3-氰基-N-苯基苯磺酰胺 | 56542-65-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-氰基-N-苯基苯磺酰胺
• 英文名称: 3-cyano-N-phenyl-benzenesulfonamide
• 英文别名: 3-cyano-N-phenylbenzenesulfonamide
• CAS: 56542-65-5
• 化学式: C₁₃H₁₀N₂O₂S
• 分子量: 258.301
• InChiKey: KYMLGUHTWJQVFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  78.3
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  室温且干燥环境下使用。

反应信息

• 作为反应物：
  描述：

  3-氰基-N-苯基苯磺酰胺 在 盐酸 作用下， 生成 3-carbamimidoyl-benzenesulfonic acid anilide
  参考文献：
  名称：

  Effect of prophylactic antibiotics and incision type on the incidence of endophthalmitis after cataract surgery

  摘要：

  Background: There is controversy as to the efficacy of various measures in the prophylaxis of endophthalmitis after cataract surgery. In addition, it has been suggested that clear-corneal incisions may convey an increased risk of postoperative infection. We performed a retrospective review to assess the effect of prophylactic antibiotics and incision type on the incidence of endophthalmitis after cataract surgery.Methods: A retrospective chart review and surgeon survey were used to collect data for the 13 886 consecutive cataract operations performed between Sept. 1, 1994, and Jan. 31, 1998 by nine surgeons at a hospital-based surgical unit in Saskatoon. All cataract extractions were by phacoemulsification. All cases of endophthalmitis arising from the unit are managed at the hospital except in extenuating circumstances. We assessed the effect of preoperative administration of antibiotic drops, subconjunctival antibiotic injections at the conclusion of surgery and clear-corneal versus scleral tunnel incisions on the incidence of endophthalmitis by means of univariate and multivariate Poisson regression analysis.Results: The incidence of postoperative endophthalmitis was significantly lower with subconjunctival antibiotic injections than without such injections (0.011% vs. 0.179%) (p = 0.009, odds ratio 16.23 [95% confidence interval 1.92 to 137.14]). The difference in the incidence of endophthalmitis with preoperative use of antibiotic drops (0.066%) and with no antibiotic drops preoperatively (0.115%) was not significant. Similarly, the difference in the incidence of endophthalmitis with clear-corneal (0.129%) and scleral tunnel (0.050%) incisions was not significant.Interpretation: Our results suggest that prophylactic subconjunctival antibiotic injections at the conclusion of cataract surgery decrease the incidence of postoperative endophthalmitis.

  DOI：

  10.1016/s0008-4182(00)80124-6
• 作为产物：
  描述：

  硝基苯 、 3-氰基苯硼酸 在 potassium pyrosulfite 、 四丁基氯化铵 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 36.0h， 以53%的产率得到3-氰基-N-苯基苯磺酰胺
  参考文献：
  名称：

  磺酰胺的连续CS和SN偶联方法。

  摘要：

  描述了涉及硝基芳烃，（杂）芳基硼酸和焦亚硫酸钾的一锅三组分反应，生成磺酰胺。通过不需要金属催化剂的连续CS和SN偶联，获得了具有不同反应性官能团的多种磺酰胺，收率好至极好。

  DOI：

  10.1021/acs.orglett.0c00183

文献信息

• Active site mapping of trypsin, thrombin and matriptase-2 by sulfamoyl benzamidines
  作者：Stefan Dosa、Marit Stirnberg、Verena Lülsdorff、Daniela Häußler、Eva Maurer、Michael Gütschow

  DOI：10.1016/j.bmc.2012.08.042

  日期：2012.11

  approach was performed with these inhibitors to scan the active site of the three target proteases. In particular, bisbenzamidines, able to interact with both the S1 and S3/S4 binding sites, showed notable affinity. In branched bisbenzamidines 66–73 containing a third hydrophobic residue, opposite effects of the stereochemistry on trypsin and thrombin inhibition were observed.

  苯甲idine部分是一种众所周知的精氨酸模拟物，已被引入多种配体中，包括胰蛋白酶样丝氨酸蛋白酶的拟肽抑制剂。根据它们的主要底物特异性，苄am残基与此类酶的S1口袋底部的带负电荷的天冬氨酸相互作用。六个系列的苯甲脒衍生物（的1 - 73）的合成和评价作为两个原型丝氨酸蛋白酶的抑制剂，即，牛胰蛋白酶和人凝血酶。作为进一步的靶标，研究了人Matriptase-2（一种最近发现的II型跨膜丝氨酸蛋白酶）。Matriptase-2通过下调铁调素表达在铁稳态中代表了重要的调节蛋白酶。化合物1 –73个分子被设计为包含一个固定的氨磺酰基苯甲酰胺部分作为精氨酸模拟物和一个连接有连接子的附加亚结构，例如叔丁酯，羧酸盐或第二个苯甲idine官能团。用这些抑制剂进行了系统的作图方法，以扫描三种靶蛋白酶的活性位点。特别地，能够与S1和S3 / S4结合位点相互作用的双苯甲m显示出显着的亲和力。在支链bisbenzamidines
• US9757375B2
  申请人：——

  公开号：US9757375B2

  公开（公告）日：2017-09-12