S-(2-aminophenyl)-S-phenylsulfoximine | 51076-24-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: S-(2-aminophenyl)-S-phenylsulfoximine
• 英文别名: (2-aminophenyl)(imino)(phenyl)-l6-sulfanone；S-Phenyl-S-<2-amino-phenyl>-sulfoximid；S-(2-amino-phenyl)-S-phenyl-sulfoximide；2-(Phenylsulfonimidoyl)aniline
• CAS: 51076-24-5
• 化学式: C₁₂H₁₂N₂OS
• 分子量: 232.306
• InChiKey: VWDFSZHUTPNVRW-UHFFFAOYSA-N

物化性质

• 沸点：
  400.1±47.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  S-(2-aminophenyl)-S-phenylsulfoximine 以 甲醇 、 溶剂黄146 为溶剂， 生成 5-phenyl-5λ⁴-benzo[e][1,2,4]triazolo[3,4-c][1,2,4]thiadiazine 5-oxide
  参考文献：
  名称：

  Stoss,P.; Satzinger,G., Chemische Berichte, 1976, vol. 109, p. 2097 - 2106

  摘要：

  DOI：
• 作为产物：
  描述：

  S-[2-(tert-butoxycarbonyl)aminophenyl]-S-phenylsulfoximine 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到S-(2-aminophenyl)-S-phenylsulfoximine
  参考文献：
  名称：

  铑催化的邻氨基酰胺化制备噻二嗪1-氧化物

  摘要：

  铑催化的亚砜亚砜的邻位酰胺化反应是制备噻二嗪1氧化物的关键中间体。按照简单的方案，可以获得多种具有合成价值的化合物，从而绕开了针对潜在生物活性产品的通用多步方法。

  DOI：

  10.1002/chem.201602550

文献信息

• Antiviral pharmaceutical composition for treating lymphocytes
  申请人：Godecke Aktiengesellschaft

  公开号：US05321024A1

  公开（公告）日：1994-06-14

  The present invention provides a pharmaceutical composition containing 3,4-dihydro-1-phenyl-1-thio -1,2,4-benzothiadiazine 1-oxide useful for protecting lymphocytes.

  本发明提供了一种含有3,4-二氢-1-苯基-1-硫-1,2,4-苯并噻二嗪-1-氧化物的药物组合物，可用于保护淋巴细胞。
• Synthesis of some cyclic sulphoximides
  作者：Alan C. Barnes、Peter D. Kennewell、John B. Taylor

  DOI：10.1039/c39730000776

  日期：——

  The synthesis of some cyclic sulphoximides is reported, and their n.m.r. data interpreted to show the lack of aromaticity in these systems.

  据报道一些环状硫代酰亚胺的合成，其核磁共振数据解释为在这些系统中缺乏芳香性。
• Kinetic Resolution of Sulfoximines via Asymmetric Organocatalyzed Formation of Benzothiadiazine-1-oxides
  作者：Mengyao Tang、Mengyao Yuan、Shibin Hong、Qianwen Jiang、Huanchao Gu、Xiaoyu Yang

  DOI：10.1021/acs.orglett.4c00266

  日期：2024.3.8

  A catalytic kinetic resolution of sulfoximines has been developed through chiral phosphoric acid-catalyzed intramolecular dehydrative cyclizations. A variety of racemic sulfoximines bearing an ortho-amidophenyl moiety underwent asymmetric dehydrative cyclizations using this method, yielding both the recovered sulfoximines and benzothiadiazine-1-oxide products with good to high enantioselectivities

  通过手性磷酸催化的分子内脱水环化，开发了亚砜亚胺的催化动力学拆分。使用该方法对带有邻酰胺苯基部分的多种外消旋亚砜亚胺进行不对称脱水环化，产生回收的亚砜亚胺和苯并噻二嗪-1-氧化物产物，具有良好至高的对映选择性（ s因子高达61）。手性产物多种衍生化为多种含S-立体中心的S,N-杂环，证明了该方法的价值。
• Strain-promoted S-arylation and alkenylation of sulfinamides using arynes and cyclic alkynes
  作者：Xi Zou、Boming Shen、Gao-lin Li、Qian Liang、Yanhua Ouyang、Binghe Yang、Peiyuan Yu、Bing Gao

  DOI：10.1007/s11426-023-1842-8

  日期：2024.3

  available chiral sulfinamides into pharmaceutically useful chiral sulfoximines via direct SIV-functionalization is synthetically attractive but challenging due to the competitive reaction of N-functionalization. Herein, we disclose a novel strain-release strategy to access stereospecific and chemoselective SIV-arylation and alkenylation of sulfinamides using arynes and strained cyclic alkynes. This method tolerates

  通过直接S IV官能化将市售手性亚磺酰胺转化为药用手性亚磺酰亚胺在合成上具有吸引力，但由于N官能化的竞争反应而具有挑战性。在此，我们公开了一种新的应变释放策略，以使用芳炔和应变环炔实现亚磺酰胺的立体特异性和化学选择性S IV -芳基化和烯基化。该方法可耐受氮中心 (N–R) 上官能团前所未有的化学多样性。通过密度泛函理论计算阐明了高 S IV选择性的起源，表明芳炔底物的逐步机制和环状炔烃的协调机制。
• Synthesis and oral antiallergic activity of carboxylic acids derived from imidazo[2,1-c][1,4]benzoxazines, imidazo[1,2-a]quinolines, imidazo[1,2-a]quinoxalines, imidazo[1,2-a]quinoxalinones, pyrrolo[1,2-a]quinoxalinones, pyrrolo[2,3-a]quinoxalinones, and imidazo[2,1-b]benzothiazoles
  作者：Ian R. Ager、Alan C. Barnes、Geoffrey W. Danswan、Peter W. Hairsine、David P. Kay、Peter D. Kennewell、Saroop S. Matharu、Peter Miller、Peter Robson

  DOI：10.1021/jm00401a009

  日期：1988.6

  4H-Imidazo[2,1-c][1,4]benzoxazine-2-carboxylic acid (3) was found to possess potent activity in the IgE-induced rat passive cutaneous anaphylaxis model which may be predictive of clinical antiallergic activity. Compared to disodium cromoglycate (DSCG, 1), 3 was less active following iv administration but unlike DSCG showed very significant oral activity. To explore the structural requirements for this activity, a range of tricyclic compounds was prepared and their activities were measured. Individual 2-carboxylic acids derived from imidazo[1,2-a]quinolines, imidazo[1,2-a]quinoxalines, imidazo[1,2-a]quinoxalinones, pyrrolo[1,2-a]quinoxalinones, pyrrolo[2,3-a]quinoxalinones, and imidazo[2,1-b]benzothiazoles showed iv activities up to 10(3) times as potent as DSCG and many of them showed significant oral activity. From these, imidazo[1,2-a]quinoxaline-2-carboxylic acid 114 has been chosen for further development.