N-(2-fluorophenyl)-4,5-dihydro-1,3-thiazol-2-amine | 436854-70-5

• 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-(2-fluorophenyl)-4,5-dihydro-1,3-thiazol-2-amine
• CAS: 436854-70-5
• 化学式: C₉H₉FN₂S
• mdl: MFCD11174583
• 分子量: 196.248
• InChiKey: XSUKUGRDRRWRDS-UHFFFAOYSA-N

物化性质

• 沸点：
  291.6±42.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  49.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(2-fluorophenyl)-4,5-dihydro-1,3-thiazol-2-amine 、 2,6-二氯甲基吡啶 在 sodium hydride 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 0.5h， 以34%的产率得到N-(2-fluorophenyl)-3-[[6-[[2-(2-fluorophenyl)imino-1,3-thiazolidin-3-yl]methyl]pyridin-2-yl]methyl]-1,3-thiazolidin-2-imine
  参考文献：
  名称：

  Synthesis and Biological Activity of Novel Symmetrical Bis-2-phenyliminothiazolidine Derivatives

  摘要：

  A series of novel symmetrical bis-2-phenyliminothiazolidine derivatives were designed and synthesized. The structures of all the title compounds were characterized by H-1 NMR and, in some cases, by C-13 NMR, IR, and high-resolution mass spectra. Herbicidal activities were examined, and some of these compounds showed selectively herbicidal activity against Triticum aestivum. The type of linker between the two 2-phenyliminothiazolidines was crucial for the biological activities.

  DOI：

  10.1080/10426500600865103
• 作为产物：
  描述：

  异硫氰酸(2-氟苯)酯 在 盐酸 作用下， 以 氯仿 为溶剂， 反应 2.75h， 生成 N-(2-fluorophenyl)-4,5-dihydro-1,3-thiazol-2-amine
  参考文献：
  名称：

  Synthesis and Biological Activity of Novel Symmetrical Bis-2-phenyliminothiazolidine Derivatives

  摘要：

  A series of novel symmetrical bis-2-phenyliminothiazolidine derivatives were designed and synthesized. The structures of all the title compounds were characterized by H-1 NMR and, in some cases, by C-13 NMR, IR, and high-resolution mass spectra. Herbicidal activities were examined, and some of these compounds showed selectively herbicidal activity against Triticum aestivum. The type of linker between the two 2-phenyliminothiazolidines was crucial for the biological activities.

  DOI：

  10.1080/10426500600865103

文献信息

• [EN] NOVEL GUANIDINE MIMICS AS FACTOR Xa INHIBITORS<br/>[FR] NOUVEAUX IMITATEURS DE GUANIDINE UTILISES EN TANT QU'INHIBITEURS DU FACTEUR Xa
  申请人：DU PONT PHARMACEUTICALS COMPANY

  公开号：WO1998057951A1

  公开（公告）日：1998-12-23

  (EN) The present application describes nitrogen containing heteroaromatics and derivatives thereof of formula (I) or pharmaceutically acceptable salt forms thereof, wherein rings D-E represent guanidine mimics, which are useful as inhibitors of factor Xa.(FR) Cette invention concerne des composés hétéroaromatiques contenant de l'azote et des dérivés de ces derniers de formule (I) ou des formes de sel pharmaceutiquement acceptables de ces derniers. Dans la formule les cycles D-E représentent des imitateurs de guanidine qui sont utiles en tant qu'inhibiteurs du facteur Xa.

  本申请描述了含氮杂环和其衍生物的化合物，其化学式为（I）或其药学上可接受的盐形式，其中环D-E代表胍基模拟物，可用作因子Xa的抑制剂。
• Syntheses, structures and bioactivities of fluorine-containing phenylimino-thia(oxa)zolidine derivatives as agricultural bioregulators
  作者：Xuhong Qian、Xiaoyong Xu、Zhibin Li、Zhong Li、Gonghua Song

  DOI：10.1016/j.jfluchem.2004.09.002

  日期：2004.11

  From insight into the structure of trehazolin as trehalase inhibitor, six series of fluorine-containing phenylimino-thiazolidines (oxazolidines) derivatives were designed and prepared through a convenient synthesis of fluoroaryl isothiocyanate and a one-pot facile synthesis in high yield of fluorophenyl aminobenzoxazoles by cyclodesulfurization. The structures of the target compounds were confirmed with using IR, NMR, MS and elemental analysis. Their X-ray crystal analysis suggested that there were novel intermolecular (sp(2)CF(...)H(3)C-) and intramolecular (sp(2)CF(...)HN) hydrogen bonds between the fluorine atom on benzene ring and hydrogen atom of methyl group or amino group on five-membered heterocycle. Their fungicidal activities against Rhizoctonia solani and Pyricuraria oryzae at 100 ppm were determined. (C) 2004 Elsevier B.V. All rights reserved.
• INHIBITORS OF FACTOR XA WITH A NEUTRAL P1 SPECIFICITY GROUP
  申请人：THE DU PONT MERCK PHARMACEUTICAL COMPANY

  公开号：EP0991625A2

  公开（公告）日：2000-04-12
• NOVEL GUANIDINE MIMICS AS FACTOR Xa INHIBITORS
  申请人：Du Pont Pharmaceuticals Company

  公开号：EP0991638A1

  公开（公告）日：2000-04-12
• (AMIDINO)6-MEMBERED AROMATICS AS FACTOR Xa INHIBITORS
  申请人：THE DU PONT MERCK PHARMACEUTICAL COMPANY

  公开号：EP0993448A1

  公开（公告）日：2000-04-19