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Emeramide (BDTH2) (Synonyms: BDTH2, NBMI)

Catalog No.GC31671 Copy One-Click Copy Product Info

Emeramide (BDTH2) es un quelante y antioxidante de metales pesados solubles en lípidos

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Emeramide (BDTH2) Chemical Structure

Cas No.: 351994-94-0

Tamaño Precio Disponibilidad Cantidad
100mg
22,00 $
Disponible
500mg
55,00 $
Disponible
1g
90,00 $
Disponible

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Sample solution is provided at 25 µL, 10mM.



Description of Emeramide (BDTH2)

Emeramide (BDTH2) es un quelante y antioxidante de metales pesados solubles en lípidos [1]. Emeramide forma fuertes complejos de tiosulfuro covalentes o semicovalentes con “metales blandos” (como el mercurio (Hg2+), el plomo (Pb2+), y el cadmio (Cd2+)), reduciendo así la concentración libre y la toxidad de estos metales [2]. Emeramide puede ayudar a restaurar o proteger los sistemas intracelulares de tiol/antioxidantes, como el glutatión (GSH), aliviando así el estrés oxidativo inducido por metales [3]. Emeramide es principalmente un agente terapéutico potencial para el envenenamiento de metales pesados[4].

En las células U-87 MG, Emeramide (0-200µM; 24h) reduce la viabilidad celular a altas concentraciones [5]. En las células HepG2, el pretratamiento con Emeramide (0-100µM; 24h) redujo la muerte celular inducida por CuSO4 y disminuyó los niveles de ROS [6].

En ratones mutantes knock-in H67D, Emeramide oral (450mg/kg; po; 6 semanas) reduce la acumulación de hierro en el cerebro y el hígado [7].

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[J]. International journal of toxicology, 2011, 30(6): 619-638.
[2]. Wang Y, Zhang S, Bian J, et al. A method for the rapid detection of heavy metal mercury ions based on a novel mercury chelator N, N'-bis (2-mercaptoethyl) isophthalamide[J]. Food Chemistry, 2025, 468: 142486.
[3]. 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[J]. International journal of toxicology, 2011, 30(6): 619-638.
[4]. Geier D A, Geier M R. Reductions in plasma and urine mercury concentrations following N, N′ bis-(2-mercaptoethyl) isophthalamide (NBMI) therapy: a post hoc analysis of data from a randomized human clinical trial[J]. Biometals, 2024, 37(2): 433-445.
[5]. Gadde R, Betharia S. N, N′ bis-(2-mercaptoethyl) isophthalamide (NBMI) exerts neuroprotection against lead-induced toxicity in U-87 MG cells[J]. Archives of Toxicology, 2021, 95(8): 2643-2657.
[6]. Gadde R, Betharia S. NBMI Exerts Protection Against Copper Overload in HepG2 and SH‐SY5Y Cell Lines[J]. The FASEB Journal, 2022, 36.
[7]. Cheng R, Gadde R, Fan Y, et al. Reversal of genetic brain iron accumulation by N, N′-bis (2-mercaptoethyl) isophthalamide, a lipophilic metal chelator, in mice[J]. Archives of Toxicology, 2022, 96(7): 1951-1962.

Protocol of Emeramide (BDTH2)

Experimentos celulares [1]:

Líneas celulares

Células U-87 MG

Método de preparación

Las células se chaparon en placas opacas de fondo transparente de 96 pozos a una densidad de 2 × 104 celdas/pocillo. Después de la unión durante la noche, fueron tratados con PbAc (0-300µM) durante 24 o 48h, Emeramide (0-200µM) durante 24h o DMSA (0-500µM) durante 24h para establecer perfiles de toxicidad individuales.

Condiciones de reacción

0-200 µM; 24h

Áreas de aplicación

Emeramide reduce la viabilidad celular a altas concentraciones.
Experimentos con animales [2]:

Modelos animales

Ratones mutantes de golpe H67D

Método de preparación

Los ratones mutantes knock-in H67D y los ratones de tipo salvaje (WT) de control (5-6 semanas de edad, n = 6-8 por grupo) se mantuvieron en un ciclo de luz/oscuridad de 12 horas, y se les dio comida y agua ad libitum. A los ratones se les administró Emeramide (450 mg/kg de peso corporal), deferiprona (100 mg/kg) o vehículo (0,5 % de carboximetilcelulosa) por vía corporal oral diariamente durante 6 semanas.

Forma de dosificación

450 mg/kg; po; 6 semanas

Áreas de aplicación

Emeramide oral reduce la acumulación de hierro en el cerebro y el hígado.

References:
[1]. Gadde R, Betharia S. N, N′ bis-(2-mercaptoethyl) isophthalamide (NBMI) exerts neuroprotection against lead-induced toxicity in U-87 MG cells[J]. Archives of Toxicology, 2021, 95(8): 2643-2657.
[2]. Cheng R, Gadde R, Fan Y, et al. Reversal of genetic brain iron accumulation by N, N′-bis (2-mercaptoethyl) isophthalamide, a lipophilic metal chelator, in mice[J]. Archives of Toxicology, 2022, 96(7): 1951-1962.

Chemical Properties of Emeramide (BDTH2)

Cas No. 351994-94-0 SDF
Sinónimos BDTH2, NBMI
Canonical SMILES O=C(C1=CC=CC(C(NCCS)=O)=C1)NCCS
Formula C12H16N2O2S2 M.Wt 284.4
Solubility DMSO : 100 mg/mL (351.62 mM);Water : < 0.1 mg/mL (insoluble) Storage Store at -20°C,unstable in solution, ready to use.
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table of Emeramide (BDTH2)

Prepare stock solution
1 mg 5 mg 10 mg
1 mM 3.5162 mL 17.5809 mL 35.1617 mL
5 mM 703.2 μL 3.5162 mL 7.0323 mL
10 mM 351.6 μL 1.7581 mL 3.5162 mL
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Method for preparing in vivo formulation: Take μL DMSO master liquid, next add μL Corn oil, mix and clarify.

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3. All of the above co-solvents are available for purchase on the GlpBio website.

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Average Rating: 5 ★★★★★ (Based on Reviews and 4 reference(s) in Google Scholar.)

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