N-benzenesulphonylglycyl chloride | 74427-60-4

• 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: N-benzenesulphonylglycyl chloride
• 英文别名: N-benzenesulfonylglycyl chloride；Benzenesulfonylglycyl chloride；2-(benzenesulfonamido)acetyl chloride
• CAS: 74427-60-4
• 化学式: C₈H₈ClNO₃S
• 分子量: 233.675
• InChiKey: MIPLIRUUXQKNEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-benzenesulphonylglycyl chloride 在 一水合肼 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Design, synthesis and antihistaminic (H1) activity of some condensed 3-aminopyrimidin-4(3H)-ones

  摘要：

  A novel series of condensed 3-amino-2-(substituted)methylpyrimidin-4(3H)-ones is reported with potential H-1 receptor antagonistic activity. The IC50 values for 23 compounds were found to be in the micromolar range. Five lead compounds (10c, e, g, r and t), when evaluated by the in vivo method were found to protect guinea-pigs from the histamine induced asphyxia and antagonized histamine in a competitive and reversible manner. With a pA(2) value of 8.7 and protection time of 9.5 min (in vivo test), compound 10g was the most active amongst these five compounds. The isosteric replacement of the side chain -NH- in series 1, by oxygen and -NHSO2- functions, was undertaken to investigate the role of two amino functions in the receptor binding. This isosteric replacement with -O- does not affect thr antihistaminic activity and the sedative potential of the series. Preliminary molecular modelling studies indicate that the compounds with -NHSO2- in the side chain exhibit a closer fit with temelastine than their -O- isosteres. (C) 2000 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(00)00128-8
• 作为产物：
  描述：

  苯磺酰胺 在 吡啶 、 氯化亚砜 、 苯 作用下， 生成 N-benzenesulphonylglycyl chloride
  参考文献：
  名称：

  Michalew et al., Zhurnal Obshchei Khimii, 1959, vol. 29, p. 3488,3491; engl. Ausg. S. 3453, 3455

  摘要：

  DOI：

文献信息

• Weinreb amide based synthetic equivalents for convenient access to 4-aryl-1,2,3,4-tetrahydroisoquinolines
  作者：Harikrishna Kommidi、Sivaraman Balasubramaniam、Indrapal Singh Aidhen

  DOI：10.1016/j.tet.2010.03.074

  日期：2010.5

  N-methoxy-N-methyl-N′-benzyl-N′-tert-butyloxy carbonyl glycinamide based on WA functionality were developed for the convenient synthesis of 4-aryl-1,2,3,4-tetrahydroisoquinoline framework. Two simple reactions, N-benzylation and addition of arylmagnesium halide on the WA functionality of the former afforded the key intermediate for convenient synthesis of N-phenylsulfonyl protected 4-aryl-1,2,3,4-tetrahydroisoquinoline

  新的合成的等同物，Ñ甲氧基Ñ甲基Ñ ' -苯磺酰基甘氨酰胺和Ñ甲氧基Ñ甲基Ñ ' -苄基- ñ ' -叔-butyloxy羰基于WA功能甘氨酰胺被用于的方便合成开发4-芳基-1,2,3,4-四氢异喹啉骨架。两个简单的反应，N-苄基化和芳基卤化镁在前者的WA功能上的加成提供了方便合成N的关键中间体-苯磺酰基通过还原和酸促进的环化作用来保护4-芳基-1,2,3,4-四氢异喹啉。对于后者，在WA官能团上添加卤化芳基镁，然后按照相同的方案，以良好的产率直接合成了4-芳基-1,2,3,4-四氢异喹啉。酸促进的环化步骤能够同时去除N -Boc保护。
• Synthesis, cytotoxic evaluation and ct-DNA binding of series of 1,4-disubstituted anthraquinone-sulfonamide conjugates
  作者：Anjali Sharma、Pamita Awasthi

  DOI：10.1007/s12039-022-02090-w

  日期：——

  (B141–B148) and Mitoxantrone (MTX) using molinspiration and Osiris property explorer along with anticancer screening against MCF-7, PC-3, and Hela cell lines. Interaction study of synthesized anthraquinone derivatives (B141–B148) and Mitoxantrone with ct-DNA using absorption, emission, and viscometric techniques. FT-IR spectral study on best-screened compounds B147, B148 and Mitoxantrone with ct-DNA.

  已经设计和合成了一系列具有酰胺、苯磺酰胺和疏水功能特征的1,4-二取代蒽醌类似物。新开发的蒽醌化合物 (B141–B148) 的结构已在 FT-IR、1 H-NMR、13 C-NMR 和 HR-MS 光谱工具上得到证实。这些合成的蒽醌化合物 (B141–B148) 和标准药物米托蒽醌已使用 molinspiration 和 osiris property explorer 进行了生物活性筛选，表明这些化合物具有较小的基团（-CH 2 - 和 -CH 2 -CH 2–) 与其他合成化合物相比，侧链具有口服活性。已使用 SRB 测定对 MCF-7、PC-3 和 Hela 细胞系进行了细胞毒性研究。发现合成的蒽醌化合物在 Hela 和 PC-3 细胞系的测试浓度范围 (10–80 μg/mL) 内无效。但是，B147 和 B148 化合物具有较小的烷基（–CH 2–) 以 MCF-7 细胞系为例
• Hoekfelt,B.; Joensson,A., Journal of medicinal and pharmaceutical chemistry, 1962, vol. 5, p. 240 - 246
  作者：Hoekfelt,B.、Joensson,A.

  DOI：——

  日期：——
• DERIVATIVES OF 4-AMINO-PYRIDINE AS SELECTIVE THROMBIN INHIBITORS
  作者：Wolfgang von der Saal、Ralf Kucznierz、Herbert Leinert、Richard A. Engh

  DOI：10.1016/s0960-894x(97)00210-2

  日期：1997.5

  During screening for novel thrombin inhibitors it was discovered that the il-aminopyridine derivative 1 inhibits human alpha-thrombin competitively and selectively. The 4-aminopyridine moiety itself is most likely the major determinant of the selectivity due to the increased hydrophobicity of the S1 pocket in thrombin compared to trypsin and plasmin. Optimization led to the selective thrombin inhibitor 14 with an inhibition constant, Ki of 70 nM. (C) 1997 Elsevier Science Ltd.
• Mahajan; Patial, Ved Parkash; Sharma, Pamita, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2002, vol. 41, # 12, p. 2635 - 2641
  作者：Mahajan、Patial, Ved Parkash、Sharma, Pamita

  DOI：——

  日期：——