N,N-dimethyl-N'-(4-nitrophenylsulfonyl)-ethylenediamine | 851652-41-0

• 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: N,N-dimethyl-N'-(4-nitrophenylsulfonyl)-ethylenediamine
• 英文别名: N-(2-(dimethylamino)ethyl)-4-nitrobenzenesulfonamide；N-[2-(dimethylamino)ethyl]-4-nitrobenzenesulfonamide
• CAS: 851652-41-0
• 化学式: C₁₀H₁₅N₃O₄S
• 分子量: 273.313
• InChiKey: HHBFITWCAPNTEO-UHFFFAOYSA-N

物化性质

• 沸点：
  418.9±55.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N-dimethyl-N'-(4-nitrophenylsulfonyl)-ethylenediamine 在 palladium on activated charcoal 氢气 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0~80.0 ℃ 、300.0 kPa 条件下， 反应 27.0h， 生成 N,N-dimethyl-N'-(4-biotinamidophenylsulfonyl)-ethylenediamine
  参考文献：
  名称：

  Artificial Transfer Hydrogenases Based on the Biotin−(Strept)avidin Technology:  Fine Tuning the Selectivity by Saturation Mutagenesis of the Host Protein

  摘要：

  Incorporation of biotinylated racemic three-legged d(6)-piano stool complexes in streptavidin yields enantioselective transfer hydrogenation artificial metalloenzymes for the reduction of ketones. Having identified the most promising organometallic catalyst precursors in the presence of wild-type streptavidin, fine-tuning of the selectivity is achieved by saturation mutagenesis at position S112. This choice for the genetic optimization site is suggested by docking studies which reveal that this position lies closest to the biotinylated metal upon incorporation into streptavidin. For aromatic ketones, the reaction proceeds smoothly to afford the corresponding enantioenriched alcohols in up to 97% ee (R) or 70% (S). On the basis of these results, we suggest that the enantioselection is mostly dictated by CH/pi interactions between the substrate and the eta(6)-bound arene. However, these enantiodiscriminating interactions can be outweighed in the presence of cationic residues at position S112 to afford the opposite enantiomers of the product.

  DOI：

  10.1021/ja061580o
• 作为产物：
  描述：

  N,N-二甲基乙二胺 、 对硝基苯磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到N,N-dimethyl-N'-(4-nitrophenylsulfonyl)-ethylenediamine
  参考文献：
  名称：

  Artificial Transfer Hydrogenases Based on the Biotin−(Strept)avidin Technology:  Fine Tuning the Selectivity by Saturation Mutagenesis of the Host Protein

  摘要：

  Incorporation of biotinylated racemic three-legged d(6)-piano stool complexes in streptavidin yields enantioselective transfer hydrogenation artificial metalloenzymes for the reduction of ketones. Having identified the most promising organometallic catalyst precursors in the presence of wild-type streptavidin, fine-tuning of the selectivity is achieved by saturation mutagenesis at position S112. This choice for the genetic optimization site is suggested by docking studies which reveal that this position lies closest to the biotinylated metal upon incorporation into streptavidin. For aromatic ketones, the reaction proceeds smoothly to afford the corresponding enantioenriched alcohols in up to 97% ee (R) or 70% (S). On the basis of these results, we suggest that the enantioselection is mostly dictated by CH/pi interactions between the substrate and the eta(6)-bound arene. However, these enantiodiscriminating interactions can be outweighed in the presence of cationic residues at position S112 to afford the opposite enantiomers of the product.

  DOI：

  10.1021/ja061580o

文献信息

• Thiazolidinones, their production and use as pharmaceutical agents
  申请人：Siemeister Gerhard

  公开号：US20070037862A1

  公开（公告）日：2007-02-15

  Thiazolidinones of general formula I in which Q, A, B, X, R 1 and R 2 have the meanings that are indicated in the description, as well as those of general formula IA in which Q, A, B, X, R 1 and R 2a have the meanings that are indicated in the description, their production and use as inhibitors of the polo-like kinase (PLK) for treating various diseases as well as intermediate products for the production of thiazolidinones are described.

  通用公式I中的噻唑烷酮，其中Q、A、B、X、R1和R2具有描述中指示的含义，以及通用公式IA中的噻唑烷酮，其中Q、A、B、X、R1和R2ahave具有描述中指示的含义，描述了它们作为极化样激酶（PLK）抑制剂用于治疗各种疾病以及用于噻唑烷酮的生产和使用的中间体产品。
• Verfahren zur Herstellung von wässrigen Diazoniumsalzlösungen
  申请人：Clariant GmbH

  公开号：EP1052248A1

  公开（公告）日：2000-11-15

  Eine wäßrige Lösung von Diazoniumsalzen wird in Abwesenheit organischer Lösemittel hergestellt, indem eine wasserlösliche aromatische Nitroverbindung in wäßriger Lösung mit Wasserstoff und einem Hydrierkatalysator zur aromatischen Aminoverbindung reduziert und diese in der wäßrigen Lösung diazotiert wird.

  重氮盐的水溶液是在无有机溶剂的情况下，将水溶液中的水溶性芳香族硝基化合物用氢气和氢化催化剂还原成芳香族氨基化合物，并在水溶液中重氮化而制备的。
• Heterocyclic compounds as kinase inhibitors
  申请人：NUVATION BIO INC.

  公开号：US11174252B2

  公开（公告）日：2021-11-16

  Heterocyclic compounds of Formula (J) as CDK4 or CDK6 or other CDK inhibitors are provided. The compounds may find use as therapeutic agents for the treatment of diseases and may find particular use in oncology.

  提供了作为 CDK4 或 CDK6 或其他 CDK 抑制剂的式 (J) 的杂环化合物。这些化合物可用作治疗疾病的药物，尤其可用于肿瘤学。
• HETEROCYCLIC COMPOUNDS AS KINASE INHIBITORS
  申请人：GIRAFPHARMA LLC

  公开号：US20190248774A1

  公开（公告）日：2019-08-15

  Heterocyclic compounds as CDK4 or CDK6 or other CDK inhibitors are provided. The compounds may find use as therapeutic agents for the treatment of diseases and may find particular use in oncology.
• US6207809B1
  申请人：——

  公开号：US6207809B1

  公开（公告）日：2001-03-27