SEW00351 | 252867-15-5

• 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: SEW00351
• 英文别名: N'-(benzenesulfonamido)pyridine-2-carboximidamide
• CAS: 252867-15-5
• 化学式: C₁₂H₁₂N₄O₂S
• 分子量: 276.319
• InChiKey: JOZKLJASVPDHES-UHFFFAOYSA-N

物化性质

• 熔点：
  130 °C(Solv: methanol (67-56-1))
• 沸点：
  442.5±37.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)
• 溶解度：
  27.7 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  SEW00351 、 碘甲烷 在 三乙胺 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以49%的产率得到N1-methyl-N-(phenylsulfonamido)picolinamidine
  参考文献：
  名称：

  Synthesis of biologically active N-methyl derivatives of amidines and cyclized five-membered products of amidines with oxalyl chloride

  摘要：

  A series of substituted N-methylisonicotinamidine (2a-f), N-methylpyrazine-2-carboxamidine (2g-i) derivatives were synthesized by reaction of amidine derivatives (1a-i) with methyl iodide in presence of triethylamine. Five-membered condensed dihydroimidazolylbenzene-sulfonamide derivatives (3a-i) were obtained by the reaction of amidine derivatives (1a-i) with acylating agent oxalyl chloride. All the compounds, i.e. 2a-i and 3a-i were purified by crystallization. Structures of all the synthesized compounds are supported by correct IR, H-1 NMR, mass spectral and analytical data. Anti-inflammatory activity evaluation was carried out using carrageenan-induced paw oedema assay and compounds 2e, 3a and 3d exhibited good anti-inflammatory activity (44%, 31% and 37% activity at 50 mg/kg p.o., respectively). Analgesic activity evaluation was carried out using acetic acid writhing assay and compounds 2a and 3f gave 75% activity each at 100 mg/kg p.o.; on the other hand compounds 3a and 3d exhibited 60% analgesic activity each at 50 mg/kg p.o. Compounds 3a and 3d exhibited good anti-inflammatory and analgesic activities. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.10.005
• 作为产物：
  描述：

  甲基吡啶亚胺甲酯 、 苯磺酰肼 以 甲醇 为溶剂， 反应 4.0h， 以0.180 g的产率得到SEW00351
  参考文献：
  名称：

  某些am和衍生物的合成，抗炎和镇痛活性评估。

  摘要：

  在甲醇钠存在下，氰基吡啶和氰基吡嗪与磺酰肼缩合，合成了许多am衍生物（3a-i）。通过固相微波辐射，将2-乙酰基吡啶和4-乙酰基吡啶与磺酰肼缩合，得到相应的（5a-d）。通过在乙酸中回流，将3-吲哚甲醛与磺酰肼缩合，得到相应的缩合产物（5e和f）。通过结晶或通过柱色谱法纯化所有化合物，即3a-i和5a-f。正确的IR，（1）H NMR，质谱和分析数据支持所有合成化合物的结构。使用角叉菜胶诱导的爪水肿测定法进行抗炎活性评估，化合物3e，f和5e表现出良好的抗炎活性，口服50 mg / kg时分别为52％，37％和38％。使用乙酸扭曲试验进行镇痛活性评估，化合物3a，c，e和5f表现出良好的镇痛活性，即在50 mg / kg po下分别具有50％，50％，50％和60％的镇痛活性。

  DOI：

  10.1016/j.bmc.2006.02.014

文献信息

• TARGETING NAD BIOSYNTHESIS IN BACTERIAL PATHOGENS
  申请人：Mackerell, JR. Alexander

  公开号：US20120190708A1

  公开（公告）日：2012-07-26

  The emergence of multidrug-resistant pathogens necessitates the search for new antibiotics acting on previously unexplored targets. Nicotinate mononucleotide adenylyltransferase of the NadD family, an essential enzyme of NAD biosynthesis in most bacteria, was selected as a target for structure-based inhibitor development. To this end, the inventors have identified small molecule compounds that inhibit bacterial target enzymes by interacting with a novel inhibitory binding site on the enzyme while having no effect on functionally equivalent human enzymes.

