ethyl 6-methylbenzo[d]thiazol-2-ylcarbamate | 85063-60-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: ethyl 6-methylbenzo[d]thiazol-2-ylcarbamate
• 英文别名: (6-methyl-benzothiazol-2-yl)-carbamic acid ethyl ester；(6-Methyl-benzothiazol-2-yl)-carbamidsaeure-aethylester；ethyl N-(6-methyl-1,3-benzothiazol-2-yl)carbamate
• CAS: 85063-60-1
• 化学式: C₁₁H₁₂N₂O₂S
• mdl: MFCD02371958
• 分子量: 236.294
• InChiKey: JFPXOLSMNXVSCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  79.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对甲苯基硫脲 在 吡啶 、 溴 作用下， 以 二氯甲烷 、 氯仿 为溶剂， 反应 6.0h， 生成 ethyl 6-methylbenzo[d]thiazol-2-ylcarbamate
  参考文献：
  名称：

  Synthesis of substituted benzo[d]thiazol-2-ylcarbamates as potential anticonvulsants

  摘要：

  A series of substituted benzo[d]thiazol-2-ylcarbamates 4a-g and 5a-g were synthesized and evaluated for anticonvulsant activity. The structures of the synthesized compounds were confirmed on the basis of their physical and spectral data. The compounds were evaluated for anticonvulsant activity using PTZ-induced convulsion and maximal electroshock models. The target compounds have shown significant activity in these models.

  DOI：

  10.1007/s00044-012-0434-y

文献信息

• Frentizole, a Nontoxic Immunosuppressive Drug, and Its Analogs Display Antitumor Activity via Tubulin Inhibition
  作者：Sergio Ramos、Alba Vicente-Blázquez、Marta López-Rubio、Laura Gallego-Yerga、Raquel Álvarez、Rafael Peláez

  DOI：10.3390/ijms242417474

  日期：——

  anticancer drugs, but they suffer from toxicity and resistance. The application of approved drugs to new indications (i.e., drug repurposing) is a promising strategy for the development of new drugs. It relies on finding pattern similarities: drug effects to other drugs or conditions, similar toxicities, or structural similarity. Here, we recursively searched a database of approved drugs for structural

  抗有丝分裂剂是最成功的抗癌药物之一，但它们具有毒性和耐药性。将已批准的药物应用于新的适应症（即药物再利用）是新药开发的一个有前景的策略。它依赖于寻找模式相似性：药物对其他药物或病症的作用、相似的毒性或结构相似性。在这里，我们递归地搜索了已批准药物的数据库，以查找与结合微管蛋白特定位点的几种抗有丝分裂药物的结构相似性，期望找到适合其中的结构。这些搜索反复检索到了 frentizole，一种已批准的无毒抗炎药，因此表明它可能是一种抗有丝分裂药物，没有不良毒性作用。我们还表明，寻找 frentizole 靶标的通常重新利用方法在大多数情况下都未能找到这种关系。我们合成了 frentizole 和一系列类似物，将它们作为抗有丝分裂剂进行分析，发现对 HeLa 肿瘤细胞具有抗增殖活性，抑制细胞内微管形成，并阻滞在细胞周期的 G2/M 期，这些表型与与微管蛋白的结合一致作为作用机制。对接研究表明以不同
• US7659404B2
  申请人：——

  公开号：US7659404B2

  公开（公告）日：2010-02-09
• Synthesis of substituted benzo[d]thiazol-2-ylcarbamates as potential anticonvulsants
  作者：Ashvini Navale、Smita Pawar、Meenakshi Deodhar、Amol Kale

  DOI：10.1007/s00044-012-0434-y

  日期：2013.9

  A series of substituted benzo[d]thiazol-2-ylcarbamates 4a-g and 5a-g were synthesized and evaluated for anticonvulsant activity. The structures of the synthesized compounds were confirmed on the basis of their physical and spectral data. The compounds were evaluated for anticonvulsant activity using PTZ-induced convulsion and maximal electroshock models. The target compounds have shown significant activity in these models.