1-(4-(4-iodophenyl)thiazol-2-yl)-2-(1-(pyridin-2-yl)ethylidene)hydrazine | 1383114-95-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-(4-iodophenyl)thiazol-2-yl)-2-(1-(pyridin-2-yl)ethylidene)hydrazine
• 英文别名: 4-(4-iodophenyl)-N-(1-pyridin-2-ylethylideneamino)-1,3-thiazol-2-amine
• CAS: 1383114-95-1
• 化学式: C₁₆H₁₃IN₄S
• 分子量: 420.277
• InChiKey: BAKAQBPQOFFPNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.65
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  50.17
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  4-碘代苯乙酮 在 溴 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 14.0h， 生成 1-(4-(4-iodophenyl)thiazol-2-yl)-2-(1-(pyridin-2-yl)ethylidene)hydrazine
  参考文献：
  名称：

  Synthesis, anti-Candida activity, and cytotoxicity of new (4-(4-iodophenyl)thiazol-2-yl)hydrazine derivatives

  摘要：

  Novel (4-(4-iodophenyl)-thiazol-2-yl)hydrazine derivatives were assayed for their in vitro anti-Candida activity, compared to topical and systemic antifungal drugs, against twenty-seven clinical isolates. The presence of aliphatic chains or specific heteroaromatic rings on hydrazone moiety at position C2 and a 4-iodophenyl at C4 of the thiazole ring gave a promising inhibitory activity especially against Candida albicans and Candida krusei. The most active compounds have been also evaluated for their cytotoxicity and in association with clotrimazole for anti-Candida activity. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.04.006

文献信息

• (Thiazol-2-yl)hydrazone derivatives from acetylpyridines as dual inhibitors of MAO and AChE: synthesis, biological evaluation and molecular modeling studies
  作者：Melissa D’Ascenzio、Paola Chimenti、Maria Concetta Gidaro、Celeste De Monte、Daniela De Vita、Arianna Granese、Luigi Scipione、Roberto Di Santo、Giosuè Costa、Stefano Alcaro、Matilde Yáñez、Simone Carradori

  DOI：10.3109/14756366.2014.987138

  日期：2015.11.2

  Several (thiazol-2-yl)hydrazone derivatives from 2-, 3- and 4-acetylpyridine were synthesized and tested against human monoamine oxidase (hMAO) A and B enzymes. Most of them had an inhibitory effect in the low micromolar/high nanomolar range, being derivatives of 4-acetylpyridine selective hMAO-B inhibitors also at low nanomolar concentrations. The structure-activity relationship, as confirmed by molecular

  合成了2-，3-和4-乙酰基吡啶的几种（噻唑-2-基）hydr衍生物，并针对人单胺氧化酶（hMAO）A和B酶进行了测试。它们中的大多数在低微摩尔/高纳摩尔范围内具有抑制作用，它们也是在低纳摩尔浓度下的4-乙酰基吡啶选择性hMAO-B抑制剂的衍生物。通过分子建模研究证实的结构活性关系证明，连接至肼基氮原子的吡啶环和噻唑C4处的取代芳基部分赋予了对hMAO酶的抑制作用。随后，测试了最强的hMAO-B抑制剂对乙酰胆碱酯酶（AChE）的作用，最有趣的化合物显示出在低微摩尔范围内的活性。