N-((羟基氨基甲酰)甲基)苯甲酰胺 | 1499-54-3

• 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: N-((羟基氨基甲酰)甲基)苯甲酰胺
• 英文名称: Hippuryl-hydroxamsaeure
• 英文别名: N-(2-(hydroxyamino)-2-oxoethyl)benzamide；Hippurohydroxamic acid；N-[2-(hydroxyamino)-2-oxoethyl]benzamide
• CAS: 1499-54-3
• 化学式: C₉H₁₀N₂O₃
• mdl: MFCD01672906
• 分子量: 194.19
• InChiKey: WYFKHRKLNSAEBW-UHFFFAOYSA-N

物化性质

• 熔点：
  158.5 °C
• 沸点：
  330.62°C (rough estimate)
• 密度：
  1.2934 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  78.4
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2924299090

制备方法与用途

类别：有毒物品

可燃性危险特性

• 可燃；燃烧时产生有毒氮氧化物烟雾

储运特性

• 通风、低温、干燥

灭火剂

• 干粉、泡沫、沙土、二氧化碳、雾状水

反应信息

• 作为反应物：
  描述：

  N-((羟基氨基甲酰)甲基)苯甲酰胺 在 氢氧化钾 、 羟胺 、 三乙胺 作用下， 以 1,4-二氧六环 、 甲醇 、 乙醇 为溶剂， 生成 N-Benzoyl-glycyl-glycyl-hydroxamsaeure
  参考文献：
  名称：

  A Peptide Synthesis via Hydroxamic Acids

  摘要：

  DOI：

  10.1021/jo01026a501
• 作为产物：
  描述：

  马尿酸乙酯 在 氢氧化钾 、 盐酸羟胺 作用下， 以 甲醇 为溶剂， 生成 N-((羟基氨基甲酰)甲基)苯甲酰胺
  参考文献：
  名称：

  Therapy for urolithiasis with hydroxamic acids. I. Synthesis of new N-(aroyl)glycinohydroxamic acid derivatives and related compounds.

  摘要：

  为了寻找针对尿路结石的治疗药物，我们合成了四十三种新的N-(芳酰基)-甘氨酸羟肟酸衍生物及相关化合物，并检测了它们的脲酶抑制活性。同时，我们还确定了这些化合物在大鼠体内的尿液排泄情况。

  DOI：

  10.1248/cpb.28.2045

文献信息

• Controlling Plasma Stability of Hydroxamic Acids: A MedChem Toolbox
  作者：Paul Hermant、Damien Bosc、Catherine Piveteau、Ronan Gealageas、BaoVy Lam、Cyril Ronco、Matthieu Roignant、Hasina Tolojanahary、Ludovic Jean、Pierre-Yves Renard、Mohamed Lemdani、Marilyne Bourotte、Adrien Herledan、Corentin Bedart、Alexandre Biela、Florence Leroux、Benoit Deprez、Rebecca Deprez-Poulain

  DOI：10.1021/acs.jmedchem.7b01444

  日期：2017.11.9

  Hydroxamic acids are outstanding zinc chelating groups that can be used to design potent and selective metalloenzyme inhibitors in various therapeutic areas. Some hydroxamic acids display a high plasma clearance resulting in poor in vivo activity, though they may be very potent compounds in vitro. We designed a 57-member library of hydroxamic acids to explore the structure–plasma stability relationships

  异羟肟酸是杰出的锌螯合基团，可用于设计各种治疗领域中的有效和选择性金属酶抑制剂。一些异羟肟酸显示出较高的血浆清除率，导致体内活性差，尽管它们在体外可能是非常有效的化合物。我们设计了一个由57名成员组成的异羟肟酸文库，以探索这些系列中结构与血浆的稳定性关系，并确定哪些酶和哪些药效团对血浆稳定性至关重要。芳基酯酶和羧酸酯酶被确定为异羟肟酸的主要代谢酶。最后，我们建议引入或删除结构特征以提高稳定性。因此，这项工作提供了第一个药物化学工具箱（实验程序和结构指导），用于评估和控制异羟肟酸的血浆稳定性，并充分发挥其作为体内药理探针和治疗剂的潜力。这项研究与临床前开发特别相关，因为它允许获得在人和啮齿动物模型中同样稳定的化合物。
• A computerized social cognitive intervention for nutrition behavior: Direct and mediated effects on fat, fiber, fruits, and vegetables, self-efficacy, and outcome expectations among food shoppers
  作者：Eileen S. Anderson、Richard A. Winett、Janet R. Wojcik、Sheila G. Winett、Todd Bowden

