3-(2-甲醛-4-甲基吡咯)-丙酸 | 132281-87-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-(2-甲醛-4-甲基吡咯)-丙酸
• 中文别名: 3-(2-甲酰基-4-甲基-1H-吡咯-3-基)-丙酸
• 英文名称: 3-(2-FORMYL-4-METHYL-1H-PYRROL-3-YL)-PROPIONIC ACID
• 英文别名: 3-(2-formyl-4-methyl-1H-pyrrol-3-yl)propanoic acid
• CAS: 132281-87-9
• 化学式: C₉H₁₁NO₃
• 分子量: 181.191
• InChiKey: NUGJBBOAUVVKHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  70.2
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  3-(2-甲醛-4-甲基吡咯)-丙酸 在 sodium tetrahydroborate 、 Uro'gen III synthase 、 potassium chloride 、 magnesium chloride 作用下， 以 水 为溶剂， 反应 8.0h， 生成 3-[7,12,17-tris(2-carboxyethyl)-3,8,13,18-tetramethyl-21,22-dihydroporphyrin-2-yl]propanoic acid
  参考文献：
  名称：

  Studies on the formation of porphyrinogens from monopyrroles in presence of the enzymes PBG deaminase and/or Uro’gen III synthase

  摘要：

  The substrate-specificities of two enzymes in the biosynthetic pathway to vitamin B-12, PBG deaminase and Uro'gen III synthase, which are involved in the formation of Uro'gen III from the pyrrole PBG, are investigated for the preparation of Uroporphyrin analogs. Both enzymes display strong substrate-specificity. However, tetramerization of pyrroles with carboxylate beta-substituents in mildly basic buffer represents the best and most rapid route to a family of Uro I analogs for enzymatic activity studies. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.10.063
• 作为产物：
  描述：

  2,4-二甲基-5-乙氧羰基-3-吡咯丙酸乙酯 在 sodium hydroxide 、 磺酰氯 、 水 、 三氟乙酸 、 三氯氧磷 作用下， 以 乙醚 、 水 为溶剂， -15.0~180.0 ℃ 、266.64 Pa 条件下， 反应 61.5h， 生成 3-(2-甲醛-4-甲基吡咯)-丙酸
  参考文献：
  名称：

  Synthesis and unusual properties of C-(10)-gem-dimethyl bilirubin analogs

  摘要：

  The characteristic thermodynamically-favored intramolecularly hydrogen-bonded conformation adopted by bilirubin pigments is destabilized by substituting methyl groups on the C(10) central methylene. These methyl groups impose conformation-destabilizing methyl-methylene non-bonded steric interactions with the propionic acid beta-CH2 groups at C(8) and C(12) when the propionic acids are engaged in intramolecular hydrogen bonding with the opposing dipyrrinones. Amphiphilic 10,10-dimethylbilirubins (1) and (2) are found to be more polar, but also more soluble than the parents (3) and (4) in organic solvents; yet, H-1-NMR studies in non-polar solvents indicate that a deformed but folded, intramolecularly hydrogen-bonded conformation is retained. The dimethyl esters of 10,10-dimethylbilirubins 1 and 2 did not exhibit the typical strong tendency of bilirubin dimethyl esters to form intermolecular hydrogen bonds in non-polar solvents such as chloroform and benzene.

  DOI：

  10.1016/s0040-4020(01)80362-8

文献信息

• Synthesis and Biological Evaluations of 3-Substituted Indolin-2-ones:  A Novel Class of Tyrosine Kinase Inhibitors That Exhibit Selectivity toward Particular Receptor Tyrosine Kinases
  作者：Li Sun、Ngoc Tran、Flora Tang、Harald App、Peter Hirth、Gerald McMahon、Cho Tang

