1,1-二乙氧基-1-[乙氧基(甲基)磷基]乙烷 | 75174-69-5

• 分子结构分类: 有机化合物 - 有机磷化合物 - 有机膦酸及其衍生物
• 中文名称: 1,1-二乙氧基-1-[乙氧基(甲基)磷基]乙烷
• 英文名称: 1-[1-ethoxy-1-(ethoxy(methyl)phosphoryl)ethoxy]ethane
• 英文别名: ethyl (1,1-diethoxyethyl)methylphosphinate；ethyl 1,1-diethoxyethyl(methyl)phosphinate；ethyl methyl(1,1-diethoxyethyl)phosphinate；ethyl (diethoxyethyl)(methyl)phosphinate；(1,1-diethyloxyethyl)ethoxymethylphosphino-1-one；ethyl (1,1-diethoxyethyl)(methyl)phosphinate；1,1-diethoxy-1-[ethoxy(methyl)phosphoryl]ethane
• CAS: 75174-69-5
• 化学式: C₉H₂₁O₄P
• 分子量: 224.237
• InChiKey: VSCBTFZGZYFRDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  14
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1-二乙氧基-1-[乙氧基(甲基)磷基]乙烷 在 三甲基氯硅烷 、 乙醇 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 ethyl methylphosphinate
  参考文献：
  名称：

  [EN] NEUROLOGICALLY-ACTIVE COMPOUNDS
  [FR] COMPOSES PRESENTANT UNE ACTIVITE NEUROLOGIQUE

  摘要：

  本发明提供了一种公式(I)的化合物：其中R是甲基、乙基、丙基、异丙基、丁基、戊基、新戊基或环己基，或者是其盐或溶剂化物。这些化合物是选择性的GABAC受体拮抗剂。本发明还提供了包含公式(I)化合物或其药用可接受的盐或溶剂化物的药物组合物。本发明还提供了增强动物认知活动的方法和刺激动物记忆容量的方法，包括向动物投给有效量的公式(I)化合物或其药用可接受的盐或溶剂化物。

  公开号：

  WO2006000043A1
• 作为产物：
  描述：

  甲基二氯膦 、 原乙酸三乙酯 反应 0.67h， 以98%的产率得到1,1-二乙氧基-1-[乙氧基(甲基)磷基]乙烷
  参考文献：
  名称：

  Development of a Continuous Flow Scale-Up Approach of Reflux Inhibitor AZD6906

  摘要：

  Early scale-up work of a promising reflux inhibitor AZD6906 is described. Two steps of an earlier route were adapted to be performed in continuous flow to avoid issues related to batch procedures, resulting in a robust method with reduced cost of goods and improved product quality. Toxic and reactive reagents and starting materials could be handled in a flow regime, thereby allowing safer and more convenient reaction optimization and production.

  DOI：

  10.1021/op200340c

文献信息

• BETA-SUBSTITUTED GAMMA-AMINO ACIDS AND ANALOGS AS CHEMOTHERAPEUTIC AGENTS
  申请人：QUADRIGA BIOSCIENCES, INC.

  公开号：US20150218085A1

  公开（公告）日：2015-08-06

  β-Substituted γ-amino acids, β-substituted γ-amino acid derivatives, and β-substituted γ-amino acid analogs and (bio)isosteres and their use as chemotherapeutic agents are disclosed. The β-substituted γ-amino acid derivatives and β-substituted γ-amino acid analogs and (bio)isosteres are selective LAT1/4F2hc substrates, capable of passing through the blood-brain barrier, and exhibit rapid uptake and retention in tumors expressing the LAT1/4F2hc transporter. Methods of synthesizing the β-substituted γ-amino acid derivatives and β-substituted γ-amino acid analogs and (bio)isosteres and methods of using the compounds for treating tumors are also disclosed. The β-substituted γ-amino acid derivatives and β-substituted γ-amino acid analogs and (bio)isosteres exhibit an improved selectivity toward tumor cells expressing the LAT1/4F2hc transporter and accumulate in cancerous cells when administered to a subject in vivo. The β-substituted γ-amino acid derivatives and β-substituted γ-amino acid analogs and (bio)isosteres exhibit an increased efficacy on a variety of tumor types.

