benzyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate | 1126084-29-4

• 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: benzyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate
• CAS: 1126084-29-4
• 化学式: C₁₇H₂₅NO₃
• 分子量: 291.39
• InChiKey: LQUNHCWMZBMWTF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  benzyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate 在 palladium-carbon 氢气 作用下， 以 甲醇 为溶剂， 反应 24.0h， 以to obtain 5.6 g of 2-methyl-1-(piperidin-4-yl)-2-propanol as a white solid的产率得到2-methyl-1-(piperidin-4-yl)-2-propanol
  参考文献：
  名称：

  Piperidine derivative

  摘要：

  通过对具有选择性抑制17βHSD型5活性的化合物的研究，本发明人已经确认一种{1-[(indol-2-yl)carbonyl]piperidyl}alkanol衍生物具有强大的选择性抑制17βHSD型5的活性。本发明基于这些发现已经完成。本发明的化合物可用作治疗和/或预防与17βHSD型5相关的疾病的药物，如良性前列腺增生和前列腺癌，而不伴随着由于睾酮降低而引起的不良反应。

  公开号：

  US08513422B2
• 作为产物：
  描述：

  N-Cbz-4-哌啶乙酸乙酯 生成 benzyl 4-(2-hydroxy-2-methylpropyl)piperidine-1-carboxylate
  参考文献：
  名称：

  PIPERIDINE DERIVATIVE

  摘要：

  公开号：

  EP2181990B1

文献信息

• [EN] PYRIDIN-3-YL ACETIC ACID DERIVATIVES AS INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION<br/>[FR] DÉRIVÉS D'ACIDE PYRIDIN-3-YLE ACÉTIQUE UTILISÉS EN TANT QU'INHIBITEURS DE LA RÉPLICATION DU VIRUS DE L'IMMUNODÉFICIENCE HUMAINE
  申请人：VIIV HEALTHCARE UK NO 5 LTD

  公开号：WO2018127801A1

  公开（公告）日：2018-07-12

  Disclosed are compounds of Formula I, including pharmaceutically acceptable salts, pharmaceutical compositions comprising the compounds, methods for making the compounds and their use in inhibiting HIV integrase and treating those infected with HIV or AIDS.

  公开了式I化合物，包括药学上可接受的盐、包含这些化合物的药物组合物、制备这些化合物的方法以及它们在抑制HIV整合酶和治疗HIV或AIDS感染者中的用途。
• Discovery of 2-methyl-1-{1-[(5-methyl-1H-indol-2-yl)carbonyl]piperidin-4-yl}propan-2-ol: A novel, potent and selective type 5 17β-hydroxysteroid dehydrogenase inhibitor
  作者：Kazushi Watanabe、Akio Kakefuda、Minoru Yasuda、Kentaro Enjo、Aya Kikuchi、Takashi Furutani、Yoichi Naritomi、Yukio Otsuka、Minoru Okada、Mitsuaki Ohta

  DOI：10.1016/j.bmc.2013.06.025

  日期：2013.9

  Type 5 17 beta-hydroxysteroid dehydrogenase (17 beta-HSD5), also known as aldo-keto reductase 1C3 (AKR1C3), is a member of the aldo-keto reductase superfamily of enzymes and is expressed in the human prostate. One of the main functions of 17 beta-HSD5 is to catalyze the conversion of the weak androgen, androstenedione, to the potent androgen, testosterone. The concentration of intraprostatic 5 alpha-dihydrotestosterone (DHT) in patients following chemical or surgical castration has been reported to remain as high as 39% of that of healthy men, with 17 beta-HSD5 shown to be involved in this androgen synthesis. Inhibition of 17 beta-HSD5 therefore represents a promising target for the treatment of castration-resistant prostate cancer (CRPC). To investigate this, we conducted high-throughput screening (FITS) and identified compound 2, which displayed a structure distinct from known 17 beta-HSD5 inhibitors. To optimize the inhibitory activity of compound 2, we first introduced a primary alcohol group. We then converted the primary alcohol group to a tertiary alcohol, which further enhanced the inhibitory activity, improved metabolic stability, and led to the identification of compound 17. Oral administration of compound 17 to castrated nude mice bearing the CWR22R xenograft resulted in the suppression of androstenedione (AD)-induced intratumoral testosterone production. Compound 17 also demonstrated good isoform selectivity, minimal inhibitory activity against either CYP or hERG, and enhanced pharmacokinetic and physicochemical properties. (C) 2013 Elsevier Ltd. All rights reserved.
• PYRIDIN-3-YL ACETIC ACID DERIVATIVES AS INHIBITORS OF HUMAN IMMUNODEFICIENCY VIRUS REPLICATION
  申请人：ViiV Healthcare UK (No.5) Limited

  公开号：EP3565810A1

  公开（公告）日：2019-11-13
• US8513422B2
  申请人：——

  公开号：US8513422B2

  公开（公告）日：2013-08-20
• PIPERIDINE DERIVATIVE
  申请人：Astellas Pharma Inc.

  公开号：EP2181990B1

  公开（公告）日：2012-08-08