Emeramide - CAS 351994-94-0
Catalog number: B0001-470917
Category: Main Product
Molecular Formula:
C12H16N2O2S2
Molecular Weight:
284.39
COA:
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Description:
Emeramide is a mercury chelator and an antioxidant, for the treatment of mercury poisoning. The molecule consists of two thiol groups and linked via a pair of amide groups.
Ordering Information
Catalog Number Size Price Stock Quantity
B0001-470917 5 g $298 In stock
B0001-470917 10 g $498 In stock
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Purity:
>98%
Appearance:
White to Off-white Solid
Synonyms:
BDTH2; N,N'-bis(2-mercaptoethyl)isophthalamide; 1-N,3-N-bis(2-sulfanylethyl)benzene-1,3-dicarboxamide
Solubility:
Soluble in DMSO.
Storage:
Dry, dark and at 0 - 4°C for short term (days to weeks) or -20°C for long term (months to years).
MSDS:
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Shelf Life:
2 years
InChIKey:
JUTBAVRYDAKVGQ-UHFFFAOYSA-N
InChI:
InChI=1S/C12H16N2O2S2/c15-11(13-4-6-17)9-2-1-3-10(8-9)12(16)14-5-7-18/h1-3,8,17-18H,4-7H2,(H,13,15)(H,14,16)
Canonical SMILES:
C1=CC(=CC(=C1)C(=O)NCCS)C(=O)NCCS
1.Low-level mercury removal from groundwater using a synthetic chelating ligand.
Blue LY;Van Aelstyn MA;Matlock M;Atwood DA Water Res. 2008 Apr;42(8-9):2025-8. doi: 10.1016/j.watres.2007.12.010. Epub 2007 Dec 23.
Mercury is present in many industrial processes at low concentrations and is a cause for concern due to the propensity for mercury to bioaccumulate. As a cumulative toxin, introduction of mercury into the environment at any level has the potential to adversely affect ecologic systems. To date, no commercial precipitants are available that can irreversibly and permanently bind mercury. In the current work, selected commercial reagents were compared alongside the dianionic ligand 1,3-benzenediamidoethanethiolate (BDET(2-)) to test the feasibility of low-level (parts-per-billion, ppb) mercury treatment for groundwater near a chloralkali plant. Of all the reagents examined, only K(2)BDET was capable of reducing mercury concentrations to below instrumental detection limits of 0.05 ppb with the added benefit of producing a stable precipitate.
2.Novel lipid-soluble thiol-redox antioxidant and heavy metal chelator, N,N'-bis(2-mercaptoethyl)isophthalamide (NBMI) and phospholipase D-specific inhibitor, 5-fluoro-2-indolyl des-chlorohalopemide (FIPI) attenuate mercury-induced lipid signaling leading to protection against cytotoxicity in aortic endothelial cells.
Secor JD;Kotha SR;Gurney TO;Patel RB;Kefauver NR;Gupta N;Morris AJ;Haley BE;Parinandi NL Int J Toxicol. 2011 Dec;30(6):619-38. doi: 10.1177/1091581811422413. Epub 2011 Oct 12.
Here, we investigated thiol-redox-mediated phospholipase D (PLD) signaling as a mechanism of mercury cytotoxicity in mouse aortic endothelial cell (MAEC) in vitro model utilizing the novel lipid-soluble thiol-redox antioxidant and heavy metal chelator, N,N'-bis(2-mercaptoethyl)isophthalamide (NBMI) and the novel PLD-specific inhibitor, 5-fluoro-2-indolyl des-chlorohalopemide (FIPI). Our results demonstrated (i) mercury in the form of mercury(II) chloride, methylmercury, and thimerosal induced PLD activation in a dose- and time-dependent manner; (ii) NBMI and FIPI completely attenuated mercury- and oxidant-induced PLD activation; (iii) mercury induced upstream phosphorylation of extracellular-regulated kinase 1/2 (ERK1/2) leading to downstream threonine phosphorylation of PLD(1) which was attenuated by NBMI; (iv) mercury caused loss of intracellular glutathione which was restored by NBMI; and (v) NBMI and FIPI attenuated mercury- and oxidant-induced cytotoxicity in MAECs. For the first time, this study demonstrated that redox-dependent and PLD-mediated bioactive lipid signaling was involved in mercury-induced vascular EC cytotoxicity which was protected by NBMI and FIPI.
3.Irreversible precipitation of mercury and lead.
Matlock MM;Howerton BS;Atwood DA J Hazard Mater. 2001 Jun 1;84(1):73-82.
There are immediate concerns with current commercial reagents that are used for heavy metal precipitation; in particular the fact that the reagents are not specifically designed to bind the targeted metals. The current literature reveals that not only do commercial reagents lack sufficient ability to strongly bind the metals, but they also fail to provide long-term stability as ligand-metal complexes under a variety of moderate conditions. For this reason a new ligand was designed and synthesized: 1,3-benzenediamidoethanethiol (BDETH2). It offers multiple, concerted, bonding sites for heavy metals and forms a stable metal-ligand precipitate. In this study, the formation of compounds comprised of this ligand with the divalent metals, lead and mercury, was explored and the pH stability of the water insoluble precipitates was determined. The leaching properties of the metal-ligand precipitates were determined using inductively coupled plasma (ICP) spectroscopy and cold vapor atomic fluorescence spectroscopy (CVAF). The results indicate that a 50.00 ppm lead solution at a pH of 4.0 may be reduced to a concentration of 0.05 ppm (99.9% lead removal) and to 0.13 ppm (99.7% lead removal) at a pH 6.
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