1,4-BenzoquinoneA major metabolite of benzene that is found to induce apoptosis

1,4-Benzoquinone (CAS 106-51-4)

1,4-Benzoquinone | CAS 106-51-4 is rated 5.0 out of 5 by 1.
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Synonym: Quinone; 1,4-Cyclohexadienedione
Application: A major metabolite of benzene that is found to induce apoptosis
CAS Number: 106-51-4
Purity: ≥99%
Molecular Weight: 108.09
Molecular Formula: C6H4O2
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
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1,4-Benzoquinone is a major metabolite of benzene. It has been found to generate H2O2 in cells. It has been suggested that the peroxide reacts with Cu(I) to produce an active species that induces internucleosomal DNA fragmentation.


References

1. Takeuchi, R., et al. 1990. FEBS Lett. 261: 63-66. PMID: 2307236
2. Hiraku, Y., et al. 1996. Cancer Res. 56: 5172-5178. PMID: 8912853
3. Lin, B., et al. 2007. J. Pharmacol. Exp. Ther. 322: 59-69. PMID: 17468299

Physical State :
Solid
Solubility :
Soluble in water (10 g/L) at 25° C, ethanol, ether, alkaline solutions, methanol, Benzene, acetone, and Ethyl acetate.
Storage :
Store at room temperature
Melting Point :
113-115° C (lit.)
Boiling Point :
174.00° C at 760 mmHg
Density :
1.32 g/cm3 at 20° C
Refractive Index :
n20D 1.54
IC50 :
Caspase-1: IC50 = 3000 nM (human); A2780 (Ovarian carcinoma cells): IC50 = 7800 nM (human); P388 (Lymphoma cells): IC50 = 11100 nM (Mus musculus); HT-29 (Colon adenocarcinoma cells): IC50 = 46200 nM (human)
Ki Data :
Acetylcholinesterase: Ki= 955 nM (human); Butyrylcholinesterase: Ki= 2050 nM (human); Carboxylesterase 2: Ki= >100000 nM (human)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
DK2625000
PubChem CID :
4650
Merck Index :
14: 8074
MDL Number :
MFCD00001591
EC Number :
203-405-2
Beilstein Registry :
773967
SMILES :
C1=CC(=O)C=CC1=O

Download SDS (MSDS)

Certificate of Analysis

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What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. The appearance of this compound is a golden prismatic crystal.
Answered by: Technical Support
Date published: 2017-01-18
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Rated 5 out of 5 by from Chow Chow, PW. et al. (PubMed 25645895) investigated the mechanism linking benzene exposure to targeting hematopoietic stem cells (HSCs) and hematopoietic progenitor cells (HPCs) using phenotypic and clonogenic analyses. Mouse bone marrow (BM) cells were exposed ex vivo to the benzene metabolite, 1,4-benzoquinone (1,4-BQ), for 24h. 1,4-BQ caused lineage-related cytotoxicity in mouse HPCs, demonstrating greater toxicity in single-lineage progenitors than in those of multi-lineage. -SCBT Publication Review
Date published: 2015-05-29
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