N,N′,N″-tris(2-sulfanylethyl)benzene-1,3,5-tricarboxamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N′,N″-tris(2-sulfanylethyl)benzene-1,3,5-tricarboxamide
• 英文别名: N¹,N³,N⁵-tris(2-mercaptoethyl)benzene-1,3,5-tricarboxamide；1-N,3-N,5-N-tris(2-sulfanylethyl)benzene-1,3,5-tricarboxamide
• 化学式: C₁₅H₂₁N₃O₃S₃
• 分子量: 387.548
• InChiKey: XZDRDCWNNLRTTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  90.3
• 氢给体数：
  6
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N′,N″-tris(2-sulfanylethyl)benzene-1,3,5-tricarboxamide 在 sodium 作用下， 以 甲醇 为溶剂， 反应 0.33h， 以73%的产率得到
  参考文献：
  名称：

  Synthesis and Speciation-Dependent Properties of a Multimetallic Model Complex of NiSOD That Exhibits Unique Hydrogen-Bonding

  摘要：

  The complex Na-3[{Ni-II(nmp)}(3)S(3)BTA(alk))] (1) (nmp(2-) = deprotonated form of N-(2-mercaptoethyl)-picolinamide; H(3)S(3)BTA(alk) = N-1,N-3,N-5-tris(2-mercaptoethyl)-benzene-1,3,5-tricarboxamide, where H = dissociable protons), supported by the thiolate-benzenetricarboxamide scaffold (S(3)BTA(alk)), has been synthesized as a trimetallic model of nickel-containing superoxide dismutase (NiSOD). X-ray absorption spectroscopy (XAS) and H-1 NMR measurements on 1 indicate that the Ni(II)centers are square-planar with N2S2 coordination, and Ni-N and Ni-S distances of 1.95 and 2.16 A, respectively. Additional evidence from IR indicates the presence of H-bonds in 1 from the approximately-200 cm(-1) shift in v(NH) from free ligand. The presence of H-bonds allows for speciation that is temperature-, concentration-, and solvent-dependent. In unbuffered water and at low temperature, a dimeric complex (1(A); lambda = 410 nm) that aggregates through intermolecular NH center dot center dot center dot O=C bonds of BTA units is observed. Dissolution of 1 in pH 7.4 buffer or in unbuffered water at temperatures above 50 degrees C results in monomeric complex (1(M); lambda = 367 nm) linked through intramolecular NH center dot center dot center dot S bonds. DFT computations indicate a low energy barrier between 1A and 1M with nearly identical frontier MOs and Ni-ligand metrics. Notably, 1(A) and 1(M) exhibit remarkable stability in protic solvents such as MeOH and H2O, in stark contrast to monometallic [Ni-II(nmp)(SR)](-) complexes. The reactivity of 1 with excess OD H2O2, and O-2(center dot-) is species dependent. IR and UV-vis reveal that 1A in MeOH reacts with excess O-2 to yield an S-bound sulfinate, but does not react with O-2(center dot-). In contrast, 1M is stable to O-2 in pH 7.4 buffer, but reacts with O-2(center dot-) to yield a putative [Ni-II(nmp)(O-2)](-) complex from release of the BTA-thiolate based on EPR

  DOI：

  10.1021/acs.inorgchem.6b02997
• 作为产物：
  描述：

  N¹,N³,N⁵-tris(2-(tritylthio)ethyl)benzene-1,3,5-tricarboxamide 在 三氟乙酸 、 三乙基硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以80%的产率得到N,N′,N″-tris(2-sulfanylethyl)benzene-1,3,5-tricarboxamide
  参考文献：
  名称：

  Synthesis and Speciation-Dependent Properties of a Multimetallic Model Complex of NiSOD That Exhibits Unique Hydrogen-Bonding

  摘要：

  The complex Na-3[{Ni-II(nmp)}(3)S(3)BTA(alk))] (1) (nmp(2-) = deprotonated form of N-(2-mercaptoethyl)-picolinamide; H(3)S(3)BTA(alk) = N-1,N-3,N-5-tris(2-mercaptoethyl)-benzene-1,3,5-tricarboxamide, where H = dissociable protons), supported by the thiolate-benzenetricarboxamide scaffold (S(3)BTA(alk)), has been synthesized as a trimetallic model of nickel-containing superoxide dismutase (NiSOD). X-ray absorption spectroscopy (XAS) and H-1 NMR measurements on 1 indicate that the Ni(II)centers are square-planar with N2S2 coordination, and Ni-N and Ni-S distances of 1.95 and 2.16 A, respectively. Additional evidence from IR indicates the presence of H-bonds in 1 from the approximately-200 cm(-1) shift in v(NH) from free ligand. The presence of H-bonds allows for speciation that is temperature-, concentration-, and solvent-dependent. In unbuffered water and at low temperature, a dimeric complex (1(A); lambda = 410 nm) that aggregates through intermolecular NH center dot center dot center dot O=C bonds of BTA units is observed. Dissolution of 1 in pH 7.4 buffer or in unbuffered water at temperatures above 50 degrees C results in monomeric complex (1(M); lambda = 367 nm) linked through intramolecular NH center dot center dot center dot S bonds. DFT computations indicate a low energy barrier between 1A and 1M with nearly identical frontier MOs and Ni-ligand metrics. Notably, 1(A) and 1(M) exhibit remarkable stability in protic solvents such as MeOH and H2O, in stark contrast to monometallic [Ni-II(nmp)(SR)](-) complexes. The reactivity of 1 with excess OD H2O2, and O-2(center dot-) is species dependent. IR and UV-vis reveal that 1A in MeOH reacts with excess O-2 to yield an S-bound sulfinate, but does not react with O-2(center dot-). In contrast, 1M is stable to O-2 in pH 7.4 buffer, but reacts with O-2(center dot-) to yield a putative [Ni-II(nmp)(O-2)](-) complex from release of the BTA-thiolate based on EPR

