3-cyclohexyl-2,2-dimethylpropanenitrile

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-cyclohexyl-2,2-dimethylpropanenitrile
• 化学式: C₁₁H₁₉N
• 分子量: 165.279
• InChiKey: IKXOKMAREMKINC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-cyclohexyl-2,2-dimethylpropanenitrile 在 2-羟基吡啶 、 盐酸 、 氢气 、 三乙胺 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 43.0h， 生成 (2S,4S,5S,7S)-5-amino-N-(3-cyclohexyl-2,2-dimethylpropyl)-4-hydroxy-2-isopropyl-7-(4-methoxy-3-(3-methoxypropoxy)benzyl)-8-methylnonanamide hydrochloride
  参考文献：
  名称：

  Discovery of highly potent renin inhibitors potentially interacting with the S3′ subsite of renin

  摘要：

  To exploit the S3' subsite of renin active site for renin inhibitor design, 42 aliskiren derivatives with modified P2' portion were designed, synthesized and biologically evaluated. Some highly potent renin inhibitors (IC50 < 3 nM) were identified, among which compounds 38 (IC50 = 0.9 nM) and 39 (IC50 = 0.7 nM) were over 2.5-fold more potent than aliskiren (IC50 = 2.3 nM). SAR analysis indicated that incorporation of polar hydrophilic moieties into the P2' portion of renin inhibitors generally enhanced the potency. Consistently with this, molecular modeling study revealed that the triazole part of 39 could provide additional interactions to the S3' subsite of renin active site. Moreover, in vivo evaluation in the double transgenic mouse hypertension model demonstrated that 39 produced greater reduction of the mean arterial blood pressure than ariskiren at the doses of 17.0 and 34.0 mu mol/kg, respectively. Taken together, the S3' subsite of renin active site merits further consideration for renin inhibitor design. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.08.060
• 作为产物：
  描述：

  异丁腈 、 溴甲基环己烷 在 lithium diisopropyl amide 作用下， 以 四氢呋喃 为溶剂， 反应 4.5h， 以78%的产率得到3-cyclohexyl-2,2-dimethylpropanenitrile
  参考文献：
  名称：

  Discovery of highly potent renin inhibitors potentially interacting with the S3′ subsite of renin

  摘要：

  To exploit the S3' subsite of renin active site for renin inhibitor design, 42 aliskiren derivatives with modified P2' portion were designed, synthesized and biologically evaluated. Some highly potent renin inhibitors (IC50 < 3 nM) were identified, among which compounds 38 (IC50 = 0.9 nM) and 39 (IC50 = 0.7 nM) were over 2.5-fold more potent than aliskiren (IC50 = 2.3 nM). SAR analysis indicated that incorporation of polar hydrophilic moieties into the P2' portion of renin inhibitors generally enhanced the potency. Consistently with this, molecular modeling study revealed that the triazole part of 39 could provide additional interactions to the S3' subsite of renin active site. Moreover, in vivo evaluation in the double transgenic mouse hypertension model demonstrated that 39 produced greater reduction of the mean arterial blood pressure than ariskiren at the doses of 17.0 and 34.0 mu mol/kg, respectively. Taken together, the S3' subsite of renin active site merits further consideration for renin inhibitor design. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.08.060

文献信息

• NITRILE COMPOUND
  申请人：KAO CORPORATION

  公开号：US20150353480A1

  公开（公告）日：2015-12-10

  Provided are a compound and a fragrance composition containing the same, wherein the compound has a spicy tone that is useful as a fragrance, particularly a cumin-like odor, it is stable in an aqueous vehicle, and it emphasizes spicy-, green-, floral-, woody-, and citrus-like various odors by being blended with other fragrances, which allows oil-, chemical-, and metallic-like undesirable odors to be suppressed. A nitrile compound represented by Formula (I-3), Formula (I-2), or Formula (I-1).

  提供了一种化合物和一种含有该化合物的香料组合物，其中该化合物具有辛辣的气味，特别是类似孜然的气味，它在水性载体中稳定，并通过与其他香料混合突出辛辣、绿色、花香、木质和柑橘类的各种气味，从而抑制油状、化学性和金属性的不良气味。该化合物是一种由公式(I-3)、公式(I-2)或公式(I-1)表示的腈化合物。
• NITRILE COMPOUND, METHOD OF PREPARATION THEREOF AND FRAGRANCE COMPOSITION COMPRISING THE NITRILE COMPOUND
  申请人：Kao Corporation

  公开号：EP2940005B1

  公开（公告）日：2017-04-05
• PERFUME SYSTEMS
  申请人：The Procter & Gamble Company

  公开号：EP2362765A2

  公开（公告）日：2011-09-07
• US8431520B2
  申请人：——

  公开号：US8431520B2

  公开（公告）日：2013-04-30
• US9447362B2
  申请人：——

  公开号：US9447362B2

  公开（公告）日：2016-09-20