Emeramide (BDTH2)
(Synonyms: N,N'-二(2-巯基乙基)间苯二甲酰胺,BDTH2) 目录号 : GC31671
Emeramide (BDTH2)是一种脂溶性重金属螯合剂和抗氧化剂。
Cas No.:351994-94-0
Sample solution is provided at 25 µL, 10mM.
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Emeramide (BDTH2) is a lipid-soluble heavy metal chelator and antioxidant [1]. Emeramide forms strong covalent or semi-covalent thiosulfide complexes with “soft metals” (such as mercury (Hg2+), lead (Pb2+), and cadmium (Cd2+)), thereby reducing the free concentration and toxicity of these metals [2]. Emeramide can help restore or protect intracellular thiol/antioxidant systems, such as glutathione (GSH), thereby alleviating metal-induced oxidative stress [3]. Emeramide is primarily a potential therapeutic agent for heavy metal poisoning [4].
In U-87 MG cells, Emeramide (0-200µM; 24h) reduces cell viability at high concentrations [5]. In HepG2 cells, pretreatment with Emeramide (0-100µM; 24h) reduced CuSO4-induced cell death and decreased ROS levels [6].
In H67D knock-in mutant mice, oral Emeramide (450mg/kg; po; 6 weeks) reduces iron accumulation in the brain and liver [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.
Emeramide (BDTH2)是一种脂溶性重金属螯合剂和抗氧化剂 [1]。Emeramide 与“软金属”（例如汞（Hg2+）、铅（Pb2+）和镉（Cd2+））形成强共价或半共价硫代硫化物复合物，从而降低这些金属的游离浓度和毒性 [2]。Emeramide有助于恢复或保护细胞内硫醇/抗氧化系统，例如谷胱甘肽（GSH），从而减轻金属诱导的氧化应激 [3]。Emeramide主要是一种治疗重金属中毒的潜在药物 [4]。
在U-87 MG细胞中，高浓度的Emeramide（0-200µM；24h）可降低细胞活力 [5]。在HepG2细胞中，用Emeramide（0-100µM；24h）预处理可减少CuSO4诱导的细胞死亡并降低活性氧（ROS）水平 [6]。
在H67D敲入突变小鼠中，口服Emeramide（450mg/kg；po；6周）可减少大脑和肝脏中的铁蓄积 [7]。
| Cell experiment [1]: | |
Cell lines | U-87 MG cells |
Preparation Method | Cells were plated in clear-bottom opaque 96-well plates at a density of 2 × 104 cells/well. After overnight attachment, they were treated with PbAc (0-300µM) for 24 or 48h, Emeramide (0-200µM) for 24h, or DMSA (0-500µM) for 24h to establish individual toxicity profiles. |
Reaction Conditions | 0-200µM; 24h |
Applications | Emeramide reduces cell viability at high concentrations. |
| Animal experiment [2]: | |
Animal models | H67D knock-in mutant mice |
Preparation Method | H67D knock-in mutant mice and control wild-type (WT) mice (5–6 weeks old, n = 6–8 per group) were main tained on a 12-h light/dark cycle, and given facility chow and water ad libitum. Mice were administered with Emeramide (450mg/kg body weight), Deferiprone (100mg/kg), or vehicle (0.5% Carboxymethylcellulose ) by oral gavage daily for 6 weeks. |
Dosage form | 450mg/kg; po; 6 weeks |
Applications | Oral Emeramide reduces iron accumulation in the brain and liver. |
References: | |
| Cas No. | 351994-94-0 | SDF | |
| 别名 | N,N'-二(2-巯基乙基)间苯二甲酰胺,BDTH2 | ||
| Canonical SMILES | O=C(C1=CC=CC(C(NCCS)=O)=C1)NCCS | ||
| 分子式 | C12H16N2O2S2 | 分子量 | 284.4 |
| 溶解度 | DMSO : 100 mg/mL (351.62 mM);Water : < 0.1 mg/mL (insoluble) | 储存条件 | Store at -20°C,unstable in solution, ready to use. |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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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 |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet