1-phenyl-1,4-diazapentane hydrochloride | 1192191-38-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-phenyl-1,4-diazapentane hydrochloride
• 英文别名: 1-phenyl-1,4-diazepane hydrochloride；1-Phenyl-1,4-diazepane hydrochloride；1-phenyl-1,4-diazepane;hydrochloride
• CAS: 1192191-38-0
• 化学式: C₁₁H₁₆N₂*ClH
• 分子量: 212.722
• InChiKey: OONGLOACBXZSDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  1-phenyl-1,4-diazapentane hydrochloride 在 亚硝酸特丁酯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以100%的产率得到
  参考文献：
  名称：

  Structure–activity studies in the development of a hydrazone based inhibitor of adipose-triglyceride lipase (ATGL)

  摘要：

  Adipose triglyceride lipase (ATGL) catalyzes the degradation of cellular triacylglycerol stores and strongly determines the concentration of circulating fatty acids (FAs). High serum FA levels are causally linked to the development of insulin resistance and impaired glucose tolerance, which eventually progresses to overt type 2 diabetes. ATGL-specific inhibitors could be used to lower circulating FAs, which can counteract the development of insulin resistance. In this article, we report about structure-activity relationship (SAR) studies of small molecule inhibitors of ATGL based on a hydrazone chemotype. The SAR indicated that the binding pocket of ATGL requests rather linear compounds without bulky substituents. The best inhibitor showed an IC50 = 10 mu M in an assay with COS7-cell lysate overexpressing murine ATGL. (C) 2015 The Authors. Published by Elsevier Ltd. This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).

  DOI：

  10.1016/j.bmc.2015.02.051
• 作为产物：
  描述：

  1,4-二氮杂环庚烷-1-甲酸叔丁酯 在 盐酸 、 tris-(dibenzylideneacetone)dipalladium(0) 、 sodium t-butanolate 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 作用下， 以 1,4-二氧六环 、 甲醇 、 叔丁醇 为溶剂， 反应 5.5h， 生成 1-phenyl-1,4-diazapentane hydrochloride
  参考文献：
  名称：

  [EN] DIHYDROISOQUINOLINE COMPOUND AND MEDICAL USE THEREOF
  [FR] COMPOSÉ DE DIHYDROISOQUINOLÉINE ET SON UTILISATION MÉDICALE
  [ZH] 二氢异喹啉类化合物及其医药用途

  摘要：

  涉及二氢异喹啉类化合物及其医药用途，具体地，所述化合物具有如式(I)所示结构的结构，其可作为I型干扰素的分泌调节剂，尤其是作为cGAS/STING信号通路靶向抑制剂，并且可用于制备预防和/或治疗炎症性疾病和自身免疫性疾病的药物中的医药。

  公开号：

  WO2023174383A1

文献信息

• THERAPEUTIC COMPOUNDS AND COMPOSITIONS
  申请人：Salituro Francesco G.

  公开号：US20100331307A1

  公开（公告）日：2010-12-30

  Compounds and compositions comprising compounds that modulate pyruvate kinase M2 (PKM2) are described herein. Also described herein are methods of using the compounds that modulate PKM2 in the treatment of cancer.

  本文描述了调节丙酮酸激酶M2（PKM2）的化合物和含有这些化合物的组合物。本文还描述了利用调节PKM2的化合物治疗癌症的方法。
• [EN] DIHYDROISOQUINOLINE COMPOUND AND MEDICAL USE THEREOF<br/>[FR] COMPOSÉ DE DIHYDROISOQUINOLÉINE ET SON UTILISATION MÉDICALE<br/>[ZH] 二氢异喹啉类化合物及其医药用途
  申请人：[en]SHANGHAI INSTITUTE OF MATERIA MEDICA , CHINESE ACADEMY OF SCIENCES;[zh]中国科学院上海药物研究所

  公开号：WO2023174383A1

  公开（公告）日：2023-09-21

  涉及二氢异喹啉类化合物及其医药用途，具体地，所述化合物具有如式(I)所示结构的结构，其可作为I型干扰素的分泌调节剂，尤其是作为cGAS/STING信号通路靶向抑制剂，并且可用于制备预防和/或治疗炎症性疾病和自身免疫性疾病的药物中的医药。
• An improved synthesis of N-aryl and N-heteroaryl substituted homopiperazines—from conventional thermal conditions to scaling-up using microwave heating
  作者：Uwe Schön、Josef Messinger、M. Buckendahl、M.S. Prabhu、A. Konda

  DOI：10.1016/j.tet.2009.07.086

  日期：2009.9

  An efficient Pd(0)-catalyzed Buchwald-Hartwig protocol for the facile preparation of N-aryl and N-heteroaryl substituted homopiperazines is described. The syntheses proceeded with aryl- and heteroaryl halides in high yields using X-Phos as best ligand. The C-N coupling products were prepared both under conventional as well as microwave heating conditions and examples for microwave-assisted upscaling are included in this study. (C) 2009 Elsevier Ltd. All rights reserved.
• Structure–activity studies in the development of a hydrazone based inhibitor of adipose-triglyceride lipase (ATGL)
  作者：Nicole Mayer、Martina Schweiger、Michaela-Christina Melcher、Christian Fledelius、Rudolf Zechner、Robert Zimmermann、Rolf Breinbauer

  DOI：10.1016/j.bmc.2015.02.051

  日期：2015.6

  Adipose triglyceride lipase (ATGL) catalyzes the degradation of cellular triacylglycerol stores and strongly determines the concentration of circulating fatty acids (FAs). High serum FA levels are causally linked to the development of insulin resistance and impaired glucose tolerance, which eventually progresses to overt type 2 diabetes. ATGL-specific inhibitors could be used to lower circulating FAs, which can counteract the development of insulin resistance. In this article, we report about structure-activity relationship (SAR) studies of small molecule inhibitors of ATGL based on a hydrazone chemotype. The SAR indicated that the binding pocket of ATGL requests rather linear compounds without bulky substituents. The best inhibitor showed an IC50 = 10 mu M in an assay with COS7-cell lysate overexpressing murine ATGL. (C) 2015 The Authors. Published by Elsevier Ltd. This is an open access article under the CC BY license (http://creativecommons.org/licenses/by/4.0/).