methyl 2-(4-(triisopropylsilyloxy)phenyl)acetate | 243641-04-5

• 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: methyl 2-(4-(triisopropylsilyloxy)phenyl)acetate
• 英文别名: Methyl 4-(triisopropylsiloxy)phenylacetate；methyl 2-[4-tri(propan-2-yl)silyloxyphenyl]acetate
• CAS: 243641-04-5
• 化学式: C₁₈H₃₀O₃Si
• 分子量: 322.52
• InChiKey: OWFPSZQZAFEKHK-UHFFFAOYSA-N

物化性质

• 沸点：
  352.6±25.0 °C(Predicted)
• 密度：
  0.962±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.96
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-(4-(triisopropylsilyloxy)phenyl)acetate 在 咪唑 、 lithium aluminium tetrahydride 、 偶氮二异丁腈 、 溴 、 三正丁基氢锡 、 三苯基膦 作用下， 以 乙醚 、 乙腈 、 苯 为溶剂， 反应 11.0h， 生成 (+)-octahydro-3,6α-dimethyl-3,12-epoxy-9β-(3'-(p-triisopropylsilyloxyphenyl)propyl)-12H-pyrano[4,3j]-1,2-benzodioxepin-10(3H)-one
  参考文献：
  名称：

  Structure−Activity Relationships of the Antimalarial Agent Artemisinin. 8. Design, Synthesis, and CoMFA Studies toward the Development of Artemisinin-Based Drugs against Leishmaniasis and Malaria

  摘要：

  Artemisinin (1) and its analogues have been well studied for their antimalarial activity. Here we present the antimalarial activity of some novel C-9-modified artemisinin analogues synthesized using artemisitene as the key intermediate. Further, antileishmanial activity of more than 70 artemisinin derivatives against Leishmania donovani promastigotes is described for the first time. A comprehensive structure-activity relationship study using CoMFA is discussed. These analogues exhibited leishmanicidal activity in micromolar concentrations, and the overall activity profile appears to be similar to that against malaria. Substitution at the C-9beta position was shown to improve the activity in both cases. The 10-deoxo derivatives showed better activity compared to the corresponding lactones. In general, compounds with C-9alpha substitution exhibited lower antimalarial as well as antileishmanial activities compared to the corresponding C-9beta analogues. The importance of the peroxide group for the observed activity of these analogues against leishmania was evident from the fact that 1-deoxyartemisinin analogues did not exhibit antileishmanial activity. The study suggests the possibility of developing artemisinin analogues as potential drug candidates against both malaria and leishmaniasis.

  DOI：

  10.1021/jm030181q
• 作为产物：
  描述：

  4-羟基苯乙酸甲酯 、 三异丙基硅基三氟甲磺酸酯 在 2,6-二甲基吡啶 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到methyl 2-(4-(triisopropylsilyloxy)phenyl)acetate
  参考文献：
  名称：

  [EN] DUAL-ACTION INHIBITORS AND METHODS OF USING SAME
  [FR] INHIBITEURS À DOUBLE ACTION ET LEURS PROCÉDÉS D'UTILISATION

  摘要：

  提供了治疗疾病和症状的化合物、组合物和方法，其中一种激酶抑制剂（如rho激酶（ROCK））和一种或多种单胺转运体抑制剂（如NET或SERT）共同作用以改善病情。

  公开号：

  WO2010127329A1

文献信息

• [EN] DUAL-ACTION INHIBITORS AND METHODS OF USING SAME<br/>[FR] INHIBITEURS À DOUBLE ACTION ET LEURS PROCÉDÉS D'UTILISATION
  申请人：AERIE PHARMACEUTICALS INC

  公开号：WO2010127329A1

  公开（公告）日：2010-11-04

  Provided are compounds, compositions, and methods for treating diseases and conditions wherein an inhibitor of a kinase, such as rho kinase (ROCK), and an inhibitor of one or more of the monoamine transporters, such as NET or SERT, act in concert to improve the condition.

