N-(羧甲基)-N-2-(羧甲基)氨基乙基-甘氨酸 | 688-57-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-(羧甲基)-N-2-(羧甲基)氨基乙基-甘氨酸
• 中文别名: 乙二胺三乙酸
• 英文名称: ethylenediamine-N,N,N'-triacetic acid
• 英文别名: ethylenediamine-N,N,N'-triacetate；ethylenediaminetriacetic acid；ED3A；H3ed3a；N,N,N'-tris(carboxymethyl) ethylenediamine；ethylenediarninetriacetic acid；N-(Carboxymethyl)-N-(2-((carboxymethyl)amino)ethyl)glycine；2-[2-[bis(carboxymethyl)amino]ethylamino]acetic acid
• CAS: 688-57-3
• 化学式: C₈H₁₄N₂O₆
• 分子量: 234.209
• InChiKey: OUDSFQBUEBFSPS-UHFFFAOYSA-N

物化性质

• 沸点：
  525.7±50.0 °C(Predicted)
• 密度：
  1.458±0.06 g/cm3(Predicted)
• 溶解度：
  可微溶于水

计算性质

• 辛醇/水分配系数(LogP)：
  -5.9
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  127
• 氢给体数：
  4
• 氢受体数：
  8

安全信息

• 海关编码：
  2922509090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温密封，干燥

反应信息

• 作为反应物：
  描述：

  copper(II) choride dihydrate 、 N-(羧甲基)-N-2-(羧甲基)氨基乙基-甘氨酸 在 KOH 作用下， 以 水 为溶剂， 以60%的产率得到poly[(2-ketopiperazine-N,N'-diylbis(acetato))diaquacopper(II) monohydrate]
  参考文献：
  名称：

  Ketopiperazinediacetate zinc and copper complexes in the degradation of ethylenediaminetriaceta

  摘要：

  Polymeric ketopiperazinediacetate complexes [M(kpda)(H(2)O)(2)](n)center dot H(2)O (M = Cu, 1; Zn, 2. H(2)kpda = ketopiperazinediacetic acid, C(8)H(12)N(2)O(5)) were obtained from the reactions of copper chloride and zinc nitrate with ethylenediaminetriacete at pH 5.0 (H(3)ed3a = ethylenediaminetriacetic acid), where ed3a is in equilibrium with amidation product of kpda. 1 or 2 consists of a monomeric neutral unit [M(kpda)(H(2)O)(2)](n), where ketopiperazinediacetate anion serves as bridged ligand through the amine nitrogen and the acetate oxygen forming a glycinate metallocycle, and the other acetate coordinates bidentately with the neighboring metal atom. The former could be converted to [Cu(II)(ox)(phen)(H(2)O)]center dot H(2)O (3) after the addition of phenanthroline (H(2)ox = oxalic acid, phen = phenanthroline), which shows degradation of ethylenediaminetriaceta, where [Cu(I)(phen)(2)Cl]center dot 6H(2)O (4) and [Cu(II)(phen)(2)(H(2)O)](NO(3))(2) (5) were isolated in the reaction sequence. (C) 2011 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2011.03.051
• 作为产物：
  描述：

  乙二胺四乙酸 在 ammonium ferric sulfate 、 氨 作用下， 以 水 为溶剂， 142.0~145.0 ℃ 、689.47 kPa 条件下， 反应 6.0h， 生成 N-(羧甲基)-N-2-(羧甲基)氨基乙基-甘氨酸
  参考文献：
  名称：

  Motekaitis, Ramunas J.; Martell, Arthur E.; Hayes, David, Canadian Journal of Chemistry, 1980, vol. 58, # 19, p. 1999 - 2005

  摘要：

  DOI：

文献信息

• [EN] COSMETIC USES AND METHODS FOR INDOLINE GRANZYME B INHIBITOR COMPOSITIONS<br/>[FR] UTILISATIONS ET PROCÉDÉS COSMÉTIQUES POUR DES COMPOSITIONS D'INHIBITEUR D'INDOLINE GRANZYME B
  申请人：VIDA THERAPEUTICS INC

