1-(4-iodobenzenesulfonyl)piperidine | 326885-21-6

• 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: 1-(4-iodobenzenesulfonyl)piperidine
• 英文别名: 1-((4-iodophenyl)sulfonyl)piperidine；1-[(4-Iodophenyl)sulphonyl]piperidine；1-(4-iodophenyl)sulfonylpiperidine
• CAS: 326885-21-6
• 化学式: C₁₁H₁₄INO₂S
• mdl: MFCD01993191
• 分子量: 351.208
• InChiKey: OVTHYVDHBBNZJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-iodobenzenesulfonyl)piperidine 在 2-吡啶甲酸 、 potassium phosphate 、 copper(l) iodide 、 三溴化硼 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 22.0h， 生成 5-Chloro-2-[4-(1-piperidylsulfonyl)phenoxy]phenol
  参考文献：
  名称：

  Design, synthesis, and biological activity of diaryl ether inhibitors of Toxoplasma gondii enoyl reductase

  摘要：

  Triclosan is a potent inhibitor of Toxoplasma gondii enoyl reductase (TgENR), which is an essential enzyme for parasite survival. In view of triclosan's poor druggability, which limits its therapeutic use, a new set of B-ring modified analogs were designed to optimize its physico-chemical properties. These derivatives were synthesized and evaluated by in vitro assay and TgENR enzyme assay. Some analogs display improved solubility, permeability and a comparable MIC50 value to that of triclosan. Modeling of these inhibitors revealed the same overall binding mode with the enzyme as triclosan, but the B-ring modifications have additional interactions with the strongly conserved Asn130. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.019
• 作为产物：
  描述：

  1-((4-碘苯基)二氮烯基)哌啶 在 二氧化硫 、 copper dichloride 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以61%的产率得到1-(4-iodobenzenesulfonyl)piperidine
  参考文献：
  名称：

  Catalytic conversion of aryl triazenes into aryl sulfonamides using sulfur dioxide as the sulfonyl source

  摘要：

  气态二氧化硫在三氮烯中被催化剂三氟化硼和氯化铜催化形成各种磺胺类化合物。

  DOI：

  10.1039/c4cc03481c

文献信息

• [EN] SMALL MOLECULE AGONISTS OF MUCOLIPIN 1 AND USES THEREOF<br/>[FR] PETITES MOLÉCULES AGONISTES DE LA MUCOLIPINE 1 ET LEURS UTILISATIONS
  申请人：UNIV MICHIGAN REGENTS

  公开号：WO2021041866A1

  公开（公告）日：2021-03-04

  This invention is in the field of medicinal chemistry. In particular, the invention relates to a new class of small-molecules having a phenyl-sulfonic amide (or similar) structure which function as agonists of mucolipin 1 (ML1), and their use as therapeutics for the treatment of Duchenne muscular dystrophy (DMD) and related disorders.

  这项发明属于药物化学领域。特别是，该发明涉及一类新的小分子，具有苯磺酰胺（或类似）结构，作为肌球脂蛋白1（ML1）的激动剂，以及它们作为治疗杜氏肌肉萎缩症（DMD）和相关疾病的疗法的用途。
• New phenylpyridylpiperazine compounds
  申请人：Desos Patrice

  公开号：US20060258670A1

  公开（公告）日：2006-11-16

  A compound selected from those of formula (I): wherein: X represents a C(O) or SO 2 group, R 1 represents an aryl group or a group NR 3 R 4 wherein R 3 and R 4 are as defined in the description, R 2 represents an alkyl, (C 3 -C 8 )cycloalkyl or (C 3 -C 8 )cycloalkyl-(C 1 -C 6 )alkyl group, its isomers, and addition salts thereof, and medicinal products containing the same which are useful in treating conditions treatable by antagonists of type H 3 central histamine receptors.

  从式(I)中选择的一种化合物： 其中： X代表C(O)或SO2基团， R1代表芳基或基团NR3R4，其中R3和R4如描述中所定义， R2代表烷基，(C3-C8)环烷基或(C3-C8)环烷基-(C1-C6)烷基基团，其异构体和其盐， 以及含有这种化合物的药物产品，用于治疗可通过H3型中枢组胺受体拮抗剂治疗的疾病。
• Cu/Pd-catalyzed borocarbonylative trifunctionalization of alkynes and allenes: synthesis of β-geminal-diboryl ketones
  作者：Yang Yuan、Fu-Peng Wu、Anke Spannenberg、Xiao-Feng Wu

  DOI：10.1007/s11426-021-1054-4

  日期：2021.12

  Functionalized bisboryl compounds have recently emerged as a new class of synthetically useful building blocks in organic synthesis. Herein, we report an efficient strategy to synthesize β-geminal-diboryl ketones enabled by a Cu/Pd-catalyzed borocarbonylative trifunctionalization of readily available alkynes and allenes. This reaction promises to be a useful method for the synthesis of functionalized

  功能化双硼基化合物最近已成为有机合成中一类新的合成有用的构建单元。在此，我们报告了一种有效的策略来合成 β-geminal-diboryl 酮，该策略通过 Cu/Pd 催化的容易获得的炔烃和丙二烯的硼羰基化三官能化来实现。该反应有望成为合成具有广泛官能团耐受性的功能化 β-geminal-diboryl 酮的有用方法。机理研究表明，该反应通过炔烃和丙二烯的硼羰基化/硼氢化级联反应进行。
• Palladium-Catalyzed Carbonylative Coupling of Aryl Iodides with Alkenylaluminum Reagents
  作者：Bo Chen、Xiao-Feng Wu

  DOI：10.1021/acs.orglett.9b02923

  日期：2019.9.20

  A highly reactive catalytic system for the carbonylative coupling of aryl iodides with alkenylaluminum reagents has been developed. Various β-substituted γ,δ-unsaturated ketones were produced under mild conditions in good to excellent yields even under ppm level of palladium catalyst. Notably, this also represents the first example on carbonylative transformation of alkenylaluminum compounds. Additionally

  已经开发出用于芳基碘化物与链烯基铝试剂的羰基化偶联的高反应性催化体系。即使在钯催化剂的ppm水平下，在温和的条件下也以良好至优异的产率产生了各种β-取代的γ，δ-不饱和酮。值得注意的是，这也代表了烯基铝化合物的羰基化转化的第一个实例。另外，通过添加锌盐，可以改变产物的选择性。
• Pyrimidinone Derivatives and Their Use in the Treatment of Atherosclerosis
  申请人：Elliott Leonard Richard

  公开号：US20060241126A1

  公开（公告）日：2006-10-26

  Compounds of formula (I): are inhibitors of the enzyme Lp-PLA 2 and are of use in therapy, in particular for treating atherosclerosis.

  公式为（I）的化合物是Lp-PLA2酶的抑制剂，可用于治疗，特别是用于治疗动脉粥样硬化。