2-(甲硫基)烟酰氯 | 97936-43-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-(甲硫基)烟酰氯
• 中文别名: 2-(甲基硫代)烟酰氯；2-(甲基磺酰)烟酰氯；2-(甲基硫基)吡啶-3-碳酰氯
• 英文名称: 2-(methylthio)nicotinoyl chloride
• 英文别名: 2-methylsulfanylpyridine-3-carbonyl chloride
• CAS: 97936-43-1
• 化学式: C₇H₆ClNOS
• mdl: MFCD00051678
• 分子量: 187.65
• InChiKey: OCEMBWMMHUSVMT-UHFFFAOYSA-N

物化性质

• 熔点：
  88-91°C

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  55.3
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  8
• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R34
• 包装等级：
  II
• 危险类别：
  8
• 危险品运输编号：
  3261

反应信息

• 作为反应物：
  描述：

  2-(甲硫基)烟酰氯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Yonone反应性的差异：通过3,4-双功能化的非典型环化与稀有Bis（环化）

  摘要：

  可以通过Tf 2 C = CH 2激活功能化的炔酮，原位生成，形成两性离子物质。这些物种以分子内方式被数个亲核试剂捕获，以发散的方式产生两种主要类型的三苯甲酮。通过对反应温度的微调，以完全选择的方式以合理的收率获得了双（triflyl）-6元或（triflyl）-5元稠合杂环。以此方式，构建了双（三氟乙）黄酮，双（三氟乙）硫代黄酮，双（三氟乙）硒代黄酮，（三氟乙）苯并噻吩并吡喃，（三氟苯）苯并硒基苯并吡喃，（三氟乙）乙烯基金酮和（三氟乙）吡喃并吲哚。根据几种中间体的分离和对照实验的结果，提出了可能的机理途径。

  DOI：

  10.1002/chem.201800630
• 作为产物：
  描述：

  2-巯基烟酸 在 氯化亚砜 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 生成 2-(甲硫基)烟酰氯
  参考文献：
  名称：

  Synthesis and Antifungal Activity of Nicotinamide Derivatives as Succinate Dehydrogenase Inhibitors

  摘要：

  Thirty-eight nicotinamide derivatives were designed and synthesized as potential succinate dehydrogenase inhibitors (SDHI) and precisely characterized by H-1 NMR, ESI-MS, and elemental analysis. The compounds were evaluated against two phytopathogenic fungi, Rhizoctonia solani and Sclerotinia sclerotiorum, by mycelia growth inhibition assay in vitro. Most of the compounds displayed moderate activity, in which, 3a-17 exhibited the most potent antifungal activity against R. solani and S. sclerotiorum with IC50 values of 15.8 and 20.3 mu M, respectively, comparable to those of the commonly used fungicides boscalid and carbendazim. The structure-activity relationship (SAR) of nicotinamide derivatives demonstrated that the meta-position of aniline was a key position contributing to the antifungal activity. Inhibition activities against two fungal SDHs were tested and achieved the same tendency with the data acquired from in vitro antifungal assay. Significantly, 3a-17 was demonstrated to successfully suppress disease development in S. sclerotiorum infected cole in vivo. In the molecular docking simulation, sulfur and chlorine of 3a-17 were bound with PHE291 and PRO150 of the SDH homology model, respectively, which could explain the probable mechanism of action between the inhibitory and target protein.

  DOI：

  10.1021/jf405437k

文献信息

• Synthesis and biological evaluation of 20-epi-amino-20-deoxysalinomycin derivatives
  作者：Yu Li、Qiuyan Shi、Jiajia Shao、Yaping Yuan、Zhigang Yang、Shizhen Chen、Xin Zhou、Shijun Wen、Zhong-Xing Jiang

  DOI：10.1016/j.ejmech.2018.02.004

  日期：2018.3

  To improve the druggability of salinomycin, a 20-epi-amino-20-deoxysalinomycin derivatives library was synthesized with high efficacy from which a few salinomycin derivatives with high potency and selectivity were identified through comprehensive cytotoxicity assay, including a fluorine-19 magnetic resonance sensitive tool molecule. Using a K-ras cellular model, salinomycin and its derivatives showed

  为了提高沙利霉素的可药性，合成了一个高效的20-表皮氨基20-脱氧沙利霉素衍生物库，通过全面的细胞毒性试验，包括对氟19磁共振敏感的方法，从中鉴定出了几种具有高效能和选择性的沙利霉素衍生物。工具分子。从文献报道来看，使用K-ras细胞模型，沙利霉素及其衍生物显示出不同的分子作用方式。这些结果对于开发基于盐霉素的癌症疗法将是有价值的。
• [EN] SUBSTITUTED BENZIMIDAZOLES, BENZOTHIAZOLES AND BENZOXAZOLES<br/>[FR] BENZIMIDAZOLES, BENZOTHIAZOLES ET BENZOXAZOLES SUBSTITUÉS
  申请人：GRUENENTHAL GMBH

  公开号：WO2010142402A1

  公开（公告）日：2010-12-16

  The present invention relates to substituted benzimidazoles, benzothiazoles and benzoxazoles, processes for their preparation, medicaments containing these compounds and the use of these compounds for the preparation of medicaments.