  公开号：WO2014153667A1

  公开（公告）日：2014-10-02

  Cosmetic uses and methods for indoline granzyme B inhibitor compounds in compositions with a cosmetically acceptable carrier. Uses and methods for treating, reducing or inhibiting the appearance of ageing in the skin are provided. Also provided are compositions and formulation for cosmetic uses and methods of maintaining a youthful appearance, reducing an appearance of ageing, inhibiting an appearance of ageing, reducing a rate of an appearance of ageing, reducing a skin inelasticity, reducing a rate of increasing skin inelasticity, maintaining a skin elasticity, and increasing the density of hair follicles of a skin of a subjecl. The uses and methods comprise applying/administering an indoline granzyme B inhibitor to a skin, or a portion of a skin of the subject.

  使用和方法用于在与化妆品可接受载体混合的化合物中使用吲哚啶颗粒酶B抑制剂。提供了用于治疗、减少或抑制皮肤衰老的用途和方法。还提供了用于化妆品用途的组合物和配方，以及保持年轻外观、减少衰老外观、抑制衰老外观、减少衰老外观速率、减少皮肤无弹性、减少增加皮肤无弹性速率、保持皮肤弹性和增加皮肤毛囊密度的方法。这些用途和方法包括将吲哚啶颗粒酶B抑制剂涂抹/施用于皮肤或受试者皮肤的部分。
• [EN] GRANZYME B INHIBITOR FORMULATIONS AND METHODS FOR THE TREATMENT OF BURNS<br/>[FR] FORMULATIONS INHIBITRICES DE GRANZYME B ET MÉTHODES DE TRAITEMENT DE BRÛLURES
  申请人：VIDA THERAPEUTICS INC

  公开号：WO2017132771A1

  公开（公告）日：2017-08-10

  Formulations for treating burns and burn wound healing comprising a Granzyme B inhibitor and a pharmaceutically acceptable carrier, and methods for treating burns and for burn wound healing using the formulations.

  治疗烧伤和烧伤愈合的配方包括一种Granzyme B抑制剂和一种药用可接受载体，以及使用这些配方进行治疗烧伤和烧伤愈合的方法。
• [EN] MAKING ETHYLENEDIAMINETETRAACETIC ACID<br/>[FR] FABRICATION D'ACIDE ÉTHYLÈNEDIAMINETÉTRAACÉTIQUE
  申请人：DOW GLOBAL TECHNOLOGIES LLC

  公开号：WO2020251812A1

  公开（公告）日：2020-12-17

  Provided is a method of making ethylenediaminetetraacetic acid (EDTA) comprising the steps: (a) providing a reaction mixture (a) comprising ethylenediamine (EDA) and glycolonitrile (GN), wherein reaction mixture (a) comprises 0% to 0.1% by weight, based on the weight of reaction mixture (a), of any base having pKa of the conjugate acid (PKaH) of 13 or higher; (b) causing or allowing reaction mixture (a) to react to form a dinitrile (DN) compound; (c) bringing the DN into contact with aqueous solution of a base having pKaH of 11 or higher, and causing or allowing the resulting mixture to react to form a diacid compound (DA); (d) causing or allowing the DA to react, either sequentially or simultaneously, with additional GN to form products (Pd); (e) causing or allowing products (Pd) to react with a base having pKaH of 11 or higher, to form EDTA. Also provided is a composition comprising a diacid/dinitrile compound (DADN) wherein each -R has the structure:

  提供了一种制备乙二胺四乙酸（EDTA）的方法，包括以下步骤：（a）提供反应混合物（a），其中包括乙二胺（EDA）和甘氨腈（GN），其中反应混合物（a）包括按重量计的反应混合物（a）重量的0％至0.1％的任何具有13或更高共轭酸（PKaH）的pKa的碱；（b）导致或允许反应混合物（a）发生反应形成二腈（DN）化合物；（c）将DN与具有11或更高pKaH的碱的水溶液接触，并导致或允许所得混合物发生反应形成二酸化合物（DA）；（d）导致或允许DA与额外的GN顺序或同时反应形成产物（Pd）；（e）导致或允许产物（Pd）与具有11或更高pKaH的碱反应，形成EDTA。还提供了一种包含二酸/二腈化合物（DADN）的组合物，其中每个-R具有以下结构：
• SELF-ASSEMBLED MONOLAYERS AND METHODS FOR USING THE SAME IN BIOSENSING APPLICATIONS
  申请人：Dussault Patrick H.

