methyl 3-(2-formyl-1H-pyrrol-1-yl)propanoate | 20948-40-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl 3-(2-formyl-1H-pyrrol-1-yl)propanoate
• 英文别名: 3-(2-formyl-pyrrol-1-yl)-propionic acid methyl ester；methyl 3-(2-formylpyrrol-1-yl)propanoate
• CAS: 20948-40-7
• 化学式: C₉H₁₁NO₃
• 分子量: 181.191
• InChiKey: VQNGWQPQSKMSHF-UHFFFAOYSA-N

物化性质

• 沸点：
  103 °C(Press: 0.5 Torr)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  48.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 3-(2-formyl-1H-pyrrol-1-yl)propanoate 在 lithium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以73%的产率得到3-(2-formyl-1H-pyrrol-1-yl)propanoic acid
  参考文献：
  名称：

  Acyl radical cyclisation onto pyrroles

  摘要：

  Synthetically useful [1,2-a]-fused pyrroles, e.g. 2,3-dihydro-1H-pyrrolizidines substituted in the 1- and 7-positions, have been generated by acyl radical cyclisation onto pyrroles using N-(omega -acyl)-radicals generated front acyl-selenide precursors. The protocol does not require high pressures of CO. Mechanistic studies indicate the key role of azo radical initiators as oxidants of the intermediate pi -radicals. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01639-2
• 作为产物：
  描述：

  2-吡咯甲醛 、 3-溴丙酸甲酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 48.5h， 生成 methyl 3-(2-formyl-1H-pyrrol-1-yl)propanoate
  参考文献：
  名称：

  MCL-1 INHIBITORS

  摘要：

  本公开涉及通常用于治疗癌症的化合物和药物组合物。

  公开号：

  US20190352271A1

文献信息

• MCL-1 INHIBITORS
  申请人：Gilead Sciences, Inc.

  公开号：US20190352271A1

  公开（公告）日：2019-11-21

  The present disclosure generally relates to compounds and pharmaceutical compositions that may be used in methods of treating cancer.

  本公开涉及通常用于治疗癌症的化合物和药物组合物。
• Synthesis, antiinflammatory and analgesic activity of 5-aroyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acids and related compounds
  作者：Joseph M. Muchowski、Stefan H. Unger、Jack Ackrell、Paul Cheung、James Cook、Pascuale Gallegra、Otto Halpern、Richard Koehler、Arthur F. Kluge

  DOI：10.1021/jm00146a011

  日期：1985.8

  5-Acyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acids and the homologous pyridine and azepine derivatives were synthesized and assayed for antiinflammatory and analgesic activity. 5-Benzoyl-1,2-dihydro-3H-pyrrolo-[1,2-a]pyrrole-1-carboxylic acid and the corresponding p-methoxy compound 74 were selected for evaluation as analgesic agents in humans on the basis of their high potency in the mouse

  合成了5-酰基-1,2-二氢-3H-吡咯并[1,2-a]吡咯-1-羧酸及其同源吡啶和and庚因衍生物，并测定了其抗炎和镇痛活性。选择5-苯甲酰基-1,2-二氢-3H-吡咯并-[1,2-a]吡咯-1-羧酸和相应的对甲氧基化合物74作为评估其在人中镇痛剂的基础小鼠苯醌扭曲试验的效力以及它们在长期给药后引起大鼠胃肠道糜烂的最小责任。对苯甲酰基吡咯并吡咯啉羧酸的大量定量构效关系（QSAR）研究表明，这些化合物的镇痛（小鼠扭体）和抗炎（鼠卡拉胶）效力与苯甲酰基取代基的空间和氢键性质令人满意地相关（ s）。在此基础上正确预测了在两种测定法中均具有很高活性的4-乙烯基苯甲酰基化合物95，正在作为潜在的抗炎剂在动物体内进行先进的药理学评估。
• MCL-1 inhibitors
  申请人：Gilead Sciences, Inc.

  公开号：US10703733B2

  公开（公告）日：2020-07-07

  The present disclosure generally relates to compounds and pharmaceutical compositions that may be used in methods of treating cancer.

  本公开内容一般涉及可用于治疗癌症方法的化合物和药物组合物。
• SCHNEKENBURGER J.; VOLLHARDT H., ARCH. PHARM. <APBD-AJ>, 1977, 310, NO 3, 186-194
  作者：SCHNEKENBURGER J.、 VOLLHARDT H.

  DOI：——

  日期：——
• Pentoses and Hexoses as Sources of New Melanoidin-like Maillard Polymers
  作者：Roland Tressl、Georg T. Wondrak、Leif-A. Garbe、Ralph-Peter Krüger、Dieter Rewicki

  DOI：10.1021/jf970973r

  日期：1998.5.1

  N-Substituted pyrroles (1), 2-furaldehyde (2), and N-substituted 2-formylpyrroles (3), formed in pentose (hexose) Maillard systems, were identified as components of extraordinary polycondensation activity. The polycondensation was studied in model experiments with N-methylpyrrole (1a)/N-methyl-2-formylpyrrole (3a), N-(2-methoxycarbonylethyl)pyrrole (1b)/N-(2-methoxycarbonylethyl)-2-formylpyrrole (3b), N-methyl-2-formylpyrrole (3a), N-methylpyrrole (1a)/2-furaldehyde (2), and N-(2-methoxycarbonylethyl)pyrrole (1b)/2-furaldehyde (2), respectively. MALDI-TOF-MS spectra indicated regular oligomers of up to 15-30 methine-bridged N-methyl(or N-2-methoxycarbonylethyl)-pyrroles. With participation of aldehyde 2, furan rings instead of pyrrole rings were incorporated. The oligomers 5-11 were isolated and identified by MS and NMR techniques. A complementary experiment with N-methyl-2-[C-13]formylpyrrole ([(CHO)-C-13]-3a)/N-methylpyrrole (1a) was performed. The relevance of the new (type II) melanoidin-like oligomers/polymers in Maillard reactions is discussed and, in conclusion, a corresponding structure for native melanoidins is proposed. The oligomers 5, 6, 8, and 9 were tested for antioxidative activity in an iron(III) thiocyanate assay.