tert-butyl N-[6-(aminomethyl)-2-pyridyl]carbamate | 1060801-10-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: tert-butyl N-[6-(aminomethyl)-2-pyridyl]carbamate
• 英文别名: tert-butyl [6-(aminomethyl)pyridin-2-yl]carbamate；(6-Aminomethyl-pyridin-2-YL)-carbamic acid tert-butyl ester；tert-butyl N-[6-(aminomethyl)pyridin-2-yl]carbamate
• CAS: 1060801-10-6
• 化学式: C₁₁H₁₇N₃O₂
• 分子量: 223.275
• InChiKey: KOPRMGZQWPDOAN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  77.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2Z)-{1-[2-chloro-4-(3-methyl-1H-pyrazol-1-yl)benzoyl]-4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene}acetic acid 、 tert-butyl N-[6-(aminomethyl)-2-pyridyl]carbamate 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以62%的产率得到
  参考文献：
  名称：

  Synthesis and structure–activity relationships of amide derivatives of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)acetic acid as selective arginine vasopressin V2 receptor agonists

  摘要：

  A series of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)acetamide derivatives was synthesized, and their structure-activity relationships were examined in order to identify potent and selective arginine vasopressin V-2 receptor agonists. Attempts to substitute other chemical groups in place of the 2-pyridilmethyl moiety of 1a led to the discovery that potent V-2 binding affinity could be obtained with a wide range of functional groups. This structural tolerance allowed for the manipulation of other attributes, such as selectivity against V-1a receptor affinity or avoidance of the undesirable inhibition of cytochrome P450 (CYP), without losing potent affinity for the V-2 receptor. Some representative compounds obtained in this study were also found to decrease urine volume in awake rats. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.03.001
• 作为产物：
  描述：

  tert-butyl [6-(azidomethyl)pyridin-2-yl]carbamate 在 palladium 10% on activated carbon 、 氢气 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以100%的产率得到tert-butyl N-[6-(aminomethyl)-2-pyridyl]carbamate
  参考文献：
  名称：

  Synthesis and structure–activity relationships of amide derivatives of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)acetic acid as selective arginine vasopressin V2 receptor agonists

  摘要：

  A series of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)acetamide derivatives was synthesized, and their structure-activity relationships were examined in order to identify potent and selective arginine vasopressin V-2 receptor agonists. Attempts to substitute other chemical groups in place of the 2-pyridilmethyl moiety of 1a led to the discovery that potent V-2 binding affinity could be obtained with a wide range of functional groups. This structural tolerance allowed for the manipulation of other attributes, such as selectivity against V-1a receptor affinity or avoidance of the undesirable inhibition of cytochrome P450 (CYP), without losing potent affinity for the V-2 receptor. Some representative compounds obtained in this study were also found to decrease urine volume in awake rats. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.03.001

文献信息

• Compounds
  申请人：TMEM16A Limited

  公开号：US11364246B2

  公开（公告）日：2022-06-21

  Compounds of general formula (I): wherein R1, R2, R3, R4, R5a, R* X1, X2, Z and Y are as defined herein are positive modulators of the calcium-activated chloride channel (CaCC), TMEM16A. The compounds are useful for treating diseases and conditions affected by modulation of TMEM16A, particularly respiratory diseases and conditions.

  通式（I）：其中 R1、R2、R3、R4、R5a、R* X1、X2、Z 和 Y 如本文所定义的化合物是钙激活氯通道（CaCC）TMEM16A 的正调节剂。这些化合物可用于治疗受 TMEM16A 调节影响的疾病和病症，特别是呼吸系统疾病和病症。
• [EN] COMPOUNDS<br/>[FR] COMPOSÉS
  申请人：ENTERPRISE THERAPEUTICS LTD

  公开号：WO2019145726A9

  公开（公告）日：2019-09-12
• COMPOUNDS
  申请人：Enterprise Therapeutics Limited

  公开号：EP3743406A1

  公开（公告）日：2020-12-02
• TMEM16A MODULATORS
  申请人：TMEM16A LIMITED

  公开号：EP3743406B1

  公开（公告）日：2022-12-28
• Synthesis and structure–activity relationships of amide derivatives of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)acetic acid as selective arginine vasopressin V2 receptor agonists
  作者：Issei Tsukamoto、Hiroyuki Koshio、Takahiro Kuramochi、Chikashi Saitoh、Hiroko Yanai-Inamura、Chika Kitada-Nozawa、Eisaku Yamamoto、Takeyuki Yatsu、Yoshiaki Shimada、Shuichi Sakamoto、Shin-ichi Tsukamoto

  DOI：10.1016/j.bmc.2009.03.001

  日期：2009.4

  A series of (4,4-difluoro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-ylidene)acetamide derivatives was synthesized, and their structure-activity relationships were examined in order to identify potent and selective arginine vasopressin V-2 receptor agonists. Attempts to substitute other chemical groups in place of the 2-pyridilmethyl moiety of 1a led to the discovery that potent V-2 binding affinity could be obtained with a wide range of functional groups. This structural tolerance allowed for the manipulation of other attributes, such as selectivity against V-1a receptor affinity or avoidance of the undesirable inhibition of cytochrome P450 (CYP), without losing potent affinity for the V-2 receptor. Some representative compounds obtained in this study were also found to decrease urine volume in awake rats. (C) 2009 Elsevier Ltd. All rights reserved.