  本发明涉及取代苯并咪唑、苯并噻唑和苯并噁唑，其制备方法，含有这些化合物的药物以及利用这些化合物制备药物的用途。
• Substituted Spiro-amide Compounds
  申请人：Schunk Stefan

  公开号：US20100249095A1

  公开（公告）日：2010-09-30

  Substituted spiro-amide compounds corresponding to formula I in which R5 through R8, D, X, Y and Z have defined meanings, processes for preparing such spiro-amide compounds, pharmaceutical compositions containing such compounds, and methods of using such spiro-amide compounds for treating and/or inhibiting disorders or disease states mediated at least in part by the bradykinin 1 receptor.

  将与式I相对应的螺环酰胺化合物替代为R5至R8、D、X、Y和Z具有定义含义的过程，用于制备这种螺环酰胺化合物，含有这种化合物的药物组合物，以及使用这种螺环酰胺化合物治疗和/或抑制至少部分由激肽酶1受体介导的疾病或疾病状态的方法。
• Highly Stereoselective Synthesis of a Compound Collection Based on the Bicyclic Scaffolds of Natural Products
  作者：Murali Annamalai、Stanimira Hristeva、Martyna Bielska、Raquel Ortega、Kamal Kumar

  DOI：10.3390/molecules22050827

  日期：——

  core-scaffolds of natural products presents a promising strategy. Here, we report a natural product inspired synthesis of six different chemotypes and their derivatives for drug discovery research. These bicyclic hetero- and carbocyclic scaffolds are highly novel, rich in sp³ features and with ideal physicochemical properties to display drug likeness. The functional groups on the scaffolds were exploited

  尽管天然产物在成功的药物发现历史上做出了巨大贡献，但仍有很大的局限性说服制药业在药物发现研究中回避了天然产物。天然产物的极度稀缺和结构复杂性使得它们的实际合成途径和进一步的修饰极具挑战性。尽管制药行业采用了其他替代技术，尤其是组合化学，以快速访问具有通常缺乏三维复杂性的简单框架的大量小分子，但是在发现先导分子方面几乎没有取得任何成功。为了获得具有天然产物结构特征的化学型，例如高sp³字符，基于天然产物核心骨架的化合物集合的合成提出了一种有前途的策略。在这里，我们报告了一种由天然产物激发的六种不同化学型及其衍生物的合成方法，用于药物发现研究。这些双环杂和碳环骨架是高度新颖的，具有丰富的sp³功能，并具有理想的理化性质，可显示出相似的药物。支架上的官能团被进一步利用以产生相应的化合物集合。这些集合中两个的合成以ca. 还列出了350种化合物。整个化合物库正在接受欧洲铅厂联盟中的各种生物筛选。我
• Substituted N'-(arylcarbonyl)-benzhydrazides, N'-(arylcarbonyl)-benzylidene-hydrazides and analogs as activators of caspases and inducers of apoptosis and the use thereof
  申请人：Cytovia, Inc.

  公开号：US20030013743A1

  公开（公告）日：2003-01-16

  The present invention is directed to substituted N′-(arylcarbonyl)-benzhydrazides, N′-(arylcarbonyl)-benzylidene-hydrazides and analogs thereof, represented by the Formulae I and II: 1 wherein Ar 1 , Ar 2 , and R 1 -R 2 are defined herein. The present invention also relates to the discovery that compounds having Formulae I and II are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention may be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.

  本发明涉及取代N′-(芳基甲酰基)-苯基肼、N′-(芳基甲酰基)-苄基亚胺和类似物，其由下式I和II表示：其中Ar1、Ar2和R1-R2在此定义。本发明还涉及发现具有式I和II的化合物是caspase激活剂和凋亡诱导剂。因此，本发明的caspase激活剂和凋亡诱导剂可用于诱导各种临床病况中发生细胞死亡的情况，其中异常细胞的无序生长和扩散。