ethyl 8-iodooctanoate | 56703-12-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: ethyl 8-iodooctanoate
• 英文别名: 8-Iodo-octanoic acid ethyl ester
• CAS: 56703-12-9
• 化学式: C₁₀H₁₉IO₂
• 分子量: 298.164
• InChiKey: HYNNFHYYEVPUMG-UHFFFAOYSA-N

物化性质

• 沸点：
  114 °C(Press: 1 Torr)
• 密度：
  1.380±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  13
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  ethyl 8-iodooctanoate 在 sodium hydroxide 、 三甲基氯硅烷 、 锌 、 二溴甲烷 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 21.17h， 生成 9-oxo-9-phenyl-nonanoic acid
  参考文献：
  名称：

  Structurally Simple Trichostatin A-Like Straight Chain Hydroxamates as Potent Histone Deacetylase Inhibitors

  摘要：

  A series of new, structurally simple trichostatin A (TSA)-like straight chain hydroxamates were prepared and evaluated for their ability to inhibit partially purified human histone deacetylase 1 (HDAC-1). Some of these compounds such as 8m, 8n, 12, and 15b exhibited potent HDAC inhibitory activity with low nanomolar IC50 values, comparable to natural TSA. These compounds induce hyperacetylation of histones in T24 human cancer cells and significantly inhibit proliferation in. various human cancer cells. They also induce expression of p21 and cause cell cycle blocks in human cancer cells. in this paper, we describe the synthesis of these new compounds as well as structure-activity relationship results from enzyme inhibition and alterations in cellular function.

  DOI：

  10.1021/jm020154k
• 作为产物：
  描述：

  8-溴辛酸乙酯 在 sodium iodide 作用下， 以 丙酮 为溶剂， 以92%的产率得到ethyl 8-iodooctanoate
  参考文献：
  名称：

  Efficient Syntheses of the OPC Homologous Series, OPC-1:0, -3:0, -4:0, -5:0, -6:0, -7:0, and-8:0

  摘要：

  OPC同系物系列是通过短步骤和高产率，从2-[(Z)-2-五烯基]环戊烯-1-酮合成的。碳-碳键的形成是通过1,4-加合反应的方法实现的。这种方法使得能够提供足够数量的OPC同系物，从而能够为植物生理研究收集重要信息。

  DOI：

  10.1271/bbb.61.1724

文献信息

• Inhibitors of histone deacetylase
  申请人：——

  公开号：US20020115826A1

  公开（公告）日：2002-08-22

  The invention relates to the inhibition of histone deacetylase. The invention provides compounds and methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions.

  本发明涉及组蛋白去乙酰化酶的抑制。本发明提供了用于抑制组蛋白去乙酰化酶酶活性的化合物和方法。本发明还提供了用于治疗细胞增殖性疾病和状况的组合物和方法。
• Expedient Synthesis of Long-Chain ω-Substituted Fatty Acids and Esters from Cyclic Ketones Using Iodine and Hydrogen Peroxide
  作者：Viktor Zhdankin、Mekhman Yusubov、Ekaterina Podrezova、Maria Larkina、Mikhail Belousov、Andreas Kirschning

  DOI：10.1055/s-0036-1591598

  日期：2018.10

  convenient synthesis of ω-iodoaliphatic carboxylic acids and esters by the reaction of cyclic ketones with iodine and hydrogen peroxide in the presence of catalytic CuCl has been developed. ω-Iodoaliphatic carboxylic esters were further used for the efficient preparation of di(2-pyridylmethylamino)alkanoic acids in excellent yields. A simple and convenient synthesis of ω-iodoaliphatic carboxylic acids and

