N-benzothiazol-6-yl-4-nitrobenzenesulfonamide | 1290638-62-8

• 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: N-benzothiazol-6-yl-4-nitrobenzenesulfonamide
• 英文别名: N-(1,3-benzothiazol-6-yl)-4-nitrobenzenesulfonamide
• CAS: 1290638-62-8
• 化学式: C₁₃H₉N₃O₄S₂
• 分子量: 335.364
• InChiKey: RLEYXHBCDXIMRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  142
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  N-benzothiazol-6-yl-4-nitrobenzenesulfonamide 在 potassium carbonate 、 caesium carbonate 、 potassium iodide 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 19.0h， 生成 N-(1,3-benzothiazol-6-yl)-N-[2-[bis(pyridin-2-ylmethyl)amino]ethyl]-4-nitrobenzenesulfonamide
  参考文献：
  名称：

  Method for imaging zinc activation within a mitochondrion using a two-photon fluorescent probe, and method for manufacturing the two-photon fluorescent probe

  摘要：

  本发明提供了一种双光子荧光探针，更具体地说，提供了一种由式1和式2所表示的化合物中选择一个或多个的双光子荧光探针、其制造方法以及使用该探针进行线粒体内锌离子成像的方法。由于将两个探针引入到一个分子中，本发明的双光子荧光探针可以选择性地染色线粒体，并与锌离子反应，从而产生强烈的荧光。因此，本发明的双光子荧光探针可用于活细胞或完整生物组织中线粒体内锌离子分布和激活的成像。

  公开号：

  US09006452B2
• 作为产物：
  描述：

  6-氨基苯并噻唑 、 对硝基苯磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以67%的产率得到N-benzothiazol-6-yl-4-nitrobenzenesulfonamide
  参考文献：
  名称：

  Method for imaging zinc activation within a mitochondrion using a two-photon fluorescent probe, and method for manufacturing the two-photon fluorescent probe

  摘要：

  本发明提供了一种双光子荧光探针，更具体地说，提供了一种由式1和式2所表示的化合物中选择一个或多个的双光子荧光探针、其制造方法以及使用该探针进行线粒体内锌离子成像的方法。由于将两个探针引入到一个分子中，本发明的双光子荧光探针可以选择性地染色线粒体，并与锌离子反应，从而产生强烈的荧光。因此，本发明的双光子荧光探针可用于活细胞或完整生物组织中线粒体内锌离子分布和激活的成像。

  公开号：

  US09006452B2

文献信息

• In Vitro and in Vivo Antileishmanial and Trypanocidal Studies of New <i>N</i>-Benzene- and <i>N</i>-Naphthalenesulfonamide Derivatives
  作者：Cristina Galiana-Roselló、Pablo Bilbao-Ramos、M. Auxiliadora Dea-Ayuela、Miriam Rolón、Celeste Vega、Francisco Bolás-Fernández、Enrique García-España、Jorge Alfonso、Cathia Coronel、M. Eugenia González-Rosende

  DOI：10.1021/jm4006127

  日期：2013.11.27

  We report in vivo and in vitro antileishmanial and trypanocidal activities of a new series of N-substituted benzene and naphthalenesulfonamides 1-15. Compounds 1-15 were screened in vitro against Leishmania infantum, Leishmania braziliensis, Leishmania guyanensis, Leishmania amazonensis, and Trypanosoma cruzi. Sulfonamides 6e, 10b, and 10d displayed remarkable activity and selectivity toward T. cruzi epimastigotes and amastigotes. 6e showed significant trypanocidal activity on parasitemia in a murine model of acute Chagas disease. Moreover, 6e, 8c, 9c, 12c, and 14d displayed interesting IC50 values against Leishmania spp promastigotes as well as L. amazonensis and L. infantum amastigotes. 9c showed excellent in vivo activity (up to 97% inhibition of the parasite growth) in a short-term treatment murine model for acute infection by L. infantum. In addition, the effect of compounds 9c and 14d on tubulin as potential target was assessed by confocal microscopy analysis applied to L. infantum promastigotes.
• A Mitochondrial-Targeted Two-Photon Probe for Zinc Ion
  作者：Goutam Masanta、Chang Su Lim、Hyung Joong Kim、Ji Hee Han、Hwan Myung Kim、Bong Rae Cho

  DOI：10.1021/ja200444t

  日期：2011.4.20

  We report a two-photon probe (SZn-Mito) for mitochondrial zinc ions ([Zn2+](m)). This probe shows a 7-fold enhancement of two-photon-excited fluorescence in response to Zn2+ with a dissociation constant (K-d(TP)) of 3.1 +/- 0.1 nM and pH insensitivity in the biologically relevant range, allowing the detection of [Zn2+](m) in a rat hippocampal slice at a depth of 100-200 mu m without interference from other metal ions through the use of two-photon microscopy.
• Method for Imaging Zinc Activation within a Mitochondrion Using a Two-Photon Fluorescent Probe, and Method for Manufacturing the Two-Photon Fluorescent Probe
  申请人：Kim Hwan Myung

  公开号：US20130295599A1

  公开（公告）日：2013-11-07

  Provided is a two-photon fluorescent probe, and more particularly, a two-photon fluorescent probe which is one or more selected from compounds represented by Formulae 1 and 2, a method for manufacturing the same, and an imaging method of zinc ions within the mitochondrion using the same. Since two probes are introduced into one molecule, the two-photon fluorescent probe of the present invention can selectively dye the mitochondria, simultaneously with reacting with zinc ions, thereby generating intense fluorescence. Thus, the two-photon fluorescent probe of the present invention can be used for the imaging of zinc ion distribution and activation within the mitochondrion in living cells or intact biological tissues.
• US9006452B2
  申请人：——

  公开号：US9006452B2

  公开（公告）日：2015-04-14
• [EN] METHOD FOR IMAGING ZINC ACTIVATION WITHIN A MITOCHONDRION USING A TWO-PHOTON FLUORESCENT PROBE, AND METHOD FOR MANUFACTURING THE TWO-PHOTON FLUORESCENT PROBE<br/>[FR] PROCÉDÉ POUR L'IMAGERIE DE L'ACTIVATION DU ZINC À L'INTÉRIEUR D'UNE MITOCHONDRIE UTILISANT UNE SONDE FLUORESCENTE À DEUX PHOTONS ET PROCÉDÉ POUR LA FABRICATION DE LA SONDE FLUORESCENTE À DEUX PHOTONS
  申请人：AJOU UNIV IND ACAD COOP FOUND

  公开号：WO2012099317A1

  公开（公告）日：2012-07-26

  본 발명은 이광자 형광 프로브에 관한 것으로서, 보다 구체적으로는 이광자 형광 프로브, 그 제조 방법 및 이를 이용한 미토콘드리아 내 아연 이온을 이미징 하는 방법에 관한 것이다. 본 발명에 따른 이광자 형광 프로브는 한 분자 내에 두 개의 탐침을 도입시킴으로서 미토콘드리아에 선택적으로 염색됨과 동시에 아연 이온과 반응하여 강한 형광을 나타내며, 생체 세포 또는 온건한 생체 조직에서 미토콘드리아 내부의 아연 이온의 분포 및 활성을 이미징할 수 있다.