N,N-Bis-chloromethyl-4-methyl-benzenesulfonamide | 30274-97-6

• 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-Bis-chloromethyl-4-methyl-benzenesulfonamide
• 英文别名: N,N-bis(chloromethyl)-4-methylbenzenesulfonamide
• CAS: 30274-97-6
• 化学式: C₉H₁₁Cl₂NO₂S
• 分子量: 268.164
• InChiKey: BRMJWMAHUIIQKY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N,N-Bis-chloromethyl-4-methyl-benzenesulfonamide 在 盐酸 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 51.0h， 生成 Fe₂[(SCH₂)₂NTs](CO)₆
  参考文献：
  名称：

  N-Substituted Derivatives of the Azadithiolate Cofactor from the [FeFe] Hydrogenases: Stability and Complexation

  摘要：

  Experiments are described that probe the stability of N-substituted derivatives of the azadithiolate cofactor recently confirmed in the [FeFe] hydrogenases (Berggren, G., et al. Nature 2013, 499, 66). Acid-catalyzed hydrolysis of bis(thioester) BnN(CH2SAc)(2) gives [BnNCH2SCH2](2) rather than azadithiol BnN(CH2SH)(2). Treatment of BnN(CH2SAc)(2) with (NaOBu)-Bu-t generates BnN(CH2SNa)(2), which was trapped with NiCl2(diphos) (diphos = 1,2-C2H4(PR2)(2); R = Ph (dppe) and Cy (dcpe)) to give fully characterized complexes Ni[(SCH2)(2)NBn](diphos). The related N-aryl derivative Ni[(SCH2)(2)NC6H4Cl](diphos) was prepared analogously from 4-ClC6H4N(CH2SAc)(2), (NaOBu)-Bu-t, and NiCl2(dppe). Crystallographic analysis confirmed that these rare nonbridging [adt(R)](2-) complexes feature distorted square planar Ni centers. The analogue Pd[(SCH2)(2)NBn](dppe) was also prepared. P-31 NMR analysis indicates that Ni[(SCH2)(2)NBn](dppe) has basicity comparable to typical amines. As shown by cyclic voltammetry, the couple [M[(SCH2)(2)NBn](dppe)](+/0) is reversible near -2.0 V versus Fc(+/0). The wave shifts to 1.78 V upon N-protonation. In the presence of CF3CO2H, Ni[(SCH2)(2)NBn](dppe) catalyzes hydrogen evolution at rate of 22 s(-1) in the acid-independent regime, at room temperature in CH2Cl2 solution. In contrast to the instability of RN(CH2SH)(2) (R = alkyl, aryl), the dithiol of tosylamide TsN(CH2SH)(2) proved sufficiently stable to allow full characterization. This dithiol reacts with Fe-3(CO)(12) and, in the presence of base, NiCl2(dppe) to give Fe-2[(SCH2)(2)NTs](CO)(6) and Ni[(SCH2)(2)NTsi(dPPe), respectively.

  DOI：

  10.1021/acs.inorgchem.5b00290

文献信息

• HETEROARYL COMPOUNDS AND THEIR USE AS THERAPEUTIC DRUGS
  申请人：Dong-A Socio Holdings Co., Ltd.

  公开号：US20170066742A1

  公开（公告）日：2017-03-09

  The present invention provides heterocyclic compounds, the stereoisomer thereof, the enantiomer thereof, or the pharmaceutically acceptable salt, which are capable of modulating the activity of Mer receptor tyrosine kinase (MERTK). This invention also provides pharmaceutical compositions thereof, methods to prepare the said compounds, and the use of such compounds as a medicament. The present invention is directed to MERTK inhibitory compounds with marked potency, thereby having an outstanding potential for a pharmaceutical intervention of cancer and any other diseases related to MERTK dysregulation.