trans-[4-(2-aminoethyl)cyclohexyl]methanol hydrochloride | 553676-91-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: trans-[4-(2-aminoethyl)cyclohexyl]methanol hydrochloride
• 英文别名: trans-[4-(2-amino-ethyl)-cyclohexyl]-methanol HCl-salt
• CAS: 553676-91-8
• 化学式: C₉H₁₉NO*ClH
• 分子量: 193.717
• InChiKey: RBOISTRYUTZGDO-JUAUBFSOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.56
• 重原子数：
  12.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  46.25
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  trans-[4-(2-aminoethyl)cyclohexyl]methanol hydrochloride 在 吡啶 、 盐酸 、 sodium hydride 、 potassium carbonate 、 三乙胺 、 硫酸二甲酯 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 乙酸乙酯 、 二甲胺 、 N,N-二甲基甲酰胺 、 异丙醇 、 乙腈 为溶剂， 反应 146.17h， 生成 trans-[2-(4-{[ethyl-(2-hydroxyethyl)amino]methyl}cyclohexyl)ethyl]methylmethylcarbamic acid 4-trifluoromethylphenyl ester citrate
  参考文献：
  名称：

  Cytotoxic Effects of Combination of Oxidosqualene Cyclase Inhibitors with Atorvastatin in Human Cancer Cells

  摘要：

  Ten oxidosqualene c-yclase inhibitors with high efficacy as cholesterol-lowering agents and of different chemical structure classes were evaluated as potential anticancer agents against human cancer cells from various tissue origins and nontumoral human-brain-derived endothelial cells. Inhibition of cancer cell growth was demonstrated at micromolar concentrations, comparable to the concentrations of statins necessary for antitumor effect. Human glioblastoma cells were among the most sensitive cells. These compounds were also able to decrease the proliferation of angiogenic brain-derived endothelial cells, as a model of tumor-induced neovasculation. Additive effects in human glioblastoma cells were also demonstrated for oxidosqualene cyclase inhibitors in combination with atorvastatin while maintaining selectivity against endothelial cells. Thus, not only statins targeting the 3-hydroxy-3-methylglutaryl coenzyme A reductase but also inhibitors of oxidosqualene cyclase decrease tumor growth, suggesting new therapeutic opportunities of combined anti-cholesterol agents for dual treatment of glioblastoma.

  DOI：

  10.1021/jm300256z
• 作为产物：
  描述：

  trans-[4-(tert-butyl-dimethyl-silanyloxymethyl)-cyclohexyl]-acetonitrile 在 二氧化铂 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 trans-[4-(2-aminoethyl)cyclohexyl]methanol hydrochloride
  参考文献：
  名称：

  Substituted cyclohexane derivatives

  摘要：

  本发明提供了以下式(I)1的化合物，其中A1、A2、A3、A4、A5、A6、A7、A8、A9、A10、U、V、W、m、n和p如规范中所示，并其药学上可接受的盐。这些化合物可用于治疗和/或预防与2,3-氧化甾二烯-鲑鲈固醇环化酶相关的疾病，如高胆固醇血症和高脂血症。

  公开号：

  US20030199550A1

文献信息

• Hydroxyalkylamide derivatives
  申请人：Ackermann Jean

  公开号：US20050009906A1

  公开（公告）日：2005-01-13

  The present invention relates to compounds of formula (I) wherein R 1 , R 2 , R 3 , R 4 , X, W, m and n are as defined hereinabove. The compounds are useful for the treatment and/or prophylaxis of diseases which are associated with 2,3-oxidosqualane-lanosterol cyclase such as hypercholesterolemia, hyperlipemia, arteriosclerosis, vascular diseases, mycoses, parasite infections, gallstones, tumors and/or hyperproliferative disorders, and treatment and/or prophylaxis of impaired glucose tolerance and diabetes.

  本发明涉及以下式（I）的化合物 其中R 1 ，R 2 ，R 3 ，R 4 ，X，W，m和n如上所定义。这些化合物可用于治疗和/或预防与2,3-氧化齐墩果烷-鲁米叶酯环化酶相关的疾病，如高胆固醇血症、高脂血症、动脉硬化、血管疾病、真菌病、寄生虫感染、胆结石、肿瘤和/或过度增生性疾病，以及治疗和/或预防糖耐量受损和糖尿病。
• Aminoalkylamide substituted cyclohexyl derivatives
  申请人：Ackermann Jean

  公开号：US20050065210A1

  公开（公告）日：2005-03-24

  The present invention relates to compounds of formula I wherein R 1 , R 2 , R 3 , R 4 , R 5 , U, V, W, k and m are as defined in the description and claims, and pharmaceutically acceptable salts and/or pharmaceutically acceptable esters thereof. The compounds are useful for the treatment and/or prophylaxis of diseases which are associated with 2,3-oxidosqualene-lanosterol cyclase such as hypercholesterolemia, hyperlipemia, arteriosclerosis, vascular diseases, mycoses, parasit infections, gallstones, tumors and/or hyperproliferative disorders, and treatment and/or prophylaxis of impaired glucose tolerance and diabetes.

  本发明涉及式I的化合物 其中R 1 ，R 2 ，R 3 ，R 4 ，R 5 ，U，V，W，k和m如描述和权利要求中所定义，并且其药学上可接受的盐和/或药学上可接受的酯。这些化合物可用于治疗和/或预防与2,3-氧化齐墩果烷-鲍壳甾醇环化酶相关的疾病，如高胆固醇血症、高脂血症、动脉硬化、血管疾病、真菌病、寄生虫感染、胆结石、肿瘤和/或过度增殖性疾病，以及治疗和/或预防糖耐量受损和糖尿病。
• AMINOALKYLAMIDE SUBSTITUTED CYCLOHEXYL DERIVATIVES
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1667962A1

  公开（公告）日：2006-06-14
• US6965048B2
  申请人：——

  公开号：US6965048B2

  公开（公告）日：2005-11-15
• [EN] AMINOALKYLAMIDE SUBSTITUTED CYCLOHEXYL DERIVATIVES<br/>[FR] DERIVES DE CYCLOHEXYLE SUBSTITUES PAR AMINOALKYLAMIDE
  申请人：HOFFMANN LA ROCHE

  公开号：WO2005028427A1

  公开（公告）日：2005-03-31

  The present invention relates to compounds of formula (I); wherein R1, R2, R3, R4, R5, U, V, W, k and m are as defined in the description and claims, and pharmaceutically acceptable salts and/or pharmaceutically acceptable esters thereof. The compounds are useful for the treatment and/or prophylaxis of diseases which are associated with 2,3-oxidosqualene-lanosterol cyclase such as hypercholesterolemia, hyperlipemia, arteriosclerosis, vascular diseases, mycoses, parasit infections, gallstones, tumors and/or hyperproliferative disorders, and treatment and/or prophylaxis of impaired glucose tolerance and diabetes.