N,N'-二(2-巯基乙基)间苯二甲酰胺 | 351994-94-0

• 物质功能分类: 有机原料 - 氨基化合物 - 酰胺类化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N,N'-二(2-巯基乙基)间苯二甲酰胺
• 英文名称: N,N'-bis-(2-mercaptoethyl)isophthalamide
• 英文别名: NBMI；emeramide；1-N,3-N-bis(2-sulfanylethyl)benzene-1,3-dicarboxamide
• CAS: 351994-94-0
• 化学式: C₁₂H₁₆N₂O₂S₂
• 分子量: 284.403
• InChiKey: JUTBAVRYDAKVGQ-UHFFFAOYSA-N

物化性质

• 熔点：
  132-135°C
• 沸点：
  568.9±45.0 °C(Predicted)
• 密度：
  1.229±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  60.2
• 氢给体数：
  4
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8℃

制备方法与用途

生物活性方面，Emeramide 是一种新颖的脂溶性硫醇氧化还原抗氧化剂及重金属螯合剂。

反应信息

• 作为反应物：
  描述：

  N,N'-二(2-巯基乙基)间苯二甲酰胺 、 cadmium(II) chloride 以 乙醇 、 水 为溶剂， 以65%的产率得到
  参考文献：
  名称：

  Cd, Hg, and Pb Compounds of Benzene-1,3-diamidoethanethiol (BDETH₂)

  摘要：

  Benzene-1,3-diamidoethanethiol (BDETH2) is an exceptional precipitant for removing soft heavy metals from water. The present work will detail the bonding arrangement of BDETH2 to the metals Cd, Hg, and Pb, along with the full characterization data of the BDET-M compounds. It was found that the Hg compound has a linear S-M-S geometry. The characterization data consisted of Mp, EA, IR, Raman, MS, XANES, EXAFS, and solid-state multinuclear NMR.

  DOI：

  10.1021/ic0607639
• 作为产物：
  描述：

  间苯二甲酰氯 、 半胱胺盐酸盐 生成 N,N'-二(2-巯基乙基)间苯二甲酰胺
  参考文献：
  名称：

  Multidentate sulfur-containing ligands

  摘要：

  本发明揭示了用于结合重金属的新型含硫配体。这些配体包含一个中心环结构和挂链烷基硫醇链。这些配体的一般结构为：其中n为1-4的整数，X选自氢、锂、钠、钾、铷、铯和钫等组中的一种。本发明的配体适用于结合任何处于或能够处于正氧化态的金属，例如镉、铅、镍、锌、汞、铜等。此外，本发明还揭示了从各种物质中去除重金属的方法，包括通过将物质与新型含硫螯合配体的有效量接触一段足够的时间，形成稳定、不可逆的配体-金属沉淀物，并去除这样的沉淀物。

  公开号：

  US06586600B2
• 作为试剂：
  描述：

  sodium selenite 在 N,N'-二(2-巯基乙基)间苯二甲酰胺 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以0.53g的产率得到selenium
  参考文献：
  名称：

  Removal of Selenite from Water Using a Synthetic Dithiolate: An Experimental and Quantum Chemical Investigation

  摘要：

  Combination of the dithiol N,N '-bis(2-mercaptoethyl)isophthalamide, abbreviated as BDTH2 and as 1, with excess H2SeO3 in aqueous acidic (pH approximate to 1) conditions resulted in precipitation of BDT(S-Se-S) (6), with a Se-77 NMR chemical shift of delta = 675 ppm, and oxidized BDT. When the reaction is conducted under basic conditions Se(IV) is reduced to red Se(0) and oxidized 1. No reaction takes place between 1 and selenate (Se(VI)) under acidic or basic conditions. Compound 6 is stable in air but decomposes to red Se(0) and the disulfide BDT(S-S) (9) with heating and in basic solutions. Mechanisms and energetics of the reactions leading to 6 in aqueous solution were unraveled by extensive calculations at the omega B97X-D/aug-cc-pVTZ-PP level of theory. NMR chemical shift calculations with the gauge-independent atomic orbital (GIAO) method for dimethyl sulfoxide as solvent confirm the generation of 6 (calculated delta value = 677 ppm). These results define the conditions and limitations of using 1 for the removal of selenite from wastewaters. Compound 6 is a rare example of a bidentate selenium dithiolate and provides insight into biological selenium toxicity.

