3-氯-5-甲氧基苯甲酰氯 | 89106-53-6

• 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: 3-氯-5-甲氧基苯甲酰氯
• 英文名称: 5-chloro-3-methoxybenzoyl chloride
• 英文别名: 3-Chloro-5-methoxybenzoyl chloride
• CAS: 89106-53-6
• 化学式: C₈H₆Cl₂O₂
• 分子量: 205.04
• InChiKey: PRQZJYZUENAVAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  3-氯-5-甲氧基苯甲酰氯 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 3-Chloro-5-methoxybenzohydrazide
  参考文献：
  名称：

  Potent oxadiazole CGRP receptor antagonists for the potential treatment of migraine

  摘要：

  A pharmacophore model was built, based on known CGRP receptor antagonists, and this was used to aid the identification of novel leads. Analogues were designed, modelled and synthesised which incorporated alternative `LHS' fragments linked via either an amide or urea to a privileged `RHS' fragment commonly found in CGRP receptor antagonists. As a result a novel series of oxadiazole CGRP receptor antagonists has been identified and the subsequent optimisation to enhance both potency and bioavailability is presented. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.012
• 作为产物：
  描述：

  3-氯-5-甲氧基苯甲酸 在 氯化亚砜 作用下， 反应 4.0h， 以100%的产率得到3-氯-5-甲氧基苯甲酰氯
  参考文献：
  名称：

  环取代的1,2-二烷基化的1,2-双（羟基苯基）乙烷。2.4，4′-，5，5′-和6，6′-二取代的间己烯醇的合成和雌激素受体结合亲和力。

  摘要：

  乳腺肿瘤抑制抗雌激素间己雌酚[间位-3,4-双（3-羟苯基）己烷]的对称的4,4'-，5,5'-和6,6'-二取代衍生物的合成是（1） [4,4'-取代基：F，（2），Cl（3），Br（4），I（5），CH2N（CH3）2（6），CH3（7），CH2OCH3（8），CH2OC2H5 （9），CH2OH（10），NO2（11），NH2（12），N（CH3）2（13），COCH3（14）和C2H5（15）; 5,5'-取代基：OH（16）和Cl（17）; 6,6'-取代基：OH（18），F（19），Cl（20）和CH3（21）]。1-3、16和19的合成是通过将苯乙酮与TiCl4 / Zn还原偶联，然后将顺式3,4-二苯基己-3-烯烯氢化而完成的。通过将1-苯基-1-丙醇与TiCl3 / LiAlH4偶联并分离内消旋非对映异构体，可以合成化合物17、18、20和21 而4-15是通过取代己雌酚

  DOI：

  10.1021/jm00371a004

文献信息

• Tetrahydroimidazo[4,5-c]pyridine-Based Inhibitors of Porphyromonas gingivalis Glutaminyl Cyclase
  作者：Daniel Ramsbeck、Nadine Taudte、Nadine Jänckel、Stefanie Strich、Jens-Ulrich Rahfeld、Mirko Buchholz

  DOI：10.3390/ph14121206

  日期：——

  of oral pathogens might be promising drug targets. Here, we report the discovery and structure–activity relationship of a novel class of P. gingivalis QC inhibitors according to a tetrahydroimidazo[4,5-c]pyridine scaffold. Some compounds exhibited activity in the lower nanomolar range and thus were further characterized with regard to their selectivity and toxicity.

  牙周炎是一种严重但被低估的口腔疾病。由于它与多种全身性疾病有关，例如糖尿病、动脉硬化，甚至阿尔茨海默病，最近人们对治疗牙周炎的兴趣日益浓厚。牙周炎的主要原因是口腔微生物群的变化。与这种转变相关的关键病原体是牙龈卟啉单胞菌。因此，靶向牙龈卟啉单胞菌成为开发新型抗感染化合物的药物发现的焦点。其中，口腔病原体的谷氨酰胺酰环化酶 (QC) 可能是有希望的药物靶点。在这里，我们根据四氢咪唑 [ 4]报告了一类新的牙龈卟啉单胞菌QC 抑制剂的发现和构效关系。, 5 - c ]吡啶支架。一些化合物在较低的纳摩尔范围内表现出活性，因此进一步表征了它们的选择性和毒性。
• Discovery and optimization of CRTH2 and DP dual antagonists
  作者：Jiwen Liu、Zice Fu、Yingcai Wang、Mike Schmitt、Alan Huang、Derek Marshall、George Tonn、Lisa Seitz、Tim Sullivan、H. Lucy Tang、Tassie Collins、Julio Medina

  DOI：10.1016/j.bmcl.2009.09.052

  日期：2009.11

  A series of phenylacetic acid derivatives was discovered as CRTH2 antagonists. Modification of the series led to compounds that are also antagonists of DP. Since activation of CRTH2 and DP are believed to play key roles in mediating responses of asthma and other immune diseases, this series was optimized to increase the dual antagonistic activities and improve pharmacokinetic properties. These efforts led to selection of AMG 009 as a clinical candidate. (C) 2009 Elsevier Ltd. All rights reserved.
• Crystal Structures of PI3Kα Complexed with PI103 and Its Derivatives: New Directions for Inhibitors Design
  作者：Yanlong Zhao、Xi Zhang、Yingyi Chen、Shaoyong Lu、Yuefeng Peng、Xiang Wang、Chengliang Guo、Aiwu Zhou、Jingmiao Zhang、Yu Luo、QianCheng Shen、Jian Ding、Linghua Meng、Jian Zhang

  DOI：10.1021/ml400378e

  日期：2014.2.13

  The phosphatidylinositol 3-kinase (PI3K) signaling pathway plays important roles in cell proliferation, growth, and survival. Hyperactivated PI3K is frequently found in a wide variety of human cancers, validating it as a promising target for cancer therapy. We determined the crystal structure of the human PI3K alpha-PI103 complex to unravel molecular interactions. Based on the structure, substitution at the R-1 position of the phenol portion of PI103 was demonstrated to improve binding affinity via forming a new H-bond with Lys802 at the bottom of the ATP catalytic site. Interestingly, the crystal structure of the PI3K alpha-9d complex revealed that the flexibility of Lys802 can also induce additional space at the catalytic site for further modification. Thus, these crystal structures provide a molecular basis for the strong and specific interactions and demonstrate the important role of Lys802 in the design of novel PI3K alpha inhibitors.
• SLUKA, J.;ZIKAN, V.;SOVA, M.;DANEK, J., CS. FARM., 37,(1988) N 5, 221-225
  作者：SLUKA, J.、ZIKAN, V.、SOVA, M.、DANEK, J.

  DOI：——

  日期：——
• Discovery of Potent OTUB1/USP8 Dual Inhibitors Targeting Proteostasis in Non-Small-Cell Lung Cancer
  作者：Lingli Tan、Hengyue Shan、Chao Han、Zhenfeng Zhang、Jiali Shen、Xiao Zhang、Huaijiang Xiang、Kuankuan Lu、Chunting Qi、Ying Li、Guanglei Zhuang、Gang Chen、Li Tan

  DOI：10.1021/acs.jmedchem.2c00408

  日期：2022.10.27