Ebselen | 60940-34-3

Ebselen Properties

Melting point	176-182 °C
Boiling point	402.8±28.0 °C(Predicted)
storage temp.	2-8°C
solubility	Soluble in ethanol, methanol, acetone, acetonitrile.
form	Crystalline Powder
pka	-0.40±0.20(Predicted)
color	Yellow to beige
Merck	14,3486
Stability	Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChIKey	DYEFUKCXAQOFHX-UHFFFAOYSA-N
CAS DataBase Reference	60940-34-3(CAS DataBase Reference)
EWG's Food Scores	1
FDA UNII	40X2P7DPGH

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS06,GHS08,GHS09

Signal word

Danger

Hazard statements

H301+H331-H373-H410

Precautionary statements

P260-P264-P273-P301+P310-P304+P340+P311-P314

Hazard Codes

T,N,Xi

Risk Statements

23/25-33-50/53-36/37/38

Safety Statements

20/21-28-45-60-61-28A-36/37-26

RIDADR

UN 3283 6.1/PG 3

WGK Germany

3

RTECS

DE4140750

HazardClass

6.1

PackingGroup

III

HS Code

29310099

NFPA 704

	0
4		0

Ebselen price More Price(50)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	E3520	Ebselen cysteine modifier	60940-34-3	25mg	$246	2024-03-01	Buy
Sigma-Aldrich	SAB4300603	Anti-HA-Tag antibody produced in rabbit affinity isolated antibody	60940-34-3	100μg	$441	2024-03-01	Buy
Sigma-Aldrich	E3520	Ebselen cysteine modifier	60940-34-3	100mg	$745	2024-03-01	Buy
TCI Chemical	E0946	Ebselen >98.0%(GC)	60940-34-3	25mg	$90	2024-03-01	Buy
TCI Chemical	E0946	Ebselen >98.0%(GC)	60940-34-3	100mg	$263	2024-03-01	Buy

Product number	Packaging	Price	Buy
E3520	25mg	$246	Buy
SAB4300603	100μg	$441	Buy
E3520	100mg	$745	Buy
E0946	25mg	$90	Buy
E0946	100mg	$263	Buy

Ebselen Chemical Properties,Uses,Production

Description

Ebselen is one of the selenium-containing anti-inflammatory drugs.In 2003, Rocha and co-workers identified diselenides as a new class of antiinflammatory agents.In 2014, Nogueira and co-workers reported the synthesis and anti-inflammatory activity of salicyclic-based diselenides and selenocynates.Recently, Wilhelm and co-workers identified 4-phenylselenyl-7-chloroquinoline 270 as a potent antiinflammatory compound.

Chemical Properties

yellow to beige crystalline powder

Uses

2-Phenyl-1,2-benzoselenazol-3-one acts as an antiinfammatory compounds,, in addition to that it acts as a modulator of KVβ subunits.

Uses

Ebselen is a lipid-soluble organoselenium compound. Numerous in vivo experiments have demonstrated that ebselen is able to inhibit both vasospasm and tissue damage in cerebral stroke/ischemia animal models (i.e. rat, mice, guinea pig and dog).For example, ebselen has been shown to provide significant protection against ischemic damage in both gray and white matter, and in the ventral posterior nucleus of rodent brains.Additionally, administration of ebselen in gerbils significantly reduces neuronal death induced by ischemia and reperfusion in the hippocampal CA1 region.It has been reported that ebselen inhibits inositol monophosphatase and acts as a safe treatment for bipolar disorder.
The optimal GPx-like activity of ebselen was observed at neutral or nearphysiological pH (7.4), and the activity of ebselen was barely detected in acidic medium.During ischemia, brain pH falls rapidly within the first 5 min from 7.0 to 6.2, which is not optimal for ebselen's GPx-like activity.Meanwhile, since ebselen has shown promising activity in the treatment of stroke, it seems that GPx-like activity of ebselen in the brain may not occur.Thus, the enzymatic reduction of ebselen by TrxR might be the main contribution to its antioxidant property during ischemia. Unlike inorganic and aliphatic selenium compounds, ebselen does not liberate the selenium moiety, which remains within the ring structure. Subsequent metabolism involves methylation, glucuronidation and hydroxylation. Additionally, ebselen could also inhibit enzymes such as lipoxygenases, nitric oxide synthases, nitrogen oxides, protein kinase C and H1/K1-ATPase.
Besides the relationship with redox systems, another neuroprotective mechanism of ebselen is involved in controlling the expression of gaminobutyric acid shunt enzymes to supply the tricarboxylic acid cycle, and significantly inhibiting acetylcholinesterase activity,demonstrating its engagement in the metabolic system.

