N-benzoyl-N'-(4-iodo-phenyl)-thiourea | 19249-88-8

• 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-benzoyl-N'-(4-iodo-phenyl)-thiourea
• 英文别名: N-Benzoyl-N'-(4-jod-phenyl)-thioharnstoff；N-<4-Jod-phenyl)-N'-benzoyl-thioharnstoff；N-Benzoyl-N'-(p-iodphenyl)-thioharnstoff；N-benzoyl-N'-(4-iodophenyl)thiourea；N-[(4-iodophenyl)carbamothioyl]benzamide
• CAS: 19249-88-8
• 化学式: C₁₄H₁₁IN₂OS
• mdl: MFCD00761155
• 分子量: 382.225
• InChiKey: IIDSDYPOUROQIA-UHFFFAOYSA-N

物化性质

• 熔点：
  153 °C
• 密度：
  1.731±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  19
• 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：
  73.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-benzoyl-N'-(4-iodo-phenyl)-thiourea 在 水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 1-(对碘苯基)-2-硫脲
  参考文献：
  名称：

  Synergism of fused bicyclic 2-aminothiazolyl compounds with polymyxin B against Klebsiella pneumoniae

  摘要：

  一系列融合的双环2-氨基噻唑基化合物被合成并评估其与多粘菌素B（PB）对抗肺炎克雷伯菌（SIPI-KPN-1712）的协同效应。

  DOI：

  10.1039/c7md00354d
• 作为产物：
  描述：

  苯甲酰氯 以 乙酸乙酯 、 丙酮 为溶剂， 反应 3.0h， 生成 N-benzoyl-N'-(4-iodo-phenyl)-thiourea
  参考文献：
  名称：

  Synergism of fused bicyclic 2-aminothiazolyl compounds with polymyxin B against Klebsiella pneumoniae

  摘要：

  一系列融合的双环2-氨基噻唑基化合物被合成并评估其与多粘菌素B（PB）对抗肺炎克雷伯菌（SIPI-KPN-1712）的协同效应。

  DOI：

  10.1039/c7md00354d

文献信息

• N, N′, N″-trisubstituted guanidines: Synthesis, characterization and evaluation of their leishmanicidal activity
  作者：Rafael Dias do Espírito Santo、Ángela María Arenas Velásquez、Luana Vitorino Gushiken Passianoto、Alex Arbey Lopera Sepulveda、Leandro da Costa Clementino、Renata Pires Assis、Amanda Martins Baviera、Predrag Kalaba、Fábio Neves dos Santos、Marcos Nogueira Éberlin、Gil Valdo José da Silva、Martin Zehl、Gert Lubec、Márcia Aparecida Silva Graminha、Eduardo René Pérez González

  DOI：10.1016/j.ejmech.2019.03.032

  日期：2019.6

  efficacy, the latter mainly due to the emergence of drug-resistant parasites, which makes discovery of novel, safe, and efficacious antileishmanial drugs mandatory. The present work reports the synthesis, characterization by ESI-MS, 1H and 13C NMR, and FTIR techniques as well as in vitro and in vivo evaluation of leishmanicidal activity of guanidines derivatives presenting lower toxicity. Among ten investigated

  利什曼病是一组从该属引起的原生动物寄生虫疾病利什曼原虫。如果不及时治疗，每年估计有130万新病例，每年的死亡率为20,000-30,000。当前可用的化学治疗药物具有高毒性和低功效，后者主要归因于耐药性寄生虫的出现，这使得发现新颖，安全和有效的抗衰老药物成为必不可少的。本工作报告了ESI-MS，1 H和13 C NMR和FTIR技术以及体外和体内的合成，表征评估具有较低毒性的胍衍生物的杀菌活性。在十种被研究的化合物中，所有都是含有苯甲酰基，苄基和取代的苯基部分的胍，LQOF-G2（IC 50-ama 5.6μM ; SI = 131.8）和LQOF-G7（IC 50-ama 7.1μM ; SI = 87.1）对马氏乳杆菌胞内鞭毛虫最有活性，根据它们的选择性指数，对宿主细胞显示出低细胞毒性。最有希望的化合物LQOF-G2在体内得到了进一步评估并能以0.25 mg / kg /天的剂量减少足
• The Preparation and Hydrolysis of Mono- and Disubstituted Benzoylthioureas¹
  作者：Irwin B. Douglass、F. B. Dains

  DOI：10.1021/ja01321a061

  日期：1934.6
• Iron Trichloride and Air Mediated Guanylation of Acylthioureas. An Ecological Route to Acylguanidines: Scope and Mechanistic Insights
  作者：Simon Pape、Pablo Wessig、Heiko Brunner

  DOI：10.1021/acs.joc.6b00600

  日期：2016.6.3

  Recently we introduced iron trichloride as an environmentally benign and cost-efficient reagent for the synthesis of N-benzoylguanidines. This highly attractive synthetic approach grants access to a broad spectrum of N-benzoylguanidines under mild conditions in short reaction times. In this work we present an extended scope of Our methodology along with the results obtained from mechanistic studies via in situ IR spectroscopy in combination with LC (liquid chromatography)-MS analyses. On the basis of these new mechanistic insights we were able to optimize the synthetic protocol and to develop an alternative mechanistic proposal. In this context the symbiotic roles of iron trithloride and oxygen in the guanylation process are highlighted.
• Novel Synthesis of 1-Aroyl-3-aryl-4-substituted Imidazole-2-thiones
  作者：Run-Sheng Zeng、Jian-Ping Zou、San-Jun Zhi、Jun Chen、Qi Shen

  DOI：10.1021/ol030024l

  日期：2003.5.1

  [GRAPHICS]An efficient route to 1-aroyl-3-aryl-4-substituted imidazole-2-thiones (2, 4-6) has been developed. The methodology involves the cyclization of 1-aroyl-3-arylthioureas with a variety of carbonyl compounds bearing a-H in the presence of bromine and triethylamine.
• Synergism of fused bicyclic 2-aminothiazolyl compounds with polymyxin B against <i>Klebsiella pneumoniae</i>
  作者：Rong Wang、Shuang Hou、Xiaojing Dong、Daijie Chen、Lei Shao、Liujia Qian、Zhong Li、Xiaoyong Xu

  DOI：10.1039/c7md00354d

  日期：——

  A series of fused bicyclic 2-aminothiazolyl compounds were synthesized and evaluated for their synergistic effects with polymyxin B (PB) against Klebsiella pneumoniae (SIPI-KPN-1712).

  一系列融合的双环2-氨基噻唑基化合物被合成并评估其与多粘菌素B（PB）对抗肺炎克雷伯菌（SIPI-KPN-1712）的协同效应。