[(2H5)苯氧基]乙酸 | 154492-74-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: [(2H5)苯氧基]乙酸
• 英文名称: phenoxyacetic-d5 acid
• 英文别名: Phenoxy-d5-acetic Acid；2-(2,3,4,5,6-pentadeuteriophenoxy)acetic acid
• CAS: 154492-74-7
• 化学式: C₈H₈O₃
• 分子量: 157.11
• InChiKey: LCPDWSOZIOUXRV-RALIUCGRSA-N

物化性质

• 熔点：
  96 - 100°C
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [(2H5)苯氧基]乙酸 在 氯化亚砜 作用下， 生成 phenoxyacetyl-d5 chloride
  参考文献：
  名称：

  Method of using deuterated calcium channel blockers

  摘要：

  一种增强药物效率和延长作用时间的方法（例如二氢吡啶和抗生素），特别是对于硝苯地平和青霉素，其中一个或多个氢原子被氘代替，氘代药物的性能比未经修改的药物在使用更低浓度时有意想不到的改善。还公开了一种确定新药物的身份和生物等效性的方法，其中通过同位素比质谱法确定新药物的分子和同位素结构，并与已知人用药物的分子和同位素结构进行比较。

  公开号：

  US06334997B1
• 作为产物：
  描述：

  Phenoxy-d5-acetic Acid Ethyl Ester 在 氘氧化钠 作用下， 生成 [(2H5)苯氧基]乙酸
  参考文献：
  名称：

  Method of using deuterated calcium channel blockers

  摘要：

  一种增强药物效率和延长作用时间的方法（例如二氢吡啶和抗生素），特别是对于硝苯地平和青霉素，其中一个或多个氢原子被氘代替，氘代药物的性能比未经修改的药物在使用更低浓度时有意想不到的改善。还公开了一种确定新药物的身份和生物等效性的方法，其中通过同位素比质谱法确定新药物的分子和同位素结构，并与已知人用药物的分子和同位素结构进行比较。

  公开号：

  US06334997B1

文献信息

• Method of making and using isotope-substituted anti-bacterial agents
  申请人：——

  公开号：US20040253180A1

  公开（公告）日：2004-12-16

  A method of enhancing the efficiency and increasing the duration of action of drugs (e.g. dihydropyridines and anti-bacterials) and particularly of nifedipine and penicillins wherein one or more hydrogen atoms are deuterated and wherein the deuterated drug has unexpectedly improved properties when used in much lower concentrations than unmodified drug. A method for determining the identity and bioequivalency of a new drug is also disclosed wherein the molecular and isotope structure of a new drug is determined by isotope ratio mass spectrometry and compared with the molecular and isotope structure of a known human drug.

  一种增强药物效率和延长作用时间的方法（例如二氢吡啶和抗菌药物），特别是对于硝苯地平和青霉素，其中一个或多个氢原子被氘代替，而且氘代药物在使用时比未经改良的药物低得多的浓度下具有意外改善的性质。还公开了一种确定新药物身份和生物等效性的方法，其中通过同位素比质谱确定新药物的分子和同位素结构，并与已知的人类药物的分子和同位素结构进行比较。
• Discovery of Indoline-2-carboxamide Derivatives as a New Class of Brain-Penetrant Inhibitors of <i>Trypanosoma brucei</i>
  作者：Laura A. T. Cleghorn、Sébastien Albrecht、Laste Stojanovski、Frederick R. J. Simeons、Suzanne Norval、Robert Kime、Iain T. Collie、Manu De Rycker、Lorna Campbell、Irene Hallyburton、Julie A. Frearson、Paul G. Wyatt、Kevin D. Read、Ian H. Gilbert

  DOI：10.1021/acs.jmedchem.5b00596

  日期：2015.10.8

  There is an urgent need for new, brain penetrant small molecules that target the central nervous system second stage of human African trypanosomiasis (HAT). We report that a series of novel indoline-2carboxamides have been identified as inhibitors of Trypanosoma brucei from screening of a focused protease library against Trypanosoma brucei brucei in culture. We describe the optimization and characterization of this series. Potent antiproliferative activity was observed. The series demonstrated excellent pharmacokinetic properties, full cures in a stage 1 mouse model of HAT, and a partial cure in a stage 2 mouse model of HAT. Lack of tolerability prevented delivery of a fully curative regimen in the stage 2 mouse model and thus further progress of this series.
• Skeletal rearrangements preceding CO loss from metastable phenoxymethylene ions derived from phenoxyacetic acid and anisole
  作者：Tineke A. Molenaar-Langeveld、Steen Ingemann、Nico M. M. Nibeering

  DOI：10.1002/oms.1210281031

  日期：1993.10

  AbstractThe loss of CH2˙ from the molecular ion of phenoxyacetic acid and the expulsion of an H˙ atom from ionized anisole lead to phenoxymethylen ions, which fragment predominantly by CO loss on the microsecond time‐scale. Carbon‐13 labelling reveals that ∼90% of the CO molecules expelled from the metastable ions derived from phenoxyacetic acid incorporate the carbon atom from the 1‐position of the phenyl group of the parent compound, whereas the residual CO molecules contain one of the other carbon atoms of the aromatic ring. The 2‐fluoro‐ and 2‐methylphenoxymethylene ions derived from the appropriate aryloxyacetic acids behave similarly, i.e. the carbon atom of the methylene group of the parent compound is not incorporated in the expelled CO molecules. In contrast, ∼45% of the CO molecules eliminated from the metastable phenoxymethylene ions formed from ionized anisole contain the carbon atom of the methyl group, while the remaining part contains the carbon atom from the 1‐position of the phenyl ring of the parent compound. This result is taken as evidence for the occurrence of a skeletal rearrangement of the anisole molecular ion leading to an interchange between the carbon atom of the methyl group and the carbon atom at the 1‐position of the ring. The elimination of CO from the metastable ions generated from either phenoxyacetic acid or anisole gives rise to a composite metastable peak. Conclusive evidence as to the formation of [C7H7O]+ isomers other than the phenoxymethylene ion is not obtained, indicating that the composite metastable peak is a result of two competing reactions both leading to CO loss. Possible mechanisms of these reactions are discussed together with the mechanism of the skeletal rearrangement of the molecular ion of anisole prior to H˙ loss.
• US5846514A
  申请人：——

  公开号：US5846514A

  公开（公告）日：1998-12-08
• US6334997B1
  申请人：——

  公开号：US6334997B1

  公开（公告）日：2002-01-01