  提供了治疗疾病和症状的化合物、组合物和方法，其中一种激酶抑制剂（如rho激酶（ROCK））和一种或多种单胺转运体抑制剂（如NET或SERT）共同作用以改善病情。
• [EN] ARTEMISININ-BASED PEROXIDE COMPOUNDS AS BROAD SPECTRUM ANTI-INFECTIVE AGENTS<br/>[FR] COMPOSES DE PEROXYDE A BASE D'ARTEMISININE TENANT LIEU D'AGENTS ANTI-INFECTIEUX A LARGE SPECTRE
  申请人：UNIV MISSISSIPI

  公开号：WO2003095444A1

  公开（公告）日：2003-11-20

  Described herein is the synthesis, bioassay results and utility of new C-9 and C-10 substituted artemisinin derivatives with easily functionalizable groups attached to the artemisinin skeleton through carbon chain or heteroatoms. Described also is the demonstration of this class of compounds for their broad-spectrum anti-parasitic activity. Certain of these analogs possess noticeable cytotoxicity deliberately focused on treatment of cancerous diseases.

  本文描述了合成、生物测定结果以及新的C-9和C-10取代青蒿素衍生物的用途，这些衍生物具有易于功能化的基团，通过碳链或杂原子连接到青蒿素骨架上。同时还展示了这类化合物在广谱抗寄生虫活性方面的表现。其中一些类似物具有明显的细胞毒性，专门用于治疗癌症性疾病。
• [EN] BETA-AMINO-ISOQUINOLINYL AMIDE COMPOUNDS<br/>[FR] COMPOSÉS AMIDES BETA-AMINO-ISOQUINOLÉINE
  申请人：AERIE PHARMACEUTICALS INC

  公开号：WO2018034702A1

  公开（公告）日：2018-02-22

  Disclosed are alpha-axyl-beta-axmno isoquinoline amide compounds and substituted benzamide compounds. In particular, the invention provides compounds that affect the function of kinases in a cell and that are useful as therapeutic agents or with therapeutic agents. The compounds of the invention are useful in the treatment of a variety of diseases and conditions including eye diseases such as glaucoma, cardiovascular diseases, and diseases characterized by abnormal growth, such as cancers. The invention further provides compositions containing isoquinoline amide compounds.

  本发明揭示了α-氧基-β-氧基-异喹啉酰胺化合物和取代苯甲酰胺化合物。具体而言，本发明提供了影响细胞中激酶功能的化合物，这些化合物可用作治疗剂或与治疗剂一起使用。本发明的化合物在治疗多种疾病和病况方面具有用途，包括眼部疾病如青光眼、心血管疾病以及以异常生长为特征的疾病，如癌症。本发明还提供含有异喹啉酰胺化合物的组合物。
• Vitronectin Receptor Antagonists
  申请人：SmithKline Beecham Corporation

  公开号：US20020147334A1

  公开（公告）日：2002-10-10

  Compounds of the formula (1) are disclosed which are vitronectin receptor antagonists and are useful in the treatment of osteoporosis: 1

  公式（1）的化合物被披露为Vitronectin受体拮抗剂，并且在骨质疏松症的治疗中有用：1
• DUAL MECHANISM INHIBITORS FOR THE TREATMENT OF DISEASE
  申请人：deLong Mitchell A.

  公开号：US20100280011A1

  公开（公告）日：2010-11-04

  Provided are compounds that are inhibitors of both rho kinase and of a monoamine transporter (MAT) act to improve the disease state or condition. Further provided are compositions comprising the compounds. Further provided are methods for treating diseases or conditions, the methods comprising administering compounds according to the invention. One such disease may be glaucoma for which, among other beneficial effects, a marked reduction in intraocular pressure (IOP) may be achieved.

  提供了既能抑制rho激酶又能抑制单胺转运体（MAT）的化合物，可用于改善疾病状态或病情。还提供了含有这些化合物的组合物。还提供了根据本发明给药的治疗疾病或病情的方法。其中一种疾病可能是青光眼，除了其他有益效果外，还可以显著降低眼内压（IOP）。