  DOI：10.1207/s15324796abm2302_3

  日期：2001.5

  This study examined the direct and mediated impact of a self-administered, computer-based intervention on nutrition behavior self-efficacy, and outcome expectations among supermarket food shoppers. The intervention, housed in kiosks in supermarkets and based on social cognitive theory, used tailored information and self-regulation strategies delivered in 15 brief weekly segments. The study sample (N = 277). stratified and randomly assigned to treatment or control, was 96% female, was 92% White. had a median annual income of about $35,000, and had a mean education of 14.78 +/- 2.11 years. About 12% of the sample reported incomes of $20,000 or less, and about 20% reported 12 years or fewer of education. Analysis of covariance immediately after intervention and at a 4- to 6-month follow-up found that treatment led to improved levels of fat, fiber and fruits and vegetables. Treatment also led to higher levels of nutrition-related self-efficacy, physical outcome expectations, and social outcome expectations. Logistic regression analysis determined that the treatment group was more likely than the control group to attain goals for fat, fiber and fruits and vegetables at postrest and to attain goals for fat at follow-up. Latent variable structural equation analysis revealed self-efficacy and physical outcome expectations mediated treatment effects on nutrition. In addition, physical outcome expectations mediated the effect of self-efficacy on nutrition outcomes. Implications for future computer-based health promotion interventions are discussed.
• Botvinik,M.M. et al., Journal of general chemistry of the USSR, 1962, vol. 32, p. 1369 - 1375
  作者：Botvinik,M.M. et al.

  DOI：——

  日期：——
• The Reaction of Formohydroxamic Acid with Acyl Derivatives in Neutral Aqueous Solution
  作者：Sidney A. Bernhard、Yeichiel. Shalitin、Zohrab H. Tashjian

  DOI：10.1021/ja01074a036

  日期：1964.10
• Effect of acute elevation of IGF-I on circulating GH, TSH, insulin, IGF-II and IGFBP-3 levels in non-endocrine short stature (NESS)
  作者：Kunihiko Hanew、A. Tanaka

  DOI：10.1007/bf03343801

  日期：2001.1

  It is not clear whether acute and slight elevation of serum IGF-I, which does not affect blood glucose levels, modulates circulating GH levels. To clarify this, small doses of recombinant human IGF-I (rhIGF-I, 5 microg/kg, i.v.) were administered as a bolus to 10 children with non-endocrine short stature (NESS) (5 males and 5 females, 11.2+/-0.7 yr old) after an overnight fast. Physiological saline was administered intravenously to sex- and age-matched NESS controls (5 males and 5 females, 10.9+/-0.7 yr old). The changes of serum GH, TSH, PRL, IGF-I, IGF-II, IGFBP-3, T4, T3 and plasma glucose levels after the administration were compared to those of the control subjects. Serum IGF-I levels increased significantly from 15 to 150 min after injection compared to those in the control group. The peak value was observed at 15 min (delta increment, 74.6+/-11.8 microg/l). At 15 min after the injection, serum insulin was suppressed significantly (p<0.05), although plasma glucose levels were not modified significantly. Serum TSH showed a significant decrease by rhIGF-I at 15 min and 60 min, whereas serum T4 and T3 levels were not modified. Serum GH was also significantly suppressed at 60 min (p<0.02) and showed a rebound increase at 120 min (p<0.05). Serum IGFBP-3 levels after rhIGF-I were higher than controls at 90 min and 150 min. No significant changes of serum PRL, IGF-II, (IGF-I plus IGF-II)/IGFBP-3 ratios were observed after the IGF-I injection compared to controls. These results indicate that circulating IGF-I is a physiological regulator of GH secretion in normal children, since the changes of IGF-I after the small doses of rhlGF-I administration were within physiological ranges and did not affect plasma glucose levels.