6-[二(膦酰甲基)氨基]己酸 | 55628-97-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 6-[二(膦酰甲基)氨基]己酸
• 英文名称: 6-hexanoic acid
• 英文别名: N,N-bis(phosphonomethyl)-6-aminohexanoic acid；N,N-bis-phophonomethyl-caproic acid；N,N-bis(phosphonomethyl)-6-aminocaproic acid；6-[bis(phosphonomethyl)amino]hexanoic acid；6-aminohexanoic acid bis(methylenephosphonic acid)；iminobis(methylenephosphono)caproic acid
• CAS: 55628-97-2
• 化学式: C₈H₁₉NO₈P₂
• 分子量: 319.188
• InChiKey: GOXRTIAORBGHBR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.9
• 重原子数：
  19
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  156
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  lead(II) acetate trihydrate 、 6-[二(膦酰甲基)氨基]己酸 以 水 为溶剂， 以65%的产率得到dilead hydrogen N,N-bis(phosphonomethyl)-6-aminocapronate
  参考文献：
  名称：

  Synthesis, structure and characterization of two Pb(II) phosphonates with layered or 3D structures

  摘要：

  Hydrothermal reactions of lead(II) acetate and N-cyclohexylimino-bis( methylenephosphonic acid) (C6H11N(CH2PO3H2) 2, H4L1) or N, N'-bis( phosphonomethyl)-6-aminocaproic acid (HO2C(CH2)(5)N(CH2PO3H2)(2), H5L (2)), respectively, resulted in two different new lead diphosphonates, namely, Pb2L1 center dot H2O (1) and Pb-2[HL2] (2). Their crystal structures have been determined by single crystal X-ray diffraction. The structure of compound 1 contains a 001 lead( II) diphosphonate hybrid layer formed by Pb(II) ions interconnected by L-1 anions. Such layers are further interlinked by van der Waals force into a supramolecular structure. In compound 2, the Pb(II) ions are interconnected by the -N(CH2PO3H)(CH2PO3) and -CO2 groups of the HL2 anions forming an organic-inorganic hybrid layer. These layers are further interlinked by the -( CH2)(5) groups of the HL2 anions into a 3D structure. (c) 2007 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.ica.2007.09.006
• 作为产物：
  描述：

  trimethylsilyl 6-[bis[bis(trimethylsilyloxy)phosphorylmethyl]amino]hexanoate 以 甲醇 、 乙醚 为溶剂， 以95%的产率得到6-[二(膦酰甲基)氨基]己酸
  参考文献：
  名称：

  用 PCH2N 片段合成双和三有机磷取代的胺和氨基酸

  摘要：

  三价有机磷酸衍生物（含有 PH 和 POSiMe3 片段与各种双和三（烷氧基甲基）胺和双（烷氧基甲基）氨基酸）的氨基甲基化被提议作为合成新的双和三磷酸化胺的便捷方法和氨基酸以及它们与四和五配位磷的衍生物。此外，通过用双（三甲基甲硅烷基）胺处理反应混合物，对亚磷酸、多聚甲醛和胺的三组分体系进行了彻底研究。© 2010 Wiley Periodicals, Inc. 杂原子化学 21:430–440, 2010; 在 wileyonlinelibrary.com 上在线查看这篇文章。DOI 10.1002/hc.20616

  DOI：

  10.1002/hc.20616

文献信息

• Regioselective ester cleavage during the preparation of bisphosphonate methacrylate monomers
  作者：Kamel Chougrani、Gilles Niel、Bernard Boutevin、Ghislain David

  DOI：10.3762/bjoc.7.46

  日期：——

  New functional monomers bearing a methacrylate, a bisphosphonate function and, for most, an internal carboxylate group, were prepared for incorporation into copolymers with adhesive or anticorrosive properties. Methanolysis of some trimethylsilyl bisphosphonate esters not only deprotects the desired bisphosphonate function but also regioselectively cleaves the alkyl ester function without affecting the methacrylate ester.

  具有甲基丙烯酸酯、双膦酸酯功能和大多数情况下还具有内部羧基团的新功能单体已经制备，用于与具有粘接或防腐性能的共聚物结合。对一些三甲基硅烷双膦酸酯的甲醇解除不仅去保护所需的双膦酸酯功能，还选择性地裂解烷基酯功能，而不影响甲基丙烯酸酯。
• [EN] METHOD FOR THE SYNTHESIS OF ALPHA-AMINOALKYLENEPHOSPHONIC ACID<br/>[FR] PROCÉDÉ DE SYNTHÈSE D'ACIDE ALPHA-AMINOALKYLÈNEPHOSPHONIQUE
  申请人：STRAITMARK HOLDING AG

  公开号：WO2014012990A1

  公开（公告）日：2014-01-23

  The present invention is related to a new method for the synthesis of alpha-aminoalkylenephosphonic acid or its phosphonate esters comprising the steps of forming a reaction mixture by mixing a P-O-P anhydride moiety comprising compound, having one P-atom at the oxidation state (+111) and the other P-atom at the oxidation state (+111) or (+V), an aminoalkanecarboxylic acid and an acid catalyst, wherein said reaction mixture comprises an equivalent ratio of alpha-aminoalkylene carboxylic acid to P-O-P anhydride moieties of at least 0.2, and recovering the resulting alpha-aminoalkylene phosphonic acid compound or an ester thereof from the reaction mixture.

