9‐iodonon‐1‐yne | 87462-67-7

• 物质功能分类: 化学试剂 - 有机试剂 - 炔烃
• 分子结构分类: 有机化合物 - 乙炔化物
• 英文名称: 9‐iodonon‐1‐yne
• 英文别名: 9-Iodonon-1-yne
• CAS: 87462-67-7
• 化学式: C₉H₁₅I
• 分子量: 250.123
• InChiKey: XFZXUOYGLPXNIR-UHFFFAOYSA-N

物化性质

• 沸点：
  234.6±23.0 °C(Predicted)
• 密度：
  1.391±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  9‐iodonon‐1‐yne 在 N-甲基咪唑 、 甲烷磺酸(2-二环己基膦基-2',4',6'-三-异丙基-1,1'-联苯基)(2'-氨基-1,1'-联苯-2-基)钯(II) 、 caesium carbonate 、 N,N,N',N'-tetramethylchloroformamidinium hexafluorophosphate 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium hydroxide 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 37.0h， 生成 (3'R,4'S,5'R)-6''-chloro-4'-(3-chloro-2-fluorophenyl)-1''-(9-(1-(2,6-dioxopiperidin-3-yl)-3-methyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-4-yl)non-8-yn-1-yl)-N-((1s,3S)-3-hydroxy-3-methylcyclobutyl)-1'-methyl-2''-oxodispiro[cyclohexane-1,2'-pyrrolidine-3',3-indoline]-5'-carboxamide
  参考文献：
  名称：

  [EN] MDM2 DEGRADERS AND USES THEREOF
  [FR] AGENTS DE DÉGRADATION DE MDM2 ET LEURS UTILISATIONS

  摘要：

  本发明涉及化合物和方法，通过本发明的化合物对小鼠双分子2同源蛋白（"MDM2"）蛋白进行泛素化和/或降解的调节。

  公开号：

  WO2021188948A1
• 作为产物：
  描述：

  non-8-yn-1-yl methanesulfonate 在 sodium iodide 作用下， 以 二甲基亚砜 为溶剂， 反应 15.0h， 以87%的产率得到9‐iodonon‐1‐yne
  参考文献：
  名称：

  Phase Separation As a Strategy Toward Controlling Dilution Effects in Macrocyclic Glaser-Hay Couplings

  摘要：

  Macrocycles are abundant in numerous chemical applications, however the traditional strategy for the preparation of these compounds remains cumbersome and environmentally damaging; involving tedious reaction set-ups and extremely dilute reaction media. The development of a macrocyclization strategy conducted at high concentrations is described which exploits phase separation of the catalyst and substrate, as a strategy to control dilution effects. Sequestering a copper catalyst in a highly polar and/or hydrophilic phase can be achieved using a hydrophilic ligand, T-PEG(1900), a PEGylated TMEDA derivative. Similarly, phase separation is possible when suitable copper complexes are soluble in PEG(400), a green and efficient solvent which can be utilized in biphasic mixtures for promoting macrocyclization at high concentrations. The latter phase separation technique can be exploited for the synthesis of a wide range of industrially relevant macrocycles with varying ring sizes and functional groups.

  DOI：

  10.1021/ja208902t

文献信息

• Effect of tellurium position on the myocardial uptake of radioiodinated 18-iodotellura-17-octadecenoic acid analogs
  作者：F. F. Knapp、P. C. Srivastava、A. P. Callahan、E. B. Cunningham、G. W. Kabalka、K. A. R. Sastry

  DOI：10.1021/jm00367a011

  日期：1984.1

  myocardial specificity and retention of fatty acids in which radioiodide is stabilized as a trans-(E)-vinyl iodide has been evaluated in rats. Five analogues of 18-iodo-17-octadecenoic acid (ICH = CH-R-Te-R'-COOH) with Te at positions 5, 7, 9, 11, and 13 were prepared by coupling of a trans-diiodoalkene (ICH = CH-R-I) with the requisite sodium [(alkoxycarbonyl)alkyl]telluride substrate (NaTe-R'-COOR";

