N-(allyl)-N,N'-bis-(tert-butoxycarbonyl)-S-methylthiourea | 220652-05-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(allyl)-N,N'-bis-(tert-butoxycarbonyl)-S-methylthiourea
• 英文别名: tert-butyl N-[N-[(2-methylpropan-2-yl)oxycarbonyl]-C-methylsulfanylcarbonimidoyl]-N-prop-2-enylcarbamate
• CAS: 220652-05-1
• 化学式: C₁₅H₂₆N₂O₄S
• 分子量: 330.448
• InChiKey: IBLQLXVESWJWOU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.06
• 重原子数：
  22.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  68.2
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  四亚甲基二胺 、 N-(allyl)-N,N'-bis-(tert-butoxycarbonyl)-S-methylthiourea 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以80%的产率得到N-(allyl)-N,N'-bis-(tert-butoxycarbonyl)-N''-(4-aminobutyl)-guanidine
  参考文献：
  名称：

  Corelli, Federico; Federico, Rodolfo; Cona, Alessandra, Medicinal Chemistry Research, 2002, vol. 11, # 6, p. 309 - 321

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N'-bis-Boc-S-methyl-isothiourea 、 alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 、 四丁基溴化铵 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 3.0h， 以98%的产率得到N-(allyl)-N,N'-bis-(tert-butoxycarbonyl)-S-methylthiourea
  参考文献：
  名称：

  Corelli, Federico; Federico, Rodolfo; Cona, Alessandra, Medicinal Chemistry Research, 2002, vol. 11, # 6, p. 309 - 321

  摘要：

  DOI：

文献信息

• Synthesis, biological evaluation and mode of action studies of novel amidinourea inhibitors of hepatitis C virus (HCV)
  作者：Andrea Magri、Omar Mokrane、Kate Lauder、Arvind H. Patel、Daniele Castagnolo

  DOI：10.1016/j.bmcl.2019.01.008

  日期：2019.3

  Novel amidinourea derivatives have been synthesised and evaluated for their antiviral activity against Hepatitis C Virus (HCV). A compound with an amidinourea-spermine chemical structure, different from that of standard anti-HCV drugs, showed micromolar activity against HCV and excellent viability. Studies on the mode of action revealed that the new compound may act against HCV through the inhibition

  已经合成了新型脒基脲衍生物，并评估了它们对丙型肝炎病毒 (HCV) 的抗病毒活性。一种具有脒脲-精胺化学结构的化合物，不同于标准的抗 HCV 药物，对 HCV 表现出微摩尔活性和优异的生存能力。对作用方式的研究表明，这种新化合物可能通过抑制 IRES 介导的翻译来对抗 HCV。
• A Convenient Synthesis of Disubstituted Guanidines via the Mitsunobu Protocol
  作者：Hwa-Ok Kim、Felix Mathew、Cyprian Ogbu

  DOI：10.1055/s-1999-2584

  日期：1999.2

  An efficient synthetic method for the preparation of disubstituted guanidines is described. Primary and secondary alcohols were treated with guanylating agents under Mitsunobu conditions and their subsequent reactions with amines provided disubstituted guanidines.

  描述了一种高效的合成二取代胍的制备方法。初级和次级醇在 Mitsunobu 条件下与胍化试剂反应，随后与胺的反应生成二取代胍。
• Novel Macrocyclic Amidinoureas: Potent Non-Azole Antifungals Active against Wild-Type and Resistant Candida Species
  作者：Maurizio Sanguinetti、Stefania Sanfilippo、Daniele Castagnolo、Dominique Sanglard、Brunella Posteraro、Giovanni Donzellini、Maurizio Botta

  DOI：10.1021/ml400187w

  日期：2013.9.12

  Novel macrocyclic amidinourea derivatives 11, 18, and 25 were synthesized and evaluated as antifungal agents against wild-type and fluconazole resistant Candida species. Macrocyclic compounds 11 and 18 were synthesized through a convergent approach using as a key step a ring-closing metathesis macrocyclization reaction, whereas compounds 25 were obtained by our previously reported synthetic pathway. All the macrocyclic amidinoureas showed antifungal activity toward different Candida species higher or comparable to fluconazole and resulted highly active against fluconazole resistant Candida strains showing in many cases minimum inhibitory concentration values lower than voriconazole.
• Novel Substituted Aminoalkylguanidines as Potential Antihyperglycemic and Food Intake-Reducing Agents
  作者：Emanuela Tassoni、Fabio Giannessi、Tiziana Brunetti、Pompeo Pessotto、Michela Renzulli、Massimiliano Travagli、Suvi Rajamäki、Samanta Prati、Secondo Dottori、Federico Corelli、Walter Cabri、Paolo Carminati、Maurizio Botta

  DOI：10.1021/jm8001636

  日期：2008.6.1

  We report the synthesis and evaluation of aminoalkylguanidine analogues and derivatives in C57BL/KsJ db/db diabetic mice, following identification by random screening of 1a and 1b as potential antihyperglycemics and/or modulators of food intake. These compounds are related to galegine, a gamma,gamma-dimethylallylguanidine. Between the newly identified compounds, 1h N-(cyclopropylmethyl)-N'-(4-(aminomethyl)cyclohexylmethyl)guanidine showed the most balanced activity as antihyperglycemic and food intake-reducing agent.