1,1-dimethyl-2-(1,4-dioxaspiro[4.5]decan-8-ylidene)hydrazine | 1037668-50-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,1-dimethyl-2-(1,4-dioxaspiro[4.5]decan-8-ylidene)hydrazine
• 英文别名: 2-[1,4-dioxaspiro[4.5 ]decan-8-ylidene]-1,1-dimethylhydrazine；N-(1,4-dioxaspiro[4.5]decan-8-ylideneamino)-N-methylmethanamine
• CAS: 1037668-50-0
• 化学式: C₁₀H₁₈N₂O₂
• 分子量: 198.265
• InChiKey: HLAAVPHURKCVIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1-dimethyl-2-(1,4-dioxaspiro[4.5]decan-8-ylidene)hydrazine 在 甲醇 、 正丁基锂 、 水 、 草酸 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 5.0h， 生成 2-(2-Propinyl)-1,4-cyclohexandion-4-ethylenacetal
  参考文献：
  名称：

  金催化的二炔基酯的1,3-乙酰氧基迁移/ 5-exo-dig环化/ 1,5-酰基迁移

  摘要：

  进行三班制：通过金催化的1,6-二炔基-3-基酯的重排，高收率立体选择性地形成了多共轭δ-二酮。这种级联反应涉及1,3-σ的酰氧基转移，所得烯丙炔的5- exo- dig环化反应以及酰基片段前所未有的1,5-σ的转移。有效的酸催化转化为复杂的多环骨架表明了产品的实用性。

  DOI：

  10.1002/anie.201101179
• 作为产物：
  描述：

  1,4-环己二酮单乙二醇缩酮 、 偏二甲肼 生成 1,1-dimethyl-2-(1,4-dioxaspiro[4.5]decan-8-ylidene)hydrazine
  参考文献：
  名称：

  金催化的二炔基酯的1,3-乙酰氧基迁移/ 5-exo-dig环化/ 1,5-酰基迁移

  摘要：

  进行三班制：通过金催化的1,6-二炔基-3-基酯的重排，高收率立体选择性地形成了多共轭δ-二酮。这种级联反应涉及1,3-σ的酰氧基转移，所得烯丙炔的5- exo- dig环化反应以及酰基片段前所未有的1,5-σ的转移。有效的酸催化转化为复杂的多环骨架表明了产品的实用性。

  DOI：

  10.1002/anie.201101179

文献信息

• [EN] SUBSTITUTED CYCLOHEXYLAMINE COMPOUNDS<br/>[FR] COMPOSÉS DE CYCLOHEXYLAMINE SUBSTITUÉS
  申请人：EPIZYME INC

  公开号：WO2016040502A1

  公开（公告）日：2016-03-17

  The present disclosure provides substituted cyclohexylamine compounds having Formula (I): and the pharmaceutically acceptable salts and solvates thereof, wherein R1, R2a, R2b, R3a, R3b, R4, R5, and R7 are defined as set forth in the specification. The present disclosure is also directed to the use of compounds of Formula I to treat a disorder responsive to the blockade of SMYD proteins such as SMYD3 or SMYD2. Compounds of the present disclosure are especially useful for treating cancer.

  本公开提供具有以下式（I）的取代环己胺化合物及其药学上可接受的盐和溶剂，其中R1、R2a、R2b、R3a、R3b、R4、R5和R7如规范中所述。本公开还涉及使用式I的化合物治疗对SMYD蛋白的阻断具有响应的疾病，如SMYD3或SMYD2。本公开的化合物特别适用于治疗癌症。
• Substituted Cyclohexylamine Compounds
  申请人：EPIZYME, INC.

  公开号：US20200123142A1

  公开（公告）日：2020-04-23

  The present disclosure provides substituted cyclohexylamine compounds having Formula (I): and the pharmaceutically acceptable salts and solvates thereof, wherein R 1 , R 2a , R 2b , R 3a , R 3b , R 4 , R 5 , and R 7 are defined as set forth in the specification. The present disclosure is also directed to the use of compounds of Formula I to treat a disorder responsive to the blockade of SMYD proteins such as SMYD3 or SMYD2. Compounds of the present disclosure are especially useful for treating cancer.

  本公开提供具有化学式（I）的替代环己胺化合物及其药用可接受的盐和溶剂化合物，其中R1、R2a、R2b、R3a、R3b、R4、R5和R7如规范中所定义。本公开还涉及使用化合物I的方法来治疗对SMYD蛋白如SMYD3或SMYD2阻断产生反应的疾病。本公开的化合物特别适用于治疗癌症。
• Substituted isoxazoles for treating cancer
  申请人：EPIZYME, INC.

  公开号：US10106510B2

  公开（公告）日：2018-10-23

  The present disclosure provides substituted cyclohexylamine compounds having Formula (I): and the pharmaceutically acceptable salts and solvates thereof, wherein R1, R2a, R2b, R3a, R3b, R4, R5, and R7 are defined as set forth in the specification. The present disclosure is also directed to the use of compounds of Formula I to treat a disorder responsive to the blockade of SMYD proteins such as SMYD3 or SMYD2. Compounds of the present disclosure are especially useful for treating cancer.

  本公开提供了具有式（I）的取代环己胺化合物：及其药学上可接受的盐和溶液，其中 R1、R2a、R2b、R3a、R3b、R4、R5 和 R7 的定义如说明书所述。本公开还涉及使用式 I 的化合物治疗对 SMYD 蛋白如 SMYD3 或 SMYD2 的阻断有反应的紊乱。本公开的化合物尤其适用于治疗癌症。
• Total synthesis of (±)-13-epineostenine
  作者：Meng Tang、Chun-An Fan、Fu-Min Zhang、Yong-Qiang Tu

  DOI：10.1016/j.tet.2009.05.022

  日期：2009.7

  An efficient total synthesis of (+/-)-13-epineostenine (2) has been achieved in 15 steps and 17% overall yield. This approach involved the key alkylation/Michael additions of the central 1,4-cyclohexanedione monoethylene acetal and all of the stereocenters on central cyclohexane moiety were generated in highly stereoselectivity. (C) 2009 Elsevier Ltd. All rights reserved.
• A General Synthetic Route to Differentially Functionalized Angularly and Linearly Fused [6−7−5] Ring Systems: A Rh(I)-Catalyzed Cyclocarbonylation Reaction
  作者：Kay M. Brummond、Daitao Chen、Matthew M. Davis

  DOI：10.1021/jo8007258

  日期：2008.7.1

  Investigations of a Rh(I)-catalyzed cyclocarbonylation reaction reveal its general synthetic utility for accessing highly functionalized tricyclic [6-7-5] linear and angular ring systems from allene-ynes. Three types of allene-ynes were prepared and subjected to Rh(I)-catalyzed cyclocarbonylation conditions. For three series of allene-ynes, the [6-7-5] ring systems were afforded in varying yields depending on the substrate structure. One series of allene-ynes afforded the [6-6-5] ring system possessing an alpha-alkylidene cyclopentenone as a result of a selective reaction with the proximal double bond of the allene.