  已经在大鼠中评估了碲位置对心肌特异性和其中放射性碘稳定为反式-（E）-乙烯基碘的脂肪酸保留的影响。通过反式二碘代烯烃（ICH）的合成，制备了5个18-碘-17-十八碳烯酸（ICH = CH-R-Te-R'-COOH）在5、7、9、11和13位带有Te的类似物。用必需的[（烷氧基羰基）烷基]碲化钠钠（NaTe-R'-COOR”； R” ＝ Me或Et），然后进行碱性水解。通过改变R和R'，制备了一系列具有18个碳原子的链长的类似物。通过NaBH4还原相应的二碲化物原位生成碲化物底物，并通过碘化钠-氯胺-T处理相应的乙烯基硼酸[（HO）2BCH = CH-RI）]制备二碘代烯烃。通过用儿茶酚硼烷处理由市售材料合成的末端乙炔（HC与CRI相同）来制备乙烯基硼酸。所有新化合物均通过TLC，NMR，MS和元素分析进行​​了分析。以相同方式制备125I类似物[（E）-125ICH ＝ CH-R-Te-
• Examination of the Impact of Triazole Position within Linkers on Solubility and Lipophilicity of a CDK9 Degrader Series
  作者：Oluwatosin R. Ayinde、Chia Sharpe、Emily Stahl、Robert J. Tokarski、James R. Lerma、Natarajan Muthusamy、John C. Byrd、James R. Fuchs

  DOI：10.1021/acsmedchemlett.3c00082

  日期：2023.7.13

  aqueous solubility and lipophilicity while retaining their linker type and molecular weight. Using chromatographic logD and kinetic solubility experiments, we show that degraders with similar chemical constitution but varied position of the embedded triazole demonstrate different lipophilicity and aqueous solubility properties. Overall, this work highlights the impact of triazole placement on linker composition

  由于降解剂性质超出 5 规则，优化降解剂性质通常是一个挑战。鉴于已知 E3 连接酶的缺乏以及对于给定蛋白质靶标具有不同化学结构的配体的选择通常有限，降解接头代表了嵌合分子内修饰其整体物理化学特性的最佳位置。在这项工作中，使用点击化学组装了一系列基于 AT7519 的 CDK9 降解剂，有助于调节水溶性和亲脂性，同时保留其接头类型和分子量。通过色谱 logD 和动力学溶解度实验，我们发现具有相似化学组成但嵌入三唑位置不同的降解剂表现出不同的亲脂性和水溶性特性。总体而言，这项工作强调了通过应用点击化学进行降解剂合成，三唑放置对连接子组成的影响及其用于促进实现有利的物理化学性质的能力。
• Srivastava, Prem C.; Knapp, Furn F.; Kabalka, George W., Phosphorus and Sulfur and the Related Elements, 1988, vol. 38, p. 49 - 58
  作者：Srivastava, Prem C.、Knapp, Furn F.、Kabalka, George W.

  DOI：——

  日期：——
• Intramolecular hydrogen bonding of nucleobases
  作者：Geoffrey T. Crisp、Yu-Lin Jiang

  DOI：10.1016/s0040-4039(02)00483-5

  日期：2002.4

  The intramolecular hydrogen bonding of a series of linked uracil, thymine and adenine derivatives is described. The nucleoside bases have been linked by semi-flexible spacers and the chemical shifts and DeltadeltaNH/DeltaT values for the nucleoside NH protons confirm the strong intramolecular hydrogen bonding motif. (C) 2002 Elsevier Science Ltd. All rights reserved.
• Convergent synthesis of fluorescence-labeled probes of Annonaceous acetogenins and visualization of their cell distribution
  作者：Naoto Kojima、Takekuni Morioka、Daisuke Urabe、Masahiro Yano、Yuki Suga、Naoyoshi Maezaki、Ayako Ohashi-Kobayashi、Yasuyuki Fujimoto、Masatomo Maeda、Takao Yamori、Takehiko Yoshimitsu、Tetsuaki Tanaka

  DOI：10.1016/j.bmc.2010.10.004

  日期：2010.12

  The convergent synthesis of fluorescence-labeled solamin, an antitumor Annonaceous acetogenin, was accomplished by two asymmetric alkynylations of 2,5-diformyl tetrahydrofuran with an alkyne tagged with fluorescent groups and another alkyne with an alpha,beta-unsaturated gamma-lactone. Assay for the growth inhibitory activity against human cancer cell lines revealed that the probe with the fluorescent groups at the end of the hydrocarbon chain may have the same mode of action as natural acetogenins. The merged fluorescence of dansyl-labeled solamin and MitoTracker Red suggests that Annonaceous acetogenins localize in the mitochondria. (C) 2010 Elsevier Ltd. All rights reserved.