2-(苯基肼)丙二酸二乙酯 | 6134-59-4

• 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: 2-(苯基肼)丙二酸二乙酯
• 英文名称: diethyl mesoxalate phenylhydrazone
• 英文别名: diethyl 2-(phenylhydrazono)malonate；Phenylhydrazono-malonsaeure-diaethylester；Phenylazomalonsaeuredimethylester；trans-Phenylhydrazono-mesoxalsaeure-diethylester；cis-Phenylhydrazono-mesoxalsaeure-diethylester；Phenylhydrazono-mesoxalsaeure-diethylester；phenylhydrazono-malonic acid diethyl ester；Mesoxalsaeure-ethylester-phenylhydrazon；Diaethylmesoxalat-phenylhydrazon；Mesoxalsaeure-diaethylester-phenylhydrazon；Diethyl 2-(2-phenylhydrazono)malonate；diethyl 2-(phenylhydrazinylidene)propanedioate
• CAS: 6134-59-4
• 化学式: C₁₃H₁₆N₂O₄
• 分子量: 264.281
• InChiKey: SHLSEDSSRWFXJI-UHFFFAOYSA-N

物化性质

• 熔点：
  76-77 °C
• 沸点：
  162 °C(Press: 0.6 Torr)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  77
• 氢给体数：
  1
• 氢受体数：
  6

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  2-(苯基肼)丙二酸二乙酯 在 氢氧化钾 、 乙酰乙酸乙酯钠 作用下， 生成 (N'-phenyl-hydrazino)-acetic acid
  参考文献：
  名称：

  Mild renal failure is associated with adverse outcome after cardiac valve surgery

  摘要：

  The present study was performed to ascertain whether the presence of mild renal failure (defined as a serum creatinine concentration of 1.5 to 3.0 mg/dL) is an independent risk factor. for adverse outcome after cardiac valve surgery. An extensive set of preoperative and postoperative data was collected in 834 prospectively evaluated patients undergoing cardiac valve surgery at 14 Veterans Affairs Medical Centers. Univariate and multivariable analyses were performed to determine whether an independent association of mild renal dysfunction with adverse outcomes was present. Patients with mild renal failure had significantly greater do-day mortality rates (P = 0.001; 16% versus 6%) and frequency of postoperative bleeding (P = 0.023; 16% versus 8%), respiratory complications (P = 0.02, 29% versus 16%), and cardiac complications (P = 0.002; 18% versus 7%) than patients with normal renal function (serum creatinine <1.5 mg/dL) when controlling for multiple other variables. The presence of a serum creatinine concentration of 1.5 to 3.0 mg/dL is significantly and independently associated with adverse outcomes after cardiac valve surgery. (C) 2000 by the National Kidney Foundation, Inc.

  DOI：

  10.1016/s0272-6386(00)70050-3
• 作为产物：
  描述：

  aniline hydrochloride 、 丙二酸二乙酯 在 溶剂黄146 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 2-(苯基肼)丙二酸二乙酯
  参考文献：
  名称：

  Solid phase synthesis of 6-acylamino-1-alkyl/aryl-4-oxo-1,4-dihydrocinnoline-3-carboxamides

  摘要：

  6-Acylmino-1-alkyl/aryl-4-oxo-1,4-dihydrocinnoline-3-carboxamides were synthesized in parallel from 6-nitro-4-oxo-1,4-dihydrocinnoline-3-carboxylic acid. The latter formed amides with amines bound to polystyrene-based resins via acid-labile linkers. N1 and N2-alkylation, followed by alkyl migration yielded only N1-alkylated products. Reduction of the 6-nitro group and acylation concluded the synthesis. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2004.06.103

文献信息

• Hantzsch; Thompson, Chemische Berichte, 1905, vol. 38, p. 2273
  作者：Hantzsch、Thompson

  DOI：——

  日期：——
• 552. A new cinnoline synthesis. Part I. Cyclisation of mesoxalyl chloride phenylhydrazones to give substituted 4-hydroxycinnoline-3-carboxylic acids
  作者：H. J. Barber、K. Washbourn、W. R. Wragg、E. Lunt

  DOI：10.1039/jr9610002828

  日期：——
• Pharmacomodulations around the 4-Oxo-1,4-dihydroquinoline-3-carboxamides, a Class of Potent CB₂-Selective Cannabinoid Receptor Ligands:  Consequences in Receptor Affinity and Functionality
  作者：Eric Stern、Giulio G. Muccioli、Barbara Bosier、Laurie Hamtiaux、Régis Millet、Jacques H. Poupaert、Jean-Pierre Hénichart、Patrick Depreux、Jean-François Goossens、Didier M. Lambert

  DOI：10.1021/jm070387h

  日期：2007.11.1

  CB2 receptor selective ligands are becoming increasingly attractive drugs due to the potential role of this receptor in several physiopathological processes. Thus, the development of our previously described series of 4-oxo- 1,4-dihydroquinoline-3-carboxamides was pursued with the aim to further characterize the structure-affinity and structure - functionality relationships of these derivatives. The influence of the side chain was investigated by synthesizing compounds bearing various carboxamido and keto substituents. On the other hand, the role of the quinoline central scaffold was studied by synthesizing several 6-, 7-, or 8-chloro-4oxo-1,4-dihydroquinolines, as well as 4-oxo-1,4-dihydronaphthyridine and 4-oxo-1,4-dihydrocinnoline derivatives. The effect of these modifications on the affinity and functionality at the CB2 receptor was studied and allowed for the characterization of new selective CB2 receptor ligands.
• Ahmad, Mesbah U.; Islam, M. D. Rabiul; Hossain, Mosharraf M., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 523 - 524
  作者：Ahmad, Mesbah U.、Islam, M. D. Rabiul、Hossain, Mosharraf M.、Arjumannessa, Laila

  DOI：——

  日期：——
• Benincori, Tiziana; Pagani, Silvia Bradamante; Fusco, Raffaello, Journal of the Chemical Society. Perkin transactions I, 1988, p. 2721 - 2728
  作者：Benincori, Tiziana、Pagani, Silvia Bradamante、Fusco, Raffaello、Sannicolo, Franco

  DOI：——

  日期：——