propyl benzohydroxamate | 72805-06-2

• 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: propyl benzohydroxamate
• 英文别名: N-Propylbenzohydroxamsaeure；N-Hydroxy-N-propylbenzamid；N-propylbenzohydroxamic acid；N-hydroxy-N-propylbenzamide
• CAS: 72805-06-2
• 化学式: C₁₀H₁₃NO₂
• 分子量: 179.219
• InChiKey: XFUQFNOFCAIEIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  propyl benzohydroxamate 、 2-丁氧基-1,3,2-苯并二氧硼烷 以 苯 为溶剂， 以90%的产率得到4-benzyl-5-phenyl-2,2-(1,2-phenylenedioxy)-1,3-dioxa-4-azonia-2-borata-4-cyclopentene
  参考文献：
  名称：

  Kliegel, Wolfgang; Nanninga, Dierk, Chemische Berichte, 1983, vol. 116, # 7, p. 2616 - 2629

  摘要：

  DOI：
• 作为产物：
  描述：

  [Benzoyl(propyl)amino] benzoate 在 一水合肼 作用下， 生成 propyl benzohydroxamate
  参考文献：
  名称：

  Synthesis of novel N-(primary) alkylhydroxamic acids

  摘要：

  Synthesis of N-primary alkylhydroxamic acids is described in this paper by benzolyloxylation (benzoyl peroxide) of n-alkylamine and modification of the usual reaction conditions to stabilise the N-alkyl-O-benzoylhydroxylamine as the hydrochloride; this circumvents acyl transfer to amide. N-Acylation of the formed hydroxylamine leads to the formation of N-primary alkyl-N-acyl-O-acylhydroxylamine, which is debenzoylated to hydroxamic acid using hydrazine hydrate.

  DOI：

  10.1016/s0040-4039(00)60153-3

文献信息

• Matlin,S.A. et al., Journal of the Chemical Society. Perkin transactions I, 1979, p. 2481 - 2487
  作者：Matlin,S.A. et al.

  DOI：——

  日期：——
• Mutagenicity of electrophilic N-acyloxy-N-alkoxyamides
  作者：Antonio M Bonin、Tony M Banks、John J Campbell、Stephen A Glover、Gerard P Hammond、Arungundrum S Prakash、Colleen A Rowbottom

  DOI：10.1016/s1383-5718(01)00189-9

  日期：2001.7

  N-acyloxy-N-alkoxybenzamides are mutagenic in TA100 without the need for metabolic activation with S9, Electronic effects of substituents on both the benzamide ring in N-acetoxy-N-butoxybenzamides or the benzyloxy ring in N-acetoxy-N-benzyloxybenzamides do not influence mutagenicity levels. For N-benzoyloxy-N-benzyloxybenzamides, mutagenicity levels are inversely related to the electron-withdrawing effect of substituents on the benzoyloxy leaving group. Since reactivities increase with increasing electron-withdrawing effects, mutagenicity correlates with stability rather than reactivity of these mutagens. Hydrophobicity is the dominant factor controlling mutagenicity levels and data for all mutagens correlate with computed log P values with a lower dependence (h = 0.22) than that recorded for indirect mutagens (h = 1.0), except where a sterically demanding p-tert-butyl substituent or a naphthyl group is present. N-acetoxy-N-butoxynaphthamide exhibits a much higher level of mutagenicity than predicted by its log P value and activity may be ascribed to an intercalative binding process with DNA rather than straightforward hydrophobic binding in the major or minor groove. Since these are direct-acting mutagens, structural factors influence binding and reactivity towards DNA. (C) 2001 Elsevier Science B.V. All rights reserved.
• KLIEGEL, W.;NANNINGA, D., CHEM. BER., 1983, 116, N 7, 2616-2629
  作者：KLIEGEL, W.、NANNINGA, D.

  DOI：——

  日期：——
• Synthesis of novel N-(primary) alkylhydroxamic acids
  作者：Lebert Grierson、M.John Perkins

  DOI：10.1016/s0040-4039(00)60153-3

  日期：1993.11

  Synthesis of N-primary alkylhydroxamic acids is described in this paper by benzolyloxylation (benzoyl peroxide) of n-alkylamine and modification of the usual reaction conditions to stabilise the N-alkyl-O-benzoylhydroxylamine as the hydrochloride; this circumvents acyl transfer to amide. N-Acylation of the formed hydroxylamine leads to the formation of N-primary alkyl-N-acyl-O-acylhydroxylamine, which is debenzoylated to hydroxamic acid using hydrazine hydrate.
• Kliegel, Wolfgang; Nanninga, Dierk, Chemische Berichte, 1983, vol. 116, # 7, p. 2616 - 2629
  作者：Kliegel, Wolfgang、Nanninga, Dierk

  DOI：——

  日期：——