Uses

antioxidant, lipoxygenase inhibitor, inhibits oxidation of LDL

Definition

ChEBI: A benzoselenazole that is 1,2-benzoselenazol-3-one carrying an additional phenyl substituent at position 2. Acts as a mimic of glutathione peroxidase.

Reactions

Ebselen is a substrate for mammalian TrxR and can be converted to ebselen selenol by consuming NADPH.The reduction reaction acts with an apparent KM value of 2.5 mM and a kcat of 588 min-1. Oxidants such as H2O2 react with ebselen selenol to produce ebselen selenenic acid (EbSeOH), and spontaneously produce H2O and ebselen to form a redox cycling mechanism for ebselen.
Upon the addition of Trx to TrxR, NADPH and ebselen, the reaction rate increases several-fold. This may be achieved by a very fast oxidation of reduced Trx by ebselen at a reaction rate constant42107 M1 s1.This rate is orders of magnitude faster than the reaction of reduced Trx with a substrate such as insulin disulfides. Thus, ebselen can compete with disulfide substrates for the reduction by Trx. These results indicate that ebselen can serve as a mediator in the redox environment via the Trx system.

General Description

Ebselen is a sympathomimetic amine.

Biochem/physiol Actions

Ebselen, a glutathione-peroxidase-mimic, elicits anti-inflammatory activity. It also has anti-atherosclerotic functionality. Ebselen displays antibacterial action on) multidrug-resistant Staphylococcus aureus (MRSA) infections and could be a potential therapeutic target for treating MRSA based skin infection. It is regarded as neuroprotective agent and elicits chemopreventive functionality in inflammation-associated carcinogenesis.

Clinical Use

Ebselen and its analogs have also been shown to be inhibitors of Bacillus anthracis TrxR. The ebselen analogs displayed antibacterial activity on Bacillus subtilis, S. aureus, Bacillus cereus and M. tuberculosis. There existed a high resistance barrier for the bacteria to develop ebselen-resistant strains and isolating resistant mutants was found to be difficult and, ultimately, unsuccessful.28 The reason for the difficulty of developing ebselen-resistant bacteria may be because ebselen has exerted a multiple drug-target mechanism, although the exact mechanism is not yet known. In addition to the thioredoxin and GSH systems, ebselen has been reported to have some other potential targets in bacteria, which may help it to overcome the bacterial drug resistance. Ebselen was identified as an inhibitor of diguanylate cyclases by a high-throughput screening in another study by covalent binding to Cys residues.29 This may block the cyclic-di-GMP signaling pathway, regulating biofilm formation, flagella-mediated motility in Pseudomonas aeruginosa, and thus its pathogenesis. Ebselen was identified as an inhibitor of the cysteine protease domain (CPD) in the Clostridium difficile major virulence factor toxin B (TcdB) by another high-throughput screening study.
A CPD can bind with one or two ebselen molecules with a covalent modification probably occurring at the active site Cys. The treatment of ebselen blocked the toxic effects of TcdB and the pathology of C. difficile infection in mice.30 Another study also indicated that ebselen is a potent inhibitor of the M. tuberculosis Ag85 complex by binding covalently to a Cys residue (C209) located near the Ag85C active site, which is central to the synthesis of major components of the inner and outer leaflets of the mycobacterial outer membrane.

storage

Room temperature

References

1) Schewe et al. (1995), Molecular actions of ebselen – an anti-inflammatory antioxidant; Gen. Pharmacol., 26 1153 2) Parnham et al. (2000), Ebselen: prospective therapy for cerebral ischaemia; Expert. Opin. Investig. Drugs, 9 607 3) Masumoto et al. (1996), Kinetic study of the reaction of ebselen with peroxynitite; FEBS Lett., 398 179 4) Nakamura et al. (2002), Ebselen, a glutathione peroxidase mimetic seleno-organic compound, as a multifunctional antioxidant. Implication for inflammation-associated carcinogenesis; J. Biol. Chem., 277 2687

Ebselen synthesis

Synthesis of Ebselen from melem

Ebselen Preparation Products And Raw materials

Raw materials

Benzoyl chloride, 2-(chloroseleno)- melem Aniline

Preparation Products

Ebselen Suppliers

Global( 229)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Wuhan Nutra Biotechnology Co.,Ltd	+8617786394783	nutrabiotech@outlook.com	China	300	58
Henan Fengda Chemical Co., Ltd	+86-371-86557731 +86-13613820652	info@fdachem.com	China	20285	58
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21634	55
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32957	60
Biochempartner	0086-13720134139	candy@biochempartner.com	CHINA	965	58
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19553	58
career henan chemical co	+86-0371-86658258 +8613203830695	factory@coreychem.com	China	29811	58
Shaanxi Dideu Medichem Co. Ltd	+86-29-81148696 +86-15536356810	1022@dideu.com	China	3882	58
Antai Fine Chemical Technology Co.,Limited	18503026267	info@antaichem.com	CHINA	9636	58
Zhengzhou Alfa Chemical Co.,Ltd	+8618530059196	sale04@alfachem.cn	China	13415	58

