4-chlorophenyl 2-chloro-3-pyridyl ketone | 80099-85-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-chlorophenyl 2-chloro-3-pyridyl ketone
• 英文别名: 3-(4-chlorobenzoyl)-2-chloropyridine；2-chloro-3-(4-chlorobenzoyl)-pyridine；4-chlorophenyl-2-chloropyrid-3-ylketone；4-chlorophenyl 2-chloropyridin-3-yl ketone；(4-chloro-phenyl)-(2-chIoro-pyridin-3-yl)-methanone；(4-chloro-phenyl)-(2-chloro-pyridin-3-yl)-methanone；2-chloro-3-(p-chlorobenzoyl)-pyridine；2-Chloro-3-(4-chlorobenzoyl)pyridine；(4-chlorophenyl)-(2-chloropyridin-3-yl)methanone
• CAS: 80099-85-0
• 化学式: C₁₂H₇Cl₂NO
• 分子量: 252.1
• InChiKey: HIAWOLSEFDFMMY-UHFFFAOYSA-N

物化性质

• 沸点：
  393.5±32.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chlorophenyl 2-chloro-3-pyridyl ketone 在 吡啶 、 sodium tetrahydroborate 、 对甲苯磺酸 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 14.2h， 生成 3-[(4-chlorophenyl)(2-chloropyridin-3-yl)methoxy]-N,N-diethylazetidine-1-carboxamide
  参考文献：
  名称：

  Fatty acid amide hydrolase inhibitors. 3: Tetra-substituted azetidine ureas with in vivo activity

  摘要：

  We describe here our attempts to optimise the human fatty acid amide hydrolase (FAAH) inhibition and physicochemical properties of our previously reported tetrasubstituted azetidine urea FAAH inhibitor, VER-156084. We describe the SAR of a series of analogues and conclude with the demonstration of in vivo dose-dependant FAAH inhibition in an anandamide-loading study in rats. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.032
• 作为产物：
  描述：

  2-氯烟酰氯 在 三乙胺 作用下， 以 四氢呋喃 、 乙醚 、 二氯甲烷 为溶剂， 反应 19.25h， 生成 4-chlorophenyl 2-chloro-3-pyridyl ketone
  参考文献：
  名称：

  Fatty acid amide hydrolase inhibitors. 3: Tetra-substituted azetidine ureas with in vivo activity

  摘要：

  We describe here our attempts to optimise the human fatty acid amide hydrolase (FAAH) inhibition and physicochemical properties of our previously reported tetrasubstituted azetidine urea FAAH inhibitor, VER-156084. We describe the SAR of a series of analogues and conclude with the demonstration of in vivo dose-dependant FAAH inhibition in an anandamide-loading study in rats. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.12.032

文献信息

• Synthesis and fungicidal activity of 1,1-diaryl tertiary alcohols
  作者：Xiuyun Li、Xiaoqiang Han、Mengmeng He、Yumei Xiao、Zhaohai Qin

  DOI：10.1016/j.bmcl.2016.10.090

  日期：2016.12

  and some of their dehydration derivatives were designed, synthesized and evaluated for their antifungal activities. Some compounds exhibited moderate inhibitory activities against seven plant pathogens at 50μg/mL in vitro, compounds 5g and 7c displayed nearly the same or higher fungicidal activities against some certain plant pathogens compared with the lead compound pyrimorph. A qualitative structure-activity

  设计，合成和评估了一系列的1,1-二芳基叔醇及其一些脱水衍生物的抗真菌活性。在体外，某些化合物在50μg/ mL的浓度下对7种植物病原体表现出中等的抑制活性，与铅化合物pyrmorph相比，化合物5g和7c对某些植物病原体表现出几乎相同或更高的杀菌活性。定性结构-活性关系（SAR）分析表明，Cl取代基及其在吡啶环上的位置对于化合物的活性至关重要。特别是，几种化合物在体内以400mg / mL的浓度显示出对小麦白粉病或黄瓜炭疽的100％保护作用，这表明这些化合物可能是某些植物病害的潜在杀真菌剂。
• [EN] AZETIDINECARBOXAMIDE DERIVATIVES AND THEIR USE IN THE TREATMENT OF CB1 RECEPTOR MEDIATED DISORDRS<br/>[FR] DERIVES AZETIDINECARBOXAMIDE ET LEUR UTILISATION POUR LE TRAITEMENT DE TROUBLES A MEDIATION DU RECEPTEUR DU CB1
  申请人：VERNALIS RES LTD

  公开号：WO2004096794A1

  公开（公告）日：2004-11-11

  Compounds of formula (I) and their use in therapy, particularly for the treatment of a disorder mediated by CB1 receptors, such as obesity, wherein: R1 is aryl or heteroaryl; R2 is alkyl, aryl or heteroaryl; R3 is alkyl, aryl, heteroaryl, NR9R10, OR 15, or NR 16C(O)R17; Y is C=O, C=S, SO2, or (CR7R8)p; m = 1 or 2; n = 1 or 2; and p=1,2,3 or 4, R7 to R17 being as defined in the specification; wherein if -Y-R3 is -C(O)NH(alkyl) then: R1 and/or R2 is selected from heteroary1; and/or m and/or n is 2; and/or R11 and/or R12 is lower alkyl, or a pharmaceutically acceptable salt or prodrug thereof.

