1-(7-氨基-2,3-二氢-苯并[1,4]二噁英-6-基)-乙酮 | 164526-13-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 中文名称: 1-(7-氨基-2,3-二氢-苯并[1,4]二噁英-6-基)-乙酮
• 中文别名: 1-(7-氨基-2,3-二氢-1,4-苯并二恶英-6-基)乙酮
• 英文名称: 1-(7-amino-2,3-dihydro-1,4-benzodioxin-6-yl)-1-ethanone
• 英文别名: 7-amino-6-acetyl-1,4-benzodioxane；1-(7-amino-2,3-dihydrobenzo[b] [1,4] dioxin-6-yl) ethenone；6-amino-3,4-ethylenedioxyacetophenone；7-acetyl-6-amino-1,4-benzodioxane；1-(7-Amino-2,3-dihydro-benzo[1,4]dioxin-6-yl)-ethanone；1-(6-amino-2,3-dihydro-1,4-benzodioxin-7-yl)ethanone
• CAS: 164526-13-0
• 化学式: C₁₀H₁₁NO₃
• mdl: MFCD00561825
• 分子量: 193.202
• InChiKey: IYNHYCZHYHZGMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  61.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  1-(7-氨基-2,3-二氢-苯并[1,4]二噁英-6-基)-乙酮 在 吡啶 、 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 生成 7-(1-hydroxyethyl)-6-(4-methylphenylsulfonamido)-2,3-dihydro-1,4-benzodioxine
  参考文献：
  名称：

  Simple route to 3-(2-indolyl)-1-propanones via a furan recyclization reaction

  摘要：

  A simple route to 1-R-3-(2-indolyl)-1-propanones has been elaborated based on recyclization of 2-(2-aminobenzyl)furan derivatives. Being a modification of the Reissert indole synthesis, our approach employs the furan ring as a source of carbonyl function. This approach is general and allows varying of substituents in aromatic ring as well as in 3-position of indole nucleus. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.10.056
• 作为产物：
  描述：

  6-乙酰基-1,4-苯并二氧杂环 在 palladium 10% on activated carbon 、 氢气 、 硝酸 、 溶剂黄146 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 18.0h， 生成 1-(7-氨基-2,3-二氢-苯并[1,4]二噁英-6-基)-乙酮
  参考文献：
  名称：

  [EN] HETEROCYCLIC ALDEHYDE TRAPPING COMPOUNDS AND USES THEREOF
  [FR] COMPOSÉS HÉTÉROCYCLIQUES DE PIÉGEAGE D'ALDÉHYDE ET LEURS UTILISATIONS

  摘要：

  The present invention provides for the treatment, prevention, and/or reduction of a risk of a disease, disorder, or condition in which aldehyde toxicity is implicated in the pathogenesis, including ocular disorders, skin disorders, conditions associated with injurious effects from blister agents, and autoimmune, inflammatory, neurological and cardiovascular diseases by the use of a disclosed compound or a pharmaceutically acceptable salt thereof.

  公开号：

  WO2023278816A1

文献信息

• A nitroalkane-based approach to one-pot three-component synthesis of isocryptolepine and its analogs with potent anti-cancer activities
  作者：Nicolai A. Aksenov、Alexander V. Aksenov、Alexander Kornienko、Annelise De Carvalho、Véronique Mathieu、Dmitrii A. Aksenov、Sergei N. Ovcharov、Georgii D. Griaznov、Michael Rubin

  DOI：10.1039/c8ra08155g

  日期：——

  acid-mediated one-pot three-component synthesis of indoloquinoline scaffold is developed. This improved version of the process involves electrophilically activated nitroalkanes for the installation of strategic C–C and C–N bonds and ring C assembly. This modification allows the elimination of unnecessary solvent change operations and all steps are carried out in a true, uninterrupted one-pot manner. A

  开发了二代多聚磷酸介导的一锅三组分合成吲哚喹啉支架。该工艺的改进版本涉及用于安装战略 C-C 和 C-N 键和环 C 组装的亲电活化硝基烷烃。这种修改可以消除不必要的溶剂更换操作，并且所有步骤都以真正的、不间断的一锅法进行。进一步的改进涉及原位安装邻氨基的可能性。该方法的合成应用通过简明合成异隐萜生物碱及其具有有效抗癌活性的合成类似物来展示。
• Synthesis of 1,3-dihydro-5(r)-7,8-ethylenedioxy-2h-1,4-benzo-diazepin-2-ones
  作者：S. S. Mochalov、D. V. Kosynkin、I. D. Yudin、V. N. Atanov、Yu. S. Shabarov、N. S. Zefirov

  DOI：10.1007/bf01169826

  日期：1994.5
• Transformations of N-(2-acylaryl)benzamides and their analogs under the Camps cyclization conditions
  作者：S. S. Mochalov、A. N. Fedotov、E. V. Trofimova、N. S. Zefirov

  DOI：10.1134/s107042801607006x

  日期：2016.7

  N-(2-Acylaryl)benzamides and analogous N-substituted furan-2-, thiophene-2-, and cyclopropane-carboxamides in the systems EtONa-EtOH, EtONa-THF, and t-BuOK-t-BuOH undergo Camps cyclization to 2-aryl-, 2-hetaryl-, and 2-cyclopropylquinolin-4(1H)-ones with high yields. The same substrates in the system t-BuOK (5 equiv)-THF are converted mainly to the corresponding N-(2-hydroxyaryl) amides as a result of oxidative transformation of the acyl fragment into hydroxy group.
• Synthesis of quinolin-2-ones by an intramolecular Knoevenagel condensation and by tandem Michael–Knoevenagel heterocyclization
  作者：S. S. Mochalov、M. I. Chasanov、A. N. Fedotov、N. S. Zefirov

  DOI：10.1007/s10593-011-0881-2

  日期：2011.12

  The synthesis of 2-(N-R-amino)- and 2-(N-vinylcarbonylamino)acylbenzenes has been carried out and their heterocyclization into quinolin-2-ones under the action of sodium ethylate has been studied.
• A new effective route for the synthesis of substituted 2h-indazoles
  作者：S. S. Mochalov、M. I. Khasanov、E. V. Trofimova、A. N. Fedotov、N. S. Zefirov

  DOI：10.1007/s10593-010-0409-1

  日期：2009.10

  A two-stage synthesis of 2H-indazoles has been established, based on consecutive reactions of reduction of 2-alkyl-, 2-cyclopropyl-, and 2-arylcarbonylazobenzenes to phenylazo-substituted benzyl alcohols and intramolecular heterocyclization of the reduction products under the influence of organic acids.