Supplier	Advantage
Wuhan Nutra Biotechnology Co.,Ltd	58
Henan Fengda Chemical Co., Ltd	58
Henan Tianfu Chemical Co.,Ltd.	55
ATK CHEMICAL COMPANY LIMITED	60
Biochempartner	58
BOC Sciences	58
career henan chemical co	58
Shaanxi Dideu Medichem Co. Ltd	58
Antai Fine Chemical Technology Co.,Limited	58
Zhengzhou Alfa Chemical Co.,Ltd	58

View Lastest Price from Ebselen manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-11-16	Ebselen 60940-34-3	US $42.00-86.00 / mg		99.94%	10g	TargetMol Chemicals Inc.
2024-11-16	Ebselen 60940-34-3	US $42.00-86.00 / mg		99.94%	10g	TargetMol Chemicals Inc.
2024-11-01	Ebselen 60940-34-3	US $245.00-0.00 / g	1ASSAYS	98%	10G	Wuhan Nutra Biotechnology Co.,Ltd

Ebselen
60940-34-3
US $42.00-86.00 / mg
99.94%
TargetMol Chemicals Inc.

Ebselen
60940-34-3
US $42.00-86.00 / mg
99.94%
TargetMol Chemicals Inc.

Ebselen
60940-34-3
US $245.00-0.00 / g
98%
Wuhan Nutra Biotechnology Co.,Ltd

Ebselen Spectrum

Ebselen(60940-34-3)¹HNMR

60940-34-3(Ebselen)Related Search:

Benzo[b]thien-2-ylboronic acid PHENYL VALERATE Isradipine Elacridar Phenylacetic acid

1,2-Benzisoselenazol-3(2H)-one, 2-(3-methoxyphenyl)- 1,2-Benzisoselenazol-3(2H)-one, 2-(4-methylphenyl)- 1,2-Benzisoselenazol-3(2H)-one, 2-(4-fluorophenyl)- Ebselen 6-Fluoro-2-phenyl-1,2-benzisoselenazol-3(2H)-one

1-OXO-2-(2,4,6-TRIMETHYL-PHENYL)-1,2-DIHYDRO-1LAMBDA4-BENZO[D]ISOSELENAZOL-3-ONE 1,2-Benzisoselenazol-3(2H)-one, 2-(4-nitrophenyl)- 1,2-Benzisoselenazol-3(2H)-one, 6-methoxy-2-phenyl- 1,2-Benzisoselenazol-3(2H)-one, 7-methoxy-2-phenyl- 1,2-Benzisoselenazol-3(2H)-one, 2-(4-chlorophenyl)-

1,2-Benzisoselenazol-3(2H)-one, 2-(1,3-benxodioxol-5-yl)- 2-(4-Methoxyphenyl)-1,2-benzisoselenazol-3(2H)-one 1,2-Benzisoselenazol-3(2H)-one, 5-chloro-2-phenyl-

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2-phenyl-1,2-benzisoselenazol- 2-Phenyl-1,2-benzoselenazol-3-one Harmokisane 2-Phenyl-1-selena-2-azaindan-3-one DR-3305 RP-60931 Ebselen,99% Ebselen2-Phenyl-benzo[d]isoselenazol-3-one Ebselen, 99% 250MG 1,2-Benzisoselenazol-3(2H)-one, 2-phenyl- CCG-39161 Lopac E 3520 NSC 639762 SPI-1005 2-phenylbenzo[d][1,2]selenazol-3(2H)-one MONOCLONAL ANTI-GST antibody produced in mouse ANTI-HA TAG antibody produced in rabbit 2-phenyl-2-benzisoselenazol-3(2h)-one PZ51 2-phenyl-benzo[d]isoselenazol-3-one 2-PHENYL-1,2-BENZISOSELENAZOL-3(2H)-ONE EBSELEN EBSELEN (PZ51, 2-PHENYL-1,2-BENZISOSELEN AZOL-3(2H)-ONE) EBSELEN 99% 2-Phenyl-1,2-benzoselenazol-3(2H)-one PZ 51;DR3305;SPI-1005 2-Phenyl-1,2-benzoselenazol-3-one (Ebselen) Ebselen> 2-Phenyl-1,2-benzoisoselenazol-3(2H)-one 60940-34-3 C13H9NOSe D to K Enzyme Inhibitors Enzyme Inhibitors by Enzyme Enzymes, Inhibitors, and Substrates Glutathione S-transferase BioChemical Biochemicals and Reagents Glutamate receptor