4-氯-5-乙氧基-2-苯基-3(2H)-哒嗪酮 | 5509-73-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 4-氯-5-乙氧基-2-苯基-3(2H)-哒嗪酮
• 英文名称: 4-chloro-5-ethoxy-2-phenyl-3(2H)-pyridazinone
• 英文别名: 4-Chlor-5-ethoxy-2-phenyl-3-oxo-2,3-dihydro-pyridazin；4-chloro-5-ethoxy-2-phenylpyridazin-3-one；4-chloro-5-ethoxy-2-phenyl-2H-pyridazin-3-one；SKI-104217
• CAS: 5509-73-9
• 化学式: C₁₂H₁₁ClN₂O₂
• 分子量: 250.685
• InChiKey: WVTBPXHUBFHCQN-UHFFFAOYSA-N

物化性质

• 溶解度：
  30.6 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  41.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-氯-5-乙氧基-2-苯基-3(2H)-哒嗪酮 在 sodium hydrogen sulfide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-ethoxy-2-phenyl-4-thioxo-4,5-dihydro-2H-pyridazin-3-one
  参考文献：
  名称：

  Discovery and structure–activity relationship analysis of Staphylococcus aureus sortase A inhibitors

  摘要：

  Methicillin resistant Staphylococcus aureus (MRSA) is a major health problem that has created a pressing need for new antibiotics. Compounds that inhibit the S. aureus SrtA sortase may function as potent anti-infective agents as this enzyme attaches virulence factors to the cell wall. Using high-throughput screening, we have identified several compounds that inhibit the enzymatic activity of the SrtA. A structure-activity relationship (SAR) analysis led to the identification of several pyridazinone and pyrazolethione analogs that inhibit SrtA with IC50 values in the sub-micromolar range. Many of these molecules also inhibit the sortase enzyme from Bacillus anthracis suggesting that they may be generalized sortase inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.08.067
• 作为产物：
  描述：

  乙醇 、 1-苯基-4,5-二氯-6-哒酮 在 sodium hydroxide 作用下， 以95%的产率得到4-氯-5-乙氧基-2-苯基-3(2H)-哒嗪酮
  参考文献：
  名称：

  Discovery and structure–activity relationship analysis of Staphylococcus aureus sortase A inhibitors

  摘要：

  Methicillin resistant Staphylococcus aureus (MRSA) is a major health problem that has created a pressing need for new antibiotics. Compounds that inhibit the S. aureus SrtA sortase may function as potent anti-infective agents as this enzyme attaches virulence factors to the cell wall. Using high-throughput screening, we have identified several compounds that inhibit the enzymatic activity of the SrtA. A structure-activity relationship (SAR) analysis led to the identification of several pyridazinone and pyrazolethione analogs that inhibit SrtA with IC50 values in the sub-micromolar range. Many of these molecules also inhibit the sortase enzyme from Bacillus anthracis suggesting that they may be generalized sortase inhibitors. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.08.067

文献信息

• SORTASE A INHIBITORS
  申请人：Jung Michael E.

  公开号：US20120149710A1

  公开（公告）日：2012-06-14

  Bacterial infections, including Methicillin resistant Staphylococcus aureus (MRSA) infections are a major health problem that has created a pressing need for new antibiotics. Pyridazinone, rhodanine, and pyrazolethione compounds effective inhibit the enzymatic activity of sortase A (srtA) found in gram positive bacteria are disclosed. A structure activity relationship (SAR) analysis led to the identification of several pyridazinone and pyrazolethione analogs that inhibit SrtA with IC 50 values in the sub-micromolar range. Compounds that inhibit the S. aureus SrtA sortase may function as potent anti-infective agents as this enzyme attaches virulence factors to the cell wall. Many of these molecules also inhibit the sortase enzyme from B. anthracis suggesting that they may be generalized sortase inhibitors. The novel compounds, compositions, uses, formulations, medicaments, articles of manufacture provide improved materials, uses, and treatments useful in combating infectious disorders.

  细菌感染，包括甲氧西林耐药金黄色葡萄球菌（MRSA）感染，是一个重大的健康问题，已经创造了对新抗生素的迫切需求。本文披露了吡啶并咪唑酮、罗丹宁和吡唑硫酮化合物，这些化合物有效抑制了革兰氏阳性细菌中的srtA酶活性。结构活性关系（SAR）分析导致了多个吡啶并咪唑酮和吡唑硫酮类似物的鉴定，这些类似物以亚微摩尔范围内的IC50值抑制SrtA。抑制S. aureus SrtA酶的化合物可能作为强效抗感染剂，因为该酶将毒力因子附着在细胞壁上。其中许多分子也抑制了B. anthracis的sortase酶，表明它们可能是广谱的sortase抑制剂。这些新型化合物、组合物、用途、配方、药品和制造品提供了改进的材料、用途和治疗，对于抗击传染性疾病非常有用。
• PYRIDAZINONES AND FURAN-CONTAINING COMPOUNDS
  申请人：Djaballah Hakim

  公开号：US20100210649A1

  公开（公告）日：2010-08-19

  The present invention is directed to pyridazinone compounds of formula (I) and furan compounds of formula (II), pharmaceutical compositions of compounds of formula (I) and (II), kits containing these compounds, methods of syntheses, and a method of treatment of a proliferative disease in a subject by administration of a therapeutically effective amount of a compound of formulae (I) or (II). Both classes of compounds were identified through screening of a collection of small molecule libraries.

  本发明涉及式(I)的吡啶二酮化合物和式(II)的呋喃化合物，以及式(I)和(II)化合物的制药组合物、包含这些化合物的试剂盒、合成方法，以及通过给予式(I)或(II)化合物的治疗有效量来治疗受体内增生性疾病的方法。这两类化合物是通过筛选小分子库的集合而确定的。
• Lyga, John W., Journal of Heterocyclic Chemistry, 1988, vol. 25, p. 1757 - 1760
  作者：Lyga, John W.

  DOI：——

  日期：——
• LYGA, JOHN W., J. HETEROCYCL. CHEM., 25,(1988) N, C. 1757-1760
  作者：LYGA, JOHN W.

  DOI：——

  日期：——
• KONECNY, V.;KOVAC, S.;VARKONDA, S., CHEM. PAP., CSSR, 1985, 39, N 4, 513-526
  作者：KONECNY, V.、KOVAC, S.、VARKONDA, S.

  DOI：——

  日期：——

表征谱图