(R,S)-((1-amino)-2-phenylethyl) phosphinic acid | 80744-66-7

• 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: (R,S)-((1-amino)-2-phenylethyl) phosphinic acid
• 英文别名: (1-amino-2-phenylethyl)phosphinic acid
• CAS: 80744-66-7
• 化学式: C₈H₁₂NO₂P
• 分子量: 185.163
• InChiKey: APQRSTHZZSRXIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (R,S)-((1-amino)-2-phenylethyl) phosphinic acid 在 溴 作用下， 以 盐酸 为溶剂， 反应 0.5h， 以87%的产率得到1-氨基-2-苯基乙基膦酸
  参考文献：
  名称：

  芳族氨基酸的次膦酸和膦酸类似物的合成

  摘要：

  芳基和芳烷基醛肟与次磷酸反应生成氨基次膦酸，氨基次膦酸被氧化成相应的氨基膦酸。

  DOI：

  10.1007/bf02495362
• 作为产物：
  描述：

  [1-(Benzhydrylidene-amino)-2-phenyl-ethyl]-diethoxymethyl-phosphinic acid ethyl ester 在 盐酸 作用下， 生成 (R,S)-((1-amino)-2-phenylethyl) phosphinic acid
  参考文献：
  名称：

  McCleery, Patrick P.; Tuck, Brian, Journal of the Chemical Society. Perkin transactions I, 1989, p. 1319 - 1329

  摘要：

  DOI：

文献信息

• Phosphinic Amino Acid Compounds
  申请人：Dive Vincent

  公开号：US20080153890A1

  公开（公告）日：2008-06-26

  Compounds of formula (I): wherein: R 1 represents hydrogen, alkylcarbonyloxyalkyl or alkylcarbonylthioalkyl, R 2 represents hydrogen, alkylcarbonyloxyalkyl, arylcarbonylthioalkyl or optionally substituted arylalkyl, R 3 represents phenyl, which is optionally substituted, or indolyl, their isomers, and addition salts thereof with a pharmaceutically acceptable acid or base. Medicinal products containing the same which are useful in the treatment of arterial hypertension and complications thereof.

  式(I)的化合物：其中：R1代表氢、烷基羰基氧烷基或烷基羰基硫烷基，R2代表氢、烷基羰基氧烷基、芳基羰基硫烷基或可选择取代的芳基烷基，R3代表苯基（可选择取代）或吲哚基，它们的异构体以及与药学上可接受的酸或碱形成的加合物。含有这些化合物的药物，用于治疗动脉高血压及其并发症。
• (&agr;-aminophosphino) peptide derivatives, method for making same and therapeutic applications thereof
  申请人：Institut National de la Sante et de la Recherche Medicale (Inserm)

  公开号：US06518260B1

  公开（公告）日：2003-02-11

  The invention concerns compounds derived from (&agr;-aminophosphino) peptides, of general formula (I), in which R1 and R2 each represents a hydrogen atom or taken together form an imine with the adjacent nitrogen atom; R3 represents an alkyl group, an alkenyl group, a phenyl group, a benzyl group, all these groups capable of being substituted or not, a hydrogen atom, a cycloalkyl group, a cycloalkylmethyl group or finally, a methyl group substituted by a heterocyclic, aromatic or saturated group; R4 represents a phenyl group, a benzyl group, these groups capable of being substituted or not, a hydrogen atom, an alkyl group, analkenyl group or a cycloalkyl group; R5 represents an alkyl group, an alkenyl group, a phenyl group, a benzyl group, all these groups capable of being substituted or not, a hydrogen atom, a cycloalkyl, cycloalkylmethyl group or finally a methyl group substituted by a heterocyclic, aromatic or saturated group; R6, R7 and R8 can in particular represent a hydrogen atom, an alkyl group, a phenyl group substituted or not . . . n is equal to 0 or 1, in the form of enantiomers, diastereoisomers or racemic mixtures, their salts, their method of preparation and their therapeutic applications.

  该发明涉及从(&agr;-氨基膦)肽衍生的化合物，其一般式为(I)，其中R1和R2分别表示氢原子或与相邻氮原子形成亚胺；R3表示烷基、烯基、苯基、苄基，所有这些基团均可被取代或不取代，氢原子、环烷基、环烷基甲基基团或最后，被杂环、芳香或饱和基团取代的甲基基团；R4表示苯基、苄基，这些基团可被取代或不取代，氢原子、烷基、烯基或环烷基；R5表示烷基、烯基、苯基、苄基，所有这些基团均可被取代或不取代，氢原子、环烷基、环烷基甲基基团或最后，被杂环、芳香或饱和基团取代的甲基基团；R6、R7和R8可以特别表示氢原子、烷基、苯基取代或不取代... n等于0或1，以对映异构体、非对映异构体或混合物的形式存在，它们的盐、制备方法和治疗应用。
• Phosphinic acids
  申请人：Hilpert Hans

  公开号：US20050107341A1

  公开（公告）日：2005-05-19

  The present invention relates to phosphinic acid derivatives of formula I wherein R 1 , R 2 , R 3 and R 4 are described hereinabove. These compounds can be used in the treatment or prevention of a disease related to the inhibition of β-secretase, inter alia for the treatment of Alzheimer's disease.

  本发明涉及式I的膦酸衍生物，其中R1、R2、R3和R4如上所述。这些化合物可用于治疗或预防与β-分泌酶抑制有关的疾病，包括治疗阿尔茨海默病。
• A highly efficient method for the preparation of phosphinic pseudodipeptidic blocks suitably protected for solid-phase peptide synthesis
  作者：Dimitris Georgiadis、Magdalini Matziari、Athanasios Yiotakis

  DOI：10.1016/s0040-4020(01)00221-6

  日期：2001.4

  Building blocks of the general type FmocXaaΨPO(OAd)CH2}YaaOH suitable for solid-phase synthesis of phosphinic peptides have been prepared using a new synthetic strategy based on mild and high-yielding reactions. The key reaction of this method is the Michael addition of activated Fmoc protected silyl aminophosphonites to benzyl acrylates at room temperature. As compared to our previous work, this

  已经使用基于轻度和高产率反应的新合成策略，制备了适用于次膦肽固相合成的通用型FmocXaaΨPO（OAd）CH 2 } YaaOH的结构单元。该方法的关键反应是在室温下将活化的Fmoc保护的甲硅烷基氨基膦酸酯迈克尔加成到丙烯酸苄酯中。与我们以前的工作相比，该方法的合成步骤更少，总收率提高了一倍，因此为合成适合固相制备各种金属蛋白酶抑制剂的次膦酸合成子提供了便利的途径。
• Synthesis of new phosphonate inhibitors of serine proteases
  作者：Jacques Fastrez、Laurent Jespers、Dominique Lison、Michel Renard、Etienne Sonveaux

  DOI：10.1016/s0040-4039(01)93372-6

  日期：1989.1

  Analogues of phenylalanine and lysine esters were synthesized, and their inhibitory power tested in vitro respectively on chymotrypsin, trypsin and urokinase.

  合成了苯丙氨酸和赖氨酸酯的类似物，并分别在胰凝乳蛋白酶，胰蛋白酶和尿激酶上体外测试了它们的抑制能力。