2-amino-N-[(4-sulfamoylphenyl)methyl]acetamide | 824938-43-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-amino-N-[(4-sulfamoylphenyl)methyl]acetamide
• CAS: 824938-43-4
• 化学式: C₉H₁₃N₃O₃S
• mdl: MFCD09724278
• 分子量: 243.287
• InChiKey: CYJOHVGVSWHAAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  124
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[4-[(3-Methyl-1,3-benzothiazol-2-ylidene)methyl]quinolin-1-ium-1-yl]acetic acid 、 2-amino-N-[(4-sulfamoylphenyl)methyl]acetamide 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以30%的产率得到
  参考文献：
  名称：

  Fluorescence switchable probes based on a molecular rotor for selective detection of proteins and small molecules

  摘要：

  在目标蛋白质的存在下，拥挤的环境会限制荧光分子转子的键转动，从而触发强烈荧光，而添加竞争性配体后应该会减少荧光。

  DOI：

  10.1039/c5cc06714f
• 作为产物：
  描述：

  tert-butyl (2-oxo-2-((4-sulphamoylbenzyl)amino)ethyl)carbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.17h， 生成 2-amino-N-[(4-sulfamoylphenyl)methyl]acetamide
  参考文献：
  名称：

  碳酸酐酶抑制剂：通过局部途径合成具有持久降眼压特性的水溶性氨酰基/二肽基磺酰胺。

  摘要：

  26种含氨基，亚氨基，肼基或羟基的芳香族/杂环磺酰胺与Boc-Gly，Boc-Sar，TrS-Crt或Boc-Gly-Gly（Sar =肌氨酸，N-Me-Gly; Crt =肌酸，N-ami肌氨酸； TrS =三苯硫基； Boc =叔丁氧基羰基），在存在碳二亚胺衍生物的情况下，除去保护基团后提供了一系列水溶性化合物（作为强酸的盐，如盐酸，三氟乙酸或三氟甲磺酸） ）。分析了新衍生物作为锌酶碳酸酐酶（CA）的抑制剂，更准确地说是涉及重要生理过程的三种同工酶CA I，II（胞质形式）和IV（膜结合形式）的抑制剂。观察到对所有三种同工酶，特别是对CA II和IV（在纳摩尔范围内）的有效抑制，已知这两种同工酶在眼睛睫状突中的房水分泌中起关键作用。当观察到许多强抑制剂和持久的眼内压（IOP）降低时，一些合成的最佳抑制剂以2％水溶液的形式应用于正常血压或青光眼性白化病兔子的眼睛。因此，赋予这些磺酰胺CA

  DOI：

  10.1021/jm9901879

文献信息

• Optimization of unique, uncharged thioesters as inhibitors of HIV replication
  作者：Pratibha Srivastava、Marco Schito、Rasem J. Fattah、Toshiaki Hara、Tracy Hartman、Robert W. Buckheit、Jim A. Turpin、John K. Inman、Ettore Appella

  DOI：10.1016/j.bmc.2004.09.032

  日期：2004.12

  A combinatorial chemistry approach was employed to prepare a restricted library of N-substituted S-acyl-2-mercapto-benzamide thioesters. It was shown that many members of this chemotype display anti-HIV activity via their ability to interact with HIV-1, HIV-2, SIV-infected cells, cell-free virus, and chronically and latently infected cells in a manner consistent with targeting of the highly conserved HIV-1 NCp7 zinc fingers. Compounds were initially screened using two different in vitro antiviral assays and evaluated for stability in neutral buffer containing 10% pooled human Serum using a spectrophotometric assay. These data revealed that there was no significant correlation between thioester stability and antiviral activity, however, a slight inverse correlation between serum stability and virucidal activity was noted. Based on the virucidal capability and the ability to select lead compounds to inhibit virus expression from latently infected TNFalpha-induced U1 cells, we next determined if these compounds could prevent HIV cell-to-cell transmission. Several thioesters demonstrated potent inhibition of HIV cell-to-cell transmission with EC50 values in the 80-100 nM range. Thus, we have optimized a series of restricted thioesters and provided evidence that serum stability is not required for antiviral activity. Moreover, selected compounds show potential for development as topical microbicides. (C) 2004 Elsevier Ltd. All rights reserved.
• Carbonic Anhydrase Inhibitors:  Synthesis of Water-Soluble, Aminoacyl/Dipeptidyl Sulfonamides Possessing Long-Lasting Intraocular Pressure-Lowering Properties via the Topical Route
  作者：Andrea Scozzafava、Fabrizio Briganti、Giovanna Mincione、Luca Menabuoni、Francesco Mincione、Claudiu T. Supuran

  DOI：10.1021/jm9901879

  日期：1999.9.1

  derivatives were assayed as inhibitors of the zinc enzyme carbonic anhydrase (CA) and more precisely of three of its isozymes, CA I, II (cytosolic forms), and IV (membrane-bound form), involved in important physiological processes. Efficient inhibition was observed against all three isozymes and especially against CA II and IV (in the nanomolar range), the two isozymes known to play a critical role

  26种含氨基，亚氨基，肼基或羟基的芳香族/杂环磺酰胺与Boc-Gly，Boc-Sar，TrS-Crt或Boc-Gly-Gly（Sar =肌氨酸，N-Me-Gly; Crt =肌酸，N-ami肌氨酸； TrS =三苯硫基； Boc =叔丁氧基羰基），在存在碳二亚胺衍生物的情况下，除去保护基团后提供了一系列水溶性化合物（作为强酸的盐，如盐酸，三氟乙酸或三氟甲磺酸） ）。分析了新衍生物作为锌酶碳酸酐酶（CA）的抑制剂，更准确地说是涉及重要生理过程的三种同工酶CA I，II（胞质形式）和IV（膜结合形式）的抑制剂。观察到对所有三种同工酶，特别是对CA II和IV（在纳摩尔范围内）的有效抑制，已知这两种同工酶在眼睛睫状突中的房水分泌中起关键作用。当观察到许多强抑制剂和持久的眼内压（IOP）降低时，一些合成的最佳抑制剂以2％水溶液的形式应用于正常血压或青光眼性白化病兔子的眼睛。因此，赋予这些磺酰胺CA
• Fluorescence switchable probes based on a molecular rotor for selective detection of proteins and small molecules
  作者：Hsiu-Ping Lai、Ruo-Cing Gao、Chi-Ling Huang、I-Chia Chen、Kui-Thong Tan

  DOI：10.1039/c5cc06714f

  日期：——

  In the presence of a target protein, the crowded surroundings would restrict the bond rotation of the fluorescent molecular rotor to trigger strong fluorescence, which should be reduced upon the addition of a competitive ligand.

  在目标蛋白质的存在下，拥挤的环境会限制荧光分子转子的键转动，从而触发强烈荧光，而添加竞争性配体后应该会减少荧光。