naphthalen-1-yl-methanesulfonyl chloride | 856199-38-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naphthalen-1-yl-methanesulfonyl chloride
• 英文别名: (Naphthalen-4-YL)methanesulfonyl chloride；naphthalen-1-ylmethanesulfonyl chloride
• CAS: 856199-38-7
• 化学式: C₁₁H₉ClO₂S
• 分子量: 240.71
• InChiKey: FPAIRDIPBPUKSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  naphthalen-1-yl-methanesulfonyl chloride 、 (1-(4-fluorophenyl)-5-isobutyl-1H-pyrazol-3-yl)methaneamine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 N-[[1-(4-fluorophenyl)-5-(2-methylpropyl)pyrazol-3-yl]methyl]-1-naphthalen-1-ylmethanesulfonamide
  参考文献：
  名称：

  Neuropathic pain-alleviating effects of pyrazole-conjugated arylsulfonamides as 5-HT6 receptor antagonists

  摘要：

  A novel series of arylsulfonylaminomethyl-3-(1-phenyl-5-isopropyl)pyrazoles was evaluated for serotonin receptor subtype 6 (5-HT6R) antagonistic effects in vitro. We also investigated their neuropathic pain-alleviating effects in vivo using a rat spinal nerve ligation (SNL) model. Bicyclic aromatic sulfonamino groups, such as naphthalene and quinolin-substituted derivatives, showed good 5-HT6 inhibitory activity in vitro. Among them, selected compounds, 12 and 13, having 8-quinoylsulfonamino groups, showed potent neuropathic pain-alleviating effects in the rat model. (C) 2017 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2017.07.031
• 作为产物：
  描述：

  S-[1]naphthylmethyl-isothiourea; hydrochloride 在 盐酸 、 N-氯代丁二酰亚胺 作用下， 以 水 、 乙腈 为溶剂， 反应 0.5h， 以0.676 g的产率得到naphthalen-1-yl-methanesulfonyl chloride
  参考文献：
  名称：

  通过N-氯代琥珀酰亚胺氯磺化反应从S-烷基异硫脲盐中方便，环保地合成磺酰氯

  摘要：

  摘要 已经开发了一种方便，实用和环境友好的合成磺酰氯的方法。由S-烷基异硫脲盐以中等至优异的产率合成结构多样的磺酰氯，其可以容易地由易于获得的烷基卤化物或甲磺酸酯和廉价的硫脲通过N-氯代琥珀酰亚胺氯磺化制备。在大规模合成中，可以将来自“废水”的副产物琥珀酰亚胺与次氯酸钠（漂白剂）方便地转化为起始试剂N-氯琥珀酰亚胺，以使该方法具有可持续性。 已经开发了一种方便，实用和环境友好的合成磺酰氯的方法。由S-烷基异硫脲盐以中等至优异的产率合成结构多样的磺酰氯，其可以容易地由易于获得的烷基卤化物或甲磺酸酯和廉价的硫脲通过N-氯代琥珀酰亚胺氯磺化制备。在大规模合成中，可以将来自“废水”的副产物琥珀酰亚胺与次氯酸钠（漂白剂）方便地转化为起始试剂N-氯琥珀酰亚胺，以使该方法具有可持续性。

  DOI：

  10.1055/s-0033-1338743

文献信息

• Synthesis and T-type calcium channel-blocking effects of aryl(1,5-disubstituted-pyrazol-3-yl)methyl sulfonamides for neuropathic pain treatment
  作者：Jung Hyun Kim、Gyochang Keum、Hesson Chung、Ghilsoo Nam

  DOI：10.1016/j.ejmech.2016.07.032

  日期：2016.11

  A novel series of aryl(1,5-disubstituted pyrazol-3-yl)methyl sulfonamide derivatives was designed, synthesized, and evaluated for T-type calcium channel (ctiG and chm) inhibitory activity. We identified several compounds, 9a, 9b, 9g, and 9h that displayed good T-type channel inhibitory potency with low hERG channel and CYP450 inhibition. Among them, 9a and 9b exhibited neuropathic pain alleviation effects in mechanical and cold allodynia induced in the SNL rat model. Compounds 9a and 9b displayed better efficacy than mibefradil and gabapentin against cold allodynia. In particular, compound 9a seemed to be valuable as shown fast acting performance in mechanical neuropathic pain model. (C) 2016 Elsevier Masson SAS. All rights reserved'.
• Neuropathic pain-alleviating effects of pyrazole-conjugated arylsulfonamides as 5-HT6 receptor antagonists
  作者：Jin Ri Hong、Hyunah Choo、Ghilsoo Nam

  DOI：10.1016/j.bmcl.2017.07.031

  日期：2017.9

  A novel series of arylsulfonylaminomethyl-3-(1-phenyl-5-isopropyl)pyrazoles was evaluated for serotonin receptor subtype 6 (5-HT6R) antagonistic effects in vitro. We also investigated their neuropathic pain-alleviating effects in vivo using a rat spinal nerve ligation (SNL) model. Bicyclic aromatic sulfonamino groups, such as naphthalene and quinolin-substituted derivatives, showed good 5-HT6 inhibitory activity in vitro. Among them, selected compounds, 12 and 13, having 8-quinoylsulfonamino groups, showed potent neuropathic pain-alleviating effects in the rat model. (C) 2017 Elsevier Ltd. All rights reserved.
• Convenient and Environment-Friendly Synthesis of Sulfonyl Chlorides from S-Alkylisothiourea Salts via N-Chlorosuccinimide Chlorosulfonation
  作者：Jiaxi Xu、Zhanhui Yang

  DOI：10.1055/s-0033-1338743

  日期：——

  the byproduct succinimide from ‘waste water’ can be conveniently converted into the starting reagent N-chlorosuccinimide with sodium hypochlorite (bleach) to make the method sustainable. A convenient, practical, and environmentally friendly method for the synthesis of sulfonyl chlorides has been developed. Structurally diverse sulfonyl chlorides were synthesized in moderate to excellent yields from

  摘要 已经开发了一种方便，实用和环境友好的合成磺酰氯的方法。由S-烷基异硫脲盐以中等至优异的产率合成结构多样的磺酰氯，其可以容易地由易于获得的烷基卤化物或甲磺酸酯和廉价的硫脲通过N-氯代琥珀酰亚胺氯磺化制备。在大规模合成中，可以将来自“废水”的副产物琥珀酰亚胺与次氯酸钠（漂白剂）方便地转化为起始试剂N-氯琥珀酰亚胺，以使该方法具有可持续性。 已经开发了一种方便，实用和环境友好的合成磺酰氯的方法。由S-烷基异硫脲盐以中等至优异的产率合成结构多样的磺酰氯，其可以容易地由易于获得的烷基卤化物或甲磺酸酯和廉价的硫脲通过N-氯代琥珀酰亚胺氯磺化制备。在大规模合成中，可以将来自“废水”的副产物琥珀酰亚胺与次氯酸钠（漂白剂）方便地转化为起始试剂N-氯琥珀酰亚胺，以使该方法具有可持续性。