  公开号：US20120315625A1

  公开（公告）日：2012-12-13

  Cross-linked amphiphile constructs that form self-assembled monolayers (SAMs) on metal surfaces such as gold surfaces are disclosed. These new SAMs generate well packed and highly oriented monolayer films on gold surfaces. A method for using the SAMs in the fabrication of biomolecule sensors is also disclosed.

  披露了在金属表面（如金表面）形成自组装单分子膜（SAMs）的交联两性分子构造。这些新的SAMs在金表面上生成了紧密排列且高度定向的单分子膜。还披露了一种利用这些SAMs制造生物分子传感器的方法。
• Chelating polymers. I. The synthesis and acid dissociation behavior of several <i>N</i>-(<i>p</i>-vinylbenzenesulfonyl)-substituted diaminopolyacetic acid monomers, monomeric analogues, and related intermediates
  作者：R. M. Genik-Sas-Berezowsky、I. H. Spinner

  DOI：10.1139/v70-023

  日期：1970.1.1

  Two new chelating monomers, N-(p-vinylbenzenesulfonyl)1,2-diaminoethane-N′,N′-diacetic (SS-EDDA) and -N,N′,N′-triacetic (SS-ED3A) acids, as well as several monomeric analogues and related intermediates have been prepared. In addition, 2-oxo-1-piperazine acetic (S-KP), 3-oxo-1-piperazine acetic (U-KP), and 2-oxo-1,4-piperazine diacetic (3-KP) acids have been synthesized and the interconvertibility between these cyclic amides and their unsubstituted linear amino acid analogues, ethylene-diamine-N,N′-diacetic (S-EDDA), -N,N-diacetic (U-EDDA), and -N,N,N′-triacetic (ED3A) acids respectively, was demonstrated.The acid dissociation constants of the various amino acids were determined potentiometrically at 25° and μ = 0.1 M(KNO₃) and the results were compared with the hydrogen ion affinities of related compounds. Dissociation schemes were proposed for all the compounds based on these results. Rationalizations of the linear amino acid and the cyclic amide dissociation constants were made in terms of the effects of cyclization and the inductive effects of neighboring groups. These rationalizations were found to be helpful in clarifying the dissociation schemes previously proposed for several of the linear amino acids.

  两种新的螯合单体，N-(对乙烯基苯磺酰)1,2-二氨乙烷-N′,N′-二乙酸(SS-EDDA)和-N,N′,N′-三乙酸(SS-ED3A)酸，以及几种单体类似物和相关中间体已经制备。此外，已合成2-氧代-1-哌嗪乙酸(S-KP)、3-氧代-1-哌嗪乙酸(U-KP)和2-氧代-1,4-哌嗪二乙酸(3-KP)酸，并且已证明这些环戊酰胺与它们未取代的线性氨基酸类似物，乙二胺-N,N′-二乙酸(S-EDDA)、-N,N-二乙酸(U-EDDA)和-N,N,N′-三乙酸(ED3A)酸之间的相互转化。各种氨基酸的酸解离常数在25°C和μ=0.1 M(KNO3)下通过电位滴定确定，并将结果与相关化合物的氢离子亲和力进行比较。根据这些结果提出了所有化合物的解离方案。通过环化效应和相邻基团的归纳效应，对线性氨基酸和环戊酰胺的解离常数进行了理性解释。这些理性解释有助于澄清先前针对几种线性氨基酸提出的解离方案。