  DOI：

  10.1021/ic402909t

文献信息

• [EN] COMPOSITION FOR TIN-SILVER ALLOY ELECTROPLATING COMPRISING A COMPLEXING AGENT<br/>[FR] COMPOSITION POUR L'ÉLECTROGALVANISATION D'ALLIAGE D'ÉTAIN ET D'ARGENT COMPRENANT UN AGENT COMPLEXANT
  申请人：BASF SE

  公开号：WO2019185468A1

  公开（公告）日：2019-10-03

  An aqueous composition comprising (a) metal ions comprising tin ions and silver ions and (b) at least one complexing agent of formula (C1) R1-X1-S-X21[D1-X22-]nS-X3-R2, (C2) R1-X1-S-X31-D2-[X32-S-]nX3-R2, (C3) R3-X1-S-X41-[D3-X42-]nS-X3-R4 wherein X1, X3 are independently selected from a linear or branched C1-C12 alkanediyl, which may be unsubstituted or substituted by OH; X21, X22 are independently selected from X1, which may be further substituted by -X5-COOR12, -X5-SO2-O-R12, a C2 to C6 polyoxyalkylene group of formula -(O-CH2- CHR11)z-OH, or a combination thereof, and -X1-NH-CO-X6-CO-NH-X1-; X31, X32 are independently selected from a chemical bond and X1; X41, X42 are independently selected from X1; X5 is a linear or branched Ci to C10 alkyl; X6 is selected from X1 and a divalent 5 or 6 membered aromatic group; R1, R2 are independently selected from a monovalent 5 or 6 membered aromatic N- heterocyclic group comprising one N atom or two N atoms which are separated by at least one C atom, and its derivatives received by N-alkylation with a C1-C6- alkyl group, which may be substituted by --COOR12 or -SO2-O-R12, and which aromatic N- heterocyclic group may optionally further comprise, under the proviso that X21 is substituted by at least one OH, one S atom; R3, R4 are independently selected from a monovalent 5 or 6 membered aliphatic N- heterocyclic group comprising one N atom and one O atom; D1 is independently selected from S, O and NR10-; D2 is (a) a divalent 5 or 6 membered aliphatic heterocyclic ring system comprising 1 or 2 S atoms, or (b) a 5 or 6 membered aromatic heterocyclic ring system comprising at least two N atoms and optionally one or two S atoms; D3 is independently selected from S and NR10-; n is an integer of from 0 to 5; z is an integer from 1 to 50; R10 is selected from H and a linear or branched C1-C12 alkyl; R11 is selected from H and a linear or branched C1 to C6 alkyl; and R12 is selected from R10 and a cation.

  一种水性组合物，包括（a）包括锡离子和银离子的金属离子和（b）至少一种具有以下结构的络合剂：（C1）R1-X1-S-X21[D1-X22-]nS-X3-R2，（C2）R1-X1-S-X31-D2-[X32-S-]nX3-R2，（C3）R3-X1-S-X41-[D3-X42-]nS-X3-R4，其中X1、X3可独立地选择自线性或支链的C1-C12脂肪二亚基，可以未取代或被OH取代；X21、X22可独立地选择自X1，可以进一步被-X5-COOR12，-X5-SO2-O-R12，具有式-(O-CH2-CHR11)z-OH的C2到C6聚氧烷基，或其组合物取代，以及-X1-NH-CO-X6-CO-NH-X1-；X31、X32可独立地选择自化学键和X1；X41、X42可独立地选择自X1；X5是线性或支链的Ci到C10烷基；X6选择自X1和双价的5或6元芳香族基；R1、R2可独立地选择自包括一个N原子或两个N原子的单价5或6元芳香N-杂环基，通过N-烷基化与C1-C6烷基基团取代的衍生物，可以被--COOR12或-SO2-O-R12取代，该芳香N-杂环基可以选择性地进一步包括，在X21至少被一个OH取代的条件下，一个S原子；R3、R4可独立地选择自包括一个N原子和一个O原子的单价5或6元脂肪N-杂环基；D1可独立地选择自S、O和NR10-；D2是（a）包括1或2个S原子的双价5或6元脂肪杂环环系统，或（b）包括至少两个N原子和可选地一个或两个S原子的5或6元芳香杂环环系统；D3可独立地选择自S和NR10-；n是从0到5的整数；z是从1到50的整数；R10选择自H和线性或支链的C1-C12烷基；R11选择自H和线性或支链的C1到C6烷基；R12选择自R10和阳离子。
• THIOL-CONTAINING COMPOUNDS FOR THE REMOVAL OF ELEMENTS FROM CONTAMINATED MILIEU AND METHODS OF USE
  申请人：Haley Boyd E.

