An antioxidant heavy metal chelator
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Emeramide

Item No. 32889

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N1,N3-bis(2-mercaptoethyl)-1,3-benzenedicarboxamide
CAS Number
351994-94-0
Synonyms
  • BDTH2
  • NBMI
Molecular Formula
C12H16N2O2S2
Formula Weight
284.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
SMILES
O=C(C1=CC=CC(C(NCCS)=O)=C1)NCCS
InChi Code
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)
InChi Key
JUTBAVRYDAKVGQ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    250 mg

    $54

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    500 mg

    $97

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    1 g

    $162

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    5 g

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    Cayman Chemical
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    Product Description

    Emeramide is an antioxidant heavy metal chelator.1 It prevents methylmercury-induced glutathione (GSH) loss, and cytotoxicity to, isolated mouse aortic endothelial cells when used at a concentration of 50 µM. Emeramide (50 µM) also prevents reactive oxygen species (ROS) production and cytotoxicity induced by bleomycin (Item No. 13877) in primary bovine pulmonary artery endothelial cells.2 It increases survival of rats in a model of mercury chloride-induced toxicity when administered at a dose of 2 mg/kg.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Secor, J.D., Kotha, S.R., Gurney, T.O., et al. 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. Int. J. Toxicol. 30(6), 619-638 (2011).

    2. Patel, R.B., Kotha, S.R., Sauers, L.A., et al. Thiol-redox antioxidants protect against lung vascular endothelial cytoskeletal alterations caused by pulmonary fibrosis inducer, bleomycin: Comparison between classical thiol-protectant, N-acetyl-L-cysteine, and novel thiol antioxidant, N,N'-bis-2-mercaptoethyl isophthalamide. Toxicol. Mech. Methods 22(5), 383-396 (2012).

    3. Clarke, D., Buchanan, R., Gupta, N., et al. Amelioration of acute mercury toxicity by a novel, non-toxic lipid soluble chelator N,N'bis-(2-mercaptoethyl)isophthalamide: Effect on animal survival, health, mercury excretion and organ accumulation. Toxicol. Environ. Chem. 94(3), 616-640 (2012).