吡啶,3-[(苯磺酰)甲基]- | 1620-51-5

• 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: 吡啶,3-[(苯磺酰)甲基]-
• 英文名称: 3-((phenylsulfonyl)methyl)pyridine
• 英文别名: 3-(benzenesulfonylmethyl)pyridine；3-[(Phenylsulfonyl)methyl]pyridine
• CAS: 1620-51-5
• 化学式: C₁₂H₁₁NO₂S
• mdl: MFCD10672297
• 分子量: 233.291
• InChiKey: NYANCYPJKOOJRB-UHFFFAOYSA-N

物化性质

• 沸点：
  455.2±37.0 °C(Predicted)
• 密度：
  1.260±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.083
• 拓扑面积：
  55.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  吡啶,3-[(苯磺酰)甲基]- 在 sodium tetrahydroborate 、 potassium carbonate 、 间氯过氧苯甲酸 作用下， 以 甲醇 为溶剂， 反应 10.0h， 生成 N-Methyl-3-<(phenylsulfonyl)methyl>-1,2,5,6-tetrahydropyridine N-oxide
  参考文献：
  名称：

  Synthesis of 20-deethylsilicine from a second-generation 2-cyano-.DELTA.3-piperidine synthon

  摘要：

  The Zn2+ ion mediated reaction of the 2-cyano-DELTA3-piperidine 9a (X = SO2C6H5) with the silyl enol ether of Na-methyl-2-acetylindole (24) led to formation of compounds 29a,b (70%) resulting from introduction of the acetylindole moiety at the exocyclic (C-7) carbon center and migration of the phenylsulfonyl group from C-7 to C-4. In contrast, reaction of 2-Cyano-DELTA3-piperidine 9b (X = CN) with 24 gave the desired C-4 acetylindole-substituted products 36a,b (1:1.3 mixture; 72% overall yield). Attempts to cyclize intermediates 36 to the tetracyclic enamine 27 were unsuccessful. Alternatively, the Zn2+-catalyzed reaction of synthons 9a and 9b with indole gave the C-7 indole-substituted aminonitriles 37a,b and 38, respectively. These intermediates were converted to DELTA2-piperidine 40 on reaction with sodium dimethyl malonate and AgBF4. Stereoselective hydrogenation of the enamine double bond in 40 furnished the required cis 3,4-disubstituted piperidine 41, which was cyclized under acidic conditions to the target molecule, 20-deethylsilicine (20).

  DOI：

  10.1021/jo00050a012
• 作为产物：
  描述：

  sodium benzenesulfonate 、 3-氯甲基吡啶盐酸盐 在 potassium acetate 作用下， 以 异丙醇 为溶剂， 以66 %的产率得到吡啶,3-[(苯磺酰)甲基]-
  参考文献：
  名称：

  [EN] COMPOUNDS THAT INTERACT WITH RAS SUPERFAMILY PROTEINS FOR TREATMENT OF CANCERS, INFLAMMATORY DISEASES, RASOPATHIES, AND FIBROTIC DISEASE
  [FR] COMPOSÉS INTERAGISSANT AVEC DES PROTÉINES DE LA SUPERFAMILLE RAS POUR LE TRAITEMENT DE CANCERS, DE MALADIES INFLAMMATOIRES, DE RASOPATHIES ET D'UNE MALADIE FIBROTIQUE

  摘要：

  Provided herein are compounds of Formula (I), or a pharmaceutically acceptable form thereof, and pharmaceutical compositions comprising the same. Also provided herein methods of modulating the activity of cellular targets by administering to a subject a compound of Formula (I), or a pharmaceutically acceptable form thereof. Further provided herein are methods of treating cancer, fibrotic diseases, and inflammatory diseases by administering to a subject a compound of or a pharmaceutically acceptable form thereof.

  公开号：

  WO2023196975A1

文献信息

• Efficient New Protocol to Synthesize Aromatic and Heteroaromatic Dithioesters
  作者：Serge Masson、Isabelle Abrunhosa、Mihaela Gulea

  DOI：10.1055/s-2004-822311

  日期：——

  A very efficient, high yielding procedure to synthesize substituted aromatic and heteroaromatic dithioesters is described. It involves the reaction between (phenylsulfonyl)methyl (hetero)aromatic derivatives and elemental sulfur in basic medium, followed by alkylation.