  多重耐药病原体的出现需要寻找作用于先前未被开发的靶标的新抗生素。Nicotinate单核苷酸腺苷转移酶（NadD家族），是大多数细菌NAD生物合成的必需酶，被选为基于结构的抑制剂开发的目标。为此，发明人已经鉴定出小分子化合物，通过与酶上的新型抑制性结合位点相互作用来抑制细菌靶标酶，而对功能相当的人类酶没有影响。
• US8785499B2
  申请人：——

  公开号：US8785499B2

  公开（公告）日：2014-07-22
• Synthesis, anti-inflammatory and analgesic activity evaluation of some amidine and hydrazone derivatives
  作者：Sham M. Sondhi、Monica Dinodia、Ashok Kumar

  DOI：10.1016/j.bmc.2006.02.014

  日期：2006.7

  spectral and analytical data. Anti-inflammatory activity evaluation was carried out using carrageenin-induced paw oedema assay and compounds 3e,f and 5e exhibited good anti-inflammatory activity, that is 52%, 37% and 38% at 50 mg/kg po, respectively. Analgesic activity evaluation was carried out using acetic acid writhing assay and compounds 3a,c,e and 5f showed good analgesic activity, that is, 50%, 50%

  在甲醇钠存在下，氰基吡啶和氰基吡嗪与磺酰肼缩合，合成了许多am衍生物（3a-i）。通过固相微波辐射，将2-乙酰基吡啶和4-乙酰基吡啶与磺酰肼缩合，得到相应的（5a-d）。通过在乙酸中回流，将3-吲哚甲醛与磺酰肼缩合，得到相应的缩合产物（5e和f）。通过结晶或通过柱色谱法纯化所有化合物，即3a-i和5a-f。正确的IR，（1）H NMR，质谱和分析数据支持所有合成化合物的结构。使用角叉菜胶诱导的爪水肿测定法进行抗炎活性评估，化合物3e，f和5e表现出良好的抗炎活性，口服50 mg / kg时分别为52％，37％和38％。使用乙酸扭曲试验进行镇痛活性评估，化合物3a，c，e和5f表现出良好的镇痛活性，即在50 mg / kg po下分别具有50％，50％，50％和60％的镇痛活性。
• Synthesis of biologically active N-methyl derivatives of amidines and cyclized five-membered products of amidines with oxalyl chloride
  作者：Sham M. Sondhi、Monica Dinodia、Shubhi Jain、Ashok Kumar

  DOI：10.1016/j.ejmech.2007.10.005

  日期：2008.12

  A series of substituted N-methylisonicotinamidine (2a-f), N-methylpyrazine-2-carboxamidine (2g-i) derivatives were synthesized by reaction of amidine derivatives (1a-i) with methyl iodide in presence of triethylamine. Five-membered condensed dihydroimidazolylbenzene-sulfonamide derivatives (3a-i) were obtained by the reaction of amidine derivatives (1a-i) with acylating agent oxalyl chloride. All the compounds, i.e. 2a-i and 3a-i were purified by crystallization. Structures of all the synthesized compounds are supported by correct IR, H-1 NMR, mass spectral and analytical data. Anti-inflammatory activity evaluation was carried out using carrageenan-induced paw oedema assay and compounds 2e, 3a and 3d exhibited good anti-inflammatory activity (44%, 31% and 37% activity at 50 mg/kg p.o., respectively). Analgesic activity evaluation was carried out using acetic acid writhing assay and compounds 2a and 3f gave 75% activity each at 100 mg/kg p.o.; on the other hand compounds 3a and 3d exhibited 60% analgesic activity each at 50 mg/kg p.o. Compounds 3a and 3d exhibited good anti-inflammatory and analgesic activities. (C) 2007 Elsevier Masson SAS. All rights reserved.