2-(benzo[d]thiazol-2-ylmethyl)isoindoline-1,3-dione | 202992-18-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(benzo[d]thiazol-2-ylmethyl)isoindoline-1,3-dione
• 英文别名: 2-(benzothiazole-2-yl)methylisoindole-1,3-dione；N-benzothiazol-2-ylmethyl-phthalimide；N-Benzothiazol-2-ylmethyl-phthalimid；2-(1,3-benzothiazol-2-ylmethyl)isoindole-1,3-dione
• CAS: 202992-18-5
• 化学式: C₁₆H₁₀N₂O₂S
• 分子量: 294.334
• InChiKey: MDZMQANEWLMLEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  78.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(benzo[d]thiazol-2-ylmethyl)isoindoline-1,3-dione 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.5h， 以361 mg的产率得到1,3-苯并噻唑-2-甲胺
  参考文献：
  名称：

  Phenylimidazole derivatives as specific inhibitors of bacterial enoyl-acyl carrier protein reductase FabK

  摘要：

  Bacterial enoyl-acyl carrier protein (ACP) reductases (FabI and FabK) catalyze the final step in each cycle of bacterial fatty acid biosynthesis and are attractive targets for the development of new antibacterial agents. Here, we report the development of novel FabK inhibitors with antibacterial activity against Streptococcus pneumoniae. Based on structure-activity relationship (SAR) studies of our screening hits, we have developed novel phenylimidazole derivatives as potent FabK inhibitors. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.08.050
• 作为产物：
  描述：

  2-(benzothiazol-2-yl)methyl-isoindole-1,3-dithione 在 mercury(II) perchlorate 作用下， 以 乙腈 为溶剂， 生成 2-(benzo[d]thiazol-2-ylmethyl)isoindoline-1,3-dione
  参考文献：
  名称：

  Hg2+-selective “turn-on” fluorescent chemodosimeter derived from glycine and living cell imaging

  摘要：

  A new nonfluorescent benzthiazole derivative of dithio-N-phthaloylglycine was prepared, and its fluorogenic chemodosimetric behaviors toward transition metal ions were investigated. The dithio-N-phthaloylglycine derivative showed highly Hg2+-selective fluorescence enhancing ("turn-on") properties in 20% aqueous acetonitrile solution (H2O/CH3CN = 80:20, v/v). The chemodosimetric behavior is based on the Hg2+ triggered desulfurization of dithio-N-phthaloylglycine derivative into its oxygen analogue. To observe the cell permeability of 3 into Pollen grains, we also employed it for the fluorescence detection of the changes of intracellular Hg2+ in cultured cells. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jphotochem.2012.05.001

文献信息

• Kiprianow et al., Ukrainskij Khimicheskij Zhurnal, 1955, vol. 21, p. 726,729
  作者：Kiprianow et al.

  DOI：——

  日期：——
• THIAZOLE DERIVATIVE AS PROTEIN KINASE C INHIBITORS
  申请人：OTSUKA PHARMACEUTICAL CO., LTD.

  公开号：EP0858452B1

  公开（公告）日：2002-03-13
• US6140330A
  申请人：——

  公开号：US6140330A

  公开（公告）日：2000-10-31
• [EN] THIAZOLE DERIVATIVE AS PROTEIN KINASE C INHIBITORS<br/>[FR] DERIVES DE THIAZOLE UTILISES COMME INHIBITEURS DE PROTEINE KINASE C
  申请人：OTSUKA PHARMACEUTICAL COMPANY, LIMITED

  公开号：WO1998004536A1

  公开（公告）日：1998-02-05

  (EN) A thiazole compound of formula (I), wherein T is lower alkylene; u is 0 or 1; R1 and R2 are the same or different and are each H, or lower alkyl, etc.; R3 is (1) or (2); R4 is H or lower alkanoyloxy-lower alkyl, which shows inhibitory activity or protein kinase C(PKC, Ca2+/phospholipid-depending serine/threonine protein phosphatase), and are useful as a protein kinase C inhibitor.(FR) L'invention concerne un composé de thiazole de la formule (I) dans laquelle T représente alkylène inférieur; U représente 0 ou 1; R1 et R2 sont identiques ou différents et représentent chacun H ou alkyle inférieur, etc; R3 représente (1) ou (2); R4 représente H ou alcanoyloxy inférieur-alkyle inférieur, pouvant présenter une activité inhibitrice sur la protéine kinase C (PKC, Ca2+/sérine/thréonine protéine phosphatase dépendante des phospholipides), ce composé est utile en tant qu'inhibiteur de protéine kinase C.
• Phenylimidazole derivatives as specific inhibitors of bacterial enoyl-acyl carrier protein reductase FabK
  作者：Tomohiro Ozawa、Hideo Kitagawa、Yasuo Yamamoto、Sho Takahata、Maiko Iida、Yumi Osaki、Keiko Yamada

  DOI：10.1016/j.bmc.2007.08.050

  日期：2007.12

  Bacterial enoyl-acyl carrier protein (ACP) reductases (FabI and FabK) catalyze the final step in each cycle of bacterial fatty acid biosynthesis and are attractive targets for the development of new antibacterial agents. Here, we report the development of novel FabK inhibitors with antibacterial activity against Streptococcus pneumoniae. Based on structure-activity relationship (SAR) studies of our screening hits, we have developed novel phenylimidazole derivatives as potent FabK inhibitors. (C) 2007 Elsevier Ltd. All rights reserved.