N'-(benzothiazol-2-yl)-N,N-dimethylformamidine | 30006-84-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: N'-(benzothiazol-2-yl)-N,N-dimethylformamidine
• 英文别名: N'-(benzo[d]thiazol-2-yl)-N,N-dimethylformamidine；N'-(Benzo[d]thiazol-2-yl)-N,N-dimethylformimidamide；N'-(1,3-benzothiazol-2-yl)-N,N-dimethylmethanimidamide
• CAS: 30006-84-9
• 化学式: C₁₀H₁₁N₃S
• 分子量: 205.283
• InChiKey: DCWDATDHZDWTPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 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：
  56.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N'-(benzothiazol-2-yl)-N,N-dimethylformamidine 在 硫化氢 作用下， 以 乙醇 为溶剂， 以34%的产率得到N-1,3-苯并噻唑-2-基硫代甲酰胺
  参考文献：
  名称：

  Heterocycles; CCI. A Novel Synthesis of Heterocyclic Thioformylamines

  摘要：

  DOI：

  10.1055/s-1981-29425
• 作为产物：
  描述：

  2-氨基苯并噻唑 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 反应 2.0h， 以30%的产率得到N'-(benzothiazol-2-yl)-N,N-dimethylformamidine
  参考文献：
  名称：

  Reaction of 2-aminobenzothiazole with formamide

  摘要：

  DOI：

  10.1007/bf00579454

文献信息

• Regioselectivity in the Reaction of 2‐Aminobenzothiazoles and 2‐Aminobenzimidazoles with Enaminonitriles and Enaminones: Synthesis of Functionally Substituted Pyrimido[2,1‐<i>b</i>][1,3]benzothiazole and Pyrimido[1,2‐<i>a</i>]benzimidazole Derivatives
  作者：Abdulaziz Alnajjar、Mervat Mohammed Abdelkhalik、Hossam Mohammed Riad、Samia Mohammed Sayed、Kamal Usef Sadek

  DOI：10.1002/jhet.3337

  日期：2018.12

  A variety of new polyfunctionally substituted benzo[d]pyrimido[2,1‐b][1,3]thiazole and benzo[4,5]imidazo[1,2‐a]pyrimidine derivatives have been synthesized. The general synthetic procedure used for this purpose involves the condensation of 2‐aminobenzothiazole and 2‐aminobenzimidazole with a variety of enaminonitriles, enaminones, and acrylaldehyde. The regioselectivity for initial attack of either

  各种新的多官能取代的苯并[ d ]嘧啶基[2,1– b ] [1,3]噻唑和苯并[4,5]咪唑[1,2- a ]已经合成了]嘧啶衍生物。用于该目的的一般合成方法涉及2-氨基苯并噻唑和2-氨基苯并咪唑与各种烯氨基腈，烯胺和丙烯醛的缩合。研究并合理化了对环内环氮或环外氨基的初始进攻的区域选择性。可以得出结论，环氮是酸性介质中反应性最强的分子，也可以分离出环状中间体，这证明了环化后的结论。然而，在碱性或中性介质中，发现环外氨基是反应性最高的中心。尽可能通过元素分析，光谱数据和替代合成路线阐明了新合成化合物的所有结构。
• New formamidine ligands and their mixed ligand palladium(II) oxalate complexes: Synthesis, characterization, DFT calculations and in vitro cytotoxicity
  作者：Ahmed A. Soliman、Othman I. Alajrawy、Fawzy A. Attabi、Mohamed R. Shaaban、W. Linert

  DOI：10.1016/j.saa.2015.07.076

  日期：2016.1

  acceptable for the heteroleptic complexes. The dipole moment of the complexes (13.97-18.77Debye) indicating that the complexes are more polarized than the ligands (1.93-4.96Debye). The complexes are thermally stable as shown from their relatively higher overall activation energies (441-688kJmol(-1)). The ligands and the complexes are proved to have good cytotoxicity with IC50 (μM) in the range of (0

  合成了一系列新的[Pd（L1-4）ox]·xH2O型三元钯（II）配合物，其中L =甲am配体和ox =草酸盐，并通过元素分析，磁化率，UV-Vis，红外光谱进行了表征（IR）以及质谱和热分析。光谱数据表明，甲am配体充当双齿N 2供体，草酸酯充当O 2配体。配合物（1-4）是抗磁性的，其结构的优化表明其几何形状是扭曲的方形平面，O-Pd-O和N-Pd-N键角分别为82.70-83.87°和88.21-95.02°；分别对于杂合配合物是可接受的。配合物（13.97-18.77Debye）的偶极矩表明配合物比配体（1.93-4.96Debye）更极化。从其相对较高的总活化能（441-688kJmol（-1））可以看出，该复合物具有热稳定性。配体和配合物被证明具有良好的细胞毒性，IC50（μM）对MCF-7为（0.011-0.168），对HCT-116为（0.012-0.150），对PC-3为（0
• Nanoaggregates of benzothiazole-based amidine-coupled chemosensors: a chemosensor for Ag+ and the resultant complex as a secondary sensor for Cl−
  作者：Tilak Raj、Preeti Saluja、Narinder Singh、Doo Ok Jang

  DOI：10.1039/c3ra46095a

  日期：——

  Nanoaggregates of benzothiazole-based amidines were prepared for study as sensors in aqueous medium. Sensor N2 was found to behave as a selective primary sensor for Ag+, and the subsequent complex N2·Ag+ acted as a secondary sensor for Cl− in aqueous medium through a cation displacement mechanism. The cation displacement mechanism was further supported by a CV titration of complex N2·Ag+ with Cl−.

  制备了苯并噻唑基脒的纳米聚集体，用于研究其在水介质中的传感器性能。研究发现，传感器N2可作为Ag+的选择性初级传感器，而随后的络合物N2·Ag+通过阳离子置换机制在水介质中充当Cl-的次级传感器。络合物N2·Ag+与Cl-的CV滴定进一步证实了阳离子置换机制。
• Crystal Structures and Structure–Activity Relationships of Imidazothiazole Derivatives as IDO1 Inhibitors
  作者：Shingo Tojo、Tetsuya Kohno、Tomoyuki Tanaka、Seiji Kamioka、Yosuke Ota、Takayuki Ishii、Keiko Kamimoto、Shigehiro Asano、Yoshiaki Isobe

  DOI：10.1021/ml500247w

  日期：2014.10.9

  Indoleamine 2,3-dioxygenase 1 (IDO1) is considered as a promising target for the treatment of several diseases, including neurological disorders and cancer. We report here the crystal structures of two IDO1/IDO1 inhibitor complexes, one of which shows that Amg-1 is directly bound to the heme iron of IDO1 with a clear induced fit. We also describe the identification and preliminary optimization of imidazothiazole derivatives as novel IDO1 inhibitors. Using our crystal structure information and structure activity relationships (SAR) at the pocket-B of IDO I, we found a series of urea derivatives as potent IDO1 inhibitors and revealed that generation of an induced fit and the resulting interaction with Phe226 and Arg231 are essential for potent IDO1 inhibitory activity. The results of this study are very valuable for understanding the mechanism of IDOI activation, which is very important for structure-based drug design (SBDD) to discover potent IDO1 inhibitors.
• Sakamoto,M. et al., Chemical and pharmaceutical bulletin, 1977, vol. 25, p. 3360 - 3365
  作者：Sakamoto,M. et al.

  DOI：——

  日期：——