(+/-)-7syn-methoxy-norbornane-2exo-ol | 108420-06-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (+/-)-7syn-methoxy-norbornane-2exo-ol
• 英文别名: (+/-)-7syn-Methoxy-norbornan-2exo-ol；(1R,2S,4S,7R)-7-methoxybicyclo[2.2.1]heptan-2-ol
• CAS: 108420-06-0
• 化学式: C₈H₁₄O₂
• 分子量: 142.198
• InChiKey: FMFWTJPZXSVEEP-FKSUSPILSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.79
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (+/-)-7syn-methoxy-norbornane-2exo-ol 在 四氢呋喃 、 lithium aluminium tetrahydride 作用下， 生成 (2,6-cyclo-norbornan-3-yl)-methyl ether
  参考文献：
  名称：

  Energy Intake, Body Mass Index, Physical Activity, and the Colorectal Adenoma-Carcinoma Sequence

  摘要：

  Little is known about the precise relationship between energy intake, overweight, sedentary lifestyle, and steps in the colorectal adenoma-carcinoma pathway. We studied these parameters within a case-control study. Patients with adenomas < 10 mm (n = 154) or > 10 min (n = 208) were compared with polyp-free controls (n = 426) for determining factors associated with adenoma formation, i.e., observed for small and large adenomas, or with adenoma growth only. Colorectal cancer cases (n = 171) were compared with population controls (n = 309) to determine factors specific to the final stage, cancer. Exercise reduced the risk of cancer [odds ratio (OR) = 0.3, 95% confidence interval (CI) = 0.2-0.5 for high vs. low physical activity] but had little influence on adenomas. High energy intake increased the risk of cancer [OR for 5th vs. 1st quintile (OR5) = 1.6, 95% CI = 0.9-2.9, p = 0.02], but not of adenomas. High body mass index (BMI) significantly increased the risk of large adenomas (OR, = 2.1, 95% CI = 1.2-3.5, p = 0. 02 and OR5 = 1.7, 95% CI = 1.0-3.1, p = 0.25) for large and small adenomas vs. polyp-free controls. Neither height nor weight nor BMI influenced the risk of cancer. Results were unmodified when controlling for dietary risk factors and family history. Energy intake, a sedentary lifestyle, and high BMI were independently associated with a high risk of cancer use for large adenomas, which indicates an effect on promotion of colorectal tumors. These findings suggest that preventive advice regarding these factors should be provided, even late in life, to decrease the risk of colorectal cancer.

  DOI：

  10.1207/s15327914nc391_7
• 作为产物：
  描述：

  (+/-)-2exo-acetoxy-7syn-methoxy-norbornane 在 氢氧化钾 作用下， 生成 (+/-)-7syn-methoxy-norbornane-2exo-ol
  参考文献：
  名称：

  Energy Intake, Body Mass Index, Physical Activity, and the Colorectal Adenoma-Carcinoma Sequence

  摘要：

  Little is known about the precise relationship between energy intake, overweight, sedentary lifestyle, and steps in the colorectal adenoma-carcinoma pathway. We studied these parameters within a case-control study. Patients with adenomas < 10 mm (n = 154) or > 10 min (n = 208) were compared with polyp-free controls (n = 426) for determining factors associated with adenoma formation, i.e., observed for small and large adenomas, or with adenoma growth only. Colorectal cancer cases (n = 171) were compared with population controls (n = 309) to determine factors specific to the final stage, cancer. Exercise reduced the risk of cancer [odds ratio (OR) = 0.3, 95% confidence interval (CI) = 0.2-0.5 for high vs. low physical activity] but had little influence on adenomas. High energy intake increased the risk of cancer [OR for 5th vs. 1st quintile (OR5) = 1.6, 95% CI = 0.9-2.9, p = 0.02], but not of adenomas. High body mass index (BMI) significantly increased the risk of large adenomas (OR, = 2.1, 95% CI = 1.2-3.5, p = 0. 02 and OR5 = 1.7, 95% CI = 1.0-3.1, p = 0.25) for large and small adenomas vs. polyp-free controls. Neither height nor weight nor BMI influenced the risk of cancer. Results were unmodified when controlling for dietary risk factors and family history. Energy intake, a sedentary lifestyle, and high BMI were independently associated with a high risk of cancer use for large adenomas, which indicates an effect on promotion of colorectal tumors. These findings suggest that preventive advice regarding these factors should be provided, even late in life, to decrease the risk of colorectal cancer.

  DOI：

  10.1207/s15327914nc391_7

文献信息

• Acid-Catalyzed Hydrolysis of Bridged Bi- and Tricyclic Compounds. XXXIII. Hydration of exo- and endo-5-Methoxy-2-norbornenes and 3-Methoxynortricyclane.
  作者：Martti Lajunen、Jouni Jantunen、Päivi Koiranen、B. C. Hauback、Ola Persson、Ruo-Hua Zhang、Kurt V. Mikkelsen、Alexander Senning

  DOI：10.3891/acta.chem.scand.52-0728

  日期：——

  The disappearance of exo- and endo-5-methoxy-2-norbornenes and 3-methoxynortricyclane in aqueous perchloric acid was followed by capillary GC at different temperatures and acid concentrations. The rate constants, activation parameters, solvent deuterium isotope effects, excess acidity plots and products accord with the rate-determining protonation of the double bond or the cyclopropane ring followed mainly by water attack on a methoxy-substituted 2-norbornyl cation (Ad(E)2 mechanism). The excess acidity plots were corrected according to a partial protonation of the ether oxygen atom. No significant cleavage of the ether linkage was observed.