Ebselen

AdipoGen Life Sciences
Product Code: AG-CR1-0031
CodeSizePrice
AG-CR1-0031-M0011 mg£25.00
Quantity:
AG-CR1-0031-M0055 mg£32.00
Quantity:
AG-CR1-0031-M02525 mg£70.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
-20°C
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
2-Phenyl-1,2-benzisoselenazol-3-(2H)-one
Appearance:
White to off-white solid.
CAS:
60940-34-3
Class:
6.1
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS06,GHS08,GHS09
Handling Advice:
Protect from light.
Hazards:
H301, H331, H373, H410
InChi:
InChI=1S/C13H9NOSe/c15-13-11-8-4-5-9-12(11)16-14(13)10-6-2-1-3-7-10/h1-9H
InChiKey:
DYEFUKCXAQOFHX-UHFFFAOYSA-N
Long Description:
Chemical. CAS: 60940-34-3. Formula: C13H9NOSe. MW: 274.2. Glutathione peroxidase mimetic. Peroxynitrite scavenger. Anti-inflammatory Antioxidant. Protein kinase C (PKC), NADPH, lipoxygenase, COX, NOS, H+-ATPase and NADPH oxidase inhibitor. Antifungal. Review. Potent IDO-1 inhibitor with Ki 94nM. Inhibitor of HIV-1 capsid C-terminal domain dimerization.
MDL:
MFCD00210937
Molecular Formula:
C13H9NOSe
Molecular Weight:
274.2
Package Type:
Vial
PG:
III
Precautions:
P260, P264, P271, P273, P310, P314, P405
Product Description:
Glutathione peroxidase mimetic [1, 4]. Peroxynitrite scavenger [4]. Anti-inflammatory [1, 5-7] Antioxidant [2, 3, 5]. Protein kinase C (PKC), NADPH, lipoxygenase, COX, NOS, H+-ATPase and NADPH oxidase inhibitor [6-9]. Antifungal [9]. Review [10]. Potent IDO-1 inhibitor with Ki 94nM [11]. Inhibitor of HIV-1 capsid C-terminal domain dimerization. Shown to potentially inhibit the 33.8-kDa Main Protease (Mpro)/3C-like Protease of SARS-CoV-2, consequently inhibiting viral transcription and replication and possibly inhibiting spread of COVID-19.
Purity:
>98% (HPLC)
Signal word:
Danger
SMILES:
O=C1N([Se]C2=C1C=CC=C2)C1=CC=CC=C1
Solubility Chemicals:
Soluble in DMSO (10mg/ml) or 100% ethanol (5mg/ml).
Transportation:
Excepted Quantity
UN Nummer:
UN 3283
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

A novel biologically active seleno-organic compound--III. Effects of PZ 51 (Ebselen) on glutathione peroxidase and secretory activities of mouse macrophages: M.J. Parnham & S. Kindt; Biochem. Pharmacol. 33, 3247 (1984) | Seleno-organic compounds and the therapy of hydroperoxide-linked pathological conditions: M.J. Parnham & E. Graf; Biochem. Pharmacol. 36, 3095 (1987) | Kinetic mechanism and substrate specificity of glutathione peroxidase activity of ebselen (PZ51): M. Maiorino, et al.; Biochem. Pharmacol. 37, 2267 (1988) | Ebselen as a glutathione peroxidase mimic and as a scavenger of peroxynitrite: H. Sies & H. Masumoto; Adv. Pharmacol.38, 229 (1997) | Ebselen, a glutathione peroxidase mimetic seleno-organic compound, as a multifunctional antioxidant. Implication for inflammation-associated carcinogenesis: Y. Nakamura, et al.; J. Biol. Chem. 277, 2687 (2002) | Molecular actions of ebselen-an antiinflammatory antioxidant: T. Schewe; Gen. Pharmacol. 26, 1153 (1995) | Studies on the anti-inflammatory activity of ebselen. Ebselen interferes with granulocyte oxidative burst by dual inhibition of NADPH oxidase and protein kinase C?: I.A. Cotgreave, et al.; Biochem. Pharmacol. 38, 649 (1989) | Strong inhibition of mammalian lipoxygenases by the antiinflammatory seleno-organic compound ebselen in the absence of glutathione: C. Schewe, et al.; Biochem. Pharmacol. 48, 65 (1994) | Evaluation of the antifungal and plasma membrane H+-ATPase inhibitory action of ebselen and two ebselen analogs in S. cerevisiae cultures: B. Billack, et al.; J. Enzyme Inhib. Med. Chem. 25, 312 (2010) | Ebselen: a thioredoxin reductase-dependent catalyst for alpha-tocopherol quinone reduction: J. Fang, et al.; Toxicol. Appl. Pharmacol. 207, 103 (2005) | The selenazal drug ebselen potently inhibits indoleamine 2,3-dioxygenase by targeting enzyme cysteine residues: A.C. Terentis, et al. Biochem. 49, 591 (2010) | Ebselen, a small-molecule capsid inhibitor of HIV-1 replication: S. Thenin-Houssier, et al.; Antimicrob. Agents Chemother. 60, 2195 (2016) | Structure of Mpro from COVID-19 virus and discovery of its inhibitors: Z. Jin, et al.; Nature (Epub ahead of print) (2020)

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