  DOI：10.1021/jm980123i

  日期：1998.7.1

  analysis for these compounds and their relative potency and selectivity to inhibit particular RTKs has determined that (1) 3-[(five-membered heteroaryl ring)methylidenyl]indolin-2-ones are highly specific against the VEGF (Flk-1) RTK activity, (2) 3-(substituted benzylidenyl)indolin-2-ones containing bulky group(s) in the phenyl ring at the C-3 position of indolin-2-ones showed high selectivity toward

  已经设计并合成了3-取代的吲哚-2-酮，作为一类新型的酪氨酸激酶抑制剂，该抑制剂对不同的受体酪氨酸激酶（RTK）具有选择性。已经评估了这些化合物对完整细胞中一组RTK的相对抑制特性。通过修饰3-取代的吲哚-2-酮，我们鉴定了在亚微摩尔水平下显示选择性抑制各种RTK的配体依赖性自磷酸化的化合物。这些化合物的结构活性分析及其抑制特定RTK的相对效能和选择性已确定（1）3-[（（五元杂芳基环）亚甲基]茚满-2-酮对VEGF（Flk-1 ）RTK活动，（2）在吲哚-2-酮的C-3位的C-3位置的苯环中含有庞大基团的3-（取代的苄基）吲哚啉-2-酮显示出对EGF和Her-2 RTK的高选择性，并且（ 3）在针对PDGF和VEGF（Flk-1）RTK进行测试时，在吲哚-2-酮（16）的C-3位置包含延伸的侧链的化合物表现出较高的效价和选择性。这些3-取代的吲哚-2-酮中的两个的最近公布的晶体学数据提供
• The total synthesis of chlorophyll a
  作者：Robert Burns Woodward、William A. Ayer、John M. Beaton、Friedrich Bickelhaupt、Raymond Bonnett、Paul Buchschacher、Gerhard L. Closs、Hans Dutler、John Hannah、Fred P. Hauck、Shǒ Itǒ、Albert Langemann、Eugene Le Goff、Willy Leimgruber、Walter Lwowski、Jürgen Sauer、Zdenek Valenta、Heinrich Volz

  DOI：10.1016/0040-4020(90)80003-z

  日期：1990.1

  The total synthesis of chlorophyll a starting from Knorr's pyrrole (1) is described with full experimental detail. Forty six stages are involved to reach the target molecule, chlorin e6 trimethyl ester (46), from which the preparation of chlorophyll a has already been described.

  详细描述了从克诺尔吡咯（1）开始的叶绿素a的总合成。涉及到达到目标分子的四阶段是二氢卟酚e 6三甲基酯（46），从中已经描述了叶绿素a的制备。
• Bi-functional complexes and methods for making and using such complexes
  申请人：Gouliaev Alex Haahr

  公开号：US11225655B2

  公开（公告）日：2022-01-18

  The present invention is directed to a method for the synthesis of a bi-functional complex comprising a molecule part and an identifier oligonucleotide part identifying the molecule part. A part of the synthesis method according to the present invention is preferably conducted in one or more organic solvents when a nascent bi-functional complex comprising an optionally protected tag or oligonucleotide identifier is linked to a solid support, and another part of the synthesis method is preferably conducted under conditions suitable for enzymatic addition of an oligonucleotide tag to a nascent bi-functional complex in solution.

  本发明涉及一种合成双功能复合物的方法，该复合物包括分子部分和识别分子部分的识别寡核苷酸部分。根据本发明的合成方法的一部分优选在一种或多种有机溶剂中进行，此时包含可选保护标签或寡核苷酸标识符的新生双功能复合物与固体支持物相连接，合成方法的另一部分优选在适合于将寡核苷酸标签酶加到溶液中的新生双功能复合物的条件下进行。
• Synthesis and unusual properties of expanded bilirubin analogs
  作者：Daniel F. Nogales、D. Timothy Anstine、David A. Lightner

  DOI：10.1016/s0040-4020(01)85333-3

  日期：1994.1
• SALTS OF PAROXETINE
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP1091958A1

  公开（公告）日：2001-04-18