(1S,3S)-trans-3-cyanocyclohexanol | 87759-75-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,3S)-trans-3-cyanocyclohexanol
• 英文别名: trans-3-cyanocyclohexanol；trans-3-Hydroxy-cyclohexanecarbonitrile；(1S,3S)-3-hydroxycyclohexane-1-carbonitrile
• CAS: 87759-75-9
• 化学式: C₇H₁₁NO
• 分子量: 125.17
• InChiKey: FNARHEUUIFYEIC-BQBZGAKWSA-N

物化性质

• 沸点：
  270.0±33.0 °C(Predicted)
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (1S,3S)-trans-3-cyanocyclohexanol 在 pyridinium chlorochromate 作用下， 生成 (3S)-3-cyanocyclohexanone
  参考文献：
  名称：

  Willaert, Jan J.; Lemiere, Guy L.; Dommisse, Roger A., Bulletin des Societes Chimiques Belges, 1984, vol. 93, # 2, p. 139 - 150

  摘要：

  DOI：
• 作为产物：
  描述：

  Benzoic acid trans-3-cyano-cyclohexyl ester 、 sodium methylate 在 silica gel 、 乙酸乙酯 作用下， 以 甲醇 为溶剂， 反应 12.0h， 以EtOAc as an eluent to afford 0.12 g (78%) of trans-3-hydroxy-cyclohexanecarbonitrile as a colorless oil的产率得到(1S,3S)-trans-3-cyanocyclohexanol
  参考文献：
  名称：

  PYRIMIDINE DERIVATIVES USEFUL AS INHIBITORS OF PKC-THETA

  摘要：

  本发明涉及一种新型化合物，其化学式为（I）：其中X，Y，R1，R2和R3的定义如本文所述，该化合物可用作PKC-theta的抑制剂，因此可用于治疗多种通过PKC-theta的活性介导或维持的疾病和疾病，包括免疫性疾病和2型糖尿病。本发明还涉及包含这些化合物的制药组合物，使用这些化合物治疗各种疾病和疾病的方法，制备这些化合物的过程以及在这些过程中有用的中间体。

  公开号：

  US20080287410A1

文献信息

• PYRIMIDINE DERIVATIVES USEFUL AS INHIBITORS OF PKC-THETA
  申请人：BARBOSA Antonio J.M.

  公开号：US20080287410A1

  公开（公告）日：2008-11-20

  Disclosed are novel compounds of formula (I): wherein X, Y, R 1 , R 2 and R 3 are as defined herein, which are useful as inhibitors of PKC-theta and are thus useful for treating a variety of diseases and disorders that are mediated or sustained through the activity of PKC-theta, including immunological disorders and type II diabetes. This invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

  本发明涉及一种新型化合物，其化学式为（I）：其中X，Y，R1，R2和R3的定义如本文所述，该化合物可用作PKC-theta的抑制剂，因此可用于治疗多种通过PKC-theta的活性介导或维持的疾病和疾病，包括免疫性疾病和2型糖尿病。本发明还涉及包含这些化合物的制药组合物，使用这些化合物治疗各种疾病和疾病的方法，制备这些化合物的过程以及在这些过程中有用的中间体。
• Use of shift reagent with MTPA derivatives in19F NMR spectrocopy: IV—Determination of enantiomeric composition for a variety of secondary cycloalkanols. A survey
  作者：E. M. Merckx、J. A. Lepoivre、G. L. Lemière、F. C. Alderweireldt

  DOI：10.1002/omr.1270210609

  日期：1983.6

  AbstractChiral secondary cycloalkanols (monocyclic alcohols) are derivatized to the corresponding (R)‐α‐methoxy‐α‐trifluoromethyl‐α‐phenylacetic acid [(R)‐MTPA] esters and analysed by 19F NMR in the presence of tris(6,6,7,7,8,8,8‐heptafluoro‐2,2‐dimethyl‐3,5‐octanedionato) europium(III) [Eu(fod)3]. Using this method the enantiomeric composition can be measured for several cyclopentanols, cyclohexanols and cycloheptanols, with a variety of substitution patterns. It is shown that a mixture of four stereoisomeric cycloalkanols, such as cis and trans disubstituted alcohols, can be analysed simultaneously.
• US7601714B2
  申请人：——

  公开号：US7601714B2

  公开（公告）日：2009-10-13
• [EN] PYRIMIDINE DERIVATIVES USEFUL AS INHIBITORS OF PKC-THETA<br/>[FR] DÉRIVÉS DE PYRIMIDINE UTILES COMME INHIBITEURS DE LA PKC-THÊTA
  申请人：BOEHRINGER INGELHEIM PHARMA

  公开号：WO2006014482A1

  公开（公告）日：2006-02-09

  Disclosed are novel compounds of formula: (I); wherein X, Y, R1, R2 and R3 are as defined herein, which are useful as inhibitors of PKC-theta and are thus useful for treating a variety of diseases and disorders that are mediated or sustained through the activity of PKC-theta, including immunological disorders and type II diabetes. This invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.
• Pyrimidine derivatives useful as inhibitors of PKC-theta
  申请人：Barbosa J.M. Antonio

  公开号：US20060025433A1

  公开（公告）日：2006-02-02

  Disclosed are novel compounds of formula (I): wherein X, Y, R 1 , R 2 and R 3 are as defined herein, which are useful as inhibitors of PKC-theta and are thus useful for treating a variety of diseases and disorders that are mediated or sustained through the activity of PKC-theta, including immunological disorders and type II diabetes. This invention also relates to pharmaceutical compositions comprising these compounds, methods of using these compounds in the treatment of various diseases and disorders, processes for preparing these compounds and intermediates useful in these processes.

  披露了公式(I)的新颖化合物：其中X、Y、R1、R2和R3如本文所述定义，它们作为PKC-theta的抑制剂是有用的，因此可用于治疗通过PKC-theta活性介导或维持的多种疾病和失调，包括免疫失调和II型糖尿病。本发明还涉及包含这些化合物的药物组合物、使用这些化合物治疗各种疾病和失调的方法、制备这些化合物的方法以及在这些过程中有用的中间体。