  公开号：US20110076246A1

  公开（公告）日：2011-03-31

  Sulfur-containing ligands and methods of their utilization for binding metals and/or main group elements and removing them from fluids, solids, gases and/or tissues are disclosed. The ligands are of the general structure: where R 1 comprises benzene, pyridine, pyridin-4-one, naphthalene, anthracene, phenanthrene or alkyl groups, R 2 comprises hydrogen, alkyls, aryls, a carboxyl group, carboxylate esters, organic groups or biological groups, R 3 comprises alkyls, aryls, a carboxyl group, carboxylate esters, organic groups or biological groups, X comprises hydrogen, lithium, sodium, potassium, rubidium, cesium, francium, alkyls, aryls, a carboxyl group, carboxylate esters, thiophosphate, N-acetyl cysteine, mercaptoacetic acid, mercaptopropionic acid, thiolsalicylate, organic groups or biological groups, n independently equals 1-10, m=1-6, Y comprises hydrogen, polymers, silicas or silica supported substrates, and Z comprises hydrogen, alkyls, aryls, a carboxyl group, carboxylate esters, a hydroxyl group, NH 2 , HSO 3 , halogens, a carbonyl group, organic groups, biological groups, polymers, silicas or silica supported substrates.

  含硫配体及其在结合金属和/或主族元素并从流体、固体、气体和/或组织中去除它们的方法已被披露。这些配体具有一般结构：其中R1包括苯、吡啶、吡啶-4-酮、萘、蒽、菲或烷基，R2包括氢、烷基、芳基、羧基、羧酸酯、有机基团或生物基团，R3包括烷基、芳基、羧基、羧酸酯、有机基团或生物基团，X包括氢、锂、钠、钾、铷、铯、钫、烷基、芳基、羧基、羧酸酯、硫代磷酸酯、N-乙酰半胱氨酸、巯基乙酸、巯基丙酸、巯基水杨酸盐、有机基团或生物基团，n独立地等于1-10，m=1-6，Y包括氢、聚合物、硅或硅支撑基质，Z包括氢、烷基、芳基、羧基、羧酸酯、羟基、NH2、HSO3、卤素、羰基、有机基团、生物基团、聚合物、硅或硅支撑基质。
• [EN] METHODS FOR THE TREATMENT OF CYSTEAMINE SENSITIVE DISORDERS<br/>[FR] MÉTHODES DE TRAITEMENT DES TROUBLES SENSIBLES À LA CYSTÉAMINE
  申请人：THIOGENESIS THERAPEUTICS INC

  公开号：WO2019060634A1

  公开（公告）日：2019-03-28

  The invention features methods for the treatment of cystinosis and other cysteamine sensitive disorders in a subject including administration of a disulfide convertible to cysteamine in vivo. The methods can include the separate administration of a reducing agent to the subject to increase the bioavailablity and extend the plasma pharmacokinetic profile of the cysteamine produced following administration of the disulfide. The methods permit sustained cysteamine plasma concentrations in a subject.

  这项发明涉及治疗囊性氨基酸病和其他对半胱氨酸敏感的疾病的方法，包括在体内给予可转化为半胱氨酸的二硫化物。该方法可以包括向受试者单独给予还原剂，以增加半胱氨酸在给予二硫化物后产生的生物利用度，并延长血浆药代动力学特性。该方法允许受试者体内维持持续的半胱氨酸血浆浓度。
• SOLID SUPPORTED TRITHIOL COMPOUNDS FOR REMOVING HEAVY METALS FROM SOLUTION, AND FILTRATION SYSTEMS UTILIZING THE COMPOUNDS
  申请人：Covalent Research Technologies, LLC

  公开号：US20160152563A1

  公开（公告）日：2016-06-02

  Solid-supported trithiol compounds are prepared. The solid-supported trithiol compounds have formula (I): in which R is a linker moiety, X is a solid support, and n≧1. The compounds of formula (I) may be incorporated into methods for removing heavy metals from solutions and into batch systems or filtration apparatus that remove heavy metals from solutions.

  制备了固相三硫化合物。该固相三硫化合物的化学式为（I）：其中R是连接基团，X是固体支持剂，n≧1。式（I）的化合物可以用于从溶液中去除重金属的方法中，并可以用于批处理系统或过滤设备中，用于从溶液中去除重金属。
• METHOD OF SUPPLEMENTING THE DIET AND AMELIORATING OXIDATIVE STRESS
  申请人：Haley Boyd E.

  公开号：US20100227812A1

  公开（公告）日：2010-09-09

  A method of supplementing a diet and ameliorating oxidative stress in a mammal includes administering a pharmaceutically effective amount of an active compound having the chemical structure: where n=1-4 and X is selected from the group consisting of hydrogen, lithium sodium, potassium, rubidium, cesium and francium.

  一种补充哺乳动物饮食和改善氧化应激的方法包括给予一种具有以下化学结构的药物有效量的活性化合物： 其中n = 1-4，X选择自氢，锂，钠，钾，铷，铯和钫组成的群。