1-(1-甲基-1H-吲哚-2-基)乙酮 | 16498-68-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-(1-甲基-1H-吲哚-2-基)乙酮
• 英文名称: 1-(1-methyl-1H-indol-2-yl)ethanone
• 英文别名: 2-acetyl-1-methylindole；N-methyl-2-acetylindole；1-(1-methylindol-2-yl)ethanone
• CAS: 16498-68-3
• 化学式: C₁₁H₁₁NO
• 分子量: 173.214
• InChiKey: SVUKISNBRDNDMF-UHFFFAOYSA-N

物化性质

• 熔点：
  72 °C(Solv: ligroine (8032-32-4); water (7732-18-5))
• 沸点：
  320.1±15.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  1-(1-甲基-1H-吲哚-2-基)乙酮 在 盐酸 、 sodium tetrahydroborate 、 二异丙胺 、 间氯过氧苯甲酸 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 9.83h， 生成 N_(a)-methylervitsine
  参考文献：
  名称：

  A short synthesis of N (a)-methylervitsine. Reactivity of the intermediate 1,4-dihydropyridine towards electrophiles

  摘要：

  报告称,N(a)-methylvitsine的四步合成涉及从 acetylindole 2 衍生的核酸酸盐添加到 pyridinium 盐3中,随后由 C6H5SeBr 促进生成 1,4-dihydropyridine 的循环化,并进一步研制异循环的 20E-ethylidene 和 16-methylene 替代品。

  DOI：

  10.1039/c39950000125
• 作为产物：
  描述：

  吲哚-2-羧酸甲酯 在 氢氧化钾 作用下， 以 乙醚 、 水 、 二甲基亚砜 为溶剂， 反应 6.0h， 生成 1-(1-甲基-1H-吲哚-2-基)乙酮
  参考文献：
  名称：

  Design and Synthesis of Novel Indole β-Diketo Acid Derivatives as HIV-1 Integrase Inhibitors

  摘要：

  Diketo acids such as S-1360 (1A) and L-731,988 (2) are potent and selective inhibitors of HIV-1 integrase (IN). A plethora of diketo acid-containing compounds have been claimed in patent literature without disclosing much biological activities and synthetic details (reviewed in Neamati, N. Exp. Opin. Ther. Pat. 2002, 12, 709-724). To establish a coherent structure-activity relationship among the substituted indole nucleus bearing a beta-diketo acid moiety, a series of substituted indole-beta-diketo acids (4a-f and 5a-e) were synthesized. All compounds tested showed anti-IN activity at low micromolar concentrations with varied selectivity against the strand transfer process. Three compounds, the indole-3-beta-diketo acids 5a and 5c, and the parent ester 9c, have shown an antiviral activity in cell-based assays. We further confirmed a keto-enolic structure in the 2,3-position of the diketo acid moiety of a representative compound (4c) using NMR and X-ray crystallographic analysis. Using this structure as a lead for all of our computational studies, we found that the title compounds extensively interact with the essential amino acids on the active site of IN.

  DOI：

  10.1021/jm049944f

文献信息

• Hepatitis C Virus Inhibitors
  申请人：Belema Makonen

  公开号：US20100080772A1

  公开（公告）日：2010-04-01

  The present disclosure relates to compounds, compositions and methods for the treatment of hepatitis C virus (HCV) infection. Also disclosed are pharmaceutical compositions containing such compounds and methods for using these compounds in the treatment of HCV infection.

  本公开涉及化合物、组合物和治疗丙型肝炎病毒（HCV）感染的方法。还公开了含有这些化合物的药物组合物以及使用这些化合物治疗HCV感染的方法。
• BIFUNCTIONAL CYTOTOXIC AGENTS CONTAINING THE CTI PHARMACOPHORE
  申请人：Pfizer Inc.

  公开号：US20160271270A1

  公开（公告）日：2016-09-22

  The present invention is directed to novel bifunctional CTI-CTI and CBI-CTI dimers of the formula: F 1 -L 1 -T-L 2 -F 2 where F 1 , L 1 , T, L 2 and F 2 are as defined herein, useful for the treatment for proliferative diseases, where the inventive dimers can function as stand-alone drugs, payloads in antibody-drug-conjugates (ADCs), and linker-payload compounds useful in connection with the production or administration of such ADCs; and to compositions including the aforementioned dimers, linker-payloads and ADCs, and methods for using these dimers, linker-payloads and ADCs, to treat pathological conditions including cancer.

  本发明涉及新颖的具有双重功能的CTI-CTI和CBI-CTI二聚物，其公式为： F1-L1-T-L2-F2 其中F1、L1、T、L2和F2如本文所述定义，用于治疗增殖性疾病，其中发明的二聚物可以作为独立药物、抗体药物偶联物（ADCs）中的有效载荷以及与生产或施用此类ADCs相关的连接器有效载荷化合物；以及包括前述二聚物、连接器有效载荷和ADCs的组合物，以及使用这些二聚物、连接器有效载荷和ADCs治疗包括癌症在内的病理状况的方法。
• Tandem organometallic addition reactions to N-methoxy-ureas and urethanes in the preparation of unsymmetrical and symmetrical ketones
  作者：Dennis J. Hlasta、John J. Court

  DOI：10.1016/s0040-4039(00)99576-5

  日期：——

  The use of the novel reagents 1a–c for the synthesis of ketones in a one pot reaction is described. An interesting leaving group effect was discovered in the fragmentation of the proposed complexes 2 to the intermediate N-methoxyamides 3.

  描述了在单罐反应中使用新型试剂1a-c合成酮的方法。在提议的复合物2裂解为中间体N-甲氧基酰胺3的过程中发现了一个有趣的离去基团效应。
• [EN] ANTI-BACTERIAL PYRUVATE KINASE MODULATOR COMPOUNDS, COMPOSITIONS, USES, AND METHODS<br/>[FR] COMPOSÉS ANTIBACTÉRIENS MODULATEURS DE LA PYRUVATE KINASE, COMPOSITIONS, UTILISATIONS ET MÉTHODES ASSOCIÉES
  申请人：UNIV BRITISH COLUMBIA

  公开号：WO2012051708A1

  公开（公告）日：2012-04-26

  Compounds having a structure of Formulas A-C are provided. Uses of such compounds as an antibiotic, including both gram-negative and gram-positive micro-organisms, as well as methods of treatment and uses involving such compounds are provided.

  提供了具有A-C式结构的化合物。提供了这些化合物作为抗生素的用途，包括革兰氏阴性和革兰氏阳性微生物，以及涉及这些化合物的治疗方法和用途。
• PYRROLOTRIAZINE KINASE INHIBITORS
  申请人：Fink E. Brian

  公开号：US20080045496A1

  公开（公告）日：2008-02-21

  The present invention provides compounds of formula I and pharmaceutically acceptable salts thereof. The formula I compounds inhibit tyrosine kinase activity of such as TrkA, TrkB, TrkC, Jak2, Jak3 and CK2, thereby making them useful as antiproliferative agents for the treatment of cancer and other diseases.

  本发明提供了公式I的化合物以及药用可接受的盐类。公式I的化合物可以抑制诸如TrkA、TrkB、TrkC、Jak2、Jak3和CK2的酪氨酸激酶活性，从而使其作为抗增殖剂用于治疗癌症和其他疾病的有用性。