(S)-N-tert-butyloxycarbonyl-1-[4'-(hydroxymethyl)cyclohexyl]ethan-1-amine | 672314-63-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (S)-N-tert-butyloxycarbonyl-1-[4'-(hydroxymethyl)cyclohexyl]ethan-1-amine
• 英文别名: tert-butyl N-[(1S)-1-[4-(hydroxymethyl)cyclohexyl]ethyl]carbamate
• CAS: 672314-63-5
• 化学式: C₁₄H₂₇NO₃
• 分子量: 257.373
• InChiKey: BEAWRTRJAJDVTC-UNXYVOJBSA-N

物化性质

• 沸点：
  375.6±15.0 °C(Predicted)
• 密度：
  1.007±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-N-tert-butyloxycarbonyl-1-[4'-(hydroxymethyl)cyclohexyl]ethan-1-amine 在 phosphate buffer 2,2,6,6-tetramethyl-piperidine-N-oxyl 、 sodium hypochlorite 、 sodium chlorite 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (S)-trans-4-[N'-(tert-butyloxycarbonyl)ethan-1'-amino]-N-(4''-pyridyl)cyclohexanecarboxamide
  参考文献：
  名称：

  Synthesis and evaluation of 4-(1-aminoalkyl)-N-(4-pyridyl)cyclohexanecarboxamides as Rho kinase inhibitors and neurite outgrowth promoters

  摘要：

  The influence of stereochemistry and alkyl side chain length on the bioactivity of the Rho kinase inhibitor Y-27632 [(+)-1, R = Me] was examined by the synthesis of (+)- and (-)-1, and two alkyl chain analogs (+)- and (-)-2 (R = n-propyl) and (-)-3 (R = n-octyl) as well as their evaluation in enzymatic and neurite outgrowth assays. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.025
• 作为产物：
  描述：

  1,4-环己烷二甲醇 在 palladium on activated charcoal 4-二甲氨基吡啶 、 copper(l) iodide 、 三氟化硼乙醚 、 四丁基氟化铵 、 甲酸铵 、 碳酸氢钠 、 sodium carbonate 、 magnesium sulfate 、 三乙胺 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 甲醇 、 乙二醇二甲醚 、 二氯甲烷 为溶剂， 生成 (S)-N-tert-butyloxycarbonyl-1-[4'-(hydroxymethyl)cyclohexyl]ethan-1-amine
  参考文献：
  名称：

  Synthesis and evaluation of 4-(1-aminoalkyl)-N-(4-pyridyl)cyclohexanecarboxamides as Rho kinase inhibitors and neurite outgrowth promoters

  摘要：

  The influence of stereochemistry and alkyl side chain length on the bioactivity of the Rho kinase inhibitor Y-27632 [(+)-1, R = Me] was examined by the synthesis of (+)- and (-)-1, and two alkyl chain analogs (+)- and (-)-2 (R = n-propyl) and (-)-3 (R = n-octyl) as well as their evaluation in enzymatic and neurite outgrowth assays. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.07.025

文献信息

• [EN] 1,4-SUBSTITUTED CYCLOHEXANE DERIVATIVES<br/>[FR] DERIVES DE CYCLOHEXANE 1,4-SUBSTITUE
  申请人：MCKERRACHER LISA

  公开号：WO2004022541A1

  公开（公告）日：2004-03-18

  Allylic compounds represented by the formula (I) are provided, wherein each of R1 to R8, m, n, A and X are as defined in the Specification. These compounds can inhibit Rho kinase, and can find utility in repair of damaged nerves in the central and peripheral nervous system by inducing axon growth and regeneration, and in the treatment by inhibition of Rho kinase in disease states in which Rho kinase is implicated. The compounds are relatively cell permeable and pharmaceutical compositions thereof can promote neurite growth and are also useful for the prevention of cell proliferation in malignant deseases.

  提供了由式(I)表示的烯丙基化合物，其中R1至R8、m、n、A和X的定义如规范中所述。这些化合物可以抑制Rho激酶，在中枢和外周神经系统受损的神经修复中发挥作用，通过诱导轴突生长和再生，并在与Rho激酶有关的疾病状态中通过抑制Rho激酶进行治疗。这些化合物相对细胞渗透性，并且其制药组合物可以促进神经突起生长，也可用于预防恶性疾病中的细胞增殖。
• 1,4-Substituted cyclohexane derivatives
  申请人：——

  公开号：US20040138272A1

  公开（公告）日：2004-07-15

  Allylic compounds represented by the formula (I) are provided, 1 wherein each of R 1 to R 8 , m, n, A and X are as defined in the Specification. These compounds can inhibit Rho kinase, and can find utility in repair of damaged nerves in the central and peripheral nervous system by inducing axon growth and regeneration, and in the treatment by inhibition of Rho kinase in disease states in which Rho kinase is implicated. The compounds are relatively cell permeable and pharmaceutical compositions thereof can promote neurite growth and are also useful for the prevention of cell proliferation in malignant deseases.

  提供了由公式（I）表示的烯丙基化合物，其中R1至R8、m、n、A和X的定义如规范中所述。这些化合物可以抑制Rho激酶，并且可以通过诱导轴突生长和再生，在中枢和外周神经系统中修复受损神经，并在Rho激酶参与的疾病状态中通过抑制Rho激酶进行治疗。这些化合物相对细胞渗透性较强，其制剂可以促进神经节突生长，并且还可用于预防恶性疾病中的细胞增殖。
• 1,4-SUBSTITUTED CYCLOHEXANE DERIVATIVES
  申请人：UNIVERSITE DE MONTREAL

  公开号：EP1546108A1

  公开（公告）日：2005-06-29
• Synthesis and evaluation of 4-(1-aminoalkyl)-N-(4-pyridyl)cyclohexanecarboxamides as Rho kinase inhibitors and neurite outgrowth promoters
  作者：Karine Gingras、Hovsep Avedissian、Eryk Thouin、Véronique Boulanger、Charles Essagian、Lisa McKerracher、William D. Lubell

  DOI：10.1016/j.bmcl.2004.07.025

  日期：2004.10

  The influence of stereochemistry and alkyl side chain length on the bioactivity of the Rho kinase inhibitor Y-27632 [(+)-1, R = Me] was examined by the synthesis of (+)- and (-)-1, and two alkyl chain analogs (+)- and (-)-2 (R = n-propyl) and (-)-3 (R = n-octyl) as well as their evaluation in enzymatic and neurite outgrowth assays. (C) 2004 Elsevier Ltd. All rights reserved.