(S)-tert-butyl (1-(1,3-dioxoisoindolin-2-yl)-3-methylbutan-2-yl)carbamate | 864943-54-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (S)-tert-butyl (1-(1,3-dioxoisoindolin-2-yl)-3-methylbutan-2-yl)carbamate
• 英文别名: [(1S)-1-[(1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl)methyl]-2-methylpropyl]carbamic acid 1,1-dimethylethyl ester；N-[2-(S)-[(1,1-dimethylethyloxycarbonyl)amino]-3-methylbutyl]phthalimide；tert-butyl N-[(2S)-1-(1,3-dioxoisoindol-2-yl)-3-methylbutan-2-yl]carbamate
• CAS: 864943-54-4
• 化学式: C₁₈H₂₄N₂O₄
• 分子量: 332.4
• InChiKey: WFHCPSYWHVHJPZ-CQSZACIVSA-N

物化性质

• 熔点：
  145-146 °C
• 沸点：
  465.0±28.0 °C(Predicted)
• 密度：
  1.165±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  75.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl (1-(1,3-dioxoisoindolin-2-yl)-3-methylbutan-2-yl)carbamate 在 N-甲基吗啉 、 盐酸 、 一水合肼 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 3,5-diamino-N-[(2S)-2-amino-3-methylbutyl]-6-chloropyrazine-2-carboxamide
  参考文献：
  名称：

  Discovery of a novel chemotype of potent human ENaC blockers using a bioisostere approach. Part 2: α-Branched quaternary amines

  摘要：

  We report the synthesis and biological evaluation of a series of novel alpha-branched pyrazinoyl quaternary amines for their ability to block ion transport via the epithelial sodium channel (ENaC) in human bronchial epithelial cells (HBECs). Compound 12g has an IC50 of 30 nM and is highly efficacious in the Guinea-pig tracheal potential difference (TPD) model of ENaC blockade with an ED50 of 1 mu g kg(-1) at 1 h. In addition the SAR results demonstrate for the first time the chiral nature of the binding site of human ENaC. As such, pyrazinoyl quaternary amines represent a promising new class of ENaC blockers for the treatment of cystic fibrosis that are structurally distinct from the pyrazinoyl guanidine chemotype found in prototypical ENaC blockers such as amiloride. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.02.067
• 作为产物：
  描述：

  L-缬氨醇 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 (S)-tert-butyl (1-(1,3-dioxoisoindolin-2-yl)-3-methylbutan-2-yl)carbamate
  参考文献：
  名称：

  具有手性烷基化咪唑烷环的吡虫啉衍生物的合成及其杀虫活性和对烟碱乙酰胆碱受体的亲和性评估

  摘要：

  不对称合成了一系列具有烷基化咪唑烷环的吡虫啉（IMI）衍生物，以评估其对成年雌性家蝇Musca domestica的杀虫活性以及对果蝇的烟碱乙酰胆碱受体的亲和力。烷基越大，受体亲和力越低，但是在咪唑烷环的R -5-位甲基化和乙基化的衍生物与未取代的化合物等价。受体亲和力的定量结构-活性关系（QSAR）分析表明，将取代基引入咪唑烷环基本上是不利的，但在R处引入取代基如果尺寸较小，则允许-5-位置。合成衍生物与受体的结合模型支持QSAR分析，表明在配体结合位点R -5-位置周围的短烷基存在空间。此外，在杀虫活性和受体亲和力之间观察到正相关，这表明即使修饰了咪唑烷环，受体亲和力也是影响杀虫活性的主要因素。

  DOI：

  10.1016/j.bmc.2012.09.007

文献信息

• [EN] NOVEL KETOAMIDES WITH CYCLIC P4'S AS INHIBITORS OF NS3 SERINE PROTEASE OF HEPATITIS C VIRUS<br/>[FR] NOUVEAUX CETOAMIDES A P4 CYCLIQUES EN TANT QU'INHIBITEURS DE LA NS3 SERINE PROTEASE DU VIRUS DE L'HEPATITE C
  申请人：SCHERING CORP

  公开号：WO2005085242A1

  公开（公告）日：2005-09-15

  The present invention discloses novel compounds which have HCV protease inhibitory activity as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such compounds as well as methods of using them to treat disorders associated with the HCV protease.

