methyl-phenethyl-piperidin-4-yl-amine, hydrochloride | 548769-04-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl-phenethyl-piperidin-4-yl-amine, hydrochloride
• 英文别名: N-methyl-N-(2-phenylethyl)piperidin-4-amine;hydrochloride
• CAS: 548769-04-6
• 化学式: C₁₄H₂₂N₂*ClH
• 分子量: 254.803
• InChiKey: TUFKQARHTUBQBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.33
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  15.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl-phenethyl-piperidin-4-yl-amine, hydrochloride 、 N-氰亚胺基-S,S-二硫代碳酸二甲酯 在 potassium carbonate 、 一水合肼 、 盐酸 作用下， 以 乙腈 为溶剂， 反应 5.0h， 以33 mg的产率得到1-(3-amino-1H-1,2,4-triazol-5-yl)-N-methyl-N-phenethylpiperidin-4-amine trihydrochloride
  参考文献：
  名称：

  Targeting Acidic Mammalian chitinase Is Effective in Animal Model of Asthma

  摘要：

  This article highlights our work toward the identification of a potent, selective, and efficacious acidic mammalian chitinase (AMCase) inhibitor. Rational-design, guided by X-ray analysis of several inhibitors bound to human chitotriosidase (hCHIT1), led to the identification of compound 7f as a highly potent AMCase inhibitor (IC50 values of 14 and 19 nM against human and mouse enzyme, respectively) and selective (>150X against mCHIT1) with very good PK properties. This compound dosed once daily at 30 mg/kg po showed significant anti-inflammatory efficacy in HDM-induced allergic airway inflammation in mice, reducing inflammatory cell influx in the BALF and total IgE concentration in plasma, which correlated with decrease of chitinolytic activity. Therapeutic efficacy Of compound 7f in the clinically relevant aeroallergen-induced acute asthma model in mice provides a rationale for developing AMCase inhibitor for the treatment of asthma.

  DOI：

  10.1021/acs.jmedchem.7b01051
• 作为产物：
  描述：

  4-(N-(2-phenylethyl)amino)-1-(tert-butoxycarbonyl)piperidine 在 盐酸 、 三乙酰氧基硼氢化钠 作用下， 以 水 、 乙酸乙酯 、 1,2-二氯乙烷 为溶剂， 反应 1.0h， 生成 methyl-phenethyl-piperidin-4-yl-amine, hydrochloride
  参考文献：
  名称：

  Targeting Acidic Mammalian chitinase Is Effective in Animal Model of Asthma

  摘要：

  This article highlights our work toward the identification of a potent, selective, and efficacious acidic mammalian chitinase (AMCase) inhibitor. Rational-design, guided by X-ray analysis of several inhibitors bound to human chitotriosidase (hCHIT1), led to the identification of compound 7f as a highly potent AMCase inhibitor (IC50 values of 14 and 19 nM against human and mouse enzyme, respectively) and selective (>150X against mCHIT1) with very good PK properties. This compound dosed once daily at 30 mg/kg po showed significant anti-inflammatory efficacy in HDM-induced allergic airway inflammation in mice, reducing inflammatory cell influx in the BALF and total IgE concentration in plasma, which correlated with decrease of chitinolytic activity. Therapeutic efficacy Of compound 7f in the clinically relevant aeroallergen-induced acute asthma model in mice provides a rationale for developing AMCase inhibitor for the treatment of asthma.

  DOI：

  10.1021/acs.jmedchem.7b01051

文献信息

• Compounds and uses thereof for decreasing activity of hormone-sensitive lipase
  申请人：——

  公开号：US20030166644A1

  公开（公告）日：2003-09-04

  Use of compounds to inhibit hormone-sensitive lipase, pharmaceutical compositions comprising the compounds, methods of treatment employing these compounds and compositions, and novel compounds. The present compounds are inhibitors of hormone-sensitive lipase and may be useful in the treatment and/or prevention of medical disorders where a decreased activity of hormone-sensitive lipase is desirable.

  使用化合物抑制激素敏感性脂肪酶，包括这些化合物的药物组合物，使用这些化合物和组合物的治疗方法，以及新化合物。目前的化合物是激素敏感性脂肪酶的抑制剂，可能在治疗和/或预防需要降低激素敏感性脂肪酶活性的医学疾病中有用。
• Use of compounds for decreasing activity of hormone-sensitive
  申请人：——

  公开号：US20030166690A1

  公开（公告）日：2003-09-04

  Use of compounds to inhibit hormone-sensitive lipase, pharmaceutical compositions comprising the compounds, methods of treatment employing these compounds and compositions, and novel compounds. The present compounds are inhibitors of hormone-sensitive lipase and may be useful in the treatment and/or prevention of medical disorders where a decreased activity of hormone-sensitive lipase is desirable.

  使用化合物来抑制激素敏感性脂肪酶，包括这些化合物的制药组合物，使用这些化合物和组合物的治疗方法，以及新颖的化合物。这些化合物是激素敏感性脂肪酶的抑制剂，可用于治疗和/或预防需要降低激素敏感性脂肪酶活性的医学疾病。
• Use of compounds for decreasing activity of hormone-sensitive lipase
  申请人：Nero Nordisk A/S

  公开号：US07067517B2

  公开（公告）日：2006-06-27

  Use of compounds to inhibit hormone-sensitive lipase, pharmaceutical compositions comprising the compounds, methods of treatment employing these compounds and compositions, and novel compounds. The present compounds are inhibitors of hormone-sensitive lipase and may be useful in the treatment and/or prevention of medical disorders where a decreased activity of hormone-sensitive lipase is desirable.

  使用化合物抑制荷尔蒙敏感性脂肪酶，包括这些化合物的制药组合物，使用这些化合物和组合物的治疗方法，以及新型化合物。这些化合物是荷尔蒙敏感性脂肪酶的抑制剂，可能在需要降低荷尔蒙敏感性脂肪酶活性的医疗障碍的治疗和/或预防中有用。