4-ethyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid | 17106-07-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4-ethyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid
• 英文别名: 4-ethyl-3,5-dimethyl-2-pyrrolecarboxylic acid；2-carboxy-3,5-dimethyl-4-ethylpyrrole；4-ethyl-3,5-dimethyl-pyrrole-2-carboxylic acid；4-Aethyl-3,5-dimethyl-pyrrol-2-carbonsaeure；Kryptopyrrolcarbonsaeure；3,5-Dimethyl-4-ethyl-pyrrol-2-carbonsaeure；Dimethyl-3-ethyl-5-carboxypyrrol
• CAS: 17106-07-9
• 化学式: C₉H₁₃NO₂
• mdl: MFCD18427131
• 分子量: 167.208
• InChiKey: BWOUPUFEJLFKSY-UHFFFAOYSA-N

物化性质

• 熔点：
  95 °C
• 沸点：
  329.1±30.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.444
• 拓扑面积：
  53.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-ethyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid 在 tetraphosphorus decasulfide 、 氰基磷酸二乙酯 、 三乙胺 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.67h， 生成 ethyl 2-(6-ethyl-5,7-dimethyl-3-oxo-1-sulfanylidenepyrrolo[1,2-c]imidazol-2-yl)acetate
  参考文献：
  名称：

  Synthesis and aldose reductase inhibitory activity of acetic acid derivatives of pyrrolo[1,2-c]imidazole

  摘要：

  Various acetic acid derivatives of pyrrolo[1,2-c]imidazole were prepared and evaluated for aldose reductase inhibitory activity. Most of the compounds inhibited aldose reductase isolated from rat lens in vitro and decreased sorbitol formation in sciatic nerves of diabetic rats in vivo. Of the test compounds, 2-carboxymethyl-6-ethyl-5,7-dimethyl-3-oxo-1(2H)-thioxo-1H-pyrrolo[1,2-c] imidazole 124 was found to be the most orally active aldose reductase inhibitor, with an inhibitory potency similar to that of AD-5467.

  DOI：

  10.1016/0223-5234(93)90016-8
• 作为产物：
  描述：

  4-乙基-3,5-二甲基-1H-吡咯-2-甲酸乙酯 在 palladium on activated charcoal 、 乙醚 、 sodium 、 三乙胺 作用下， 生成 4-ethyl-3,5-dimethyl-1H-pyrrole-2-carboxylic acid
  参考文献：
  名称：

  Hayes et al., Journal of the Chemical Society, 1958, p. 3779,3782

  摘要：

  DOI：

文献信息

• [EN] INGENOL-3-ACYLATES III AND INGENOL-3-CARBAMATES<br/>[FR] INGÉNOL-3-ACYLATES III ET INGÉNOL-3-CARBAMATES
  申请人：LEO PHARMA AS

  公开号：WO2012083953A1

  公开（公告）日：2012-06-28

  The invention relates to compounds of general formula I wherein R is heteroaryl optionally substituted by R7; or R is heterocycloalkyl or heterocycloalkenyl, optionally substituted by R8; or R is X wherein X is -NR11R12; and pharmaceutically acceptable salts, hydrates, or solvates thereof, for use -alone or in combination with one or more other pharmaceutically active compounds- in therapy, for preventing, treating or ameliorating diseases or conditions responsive to stimulation of neutrophil oxidative burst, responsive to stimulation of keratinocyte IL-8 release or responsive to induction of necrosis.

  该发明涉及一般式I的化合物，其中R为杂环芳基，可选择地由R7取代；或R为杂环烷基或杂环烯基，可选择地由R8取代；或R为X，其中X为-NR11R12；以及其在治疗中的药物可接受的盐、水合物或溶剂合物，用于单独使用或与一个或多个其他药用活性化合物结合在一起，用于预防、治疗或改善对中性粒细胞氧化爆发的刺激响应、对角质细胞IL-8释放的刺激响应或对坏死诱导的刺激响应的疾病或症状。
• METHODS FOR THE CONVERSION OF A SUBSTITUTED FURAN TO A SUBSTITUTED PYRROLE
  申请人：Kreischer Bruce E.

  公开号：US20120083609A1

  公开（公告）日：2012-04-05

  The present invention discloses processes for producing substituted pyrrole compounds, such as 2,5-disubstituted pyrroles. Synthetic processes which directly convert substituted furan compounds to substituted pyrrole compounds, via a reaction of the substituted furan compound with ammonia and/or an ammonium salt in the presence of a catalyst, also are described.

  本发明揭示了生产取代吡咯化合物的过程，例如2,5-二取代吡咯化合物。还描述了一种合成过程，该过程通过将取代呋喃化合物与氨和/或铵盐在催化剂存在下反应，直接转化为取代吡咯化合物。
• A convenient synthetic route to the bacteriochlorin chromophore
  作者：Paul Yon-Hin、Tilak P Wijesekera、David Dolphin

  DOI：10.1016/0040-4039(91)80636-k

  日期：1991.6

  The reactions of an A,C-divinylporphyrin with activated dienophiles yield stable bis Diels-Alder adducts absorbing light at wavelengths above 735 nm. This provides a convenient general route to bacteriochlorin-like chromophores.

  A，C-二乙烯基卟啉与活化的亲二烯体的反应产生稳定的bis Diels-Alder加合物，其吸收波长大于735 nm的光。这提供了方便的一般途径来产生类似细菌绿素的生色团。
• Methods of preparation of an olefin oligomerization catalyst
  申请人：Knudsen D. Ronald

  公开号：US20050187391A1

  公开（公告）日：2005-08-25

  A method of making a catalyst for use in oligomerizing an olefin comprising a chromium-containing compound, a pyrrole-containing compound, a metal alkyl, a halide-containing compound, and optionally a solvent, the method comprising contacting a composition comprising the chromium-containing compound and a composition comprising the metal alkyl, wherein the composition comprising the chromium-containing compound is added to the composition comprising the metal alkyl.

  制备用于寡聚烯烃的催化剂的方法包括含铬化合物、含吡咯化合物、金属烷基、含卤化合物和可选的溶剂，该方法包括将含铬化合物的组合物与含金属烷基的组合物接触，其中含铬化合物的组合物被添加到含金属烷基的组合物中。
• Preparation of Transition Metal Carboxylates
  申请人：Sydora Orson L.

  公开号：US20130150605A1

  公开（公告）日：2013-06-13

  This disclosure provides a process for making transition metal carboxylate compositions by combining in an polar aprotic first solvent a transition metal precursor and a Group 1 or Group 2 metal carboxylate under substantially acid-free and substantially anhydrous conditions, to generate a mixture comprising the transition metal carboxylate composition. Optionally, the transition metal carboxylate composition can be purified, for example, by substantially removing the first solvent provide a residue comprising the transition metal carboxylate composition, and also optionally, further by extracting the transition metal carboxylate composition from the residue with a non-coordinating second solvent to provide an extract comprising the transition metal carboxylate composition.

  本公开提供了一种制备过渡金属羧酸盐组合物的方法，包括在极性无质子的第一溶剂中，在基本无酸和基本无水的条件下，将过渡金属前体和1组或2组金属羧酸盐组合，生成包含过渡金属羧酸盐组合物的混合物。可选地，可以通过基本去除第一溶剂来提纯过渡金属羧酸盐组合物，得到包含过渡金属羧酸盐组合物的残留物，还可以选择性地通过使用非配位的第二溶剂从残留物中提取过渡金属羧酸盐组合物，得到包含过渡金属羧酸盐组合物的提取物。