  本发明公开了具有HCV蛋白酶抑制活性的新化合物，以及制备这种化合物的方法。在另一实施方式中，该发明公开了包含这种化合物的药物组合物，以及使用它们治疗与HCV蛋白酶相关的疾病的方法。
• Development of Diphenylamine-Linked Bis(imidazoline) Ligands and Their Application in Asymmetric Friedel-Crafts Alkylation of Indole Derivatives with Nitroalkenes
  作者：Han Liu、Da-Ming Du

  DOI：10.1002/adsc.201000111

  日期：——

  diphenylamine‐linked bis(imidazoline) ligands were prepared through Kelly‐You’s imidazoline formation procedure mediated by Hendrickson’s reagent in good yields. The novel ligands were tested in the asymmetric Friedel–Crafts alkylation of indole derivatives with nitroalkenes. In most cases, good yields (up to 97%) and excellent enantioselectivities (up to 98%) can be achieved. The optimized bis(imidazoline) ligand

  通过由Hendrickson试剂介导的Kelly-You的咪唑啉形成步骤制备了新的由二苯胺连接的双（咪唑啉）配体，收率很高。在吲哚衍生物与硝基烯烃的不对称Friedel-Crafts烷基化反应中测试了新型配体。在大多数情况下，可以获得良好的收率（高达97％）和出色的对映选择性（高达98％）。经过优化的咪唑啉环上具有反式二苯取代基的双咪唑啉配体比相应的双恶唑啉配体具有更好的对映选择性。
• Diamine Derivative, Process of Preparation Thereof, and Fungicide Comprising Diamine Derivative as an Active Ingredient
  申请人：Kakimoto Takeshi

  公开号：US20070244153A1

  公开（公告）日：2007-10-18

  It is an object of the invention to provide a novel fungicide which exhibits a wide controlling spectrum against pathogens of various crops, and solves the toleration problem. The diamine derivative represented by the formula (1) and a process for preparation of the same, fungicides comprising the same as an active ingredient are disclosed: [wherein R1 is substituents such as an alkyl group having 1 to 6 carbon atoms and the like, R2 and R5 are each independently substituents such as hydrogen atom, an alkyl group having 1 to 6 carbon atoms and the like, R3 and R4 are each independently substituents such as hydrogen atom, an alkyl group having 1 to 6 carbon atoms and the like, or R3 and R4 may be bonded to each other to form a hydrocarbon ring having 3 to 6 carbon atoms, R6, R7, R8 and R9 are each independently substituents such as hydrogen atom, an alkyl group having 1 to 6 carbon atoms and the like, R10 is a substituent such as hydrogen atom, an alkyl group having 1 to 6 carbon atoms and the like, A is an oxygen atom or a sulfur atom, and Q is an aryl group or a heterocycle].

  本发明的目的是提供一种新型杀菌剂，该杀菌剂对各种作物的病原体具有广泛的控制谱，并解决了容忍问题。本发明公开了由式（1）表示的二胺衍生物及其制备方法，以及包含其作为活性成分的杀菌剂：[其中，R1是取代基，例如具有1到6个碳原子的烷基等，R2和R5各自独立地是氢原子、具有1到6个碳原子的烷基等取代基，R3和R4各自独立地是氢原子、具有1到6个碳原子的烷基等取代基，或者R3和R4可以结合在一起形成具有3到6个碳原子的碳氢环，R6、R7、R8和R9各自独立地是氢原子、具有1到6个碳原子的烷基等取代基，R10是氢原子、具有1到6个碳原子的烷基等取代基，A是氧原子或硫原子，Q是芳基或杂环]。
• NOVEL NICOTINAMIDE DERIVATIVE OR SALT THEREOF
  申请人：FUJIWARA Hideyasu

