环己基(2-氟苯基)甲酮 | 106795-65-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 环己基(2-氟苯基)甲酮
• 中文别名: 2-氟苯基环己基酮
• 英文名称: cyclohexyl(2-fluorophenyl)methanone
• 英文别名: cyclohexyl (2-fluorophenyl) ketone；cyclohexyl o-fluorophenyl ketone；2-Fluorophenyl cyclohexyl ketone；cyclohexyl-(2-fluorophenyl)methanone
• CAS: 106795-65-7
• 化学式: C₁₃H₁₅FO
• 分子量: 206.26
• InChiKey: FBBWLWXMDJKBBH-UHFFFAOYSA-N

物化性质

• 沸点：
  294.6±13.0 °C(Predicted)
• 密度：
  1.099±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  环己基(2-氟苯基)甲酮 在 lithium aluminium tetrahydride 、 三溴化磷 、 sodium hydride 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.5h， 生成
  参考文献：
  名称：

  The design and synthesis of novel, phosphonate-containing transient receptor potential melastatin 8 (TRPM8) antagonists

  摘要：

  A series of benzothiophene-based phosphonates was synthesized and many analogs within the series were shown to be potent antagonists of the TRPM8 channel. The compounds were obtained as a racemic mixture in 5 synthetic steps, and were tested for TRPM8 antagonist activity in a recombinant, canine TRPM8-expressing cell line using a fluorometric imaging plate reader (FLIPR) assay. Structure-activity relationships were developed initially by modification of the core structure and subsequently by variation of the aromatic substituents and the phosphonate ester. Compound 9l was administered intraperitoneally to rats and demonstrated engagement of the TRPM8 target in both prevention and reversalmodes in an icilin-induced 'wet-dog' shake model. (C) 2012 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2012.02.060
• 作为产物：
  描述：

  (2-fluorobenzyl)triphenylphosphonium chloride 在 三氯化铝 、 sodium ethanolate 、 间氯过氧苯甲酸 作用下， 以 乙醇 、 二氯甲烷 、 氯仿 为溶剂， 反应 4.05h， 生成 环己基(2-氟苯基)甲酮
  参考文献：
  名称：

  Fleming, Ian; Loreto, Maria Antonietta; Wallace, Ian H.M., Journal of the Chemical Society. Perkin transactions I, 1986, p. 349 - 360

  摘要：

  DOI：

文献信息

• COLD MENTHOL RECEPTOR-1 ANTAGONISTS
  申请人：Colburn Raymond W.

  公开号：US20120053347A1

  公开（公告）日：2012-03-01

  The invention is directed to TRPM8 antagonists of Formula (I). More specifically, the present invention relates to certain novel compounds, methods for preparing compounds, compositions, intermediates and derivatives thereof and methods for treating TRPM8-mediated disorders. Pharmaceutical and veterinary compositions and methods of treating pain and various other disease states or conditions using compounds of the invention are also described.

  这项发明涉及式(I)的TRPM8拮抗剂。更具体地，本发明涉及某些新颖化合物，制备化合物的方法，组合物，中间体及其衍生物，以及治疗TRPM8介导的疾病的方法。还描述了使用本发明化合物治疗疼痛和各种其他疾病状态或病情的药用和兽医组合物及治疗方法。
• ML212: A small-molecule probe for investigating fluconazole resistance mechanisms in <i>Candida albicans</i>
  作者：Willmen Youngsaye、Cathy L Hartland、Barbara J Morgan、Amal Ting、Partha P Nag、Benjamin Vincent、Carrie A Mosher、Joshua A Bittker、Sivaraman Dandapani、Michelle Palmer、Luke Whitesell、Susan Lindquist、Stuart L Schreiber、Benito Munoz

  DOI：10.3762/bjoc.9.171

  日期：——

  The National Institutes of Health Molecular Libraries and Probe Production Centers Network (NIH-MLPCN) screened >300,000 compounds to evaluate their ability to restore fluconazole susceptibility in resistant Candida albicans isolates. Additional counter screens were incorporated to remove substances inherently toxic to either mammalian or fungal cells. A substituted indazole possessing the desired bioactivity profile was selected for further development, and initial investigation of structure–activity relationships led to the discovery of ML212.

  国家卫生研究院分子图书馆和探针生产中心网络（NIH-MLPCN）筛选了超过300,000种化合物，以评估它们恢复对耐药念珠菌的氟康唑敏感性的能力。还加入了额外的对照筛选，以去除对哺乳动物或真菌细胞有毒的物质。选择了具有所需生物活性特征的取代吲唑化合物进行进一步开发，并初步研究结构-活性关系导致了ML212的发现。
• Pd-Catalysed direct C(sp²)–H fluorination of aromatic ketones: concise access to anacetrapib
  作者：Qiuzi Wu、Yang-Jie Mao、Kun Zhou、Shuang Wang、Lei Chen、Zhen-Yuan Xu、Shao-Jie Lou、Dan-Qian Xu

  DOI：10.1039/d1cc01047f

  日期：——

  The Pd-cataylsed direct ortho-C(sp2)–H fluorination of aromatic ketones has been developed for the first time. The reaction features good regioselectivity and simple operations, constituting an alternative shortcut to access fluorinated ketones. A concise synthesis of anacetrapib has also been achieved by using late-stage C–H fluorination as a key step.

  Pd催化的芳族酮的直接邻位-C（sp 2）-H氟化反应是第一次开发。该反应具有良好的区域选择性和简单的操作，是获得氟化酮的另一种快捷方式。通过使用后期C–H氟化作为关键步骤，也可以实现anacetrapib的简明合成。
• Two new stereochemically complementary oxindole synthesis
  作者：Ian Fleming、Maria Antonietta Loreto、Joseph P. Michael、Ian H.M. Wallace

  DOI：10.1016/s0040-4039(00)87259-7

  日期：1982.1

  Two routes have been developed for the conversion of ketones to oxindoles in the general sense (3 → 4); with norbornanone, the two routes gave different oxindoles (22 and 4).

  在一般意义上，已开发出两种途径将酮转化为羟吲哚（3→4）。与降冰片烯酮一起使用时，两种途径产生的羟吲哚含量不同（22和4）。
• Direct acylation and alkynylation of hydrocarbons <i>via</i> synergistic decatungstate photo-HAT/nickel catalysis
  作者：Wenfeng Liu、Yang Ke、Chuhan Liu、Wangqing Kong

  DOI：10.1039/d2cc04408k

  日期：——

  Herein, we describe a protocol for the direct and selective acylation and alkynylation of the C(sp3)–H bonds of saturated hydrocarbons by synergistic decatungstate photo-HAT and nickel catalysis. This method, using cheap and easy-to-synthesize TBADT as a HAT photocatalyst, exhibits excellent site selectivity. A wide variety of high-value ketones, amides, esters, and diverse alkynes can be efficiently

  在这里，我们描述了一种通过协同十钨酸盐光-HAT 和镍催化对饱和烃的 C(sp 3 )-H 键进行直接和选择性酰化和炔基化的方案。该方法使用廉价且易于合成的 TBADT 作为 HAT 光催化剂，具有优异的位点选择性。从丰富的碳氢化合物原料中可以有效地构建各种高价值的酮、酰胺、酯和各种炔烃。