2,4-diacetylamino-5-chlorotoluene | 405911-06-0

• 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: 2,4-diacetylamino-5-chlorotoluene
• 英文别名: N,N'-(4-chloro-6-methyl-m-phenylene)-bis-acetamide；N,N'-(4-Chlor-6-methyl-m-phenylen)-bis-acetamid；N-(5-acetamido-4-chloro-2-methylphenyl)acetamide
• CAS: 405911-06-0
• 化学式: C₁₁H₁₃ClN₂O₂
• 分子量: 240.689
• InChiKey: KXTOSDRSULBKGS-UHFFFAOYSA-N

物化性质

• 沸点：
  454.1±45.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,4-diacetylamino-5-chlorotoluene 在 盐酸 、 potassium permanganate 、 乙酸酐 、 sodium hydride 、 magnesium sulfate 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙酸乙酯 为溶剂， 反应 4.5h， 生成 N-(2,4-diamino-5-chlorobenzoyl)-N'-(3,4-dichlorobenzyl)guanidine dihydrochloride
  参考文献：
  名称：

  Novel inhibitors of the sodium–calcium exchanger: benzene ring analogues of N-guanidino substituted amiloride derivatives

  摘要：

  A series of N-guanidino substituted 2,4-diamino-5-carbonylguanidine molecules related to amiloride were synthesised and, evaluated for their ability to inhibit the sodium-calcium exchanger in rat insulinoma cells (RINm5F) and human platelets. Specific chemical pathways were used to prepare the benzene derivatives designed as bioisosteric analogues of the pyrazine derivatives of amiloride. Several so-called 'simplified analogues', where some substituents of amiloride were omitted or replaced, were also prepared and included in the biological evaluation. The inhibitory potency of the sodium-calcium exchanger was screened on both cell types by measuring their effect on Ca-45(2+) uptake. Among the most active compounds, N-(2 -amino-5-chloro-4-nitrobenzoyl)-N'-(1-naphtylmethyl)guanidine (IC50 = 3.4 muM) was found more active than amiloride (IC50 = 690 muM) and 3,4-dichlorobenzamil (IC50 = 15.2 muM), the reference inhibitor. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01247-8
• 作为产物：
  描述：

  m-toluenediazonium chloride 在 盐酸 、 tin 、 硫酸 、 硝酸 作用下， 生成 2,4-diacetylamino-5-chlorotoluene
  参考文献：
  名称：

  Reverdin; Crepieux, Chemische Berichte, 1900, vol. 33, p. 2505

  摘要：

  DOI：

文献信息

• Functional school refusal subtypes: Anxiety, avoidance, and malingering
  作者：Larry D. Evans

  DOI：10.1002/(sici)1520-6807(200003)37:2<183::aid-pits9>3.0.co;2-5

  日期：2000.3

  Chronic school refusal has traditionally been classified under broad categories such as school phobia and truancy. However, the need for improved recognition and treatment of school refusal has heightened efforts to identify subtypes of school refusal behavior. Recent efforts have focused on functional subtypes of school refusal. This article purposes to extend recent efforts by showing that the three basic subtypes of anxiety, avoidance, and malingering are not only functional, bur consistent with refusal characteristics, empirical evidence from factor analysis and clinical diagnosis over the past decade, and treatment approaches. Such extension is intended to aid practitioners in further understanding and using functional subtypes. (C) 2000 John Wiley & Sons, Inc.
• US9593197B2
  申请人：——

  公开号：US9593197B2

  公开（公告）日：2017-03-14