benzyl (2S)-2-[2-[(2E)-2-(1-indan-5-ylethylidene)hydrazino]thiazol-4-yl]pyrrolidine-1-carboxylate | 1427161-79-2

• 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: benzyl (2S)-2-[2-[(2E)-2-(1-indan-5-ylethylidene)hydrazino]thiazol-4-yl]pyrrolidine-1-carboxylate
• 英文别名: benzyl (2S)-2-[2-[(2E)-2-[1-(2,3-dihydro-1H-inden-5-yl)ethylidene]hydrazinyl]-1,3-thiazol-4-yl]pyrrolidine-1-carboxylate
• CAS: 1427161-79-2
• 化学式: C₂₆H₂₈N₄O₂S
• 分子量: 460.6
• InChiKey: WSPHXACAGANVMI-USMPFQSLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  95.1
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  benzyl (2S)-2-[2-[(2E)-2-(1-indan-5-ylethylidene)hydrazino]thiazol-4-yl]pyrrolidine-1-carboxylate 在 氢溴酸 、 溶剂黄146 、 盐酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.25h， 以93%的产率得到N-[(E)-1-(2,3-dihydro-1H-inden-5-yl)ethylideneamino]-4-[(2S)-pyrrolidin-2-yl]-1,3-thiazol-2-amine;hydrochloride
  参考文献：
  名称：

  Synthesis and anti-Candida activity of novel 2-hydrazino-1,3-thiazole derivatives

  摘要：

  Eighteen new hydrazino-1,3-thiazole derivatives were evaluated against 8 strains of multi-resistant Candida spp. Introduction of an indolyl moiety linked to the hydrazone function enhanced the in vitro anti-Candida activity, with an activity spectrum towards Candida albicans strains. Introduction of a (S)-2-aminoethyl chain on the thiazole nucleus largely enhanced the in vitro antifungal activity, with a selectivity oriented towards non-C. albicans species. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.039
• 作为产物：
  描述：

  1-carbobenzyloxy-2S-pyrrolidinyl diazomethyl ketone 在 吡啶 、 盐酸 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 4.0h， 生成 benzyl (2S)-2-[2-[(2E)-2-(1-indan-5-ylethylidene)hydrazino]thiazol-4-yl]pyrrolidine-1-carboxylate
  参考文献：
  名称：

  Synthesis and anti-Candida activity of novel 2-hydrazino-1,3-thiazole derivatives

  摘要：

  Eighteen new hydrazino-1,3-thiazole derivatives were evaluated against 8 strains of multi-resistant Candida spp. Introduction of an indolyl moiety linked to the hydrazone function enhanced the in vitro anti-Candida activity, with an activity spectrum towards Candida albicans strains. Introduction of a (S)-2-aminoethyl chain on the thiazole nucleus largely enhanced the in vitro antifungal activity, with a selectivity oriented towards non-C. albicans species. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.01.039

文献信息

• Synthesis and anti-Candida activity of novel 2-hydrazino-1,3-thiazole derivatives
  作者：Ludovic T. Maillard、Sébastien Bertout、Ophélie Quinonéro、Gülşen Akalin、Gülhan Turan-Zitouni、Pierre Fulcrand、Fatih Demirci、Jean Martinez、Nicolas Masurier

  DOI：10.1016/j.bmcl.2013.01.039

  日期：2013.3

  Eighteen new hydrazino-1,3-thiazole derivatives were evaluated against 8 strains of multi-resistant Candida spp. Introduction of an indolyl moiety linked to the hydrazone function enhanced the in vitro anti-Candida activity, with an activity spectrum towards Candida albicans strains. Introduction of a (S)-2-aminoethyl chain on the thiazole nucleus largely enhanced the in vitro antifungal activity, with a selectivity oriented towards non-C. albicans species. (C) 2013 Elsevier Ltd. All rights reserved.