tert-butyl (5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)carbamate | 1116358-98-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: tert-butyl (5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)carbamate
• 英文别名: tert-butyl N-(5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)carbamate；tert-butyl N-(5-oxo-5,6,7,8-tetrahydro-2-naphthyl)carbamate；Tert-butyl 5-oxo-5,6,7,8-tetrahydronaphthalen-2-ylcarbamate；tert-butyl N-(5-oxo-7,8-dihydro-6H-naphthalen-2-yl)carbamate
• CAS: 1116358-98-5
• 化学式: C₁₅H₁₉NO₃
• 分子量: 261.321
• InChiKey: MMPJJEUWBFZCPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl (5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)carbamate 在 三氟乙酸 、 碳酸氢钠 作用下， 以 二氯甲烷 、 水 为溶剂， 以92%的产率得到6-氨基-1,2,3,4-四氢-1-萘酮
  参考文献：
  名称：

  Conformationally constrained analogues of N′-(4-tert-butylbenzyl)-N-(4-methylsulfonylaminobenzyl)thiourea as TRPV1 antagonists

  摘要：

  A series of bicyclic analogues having indan and tetrahydronaphthalene templates in the A-region were designed as conformationally constrained analogues of our previously reported potent TRPV1 antagonists (1, 3). The activities for rat TRPV1 of the conformationally restricted analogues were moderately or markedly diminished, particularly in the case of the tetrahydronaphthalene analogues. The analysis indicated that steric constraints at the benzylic position in the bicyclic analogues may be an important factor for their unfavorable interaction with the receptor. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.02.026
• 作为产物：
  描述：

  tert-butyl N-(5,6,7,8-tetrahydro-2-naphthyl)carbamate 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以65%的产率得到tert-butyl (5-oxo-5,6,7,8-tetrahydronaphthalen-2-yl)carbamate
  参考文献：
  名称：

  Conformationally constrained analogues of N′-(4-tert-butylbenzyl)-N-(4-methylsulfonylaminobenzyl)thiourea as TRPV1 antagonists

  摘要：

  A series of bicyclic analogues having indan and tetrahydronaphthalene templates in the A-region were designed as conformationally constrained analogues of our previously reported potent TRPV1 antagonists (1, 3). The activities for rat TRPV1 of the conformationally restricted analogues were moderately or markedly diminished, particularly in the case of the tetrahydronaphthalene analogues. The analysis indicated that steric constraints at the benzylic position in the bicyclic analogues may be an important factor for their unfavorable interaction with the receptor. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.02.026

文献信息

• [EN] ACYL HYDRAZONE LINKERS, METHODS AND USES THEREOF<br/>[FR] LIEURS D'ACYLHYDRAZONE, PROCÉDÉS ET UTILISATIONS
  申请人：ONTARIO INSTITUTE FOR CANCER RES OICR

  公开号：WO2019109188A1

  公开（公告）日：2019-06-13

  The present application is directed to compounds of Formula (I)-(VI): (I), (II), (III), (IV), (V) (VI), (VII) and (VIII), compositions comprising these compounds and their uses, for example as medicaments and/or diagnostics.

  目前的应用涉及公式(I)-(VI)的化合物：(I)、(II)、(III)、(IV)、(V)、(VI)、(VII)和(VIII)，包含这些化合物的组合物及其用途，例如作为药物和/或诊断剂。
• In-Depth Structural Simplification of Celangulin V: Design, Synthesis, and Biological Activity
  作者：Hao Qian、Yingkun Hu、Ziyu Wang、Yu Zhou、Xinru Tan、Xunmeng Feng、Keyin Yu、Wenjun Wu、Jiwen Zhang

  DOI：10.1021/acs.jafc.4c01079

  日期：2024.7.10

  contact toxicity against M. separata, a finding not reported previously in the structural optimization studies of celangulin V. Molecular docking analysis illustrated that the binding pocket of compound 6.16 with the H subunit of V-ATPase was the same as celangulin V. This study presents novel insights into the structural optimization of botanical pesticides.

  苦皮藤素V是一种新型植物源杀虫剂，具有显着的生物活性和独特的分子靶点，但其复杂的多元醇酯结构阻碍了其在农业中的更广泛应用。为了发现结构更简单、生物活性更强的苦皮藤素V类似物，我们启动了一项旨在简化其结构并评估其杀虫功效的研究项目。在本研究中，通过基于结构的理性设计方法设计了一系列新型1-四氢萘酮衍生物，并通过简便的方法合成。测定了目标化合物对粘虫（ M. separata ）、小菜蛾和小菜蛾的生物活性。结果表明，与苦皮藤素V相比，大多数合成的化合物表现出更优异的活性。值得注意的是，化合物6.16的杀虫活性比苦皮藤素V对M. separata的胃毒性高102倍。此外，某些化合物对M. separata表现出显着的接触毒性，这一发现在之前的苦皮藤素V结构优化研究中未曾报道过。分子对接分析表明，化合物6.16与V-ATPase H亚基的结合口袋是相同的这项研究为植物源农药的结构优化提供了新的见解。
• FIVE-MEMBERED HETEROCYCLIC COMPOUNDS AS INHIBITORS OF SRC FAMILY PROTEIN KINASE
  申请人：Sirenade Pharmaceuticals AG

  公开号：EP1709040A2

  公开（公告）日：2006-10-11
• ACYL HYDRAZONE LINKERS, METHODS AND USES THEREOF
  申请人：Ontario Institute for Cancer Research (OICR)

  公开号：US20200397916A1

  公开（公告）日：2020-12-24

  The present application is directed to compounds of Formula (I)-(VI): (I), (II), (III), (IV), (V) (VI), (VII) and (VIII), compositions comprising these compounds and their uses, for example as medicaments and/or diagnostics.
• [EN] KINASE INHIBITOR COMPOUNDS<br/>[FR] COMPOSES INHIBITEURS DE KINASES
  申请人：SIRENADE PHARMACEUTICALS AG

  公开号：WO2005068458A2

  公开（公告）日：2005-07-28

  The present invention refers to novel substituted aromatic heteroaryl derivatives of formula (I), with the definitions of a, L1, L2, G, J, X and Y according to claim 1. These novel compounds are useful for the inhibition of protein kinases, particularly of the inhibition of Src family protein kinases. Methods for inhibiting kinases by contacting kinases with these novel compounds are disclosed. In another embodiment the present invention refers to pharmaceutical compositions containing these novel compounds and their use of medicaments for treating diseases or disorders associated with unphysiological activity of kinases in the body, particularly for the treatment of cancer, immunosuppression, and osteoporosis.