  DOI：

  10.1021/acs.inorgchem.6b02997

文献信息

• 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。
• INK COMPOSITION AND IMAGE RECORDING METHOD AND IMAGE RECORDED MATTER USING SAME
  申请人：SHIMOHARA Norihide

  公开号：US20080241485A1

  公开（公告）日：2008-10-02

  An ink composition containing at least a polymerizable composition, a pigment, and a polymer represented by General Formula (1): where R 1 represents an (m+n)-valent organic linking group, R 2 represents a single bond or divalent organic linking group; A 1 represents a monovalent organic group having a pigment adsorption structure that contains at least one selected from organic pigment structure, heterocyclic structure, acidic group, group having a basic nitrogen atom, urea group, urethane group, group having a coordinating oxygen atom, hydrocarbon group having 4 or more carbon atoms, alkoxysilyl group, epoxy group, isocyanate group, and hydroxyl group; the n groups A 1 and bonds or groups R 2 may independently be the same or different; “m” is 1 to 8, “n” is 2 to 9, and m+n is 3 to 10; P 1 represents a polymer skeleton; and the m skeletons P 1 may be the same or different.
• METHOD OF PRODUCING ORGANIC NANOPARTICLES, ORGANIC NANOPARTICLES THUS OBTAINED, INKJET INK FOR COLOR FILTER, COLORED PHOTOSENSITIVE RESIN COMPOSITION AND PHOTOSENSITIVE RESIN TRANSFER MATERIAL, CONTAINING THE SAME, AND COLOR FILTER, LIQUID CRYSTAL DISPLAY DEVICE AND CCD DEVICE, PREPARED USING THE SAME
  申请人：Matsumoto Keisuke

  公开号：US20090059138A1

  公开（公告）日：2009-03-05

  A method of producing organic nanoparticles, comprising: mixing a solution of an organic material dissolved in a good solvent with a solvent that is compatible with the good solvent but is a poor solvent for the organic material, to prepare a dispersion in which the organic material is being formed to organic fine particles of a size in the order of nanometer; wherein the dispersion contains a polymer compound having a weight-average molecular weight of 1,000 or more represented by the following formula (1): wherein R 1 represents a (m+n)-valent connecting group; R 2 represents a single bond or a divalent connecting group; A 1 represents a specific monovalent organic group; when n is two or more, plural A 1 s may be the same or different; m represents 1 to 8; n represents 2 to 9; m+n is 3 to 10; and P 1 represents a polymer compound residue.
• PROCESSED PIGMENT, PIGMENT-DISPERSED COMPOSITION, COLORED PHOTOSENSITIVE COMPOSITION, COLOR FILTER, LIQUID CRYSTAL DISPLAY ELEMENT, AND SOLID IMAGE PICKUP ELEMENT
  申请人：FUJIMAKI Kazuhiro

  公开号：US20090068575A1

  公开（公告）日：2009-03-12

  Provided are a processed pigment excellent in dispersibility and dispersion stability, a pigment-dispersed composition excellent in dispersibility and dispersion stability of a pigment that uses the processed pigment, a colored photosensitive composition using the pigment-dispersed composition, and a color filter having improved color properties that uses the colored photosensitive composition, in which a pigment is covered with at least one of a specific polymer compound selected from the following (SP-1) to (SP-3); (SP-1) A polymer compound having a heterocycle on a side chain, (SP-2) A graft polymer compound having a weight average molecular weight of from 1,000 to 100000, (SP-3) A polymer compound represented by the following formula (3-1), wherein, R C , R D , A 1 and P 1 respectively represent an organic linkage group, a single bond or a divalent organic linkage group, a monovalent organic group containing such as an organic dye structure, and a polymer skeleton.
• INKJET INK COMPOSITION, AND INKJET RECORDING METHOD AND PRINTED MATERIAL EMPLOYING SAME
  申请人：KASAI Seishi

  公开号：US20090214797A1

  公开（公告）日：2009-08-27

  An inkjet ink composition is provided that includes at least one type of organic pigment exhibiting an orange, violet, or green color, at least one type selected from the group consisting of polymer compounds derived from a monomer represented by specific Formulae and a polymer represented by a specific Formula, and an actinic radiation-curable compound.