3-cyclohexyl-2-methyl-1H-indole | 46493-61-2

• 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
• 英文名称: 3-cyclohexyl-2-methyl-1H-indole
• 英文别名: 2-methyl-3-cyclohexylindole；2-Methyl-3-cyclohexyl-indol；3-Cyclohexyl-2-methyl-indol
• CAS: 46493-61-2
• 化学式: C₁₅H₁₉N
• 分子量: 213.323
• InChiKey: YXQPZRQAXZNGLW-UHFFFAOYSA-N

物化性质

• 熔点：
  180-181 °C
• 沸点：
  379.4±11.0 °C(Predicted)
• 密度：
  1.070±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-甲基吲哚 、 环己酮 在 5% Pd(II)/C(eggshell) 、 氢气 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以95%的产率得到3-cyclohexyl-2-methyl-1H-indole
  参考文献：
  名称：

  使用H 2作为还原剂通过还原烷基化反应制备2,3-二取代的吲哚的有效途径

  摘要：

  通过在环境压力下使用氢作为一种清洁的原子经济的还原剂，通过2-取代的吲哚的还原烷基化反应，开发了一种高效的2,3-二取代的吲哚途径。

  DOI：

  10.1016/j.tetlet.2011.03.099

文献信息

• Bismuth nitrate-promoted disproportionative condensation of indoles with cyclohexanone: a new-type azafulvenium reactivity of indole
  作者：H. Kilic、S. Bayindir、E. Erdogan、S. Agopcan Cinar、F. A. S. Konuklar、S. K. Bali、N. Saracoglu、V. Aviyente

  DOI：10.1039/c7nj01987d

  日期：——

  The indole nucleus is a privileged heterocyclic scaffold, which is present in several natural and synthetic compounds. New synthetic strategies to access functionalized indoles have therefore attracted the attention of both synthetic and medicinal chemists over the decades. In this study, the bismuth nitrate-promoted disproportionative condensation of indoles with cyclohexanone in one pot, to yield

  吲哚核是特权杂环支架，存在于几种天然和合成化合物中。因此，在过去的几十年中，获取功能化吲哚的新合成策略引起了合成化学和药物化学家的关注。在这项研究中，首次报道了硝酸铋促进吲哚与环己酮的歧化缩合反应，生成C3-环己基取代的吲哚和1,3-二（1H -indol-3-yl）苯衍生物。 。将3-甲基吲哚与环戊酮，环己酮和环庚酮一起使用可产生新的和不同的合成途径。提出了合理的反应机理，并通过DFT（M06-2X / 6-31 + G（d，p））计算得到支持。
• A mild and selective C-3 reductive alkylation of indoles
  作者：Julie E. Appleton、Kevin N. Dack、Andrew D. Green、John Steele

  DOI：10.1016/s0040-4039(00)60337-4

  日期：1993.2

  In the presence of triethylsilane and trifluoroacetic acid, the reaction between indoles and aldehydes in dichloromethane at 0°C, results in good yields of C-3 reductively alkylated products. The transformation is most effective for the preparation of 3-(arylmethyl)indoles 6 from aromatic aldehydes.

  在三乙基硅烷和三氟乙酸的存在下，吲哚和醛之间在0°C的二氯甲烷中的反应导致C-3还原烷基化产物的收率很高。该转化对于由芳族醛制备3-（芳基甲基）吲哚6是最有效的。
• Indoles and azaindoles as antiviral agents
  申请人：Avolio Salvatore

  公开号：US20070072911A1

  公开（公告）日：2007-03-29

  The present invention relates to indoles and azaindoles of formula (1): wherein X 1 , X 2 , X 3 , X 4 , A 1 , Ar 1 , Ar, n, p and q are as defined herein and pharmaceutically acceptable salts thereof, useful in the prevention and treatment of hepatitis C virus infections.

  本发明涉及式（1）的吲哚和氮杂吲哚：其中X1，X2，X3，X4，A1，Ar1，Ar，n，p和q如本文所定义，并且其药学上可接受的盐，用于预防和治疗丙型肝炎病毒感染。
• Pharmaceutical Compound
  申请人：IOMET PHARMA LTD

  公开号：US20160367564A1

  公开（公告）日：2016-12-22

  Provided is a tryptophan-2,3-dioxygenase (TDO) and/or indoleamine-2,3-dioxygenase (IDO) inhibitor compound for use in medicine, which compound comprises the following formula: wherein X 2 , X 4 , X 10 , and X 11 may be the same or different and each is independently selected from C and N; X 1 , X 3 , X 5 , X 6 , X 7 , X 8 , and X 9 may be the same or different and each is independently selected from C, N and O; each bond having a dotted line may independently be a double bond or a single bond, provided that valencies at each atom are maintained; the dotted lines joining X 4 with the carbon atoms either side of X 2 are single bonds, and are only present when X 2 is absent, X 3 is absent and X 4 is C, and when these bonds are present the ring carbons on each side of X 2 are not directly bonded to each other; each R 1 may be present or absent and may be the same or different and is selected from H and a substituted or unsubstituted organic group, provided that the number of R 1 groups present is such that the valency of X 1 is maintained; each R 12 , R 13 , R 13′ , R 14 , R 15 and R 15′ may be present or absent and may be the same or different and each is independently selected from H and a substituted or unsubstituted organic group, provided that the number of such R groups present is such that the valency of the ring carbon atoms is maintained; R 16 may be present or absent and is selected from H and a substituted or unsubstituted organic group, provided that the number of R 16 groups present is such that the valency of X 2 is maintained; each R 17 may be present or absent and may be the same or different and is independently selected from H and a substituted or unsubstituted organic group, provided that the number of R 17 groups present is such that the valency of X 3 is maintained; each R 2 , R 3 , R 4 , and R 5 may be present or absent and may be the same or different and is selected from H and a substituted or unsubstituted organic group, provided that the number of such R groups present is such that the valencies of X 6 , X 7 , X 8 , and X 9 are maintained; each R 7 , R 8 and R 9 may be present or absent and may be the same or different and is selected from H and a substituted or unsubstituted organic group, provided that the number of such R groups present is such that the valencies of X 10 , X 11 , and X 5 are maintained; and R 6 is selected from H and a substituted or unsubstituted organic group, preferably H and a substituted or unsubstituted C 1 -C 6 alkyl group; and wherein any R group may form a ring with any other R group on an adjacent and/or proximal atom.
• US5324483A
  申请人：——

  公开号：US5324483A

  公开（公告）日：1994-06-28