  摘要 已经开发了在催化CuCl存在下，通过环酮与碘和过氧化氢的反应，简单而方便地合成ω-碘代脂肪族羧酸和酯的方法。ω-碘代脂族羧酸酯还被用于以优异的产率有效地制备二（2-吡啶基甲基氨基）链烷酸。 已经开发了在催化CuCl存在下，通过环酮与碘和过氧化氢的反应，简单而方便地合成ω-碘代脂肪族羧酸和酯的方法。ω-碘代脂族羧酸酯还被用于以优异的产率有效地制备二（2-吡啶基甲基氨基）链烷酸。
• [EN] NOVEL HISTONE DEACETYLASE INHIBITORS AND THEIR USE IN THERAPY<br/>[FR] NOUVEAUX INHIBITEURS D'HISTONE DÉACÉTYLASE ET LEUR UTILISATION EN THÉRAPIE
  申请人：KARUS THERAPEUTICS LTD

  公开号：WO2014072714A1

  公开（公告）日：2014-05-15

  A compound of the formula:(I) or a pharmaceutically acceptable salt thereof, wherein: L is a 5-membered nitrogen-containing heteroaryl which is optionally fused to a benzene; Y is a 5, 6 or 7-membered nitrogen-containing heteroaryl, which is optionally fused to a benzene; and W is a zinc-binding group. The compounds are HDAC inhibitors and therefore have potential utility in therapy.

  一种化合物的公式为：（I）或其药用可接受的盐，其中：L是一个5-成员含氮杂环，可选择地与苯融合；Y是一个5、6或7-成员含氮杂环，可选择地与苯融合；W是一个结合锌的基团。这些化合物是HDAC抑制剂，因此在治疗中具有潜在用途。
• Radical C(sp³)–H Heck-type Reaction of <i>N</i>-Alkoxybenzimidoyl Chlorides with Styrenes to Construct Alkenols
  作者：Di Fang、Yidan Zhang、Yiyun Chen

  DOI：10.1021/acs.orglett.2c00593

  日期：2022.3.18

  the first radical C(sp3)–H Heck-type reaction of aliphatic alcohols for selective δ- and ε-alkenol synthesis by photoredox catalysis. N-Alkoxybenzimidoyl chlorides are developed as novel alkoxyl radical precursors with tunable redox potentials. Various alkenols can be constructed by the inert C(sp3)–H Heck-type reaction of 4-cyano-N-alkoxybenzimidoyl chlorides with styrene derivatives under redox-neutral

  我们报告了脂肪醇的第一个自由基 C(sp 3 )-H Heck 型反应，用于通过光氧化还原催化选择性合成 δ-和 ε-烯醇。N-烷氧基苯并亚胺酰氯被开发为具有可调氧化还原电位的新型烷氧基自由基前体。在氧化还原中性条件下，4-氰基-N-烷氧基苯并亚氨基酰氯与苯乙烯衍生物发生惰性 C(sp 3 )-H Heck 型反应可以构建各种烯醇，该反应可以在克级规模上进行，并且易于衍生化.
• Method of inhibiting parasitic activity
  申请人：Washington University

  公开号：US05747537A1

  公开（公告）日：1998-05-05

  A method of inhibiting parasitic activity is disclosed in which the biosynthesis, structure and/or function of the glycosyl phosphatidylinositol (GPI) anchor of said parasite may be affected by incorporating into said GPI anchor selected analogs of myristic acid containing various heteroatoms, substituents and unsaturated bonds, including ester-containing analogs, ketocarbonyl-containing analogs, sulfur-containing analogs, double bond- and triple bond-containing analogs, aromatic moiety-containing analogs, nitrated analogs and halogenated analogs.

  公开了一种抑制寄生活动的方法，其中可以通过将含有各种杂原子、取代基和不饱和键的肉豆蔻酸选择性类似物纳入所述寄生物的磷脂酰肌醇糖基磷脂酰肌醇（GPI）锚中来影响所述寄生物的生物合成、结构和/或功能，其中包括酯含类似物、酮羰基含类似物、硫含类似物、双键和三键含类似物、芳香基含类似物、硝基类似物和卤代类似物。