bis(2-carboxyethyl)phosphinic acid | 5961-84-2

• 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
• 英文名称: bis(2-carboxyethyl)phosphinic acid
• 英文别名: Bis-(2-carboxy-ethyl)-phosphinsaeure；3,3'-(Hydroxyphosphoryl)dipropanoic acid；3-[2-carboxyethyl(hydroxy)phosphoryl]propanoic acid
• CAS: 5961-84-2
• 化学式: C₆H₁₁O₆P
• mdl: MFCD00466708
• 分子量: 210.124
• InChiKey: ITQUHRIAAWABIX-UHFFFAOYSA-N

物化性质

• 熔点：
  159-160 °C(Solv: acetone (67-64-1); acetic acid (64-19-7))
• 沸点：
  638.6±40.0 °C(Predicted)
• 密度：
  1.517±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  112
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  二(2-氰基乙基)膦 在 盐酸 、 五氯化磷 、 水 、 氧气 作用下， 以 四氯化碳 为溶剂， 生成 bis(2-carboxyethyl)phosphinic acid
  参考文献：
  名称：

  Kuznetsov,E.V. et al., Journal of general chemistry of the USSR, 1963, vol. 33, p. 143 - 145

  摘要：

  DOI：

文献信息

• Synthesis of a Bifunctional Monophosphinate DOTA Derivative Having a Free Carboxylate Group in the Phosphorus Side Chain
  作者：Petr Hermann、Pavel Řezanka、Vojtěch Kubíček、Ivan Lukeš

  DOI：10.1055/s-2008-1072571

  日期：2008.5

  A new bifunctional cyclen-based ligand, 3-[hydroxy(4,7,10-tris[( TERT-butoxycarbonyl)methyl]-1,4,7,10-tetraazacyclododecan-1-yl}methyl)phosphoryl]propanoic acid, was synthe-sized by alkylation of tri- TERT-butyl 1,4,7,10-tetraazacyclododecane-1,4,7-triacetate ( T-Bu 3 DO3A) by ethyl 3-ethoxy[(mesyloxy)methyl]phosphoryl}propanoate [MsOCH 2 P(O)(OEt)CH 2 CH 2 CO 2 Et]. The ethyl carboxylate group in

  一种新的双功能环烯基配体，3-[羟基(4,7,10-三[(叔丁氧基羰基)甲基]-1,4,7,10-四氮杂环十二烷-1-基}甲基)磷酰基]丙酸, 由 3-乙氧基[(甲磺氧基)甲基]磷酰基三叔丁酯 1,4,7,10-四氮杂环十二烷-1,4,7-三乙酸 (T-Bu 3 DO3A) 烷基化合成}丙酸酯[MsOCH 2 P(O)(OEt)CH 2 CH 2 CO 2 Et]。将侧链中的羧酸乙酯基团选择性去保护，得到酯化双功能配体。设计了一些膦基丙酸衍生物的更有效的合成方法，并以次磷酸或其盐为原料制备了磷烷基化试剂。
• Synthesis of new organophosphorus-substituted derivatives of functionalized propionates and their analogues
  作者：Andrey A. Prishchenko、Mikhail V. Livantsov、Olga P. Novikova、Ludmila I. Livantsova、Valery S. Petrosyan

  DOI：10.1002/hc.20446

  日期：2008.5

  trivalent organophosphorus acids to various functionalized acrylates and their cyclic analogues is proposed as convenient methods for the synthesis of new 2-trimethylsiloxycarbonyl-substituted alkylphosphonites and their derivatives under mild conditions. Also the new functionalized derivatives of these phosphonites, including amino, amido, and amino acids fragments as well as certain properties of these

  三价有机磷酸的三甲基甲硅烷基酯与各种官能化丙烯酸酯及其环状类似物的亲核或自由基加成被提议作为在温和条件下合成新的 2-三甲基甲硅烷氧基羰基取代的烷基亚膦酸酯及其衍生物的便捷方法。此外，这些亚膦酸酯的新官能化衍生物，包括氨基、酰胺基和氨基酸片段以及这些化合物的某些性质，作为官能化丙酸酯及其类似物的新型有机磷取代衍生物的重要前体。© 2008 Wiley Periodicals, Inc. 杂原子化学 19:418–428, 2008; 在线发表于 Wiley InterScience (www.interscience.wiley.com)。DOI 10.1002/hc.20446
• Extruded flexible flat cable
  申请人：Yazaki Corporation

  公开号：US10147516B2

  公开（公告）日：2018-12-04

  An extruded flexible flat cable, which has a superior formability, flexibility, adhesiveness, and fire-retardancy, with a low manufacturing cost, is adapted for sliding door of a motor vehicle and also other parts, and has a conductor covered with an insulation layer extrude-formed with an extrusion molding method, and the insulation layer formed from a fire-retardant resin composition containing a modified polybutylene terephthalate and a fire-retardant additive, where the fire-retardant resin composition has a melting point of 170-215 degrees C. measured in reference to JIS K7121 with a differential thermal analysis at a rate of temperature increase of 10 degrees C. per minute.

  一种挤压柔性扁平电缆，具有优越的成型性、柔韧性、粘合性和阻燃性，制造成本低，适用于机动车辆的滑动门和其他部件，导体上覆盖有用挤压成型方法挤压成型的绝缘层，绝缘层由含有改性聚对苯二甲酸丁二酯和阻燃添加剂的阻燃树脂组合物形成，其中阻燃树脂组合物的熔点为 170-215 摄氏度。根据 JIS K7121 标准，在每分钟升温 10 摄氏度的条件下，用差热分析法测得。
• Reactions of Bis(2-cyanoethyl)phosphine Oxide
  作者：M. M. RAUHUT、HELEN A. CURRIER

  DOI：10.1021/jo01069a103

  日期：1961.11
• Inhibition of glutamate racemase by substrate–product analogues
  作者：Mohan Pal、Stephen L. Bearne

  DOI：10.1016/j.bmcl.2013.12.114

  日期：2014.3

  D-Glutamate is an essential biosynthetic building block of the peptidoglycans that encapsulate the bacterial cell wall. Glutamate racemase catalyzes the reversible formation of D-glutamate from L-glutamate and, hence, the enzyme is a potential therapeutic target. We show that the novel cyclic substrate-product analogue (R,S)-1-hydroxy-1-oxo-4-amino-4-carboxyphosphorinane is a modest, partial noncompetitive inhibitor of glutamate racemase from Fusobacterium nucleatum (FnGR), a pathogen responsible, in part, for periodontal disease and colorectal cancer (K-i = 3.1 +/- 0.6 mM, cf. K-m = 1.41 +/- 0.06 mM). The cyclic substrate- product analogue (R, S)-4-amino-4-carboxy-1,1-dioxotetrahydro-thiopyran was a weak inhibitor, giving only similar to 30% inhibition at a concentration of 40 mM. The related cyclic substrate-product analogue 1,1-dioxo-tetrahydrothiopyran-4-one was a cooperative mixed-type inhibitor of FnGR (K-i = 18.4 +/- 1.2 mM), while linear analogues were only weak inhibitors of the enzyme. For glutamate racemase, mimicking the structure of both enantiomeric substrates (substrate-product analogues) serves as a useful design strategy for developing inhibitors. The new cyclic compounds developed in the present study may serve as potential lead compounds for further development. (C) 2013 Elsevier Ltd. All rights reserved.