  本发明涉及一种合成α-氨基烯基膦酸或其膦酸酯的新方法，包括以下步骤：通过混合含有一个P原子在氧化态（+111）和另一个P原子在氧化态（+111）或（+V）的P-O-P酸酐基团的化合物、氨基烷基羧酸和酸催化剂来形成反应混合物，其中所述反应混合物中α-氨基烯基羧酸与P-O-P酸酐基团的当量比至少为0.2，并从反应混合物中回收所得的α-氨基烯基膦酸化合物或其酯。
• [EN] METHOD FOR THE MANUFACTURE OF AMINO ALKYLENE PHOSPHONIC ACIDS<br/>[FR] PROCÉDÉ POUR PRODUIRE DES ACIDES PHOSPHONIQUES D'AMINOALKYLÈNE
  申请人：STRAITMARK HOLDING AG

  公开号：WO2010136566A1

  公开（公告）日：2010-12-02

  A method for the manufacture of aminoalkylene phosphonic acids broadly is disclosed. In the essence, an amine corresponding to a specific formula is reacted in aqueous medium with phosphorous acid and formaldehyde to thereby yield a medium insoluble reaction product. The insoluble product formed i.e. the aminoalkylene phosphonic acid can be separated, optionally washed, and recovered. This process yields high purity and selectivity reaction products. The excess phosphonic acid can be recycled into the processing sequence.

  本发明公开了一种制备氨基烷基膦酸的方法。本方法的实质是，在水介质中，将符合特定化学式的胺与膦酸和甲醛反应，从而得到一种不溶于介质的反应产物。所得的不溶产物即为氨基烷基膦酸，可以分离、洗涤和回收。这个过程可以产生高纯度和选择性的反应产物。多余的膦酸可以回收再利用。
• Synthesis, Crystal Structure, and Antibacterial Properties of Silver-Functionalized Low-Dimensional Layered Zirconium Phosphonates
  作者：Morena Nocchetti、Anna Donnadio、Eleonora Vischini、Tamara Posati、Cristiano Albonetti、Davide Campoccia、Carla Renata Arciola、Stefano Ravaioli、Valentina Mariani、Lucio Montanaro、Riccardo Vivani

  DOI：10.1021/acs.inorgchem.1c03565

  日期：2022.1.31

  New insoluble layered zirconium phosphate carboxyaminophosphonates (ZPs), with the general formula Zr2(PO4)H5[(O3PCH2)2N(CH2)nCOO]2·mH2O (n = 3, 4, and 5), have been prepared and characterized. The crystal structure for n = 3 and 4 samples was determined ab initio from X-ray powder diffraction data. The structure for n = 3 was monoclinic in space group C2/c with the following unit cell parameters:

  新型不溶性层状磷酸锆羧氨基膦酸盐(ZPs)，通式为Zr 2 (PO 4 )H 5 [(O 3 PCH 2 ) 2 N(CH 2 ) n COO] 2 · m H 2 O ( n = 3, 4 、和5)，已制备并表征。 n = 3 和 4 个样品的晶体结构由 X 射线粉末衍射数据从头确定。 n = 3 的结构是空间群C 2/ c中的单斜晶系，具有以下晶胞参数： a = 34.346(1) Å、 b = 8.4930(2) Å、 c = 9.0401(2) Å 和 β = 97.15 (1)°。 n = 4 的结构在空间群P 1̅ 中为三斜晶系，具有以下晶胞参数： a = 17.9803(9) Å, b = 8.6066(4) Å, c = 9.0478(3) Å, α = 90.466(3) °、β = 94.910(4)°、γ = 99.552(4)°。正如之前报道的，这两种结构与磷酸锆甘氨酸二磷酸盐
• A structural and ¹H NMR relaxometric study on novel layered carboxyalkylaminophosphonate nanocrystals with Gd(<scp>iii</scp>) ions located in the framework
  作者：Antonio Scafuri、Riccardo Vivani、Fabio Carniato、Lorenzo Tei、Mauro Botta、Marco Taddei、Ferdinando Costantino

  DOI：10.1039/c5dt02808f

  日期：——

  Novel Gd Carboxyalkylphosphonate microcrystals have been characterized for potential application in Magnetic Resonance Imaging.

  新型Gd羧基烷基膦酸盐微晶已经被表征，可用于磁共振成像的潜在应用。