3-phenyl-3-phenylmethoxyazetidine hydrochloride | 1447464-07-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环丁烷
• 英文名称: 3-phenyl-3-phenylmethoxyazetidine hydrochloride
• 英文别名: 3-(Benzyloxy)-3-phenylazetidine hydrochloride；3-phenyl-3-phenylmethoxyazetidine;hydrochloride
• CAS: 1447464-07-4
• 化学式: C₁₆H₁₇NO*ClH
• 分子量: 275.778
• InChiKey: GDQMZBKARZJQRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.12
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  21.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-羟基-3-苯基氮杂丁烷-1-羧酸叔丁酯 在 盐酸 、 四丁基溴化铵 、 sodium hydroxide 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 生成 3-phenyl-3-phenylmethoxyazetidine hydrochloride
  参考文献：
  名称：

  3-Aryl-3-arylmethoxyazetidines. A new class of high affinity ligands for monoamine transporters

  摘要：

  A series of 3-aryl-3-arylmethoxy-azetidines were synthesized and evaluated for binding affinities at dopamine and serotonin transporters. The 3-aryl-3-arylmethoxyazetidines were generally SERT selective with the dichloro substituted congener 7c (K-i = 1.0 nM) and the tetrachloro substituted derivative 7i (K-i = 1.3 nM) possessing low nanomolar affinity for the SERT. The 3-(3,4-dichlorophenyl-3-phenylmethoxyazetidine (7g) exhibited moderate affinity at both DAT and SERT transporters and suggests that substitution of the aryl rings can be used to tune the mononamine transporter affinity. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.05.071

文献信息

• 1-cyano-pyrrolidine compounds as USP30 inhibitors
  申请人：MISSION THERAPEUTICS LIMITED

  公开号：US10343992B2

  公开（公告）日：2019-07-09

  The present invention relates to novel compounds and method for the manufacture of inhibitors of deubiquitylating enzymes (DUBs). In particular, the invention relates to the inhibition of ubiquitin C-terminal hydrolase 30 (USP30). The invention further relates to the use of DUB inhibitors in the treatment of conditions involving mitochondrial dysfunction and cancer. Compounds of the invention include compounds having the formula (II) or a pharmaceutically acceptable salt thereof, wherein R1, R2, R3, R4, R5, R8, R9, R10, R12, Z, Y and m are as defined herein.

  本发明涉及新型化合物和去泛素化酶（DUB）抑制剂的制造方法。特别是，本发明涉及泛素 C 端水解酶 30（USP30）的抑制。本发明还涉及 DUB 抑制剂在治疗线粒体功能障碍和癌症方面的用途。本发明的化合物包括具有式(II)的化合物或其药学上可接受的盐，其中R1、R2、R3、R4、R5、R8、R9、R10、R12、Z、Y和m如本文所定义。
• EP3277677B1
  申请人：——

  公开号：EP3277677B1

  公开（公告）日：2021-02-24
• 1-CYANO-PYRROLIDINE COMPOUNDS AS USP30 INHIBITORS
  申请人：Mission Therapeutics Limited

  公开号：EP3277677B9

  公开（公告）日：2021-07-14
• 3-Aryl-3-arylmethoxyazetidines. A new class of high affinity ligands for monoamine transporters
  作者：Amber Thaxton、Sari Izenwasser、Dean Wade、Edwin D. Stevens、David L. Mobley、Vivian Jaber、Stacey A. Lomenzo、Mark L. Trudell

  DOI：10.1016/j.bmcl.2013.05.071

  日期：2013.8

  A series of 3-aryl-3-arylmethoxy-azetidines were synthesized and evaluated for binding affinities at dopamine and serotonin transporters. The 3-aryl-3-arylmethoxyazetidines were generally SERT selective with the dichloro substituted congener 7c (K-i = 1.0 nM) and the tetrachloro substituted derivative 7i (K-i = 1.3 nM) possessing low nanomolar affinity for the SERT. The 3-(3,4-dichlorophenyl-3-phenylmethoxyazetidine (7g) exhibited moderate affinity at both DAT and SERT transporters and suggests that substitution of the aryl rings can be used to tune the mononamine transporter affinity. (C) 2013 Elsevier Ltd. All rights reserved.