2-Oxo-2H-chromene-3-carbothioic acid | 919106-58-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 2-Oxo-2H-chromene-3-carbothioic acid
• 英文别名: 2-Oxo-2H-1-benzopyran-3-carbothioic S-acid；2-oxochromene-3-carbothioic S-acid
• CAS: 919106-58-4
• 化学式: C₁₀H₆O₃S
• 分子量: 206.222
• InChiKey: BVIPMQUXWLNZKA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  44.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-Oxo-2H-chromene-3-carbothioic acid 、 (S)-methyl 2-{(R)-4-[(tert-butoxycarbonyl)-amino]-3-oxoisothiazolidin-2-yl}-3-methylbutanoate 以 二氯甲烷 为溶剂， 反应 0.25h， 生成 methyl (2S)-3-methyl-2-[[(2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[(2-oxochromene-3-carbonyl)disulfanyl]propanoyl]amino]butanoate
  参考文献：
  名称：

  Selective Reduction of Peptide Isothiazolidin-3-ones

  摘要：

  Isothiazolidinones are a rare but potentially important chemical moiety in biochemistry. We report the identification of several thiol, phosphinate, and carbon nucleophiles that form covalent adducts by addition to the sulfenamide sulfur. This reduction is selective for isothiazolidinones over similar peptide disulfides. We synthesized a coumarin-based thioacid nucleophile which shows a marked fluorescence increase after addition to an isothiazolidinone sulfenamide bond.

  DOI：

  10.1021/ol062077j
• 作为产物：
  描述：

  香豆素-3-甲酰氯 在 sodium hydrogensulfide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.67h， 以375.4 mg的产率得到2-Oxo-2H-chromene-3-carbothioic acid
  参考文献：
  名称：

  Selective Reduction of Peptide Isothiazolidin-3-ones

  摘要：

  Isothiazolidinones are a rare but potentially important chemical moiety in biochemistry. We report the identification of several thiol, phosphinate, and carbon nucleophiles that form covalent adducts by addition to the sulfenamide sulfur. This reduction is selective for isothiazolidinones over similar peptide disulfides. We synthesized a coumarin-based thioacid nucleophile which shows a marked fluorescence increase after addition to an isothiazolidinone sulfenamide bond.

  DOI：

  10.1021/ol062077j

文献信息

• Fungicide enhancers effective for treating plants infected with fungal pathogens
  申请人：Board of Regents, The University of Texas System

  公开号：US11129383B2

  公开（公告）日：2021-09-28

  The present invention includes compositions and methods of for treating plants infected with fungal pathogens by contacting an infected plant or plant at risk of infection with a fungicidal composition comprising an fungicide selected from copper compound such as copper octanoate or copper hydroxide, or a triazole fungicide such as myclobutanil, propiconazole, tebuconazole or epoxiconazole, an enhancer selected from apyrase inhibitors, e.g., N-(m-tolyl)-[1, 1′-biphenyl]-4-sulfonamide, S-heptyl 2-oxo-2H-chromene-3-carbothioate, 3-(N-(4-bromophenyl) sulfamoyl)-N-(3-nitrophenyl) benzamide, or (E)-3-methyl-N-(1-(naphthalen-2-yl) ethylidene) benzohydrazide and, optionally, a phytologically-acceptable inert carrier.

  本发明包括用于处理受真菌病原体感染的植物的组合物和方法，方法是将受感染的植物或有感染风险的植物与杀真菌组合物接触，该杀真菌组合物包含选自铜化合物如辛酸铜或氢氧化铜，或三唑类杀菌剂如霉唑醇、丙环唑、戊唑醇或环唑醇的杀真菌剂，选自apyrase抑制剂的增强剂，如N-(间甲苯基)-[1，1′-联苯]-4-磺酰胺、2-氧代-2H-苯并吡喃-3-硫代甲酸 S-庚酯、3-(N-(4-溴苯基)氨基磺酰基)-N-(3-硝基苯基)苯甲酰胺或(E)-3-甲基-N-(1-(萘-2-基)亚乙基)苯甲酰肼，以及植物学上可接受的惰性载体。
• FUNGICIDE ENHANCERS EFFECTIVE FOR TREATING PLANTS INFECTED WITH FUNGAL PATHOGENS
  申请人：Board of Regents, The University of Texas System

  公开号：EP3250033A1

  公开（公告）日：2017-12-06
• US6355658B1
  申请人：——

  公开号：US6355658B1

  公开（公告）日：2002-03-12
• [EN] FUNGICIDE ENHANCERS EFFECTIVE FOR TREATING PLANTS INFECTED WITH FUNGAL PATHOGENS<br/>[FR] ACTIVATEURS DE FONGICIDES EFFICACES POUR TRAITER DES PLANTES INFECTÉES PAR DES PATHOGÈNES D'ORIGINE FONGIQUE
  申请人：UNIV TEXAS

  公开号：WO2016123191A1

  公开（公告）日：2016-08-04

  The present invention includes compositions and methods of for treating plants infected with fungal pathogens by contacting an infected plant or plant at risk of infection with a fungicidal composition comprising an fungicide selected from copper compound such as copper octanoate or copper hydroxide, or a triazole fungicide such as myclobutanil, propiconazole, tebuconazole or epoxiconazole, an enhancer selected from apyrase inhibitors, e.g., N-(m-tolyl)-[l, l'-biphenyl]-4-sulfonamide, S-heptyl 2-oxo-2H-chromene-3-carbothioate, 3-(N-(4-bromophenyl) sulfamoyl)-N-(3-nitrophenyl) benzamide, or (E)-3-methyl-N'-(l-(naphthalen-2-yl) ethylidene) benzohydrazide and, optionally, a phytologically-acceptable inert carrier.
• Selective Reduction of Peptide Isothiazolidin-3-ones
  作者：Timothy P. Shiau、Daniel A. Erlanson、Eric M. Gordon

  DOI：10.1021/ol062077j

  日期：2006.12.1

  Isothiazolidinones are a rare but potentially important chemical moiety in biochemistry. We report the identification of several thiol, phosphinate, and carbon nucleophiles that form covalent adducts by addition to the sulfenamide sulfur. This reduction is selective for isothiazolidinones over similar peptide disulfides. We synthesized a coumarin-based thioacid nucleophile which shows a marked fluorescence increase after addition to an isothiazolidinone sulfenamide bond.