3-hydroxy-5-(m-tolylamino)isothiazole-4-carbonitrile | 663958-07-4

• 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: 3-hydroxy-5-(m-tolylamino)isothiazole-4-carbonitrile
• 英文别名: 4-Isothiazolecarbonitrile, 2,3-dihydro-5-[(3-methylphenyl)amino]-3-oxo-；5-(3-methylanilino)-3-oxo-1,2-thiazole-4-carbonitrile
• CAS: 663958-07-4
• 化学式: C₁₁H₉N₃OS
• mdl: MFCD28129268
• 分子量: 231.278
• InChiKey: FSBMVYLVOOCGAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  90.2
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  间甲苯异硫氰酸酯 在 氢氧化钾 、 溴 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 3-hydroxy-5-(m-tolylamino)isothiazole-4-carbonitrile
  参考文献：
  名称：

  Discovery of 3-hydroxy-4-carboxyalkylamidino-5-arylamino-isothiazoles as potent MEK1 inhibitors

  摘要：

  3-Hydroxy-4-carboxyalkylamidino-5-arylamino-isothiazoles were discovered as potent in vitro MEK1 inhibitors. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.019

文献信息

• Heterocyclic compounds and uses thereof
  申请人：——

  公开号：US20040039037A1

  公开（公告）日：2004-02-26

  Substituted isothiazole compounds and compositions are provided, wherein particularly preferred compositions and methods are directed towards inhibition of various protein kinases (especially MEK and/or ERK). Consequently, particularly preferred methods include treatment of diseases associated with abnormality in MEK and/or ERK function.

  提供了替代异噻唑化合物和组合物，其中特别优选的组合物和方法是针对各种蛋白激酶（特别是MEK和/或ERK）的抑制。因此，特别优选的方法包括治疗与MEK和/或ERK功能异常相关的疾病。
• Isothiazoles as active-site inhibitors of HCV NS5B polymerase
  作者：Shunqi Yan、Todd Appleby、Esmir Gunic、Jae Hoon Shim、Tania Tasu、Hongwoo Kim、Frank Rong、Huaming Chen、Robert Hamatake、Jim Z. Wu、Zhi Hong、Nanhua Yao

  DOI：10.1016/j.bmcl.2006.10.002

  日期：2007.1

  Isothiazole analogs were discovered as a novel class of active-site inhibitors of HCV NS5B polymerase. The best compound has an IC(50) of 200 nM and EC(50) of 100 nM, which is a significant improvement over the starting inhibitor (1). The X-ray complex structure of 1 with HCV NS5B was obtained at a resolution of 2.2A, revealing that the inhibitor is covalently linked with Cys 366 of the 'primer-grip'. Furthermore, it makes considerable contacts with the C-terminus, beta-loop, and more importantly, to the active-site of the enzyme. The uniqueness of this binding mode offers a new insight for the rational design of novel inhibitors for HCV NS5B polymerase.
• MAMMALIAN GENES INVOLVED IN INFECTION
  申请人：Zirus, Inc.

  公开号：EP2362909A2

  公开（公告）日：2011-09-07
• US6989451B2
  申请人：——

  公开号：US6989451B2

  公开（公告）日：2006-01-24
• [EN] MAMMALIAN GENES INVOLVED IN INFECTION<br/>[FR] GÈNES MAMMALIENS INTERVENANT DANS UNE INFECTION
  申请人：ZIRUS INC

  公开号：WO2010039778A2

  公开（公告）日：2010-04-08

  The present invention relates to nucleic acid sequences and cellular proteins encoded by these sequences that are involved in infection or are otherwise associated with the life cycle of one or more pathogens.