N-methyl-N-phenyl-N'-pivaloylthiourea | 95600-07-0

• 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-methyl-N-phenyl-N'-pivaloylthiourea
• 英文别名: N'-(2,2-dimethylpropanoyl)-N-methyl-N-phenylthiourea；2,2-dimethyl-N-[methyl(phenyl)carbamothioyl]propanamide
• CAS: 95600-07-0
• 化学式: C₁₃H₁₈N₂OS
• 分子量: 250.365
• InChiKey: ZEGPRYHAXHEUGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  cobalt(II) diacetate tetrahydrate 、 N-methyl-N-phenyl-N'-pivaloylthiourea 以 甲醇 为溶剂， 以83%的产率得到fac-tris[N,N-methylphenyl-N'-pivaloylthioureato-κ²O,S]cobalt(III)
  参考文献：
  名称：

  Synthesis, characterization and urease inhibition, in vitro anticancer and antileishmanial studies of Co(III) complexes with N,N,N′-trisubstituted acylthioureas

  摘要：

  The series of cobalt(III) complexes (1a-12a) with N,N,N'-trisubstituted acylthioureas were synthesized and characterized by FT-IR, and multinuclear (H-1 and C-13) NMR spectroscopy and LC-MS combined with elemental analysis. Crystal structure of cobalt(III) chelate of type Co(L-O, S)(3) were determined by single crystal X-ray diffraction analysis. Complexes were adopted to have the octahedral geometry, where the fac-disposed N,N,N'-trisubstituted acylthioureas showed bidentate mode of coordination environment at cobalt centre defined by three O and three S donor atoms. The ligands are coordinated in a chelate fashion, forming three five-membered rings. The synthesized complexes were screened against Jack bean urease. In vitro anticancer activity against lung carcinoma (H-157), and kidney fibroblast (BHK-21) cell lines of the synthesized compounds were also studied and found them potent candidates for drugs. Cytotoxic results revealed that compound 10a was emerged as a leading member with an IC50 value of 0.75 +/- 0.027 mu M against H-157 cell lines. When synthesized compounds were tested for antileishmanial activity against the promastigote forms of Leishmania major, compound 4a was identified as the most potent and lead candidate showed highest inhibition with an IC50 value of 0.45 +/- 0.053 mu M. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.12.027
• 作为产物：
  描述：

  三甲基乙酰氯 以 丙酮 为溶剂， 反应 0.5h， 生成 N-methyl-N-phenyl-N'-pivaloylthiourea
  参考文献：
  名称：

  Brindley, Jocelyn C.; Caldwell, Jennifer M.; Meakins, G. Denis, Journal of the Chemical Society. Perkin transactions I, 1987, p. 1153 - 1158

  摘要：

  DOI：

文献信息

• Platinum(II) complexes bearing asymmetrically substituted pivaloylthioureas: Synthesis, crystal structures, DFT and antioxidant studies
  作者：H.A. Nkabyo、A.B. Oyenihi、C.M. Joseph、O.O. Olaoye、A.S. Lopis、R.C. Luckay

  DOI：10.1016/j.poly.2022.116076

  日期：2022.11

  Three new platinum(II) complexes derived from asymmetrically di-substituted pivaloylthiourea ligands (L1–3) are synthesized and characterized by 1H, and 195Pt1H} NMR. The ligands and PtL1–3 complexes display configurational E,Z isomerism evinced by distinct sets of 1H, 195Pt1H} NMR resonances observed in dichloromethane‑d2. Single-crystal X-ray diffraction studies reveal a bidentate cis-PtL1–3 coordination

  由不对称二取代的新戊酰硫脲配体 (L 1-3 ) 合成了三种新的铂 (II) 配合物，并通过1 H 和195 Pt 1 H} NMR 对其进行了表征。配体和 PtL 1-3配合物显示出 E,Z 构型异构，这可以通过在二氯甲烷-d 2中观察到的不同组1 H 、 195 Pt 1 H } NMR 共振来证明。单晶 X 射线衍射研究揭示了双齿cis -PtL 1-3配位模式，其中两个硫和氧供体原子与 Pt(II) 结合形成六元螯合物。此外，顺式-PtL 1和顺式-PtL 2的EE异构体优先在乙腈中分离，而具有N-苯基取代基的顺式-PtL 3则得到ZZ 。cis - ZZ -Pt-L 1-3 , cis - EZ -Pt-L 1-3 , cis - EE -Pt-L 1-3的相对能量构型异构体通过 DFT 分析在 M06-2X/def2-SVP 理论水平使用隐式乙腈溶剂获得。此外，结构研究表明从
• Funnell, Richard A.; Meakins, G. Denis; Peach, Josephine M., Journal of the Chemical Society. Perkin transactions I, 1987, p. 2311 - 2316
  作者：Funnell, Richard A.、Meakins, G. Denis、Peach, Josephine M.、Price, Susan J.

  DOI：——

  日期：——
• FUNNELL, RICHARD A.;MEAKINS, G. DENIS;PEACH, JOSEPHINE M.;PRICE, (MISS) S+, J. CHEM. SOC. PERKIN TRANS.,(1987) N 11, 2311-2315
  作者：FUNNELL, RICHARD A.、MEAKINS, G. DENIS、PEACH, JOSEPHINE M.、PRICE, (MISS) S+

  DOI：——

  日期：——
• BRINDLEY, J. C.;CALDWELL, J. M.;MEAKINS, G. D.;PLACKETT, S. J.;PRICE, S. +, J. CHEM. SOC. PERKIN TRANS.,(1987) N 5, 1153-1158
  作者：BRINDLEY, J. C.、CALDWELL, J. M.、MEAKINS, G. D.、PLACKETT, S. J.、PRICE, S. +

  DOI：——

  日期：——