2-(ethylamino)-4H-benzo[d][1,3]oxazin-4-one | 945-04-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 2-(ethylamino)-4H-benzo[d][1,3]oxazin-4-one
• 英文别名: 2-ethylamino-benzo[d][1,3]oxazin-4-one；2-ethylamino-4H-3,1-benzoxazin-4-one；2-(ethylamino)-3,1-benzoxazin-4-one
• CAS: 945-04-0
• 化学式: C₁₀H₁₀N₂O₂
• 分子量: 190.202
• InChiKey: DDUMDEDCIVMDDE-UHFFFAOYSA-N

物化性质

• 熔点：
  174-175 °C
• 沸点：
  316.3±25.0 °C(Predicted)
• 密度：
  1.27±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  50.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(ethylamino)-4H-benzo[d][1,3]oxazin-4-one 、 4-氯苯磺酰氯 在 吡啶 、 4-二甲氨基吡啶 作用下， 生成 4-Chloro-N-ethyl-N-(4-oxo-4H-benzo[d][1,3]oxazin-2-yl)-benzenesulfonamide
  参考文献：
  名称：

  Benzenesulfonamide derivatives of 2-substituted 4H-3,1-benzoxazin-4-ones and benzthiazin-4-ones as inhibitors of complement C1r protease

  摘要：

  A series of 2-sulfonyl-4H-3,1 -benzoxazinones was prepared that inhibit Clr protease in vitro. Several compounds were found to be selective for Clr verses the related serine protease trypsin. Selected compounds demonstrated functional activity in a hemolysis assay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00095-5
• 作为产物：
  描述：

  Methyl 2-{[(ethylamino)carbonyl]amino}benzoate 在 硫酸 作用下， 生成 2-(ethylamino)-4H-benzo[d][1,3]oxazin-4-one
  参考文献：
  名称：

  Benzenesulfonamide derivatives of 2-substituted 4H-3,1-benzoxazin-4-ones and benzthiazin-4-ones as inhibitors of complement C1r protease

  摘要：

  A series of 2-sulfonyl-4H-3,1 -benzoxazinones was prepared that inhibit Clr protease in vitro. Several compounds were found to be selective for Clr verses the related serine protease trypsin. Selected compounds demonstrated functional activity in a hemolysis assay. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00095-5

文献信息

• Room-Temperature Palladium-Catalyzed CH Activation:<i>ortho</i>-Carbonylation of Aniline Derivatives
  作者：Chris E. Houlden、Marc Hutchby、Chris D. Bailey、J. Gair Ford、Simon N. G. Tyler、Michel R. Gagné、Guy C. Lloyd-Jones、Kevin I. Booker-Milburn

  DOI：10.1002/anie.200805842

  日期：2009.2.23

  Pd and CO—ureally got me! The title reaction proceeds efficiently at 18 °C under CO (1 atm) with 5 % [Pd(OTs)2(MeCN)2] as precatalyst. Depending on the solvents used, either anthranilates or cyclic imides can be obtained in high yields (see picture, BQ=benzoquinone, Ts=4‐toluenesulfonyl).

  Pd 和 CO - 真的抓住了我！标题反应在 18 °C 下在 CO (1 atm) 下有效进行，使用 5% [Pd(OTs) 2 (MeCN) 2 ] 作为预催化剂。根据所使用的溶剂，可以高产率获得邻氨基苯甲酸酯或环状酰亚胺（见图，BQ=苯醌，Ts=4-甲苯磺酰基）。
• A Convenient Palladium-Catalyzed Carbonylative Synthesis of 2-Aminbenzoxazinones from 2-Bromoanilines and Isocyanates
  作者：Xiao-Feng Wu、Muhammad Sharif、Khurram Shoaib、Helfried Neumann、Anahit Pews-Davtyan、Peter Langer、Matthias Beller

  DOI：10.1002/chem.201300537

  日期：2013.5.10

  Mon ami(ne)! A general and convenient methodology for 2‐aminobenzoxazinone synthesis has been developed (see scheme). Readily available 2‐bromoanilines and isocyanates were used as substrates and various products have been prepared in good yields. Notably, [Mo(CO)6] as a solid CO source was applied instead of gas.

  星期一ami（ne）！已经开发了一种通用且方便的2-氨基苯并恶嗪酮合成方法（请参见方案）。现成的2-溴苯胺和异氰酸酯被用作底物，并且以高收率制备了各种产品。值得注意的是，应用[Mo（CO）6 ]作为固体CO源代替气体。
• 4H-3,1-benzoxazin-4-ones and related compounds, pharmaceutical compositions containing them, and processes for their preparation
  申请人：SYNTEX (U.S.A.) INC.

  公开号：EP0147211A2

  公开（公告）日：1985-07-03

  Novel 2-amino-4H-3,1-benzoxazin-4-ones represented by the formula and the pharmaceutically acceptable esters and salts thereof wherein R' is hydrogen or lower alkyl; R2 and R3 are each independently hydrogen, halo, lower alkyl, hydroxy, lower alkoxy, lower thioalkyl, -N02, -N(R')2, -NR'COR', -NHCON(R')2 or -NHCOOR', with the proviso that at least one of R1, R2 and R3 is not hydrogen when X is NHR or NR'COR"; and X is a radical chosen trom in which: R is lower alkyl, lower alkenyl, lower alkynyl, optionally substituted lower cycloalkyl or optionally substituted phenyl lower alkyl; each R' is independently hydrogen or lower alkyl, or lower alkenyl or lower alkynyl where the unsaturated bond is at least one carbon removed from the O or N atom; each R" is independently R, lower alkoxy, NHR' or AOR'; and A is an amino acid residue, or a peptide of 2 to 3 amino acid residues, are useful as enzyme inhibitors in animals.

  式所代表的新型 2-氨基-4H-3,1-苯并恶嗪-4-酮及其药物可接受的酯和盐 其中 R' 为氢或低级烷基 及其药学上可接受的酯和盐，其中 R' 为氢或低级烷基； R2和R3各自独立地为氢、卤代、低级烷基、羟基、低级烷氧基、低级硫代烷基、-N02、-N(R')2、-NR'COR'、-NHCON(R')2或-NHCOOR'、 但当 X 为 NHR 或 NR'COR" 时，R1、R2 和 R3 中至少有一个不是氢；以及 X 是一个基团，选自 其中 R 是低级烷基、低级烯基、低级炔基、任选取代的低级环烷基或任选取代的苯基低级烷基； 每个 R'独立地为氢或低级烷基，或低级烯基或低级炔基，其中不饱和键与 O 原子或 N 原子至少相差一个碳； 每个 R "独立地为 R、低级烷氧基、NHR'或 AOR'；以及 A 是氨基酸残基，或由 2 至 3 个氨基酸残基组成的肽，可用作动物体内的酶抑制剂。
• Papadopoulos, E. P.; Torres, C. D., Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 269 - 272
  作者：Papadopoulos, E. P.、Torres, C. D.

  DOI：——

  日期：——
• PAPADOPOULOS, E. P.;TORRES, C. D., J. HETEROCYCL. CHEM., 1982, 19, N 2, 269-272
  作者：PAPADOPOULOS, E. P.、TORRES, C. D.

  DOI：——

  日期：——