N-(4-fluorophenyl)-N'-[6-(tert-butoxycarbonylamino)hexyl]-2-thiourea | 553684-68-7

• 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-(4-fluorophenyl)-N'-[6-(tert-butoxycarbonylamino)hexyl]-2-thiourea
• 英文别名: 1-(4-fluorophenyl)-3-[6-(N-tert-butoxycarbonyl)-amino]hexyl-2-thiourea；tert-butyl N-[6-[(4-fluorophenyl)carbamothioylamino]hexyl]carbamate
• CAS: 553684-68-7
• 化学式: C₁₈H₂₈FN₃O₂S
• 分子量: 369.504
• InChiKey: HAELLMURLXNQQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  94.5
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(4-fluorophenyl)-N'-[6-(tert-butoxycarbonylamino)hexyl]-2-thiourea 在 2-氯-1-甲基吡啶碘化物 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以90%的产率得到N-(4-fluorophenyl)-N'-[6-(tert-butoxycarbonylamino)hexyl]-carbodiimide
  参考文献：
  名称：

  [EN] VARIOUSLY SUBSTITUTED DERIVATIVES OF GUANIDINE, AND THEIR USE AS MEDICINES WITH ANTI-DIABETES AND/OR ANTI-OBESITY ACTIVITY
  [FR] DERIVES DE GUANIDINE SUBSTITUES DE DIVERSES MANIERES ET LEUR UTILISATION COMME MEDICAMENTS A ACTIVITE DE LUTTE CONTRE LE DIABETE ET/OU CONTRE L'OBESITE

  摘要：

  描述了公式（I）化合物，其中各个基团如文本中所识别，并且它们的用途作为药物，特别是作为抗糖尿病、降低血清葡萄糖和抗肥胖药剂。所述药物对于糖尿病的预防和治疗特别是2型糖尿病及其并发症，X综合症，各种形式的胰岛素抵抗以及高脂血症是有用的，同时也用于肥胖症的治疗。

  公开号：

  WO2004054967A1
• 作为产物：
  描述：

  N-Boc-1,6-己二胺 、 4-氟苯基异硫氰酸酯 以 二氯甲烷 为溶剂， 反应 12.0h， 以87%的产率得到N-(4-fluorophenyl)-N'-[6-(tert-butoxycarbonylamino)hexyl]-2-thiourea
  参考文献：
  名称：

  [EN] VARIOUSLY SUBSTITUTED DERIVATIVES OF GUANIDINE, AND THEIR USE AS MEDICINES WITH ANTI-DIABETES AND/OR ANTI-OBESITY ACTIVITY
  [FR] DERIVES DE GUANIDINE SUBSTITUES DE DIVERSES MANIERES ET LEUR UTILISATION COMME MEDICAMENTS A ACTIVITE DE LUTTE CONTRE LE DIABETE ET/OU CONTRE L'OBESITE

  摘要：

  描述了公式（I）化合物，其中各个基团如文本中所识别，并且它们的用途作为药物，特别是作为抗糖尿病、降低血清葡萄糖和抗肥胖药剂。所述药物对于糖尿病的预防和治疗特别是2型糖尿病及其并发症，X综合症，各种形式的胰岛素抵抗以及高脂血症是有用的，同时也用于肥胖症的治疗。

  公开号：

  WO2004054967A1

文献信息

• [EN] VARIOUSLY SUBSTITUTED DERIVATIVES OF GUANIDINE, AND THEIR USE AS MEDICINES WITH ANTI-DIABETES AND/OR ANTI-OBESITY ACTIVITY<br/>[FR] DERIVES DE GUANIDINE SUBSTITUES DE DIVERSES MANIERES ET LEUR UTILISATION COMME MEDICAMENTS A ACTIVITE DE LUTTE CONTRE LE DIABETE ET/OU CONTRE L'OBESITE
  申请人：SIGMA TAU IND FARMACEUTI

  公开号：WO2004054967A1

  公开（公告）日：2004-07-01

  Formula (I) compounds are described where the groups are as identified in the text, and their use as medicines, particularly as anti-diabetes, serum glucose-lowering and anti-obesity agents. Said medicines are useful for the prophylaxis and treatment of diabetes, particularly type 2 diabetes, and its complications, syndrome X, the various forms of insulin resistance, and hyperlipidaemias, as well as for the treatment of obesity.

  描述了公式（I）化合物，其中各个基团如文本中所识别，并且它们的用途作为药物，特别是作为抗糖尿病、降低血清葡萄糖和抗肥胖药剂。所述药物对于糖尿病的预防和治疗特别是2型糖尿病及其并发症，X综合症，各种形式的胰岛素抵抗以及高脂血症是有用的，同时也用于肥胖症的治疗。
• Variously substituted derivatives of guanidine, and their use as medicines with anti-diabetes and/or anti-obesity activity
  申请人：Giannessi Fabio

  公开号：US20060069100A1

  公开（公告）日：2006-03-30

  Formula (I) compounds are described where the groups are as identified in the text, and their use as medicines, particularly as anti-diabetes, serum glucose-lowering and anti-obesity agents. Said medicines are useful for the prophylaxis and treatment of diabetes, particularly type 2 diabetes, and its complications, syndrome X, the various forms of insulin resistance, and hyperlipidaemias, as well as for the treatment of obesity.

  本文描述了式（I）化合物（其中的基团如文中所述）及其作为药物的用途，特别是作为抗糖尿病、降血糖和抗肥胖药物的用途。所述药物可用于预防和治疗糖尿病，尤其是 2 型糖尿病及其并发症、X 综合征、各种形式的胰岛素抵抗和高脂血症，以及治疗肥胖症。
• VARIOUSLY SUBSTITUTED DERIVATIVES OF GUANIDINE, AND THEIR USE AS MEDICINES WITH ANTI-DIABETES AND/OR ANTI-OBESITY ACTIVITY
  申请人：SIGMA-TAU Industrie Farmaceutiche Riunite S.p.A.

  公开号：EP1575912A1

  公开（公告）日：2005-09-21
• US7368605B2
  申请人：——

  公开号：US7368605B2

  公开（公告）日：2008-05-06
• 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.