  化合物的化学式（I）及其在治疗中的应用，特别是用于治疗由CB1受体介导的疾病，如肥胖，其中：R1为芳基或杂环芳基；R2为烷基，芳基或杂环芳基；R3为烷基，芳基，杂环芳基，NR9R10，OR 15，或NR 16C(O)R17；Y为C=O，C=S，SO2，或（CR7R8）p；m = 1或2；n = 1或2；p=1,2,3或4，R7到R17如规范中定义；其中如果-Y-R3为-C(O)NH(烷基)则：R1和/或R2从杂芳基中选择；和/或m和/或n为2；和/或R11和/或R12为较低烷基，或其药用盐或前药。
• Deprotonative Metalation of Chloro- and Bromopyridines Using Amido-Based Bimetallic Species and Regioselectivity-Computed CH Acidity Relationships
  作者：Katia Snégaroff、Tan Tai Nguyen、Nada Marquise、Yury S. Halauko、Philip J. Harford、Thierry Roisnel、Vadim E. Matulis、Oleg A. Ivashkevich、Floris Chevallier、Andrew E. H. Wheatley、Philippe C. Gros、Florence Mongin

  DOI：10.1002/chem.201101993

  日期：2011.11.18

  A series of chloro‐ and bromopyridines have been deprotometalated by using a range of 2,2,6,6‐tetramethylpiperidino‐based mixed lithium–metal combinations. Whereas lithium–zinc and lithium–cadmium bases afforded different mono‐ and diiodides after subsequent interception with iodine, complete regioselectivities were observed with the corresponding lithium–copper combination, as demonstrated by subsequent

  通过使用一系列基于2,2,6,6-四甲基哌啶子基的混合锂金属组合，已将一系列氯吡啶和溴吡啶进行了脱金属处理。锂锌和锂镉碱在随后被碘截留后提供不同的一碘化物和二碘化物，而相应的锂铜组合则观察到了完全的区域选择性，随后通过苯甲酰氯的捕集证明了这一点。已经根据底物的CH酸来讨论了所获得的选择性，所述底物的CH酸是在气相中以及通过使用DFTB3LYP方法作为在THF中的溶液而确定的。
• Synthesis of substituted azafluorenones from dihalogeno diaryl ketones by palladium-catalyzed auto-tandem processes
  作者：Nada Marquise、Vincent Dorcet、Floris Chevallier、Florence Mongin

  DOI：10.1039/c4ob01629g

  日期：——

  Substituted azafluorenones were synthesized from different dihalogeno diaryl ketones under palladium catalysis by combining either Suzuki or Heck coupling with direct cyclizing arylation. Conditions were identified to allow both auto-tandem processes to proceed successfully from 3-(bromobenzoyl)- or 3-benzoyl-4-bromo-2-chloropyridines, as well as 4-benzoyl-2,3- and 4-benzoyl-2,5-dichloropyridines.

  通过将Suzuki或Heck偶合与直接环化芳基化反应相结合，在钯催化下，由不同的二卤代二芳基酮合成了取代的氮杂芴酮。确定条件以使自动串联过程能够成功地由3-（溴苯甲酰基）-或3-苯甲酰基-4-溴-2-氯吡啶以及4-苯甲酰基-2,3-和4-苯甲酰基-2成功进行，5-二氯吡啶。
• Difluorocarbene-Triggered Cyclization: Synthesis of (Hetero)arene-Fused 2,2-Difluoro-2,3-dihydrothiophenes
  作者：Huamin Liang、Ran Liu、Min Zhou、Yue Fu、Chuanfa Ni、Jinbo Hu

  DOI：10.1021/acs.orglett.0c02688

  日期：2020.9.4

  An efficient method for the synthesis of (hetero)arene-fused 2,2-difluoro-2,3-dihydrothiophene derivatives using readily available sodium chlorodifluoroacetate (ClCF2CO2Na) has been developed. This transformation is achieved through a combination of a thiolate with difluorocarbene, followed by intramolecular nucleophilic addition to a ketone, cyano, or ester functional group.

  已经开发了使用容易获得的氯二氟乙酸钠（ClCF 2 CO 2 Na）合成（杂）芳烃稠合的2，2-二氟-2，3-二氢噻吩衍生物的有效方法。通过硫醇盐与二氟卡宾的组合，然后向酮，氰基或酯官能团的分子内亲核加成，可以实现这种转化。