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

MedKoo CAT#: 205872

CAS#: 60940-34-3

Description: Ebselen, also known as SPI-1005, is an organoselenium compound with potential anti-oxidant, anti-inflammatory and cytoprotective activity. Upon oral administration of SPI-1005, this agent mimics the activity of glutathione peroxidase (GPx) and can utilize glutathione to reduce other unstable molecules, thus preventing the formation of reactive oxygen species (ROS) and reducing oxidative stress on the cell. In the cochlea, this agent may prevent drug-induced injury to the auditory hair cells thereby preventing hearing loss. GPx is the main antioxidant enzyme in the cochlea and protects the inner ear from loud sounds and biochemical damage. In addition, ebselen is able to inhibit the activity of many enzymes involved in inflammation.


Price and Availability

Size
Price

100mg
USD 150
1g
USD 750
10g
USD 3950
Size
Price

200mg
USD 250
2g
USD 1350
20g
USD 5950
Size
Price

500mg
USD 550
5g
USD 2450

Ebselen (SPI-1005), purity > 98%, is in stock. The same day shipping out after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 205872
Name: Ebselen
CAS#: 60940-34-3
Chemical Formula: C13H9NOSe
Exact Mass: 274.98494
Molecular Weight: 274.17666
Elemental Analysis: C, 56.95; H, 3.31; N, 5.11; O, 5.84; Se, 28.80


Synonym: SPI-1005; SPI1005; SPI 1005; Ebselen; PZ 51; PZ51; PZ-51; DR3305; DR 3305; DR-3305

IUPAC/Chemical Name: 2-phenylbenzo[d][1,2]selenazol-3(2H)-one

InChi Key: DYEFUKCXAQOFHX-UHFFFAOYSA-N

InChi Code: InChI=1S/C13H9NOSe/c15-13-11-8-4-5-9-12(11)16-14(13)10-6-2-1-3-7-10/h1-9H

SMILES Code: O=C1N(C2=CC=CC=C2)[Se]C3=CC=CC=C13


Technical Data

Appearance:
White solid powder.

Purity:
>98% (or refer to the Certificate of Analysis)

Certificate of Analysis:

Safety Data Sheet (MSDS):

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, not in water

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).

Harmonized System Code:
293490


Additional Information

Ebselen or 2-phenyl-1, 2-benzisoselenazol-3(2H)-one (also called PZ 51 or DR3305), is a mimic of glutathione peroxidase and can also react with peroxynitrite.  It is being investigated as a possible treatment for reperfusion injury and stroke, as well as tinnitus. Ebselen is a potent scavenger of hydrogen peroxide as well as hydroperoxides including membrane bound phospholipid and cholesterylester hydroperoxides.  (source: http://en.wikipedia.org/wiki/Ebselen).
 
 


References

1: Zhang L, Zhou L, Du J, Li M, Qian C, Cheng Y, Peng Y, Xie J, Wang D. Induction of Apoptosis in Human Multiple Myeloma Cell Lines by Ebselen via Enhancing the Endogenous Reactive Oxygen Species Production. Biomed Res Int. 2014;2014:696107. doi: 10.1155/2014/696107. Epub 2014 Jan 27. PubMed PMID: 24587987.

2: Joice AC, Harris MT, Kahney EW, Dodson HC, Maselli AG, Whitehead DC, Morris JC. Exploring the mode of action of ebselen in Trypanosoma brucei hexokinase inhibition. Int J Parasitol Drugs Drug Resist. 2013 Sep 12;3:154-60. doi: 10.1016/j.ijpddr.2013.08.002. eCollection 2013 Dec. PubMed PMID: 24533305; PubMed Central PMCID: PMC3862409.

3: Azad GK, Singh V, Mandal P, Singh P, Golla U, Baranwal S, Chauhan S, Tomar RS. Ebselen induces reactive oxygen species (ROS)-mediated cytotoxicity in Saccharomyces cerevisiae with inhibition of glutamate dehydrogenase being a target. FEBS Open Bio. 2014 Jan 6;4:77-89. doi: 10.1016/j.fob.2014.01.002. eCollection 2014. PubMed PMID: 24490132; PubMed Central PMCID: PMC3907691.

4: Soares JC, Folmer V, Da Rocha JB, Nogueira CW. Ebselen exhibits glycation-inhibiting properties and protects against osmotic fragility of human erythrocytes in vitro. Cell Biol Int. 2014 Jan 28. doi: 10.1002/cbin.10253. [Epub ahead of print] PubMed PMID: 24470283.

5: Luo Z, Liang L, Sheng J, Pang Y, Li J, Huang L, Li X. Synthesis and biological evaluation of a new series of ebselen derivatives as glutathione peroxidase (GPx) mimics and cholinesterase inhibitors against Alzheimer's disease. Bioorg Med Chem. 2014 Feb 15;22(4):1355-61. doi: 10.1016/j.bmc.2013.12.066. Epub 2014 Jan 9. PubMed PMID: 24461494.

6: Balkrishna SJ, Kumar S, Azad GK, Bhakuni BS, Panini P, Ahalawat N, Tomar RS, Detty MR, Kumar S. An ebselen like catalyst with enhanced GPx activity via a selenol intermediate. Org Biomol Chem. 2014 Jan 29;12(8):1215-9. doi: 10.1039/c4ob00027g. PubMed PMID: 24448734.

7: Aras M, Altaş M, Meydan S, Nacar E, Karcıoğlu M, Ulutaş KT, Serarslan Y. EFFECTS OF EBSELEN ON ISCHEMIA/REPERFUSION INJURY IN RAT BRAIN. Int J Neurosci. 2014 Jan 10. [Epub ahead of print] PubMed PMID: 24405262.

8: Caeran Bueno D, Meinerz DF, Allebrandt J, Waczuk EP, dos Santos DB, Mariano DO, Rocha JB. Cytotoxicity and genotoxicity evaluation of organochalcogens in human leucocytes: a comparative study between ebselen, diphenyl diselenide, and diphenyl ditelluride. Biomed Res Int. 2013;2013:537279. doi: 10.1155/2013/537279. Epub 2013 Nov 21. PubMed PMID: 24350274; PubMed Central PMCID: PMC3856129.

9: Lulla A, Reznik S, Trombetta L, Billack B. Use of the mouse ear vesicant model to evaluate the effectiveness of ebselen as a countermeasure to the nitrogen mustard mechlorethamine. J Appl Toxicol. 2013 Dec 17. doi: 10.1002/jat.2969. [Epub ahead of print] PubMed PMID: 24347431.

10: Antony S, Bayse CA. Density functional theory study of the attack of ebselen on a zinc-finger model. Inorg Chem. 2013 Dec 16;52(24):13803-5. doi: 10.1021/ic401429z. Epub 2013 Nov 22. PubMed PMID: 24266546.