  β-取代的γ-氨基酸，β-取代的γ-氨基酸衍生物，以及β-取代的γ-氨基酸类似物和（生物）同位素及其作为化疗药物的用途被披露。这些β-取代的γ-氨基酸衍生物和β-取代的γ-氨基酸类似物和（生物）同位素是选择性LAT1/4F2hc底物，能够穿过血脑屏障，并在表达LAT1/4F2hc转运蛋白的肿瘤中表现出快速摄取和保留。还披露了合成β-取代的γ-氨基酸衍生物和β-取代的γ-氨基酸类似物和（生物）同位素的方法以及使用这些化合物治疗肿瘤的方法。这些β-取代的γ-氨基酸衍生物和β-取代的γ-氨基酸类似物和（生物）同位素表现出对表达LAT1/4F2hc转运蛋白的肿瘤细胞的改进选择性，并在体内给予受试者时在癌细胞中积累。这些β-取代的γ-氨基酸衍生物和β-取代的γ-氨基酸类似物和（生物）同位素在多种肿瘤类型上表现出增加的疗效。
• Rapid and Efficient Synthesis of Unsymmetrical Phosphinic Acids R′P(O)OHR″
  作者：Cécile Fougère、Erwann Guénin、Julie Hardouin、Marc Lecouvey

  DOI：10.1002/ejoc.200900852

  日期：2009.12

  A new synthesis of unsymmetrical phosphinic acids R′P(O)OHR″ has been evaluated. The first P–C bond was formed by base-promoted H-phosphinate alkylation of a protected H-phosphinate, which is easier and safer to handle. A one-pot methodology was developed for the second P–C bond formation reaction that involves the sila-Arbuzov reaction. This methodology was then extended to the synthesis of a dialkylphosphinic

  已经评估了不对称次膦酸 R'P(O)OHR" 的新合成。第一个 P-C 键是由受保护的 H-次膦酸盐的碱促进 H-次膦酸盐烷基化形成的，处理起来更容易、更安全。为涉及 sila-Arbuzov 反应的第二个 P-C 键形成反应开发了一种一锅法。然后将该方法扩展到具有氨基官能团的二烷基次膦酸的合成。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)
• GAMMA-AMINO-BUTYRIC ACID DERIVATIVES AS GABAB RECEPTOR LIGANDS
  申请人：Xu Feng

  公开号：US20100267676A1

  公开（公告）日：2010-10-21

  Gamma-amino-butyric acid derivatives that are GABA B receptor ligands, pharmaceutical compositions comprising such derivatives, and methods of using such derivatives and pharmaceutical compositions thereof for treating diseases are disclosed.

  揭示了作为GABAB受体配体的γ-氨基丁酸衍生物、包括这种衍生物的药物组合物，以及使用这种衍生物和药物组合物治疗疾病的方法。
• Highly Enantioselective Synthesis of β-Aminophosphinates with Two Stereogenic Atoms and Their Conversion into Optically Pure Ethyl β-Amino-<i>H</i>-phosphinates
  作者：Dehui Zhang、Chengye Yuan

  DOI：10.1002/chem.200802248

  日期：2009.4.14

  β‐Amino acid analogues: The nucleophilic addition of ethyl (diethoxyethyl)methylphosphinate to a variety of (S)‐(tert‐butanesulfinyl)imines leads to the isolation of two enantioenriched β‐aminophosphinates (>95 % ee; see scheme). Subsequent removal of the protecting groups through pivotal metal‐catalyzed thiophenolysis leads to optically pure ethyl β‐amino‐H‐phosphinates.

  β-氨基酸类似物:(二乙氧基乙基）甲基次膦酸乙酯向各种（S）-（叔丁烷亚磺酰基）亚胺的亲核加成导致分离出两个对映体富集的β-氨基次膦酸酯（> 95％  ee ;参见方案）。通过枢转随后除去保护基团的金属催化thiophenolysis导致光学纯乙基β氨基ħ -phosphinates。
• Neurologically-Active Compounds
  申请人：Chebib Mary

  公开号：US20080032950A1

  公开（公告）日：2008-02-07

  The invention provides a compound of the formula I: wherein R is methyl, ethyl, propyl, isopropyl, butyl, pentyl, neo-pentyl or cyclohexyl, or a salt or solvate thereof. These compounds are selective GABA C receptor antagonists. The invention also provides pharmaceutical compositions comprising a compound of formula I or a pharmaceutically acceptable salt or solvate thereof. The invention also provides methods of enhancing the cognitive activity of an animal and methods of stimulating memory capacity in an animal, comprising the step of administering to the animal an effective amount of a compound of formula I or a pharmaceutically acceptable salt or solvate thereof.

  本发明提供一种化合物，其化学式为I：其中R为甲基、乙基、丙基、异丙基、丁基、戊基、新戊基或环己基，或其盐或溶剂化物。这些化合物是选择性的GABAC受体拮抗剂。本发明还提供包括化合物I或其药学上可接受的盐或溶剂化物的制药组合物。本发明还提供增强动物认知活动和刺激动物记忆能力的方法，其中包括向动物施用化合物I或其药学上可接受的盐或溶剂化物的有效量。