  描述了一种高效、高产的合成取代芳香和杂芳香二硫酯的方法。该方法包括在碱性介质中（苯磺酰）甲基（杂）芳香衍生物与硫元素反应，随后进行烷基化。
• A Multidisciplinary Approach to the Use of Pyridinyl Dithioesters and Their <i>N</i>-Oxides as CTAs in the RAFT Polymerization of Styrene. Not the Chronicle of a Failure Foretold
  作者：Angelo Alberti、Massimo Benaglia、Maurizio Guerra、Mihaela Gulea、Philippe Hapiot、Michele Laus、Dante Macciantelli、Serge Masson、Almar Postma、Katia Sparnacci

  DOI：10.1021/ma050652d

  日期：2005.9.1

  of the dormant radical species intermediate in the RAFT process by the heteroaromatic rings as inferred from the measured reduction potentials of the compounds. Styrene polymerization was actually blocked at very low conversion in the case of the dithioisonicotinate N-oxide, and on the basis of ESR (electron spin resonance) studies it is suggested that in this case the dormant radical may actually act

  测试了三种异构体吡啶基二硫代酯及其N-氧化物作为苯乙烯的RAFT（可逆加成断裂链转移）聚合反应的链转移剂的效率。邻位（二硫代吡啶甲酸根），间位（二硫代癸酸酯）和对位（二硫代异烟酸酯）异构体控制了苯乙烯的聚合，尽管相对于二硫代苯甲酸酯有一些延迟。延迟，对于N甚至更大从化合物测得的还原电势推断，这是由于杂芳环在RAFT过程中对休眠自由基物种中间体的过度稳定作用所致。在二硫代异烟酸的N-氧化物的情况下，苯乙烯的聚合实际上在非常低的转化率下被阻止，并且根据ESR（电子自旋共振）研究表明，在这种情况下，休眠基团实际上可以充当传播自由基的清除剂。激进的。尽管事先了解了给定CTA（链转移剂）的还原潜能，可以据此估计它在RAFT过程中形成的休眠自由基的稳定性，但原则上可以允许人们预测其性能，但这种预测必须慎重考虑。
• Electroreductive Nickel-Catalyzed Allylation of Aryl Chlorides
  作者：Xin Fu、Tingting Ran、Yu Zhou、Jie Liu

  DOI：10.1021/acs.joc.2c02926

  日期：2023.5.5

  allylation via electrochemical promoted Ni-catalyzed reductive carbon–carbon bond formation. Readily available (hetero)aryl chlorides with a variety of allylic sulfones are used as electrophiles in this electroreductive coupling. This Ni-catalyzed modular approach displays generally good functional group tolerance and broad substrate scope. This reaction allows a series of allylic compounds to be created

  在此，我们报告了一种通过电化学促进的镍催化的还原性碳-碳键形成的简便有效的烯丙基化反应。在这种电还原偶联中，使用现成的（杂）芳基氯和各种烯丙基砜作为亲电子试剂。这种镍催化的模块化方法通常显示出良好的官能团耐受性和广泛的底物范围。该反应可以生成一系列烯丙基化合物，包括几种结构复杂的天然产物和药物基序。
• Pyruvate kinase activators for use in treating blood disorders
  申请人：Agios Pharmaceuticals, Inc.

  公开号：US11364240B2

  公开（公告）日：2022-06-21

  Described herein are compounds that activate pyruvate kinase R, pharmaceutical compositions and methods of use thereof. These compounds are represented by Formula (I): wherein R1, R2, L1, and L2 are as defined herein.

  本文描述了激活丙酮酸激酶 R 的化合物、药物组合物及其使用方法。这些化合物由式（I）表示：其中 R1、R2、L1 和 L2 如本文所定义。
• [EN] PYRUVATE KINASE ACTIVATORS FOR USE IN TREATING BLOOD DISORDERS<br/>[FR] ACTIVATEURS DE LA PYRUVATE KINASE DESTINÉS À ÊTRE UTILISÉS DANS LE TRAITEMENT DE TROUBLES HÉMATOLOGIQUES
  申请人：AGIOS PHARMACEUTICALS INC

  公开号：WO2019035863A8

  公开（公告）日：2019-03-28