo JLA, de Oliveira Ribeiro CA, Filipak Neto F. Polybrominated diphenyl ethers BDE-47 and BDE-99 modulate murine melanoma cell phenotype in vitro. Environ Sci Pollut Res Int. 2022 Feb;29(8):11291-11303. doi: 10.1007/s11356-021-16455-0. Epub 2021 Sep 17. PMID: 34535858. 2. Lefèvre PLC, Nardelli TC, Son WY, Sadler AR, Rawn DFK, Goodyer C, Robaire B, Hales BF. Polybrominated Diphenyl Ethers in Human Follicular Fluid Dysregulate Mural and Cumulus Granulosa Cell Gene Expression. Endocrinology. 2021 Mar 1;162(3):bqab003. doi: 10.1210/endocr/bqab003. PMID: 33543239; PMCID: PMC7853176. 3. Ye C, Xiong W, Shi S, Shi J, Yang W, Zhang X. Biomarker Responses, Gene Expression Alterations, and Histological Changes in Zebrafish (Danio rerio) After In Vivo Exposure to Polychlorinated Diphenyl Ethers. Front Physiol. 2022 Jun 3;13:907906. doi: 10.3389/fphys.2022.907906. Erratum in: Front Physiol. 2022 Aug 19;13:1000714. PMID: 35721562; PMCID: PMC9203962. 4. Kozlova EV, Chinthirla BD, Pérez PA, DiPatrizio NV, Argueta DA, Phillips AL, Stapleton HM, González GM, Krum JM, Carrillo V, Bishay AE, Basappa KR, Currás-Collazo MC. Maternal transfer of environmentally relevant polybrominated diphenyl ethers (PBDEs) produces a diabetic phenotype and disrupts glucoregulatory hormones and hepatic endocannabinoids in adult mouse female offspring. Sci Rep. 2020 Oct 22;10(1):18102. doi: 10.1038/s41598-020-74853-9. PMID: 33093533; PMCID: PMC7582149.
In vitro protocol: 1. Steil GJ, Buzzo JLA, de Oliveira Ribeiro CA, Filipak Neto F. Polybrominated diphenyl ethers BDE-47 and BDE-99 modulate murine melanoma cell phenotype in vitro. Environ Sci Pollut Res Int. 2022 Feb;29(8):11291-11303. doi: 10.1007/s11356-021-16455-0. Epub 2021 Sep 17. PMID: 34535858. 2. Lefèvre PLC, Nardelli TC, Son WY, Sadler AR, Rawn DFK, Goodyer C, Robaire B, Hales BF. Polybrominated Diphenyl Ethers in Human Follicular Fluid Dysregulate Mural and Cumulus Granulosa Cell Gene Expression. Endocrinology. 2021 Mar 1;162(3):bqab003. doi: 10.1210/endocr/bqab003. PMID: 33543239; PMCID: PMC7853176.
In vivo protocol: 1. Ye C, Xiong W, Shi S, Shi J, Yang W, Zhang X. Biomarker Responses, Gene Expression Alterations, and Histological Changes in Zebrafish (Danio rerio) After In Vivo Exposure to Polychlorinated Diphenyl Ethers. Front Physiol. 2022 Jun 3;13:907906. doi: 10.3389/fphys.2022.907906. Erratum in: Front Physiol. 2022 Aug 19;13:1000714. PMID: 35721562; PMCID: PMC9203962. 2. Kozlova EV, Chinthirla BD, Pérez PA, DiPatrizio NV, Argueta DA, Phillips AL, Stapleton HM, González GM, Krum JM, Carrillo V, Bishay AE, Basappa KR, Currás-Collazo MC. Maternal transfer of environmentally relevant polybrominated diphenyl ethers (PBDEs) produces a diabetic phenotype and disrupts glucoregulatory hormones and hepatic endocannabinoids in adult mouse female offspring. Sci Rep. 2020 Oct 22;10(1):18102. doi: 10.1038/s41598-020-74853-9. PMID: 33093533; PMCID: PMC7582149.

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