  公开号：US20130116430A1

  公开（公告）日：2013-05-09

  An object of the present invention is to provide to a compound and a pharmaceutical composition, which have excellent Syk-inhibitory activity. The present invention provides a nicotinamide derivative represented by the following formula (I) (wherein R 1 represents a halogen atom; R 2 represents a C 1-12 alkyl group, a C 2-12 alkenyl group, a C 2-12 alkynyl group, a C 3-8 cycloalkyl group, an aryl group, an ar-C 1-6 alkyl group or a heterocyclic group, each optionally having at least one substituent; R 3 represents an aryl group or a heterocyclic group each optionally having at least one substituent; and R 4 and R 5 each independently represent a hydrogen atom; and R 2 and R 4 may form a cyclic amino group optionally having at least one substituent together with the nitrogen atom to which they bind) or a salt thereof, and a pharmaceutical composition for use in the treatment of a Syk-related disease which comprises the nicotinamide derivative or a salt thereof.

  本发明的目的是提供一种具有优异的Syk抑制活性的化合物和制药组合物。本发明提供了一种由以下式(I)表示的烟酰胺衍生物（其中R1表示卤素原子；R2表示C1-12烷基、C2-12烯基、C2-12炔基、C3-8环烷基、芳基、芳基-C1-6烷基或杂环基，每种均可选地具有至少一个取代基；R3表示芳基或杂环基，每种均可选地具有至少一个取代基；R4和R5各自独立地表示氢原子；且R2和R4可以与它们结合的氮原子一起形成具有至少一个取代基的环状氨基团）或其盐，并且用于治疗Syk相关疾病的制药组合物包括该烟酰胺衍生物或其盐。
• DIAMINE DERIVATIVE, PROCESS FOR PRODUCING THE SAME AND FUNGICIDE CONTAINING THE DERIVATIVE AS ACTIVE INGREDIENT
  申请人：Mitsui Chemicals, Inc.

  公开号：EP1770085A1

  公开（公告）日：2007-04-04

  It is an object of the invention to provide a novel fungicide which exhibits a wide controlling spectrum against pathogens of various crops, and solves the toleration problem. The diamine derivative represented by the formula (1) and a process for preparation of the same, fungicides comprising the same as an active ingredient are disclosed: [wherein R1 is substituents such as an alkyl group having 1 to 6 carbon atoms and the like, R2 and R5 are each independently substituents such as hydrogen atom, an alkyl group having 1 to 6 carbon atoms and the like, R3 and R4 are each independently substituents such as hydrogen atom, an alkyl group having 1 to 6 carbon atoms and the like, or R3 and R4 may be bonded to each other to form a hydrocarbon ring having 3 to 6 carbon atoms, R6, R7, R8 and R9 are each independently substituents such as hydrogen atom, an alkyl group having 1 to 6 carbon atoms and the like, R10 is a substituent such as hydrogen atom, an alkyl group having 1 to 6 carbon atoms and the like, A is an oxygen atom or a sulfur atom, and Q is an aryl group or a heterocycle].

  本发明的目的是提供一种新型杀菌剂，该杀菌剂对各种作物的病原体具有广泛的控制谱，并解决了耐受性问题。 本发明公开了式 (1) 所代表的二胺衍生物及其制备方法，以及以二胺衍生物为有效成分的杀菌剂： 其中 R1 是取代基，如具有 1 至 6 个碳原子的烷基等；R2 和 R5 各自独立地是取代基，如氢原子、具有 1 至 6 个碳原子的烷基等；R3 和 R4 各自独立地是取代基，如氢原子、具有 1 至 6 个碳原子的烷基等、R6、R7、R8 和 R9 各自独立地为取代基，如氢原子、具有 1-6 个碳原子的烷基等，R10 为取代基，如氢原子、具有 1-6 个碳原子的烷基等，A 为氧原子或硫原子，Q 为芳基或杂环]。