3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propionic acid | 1431-20-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propionic acid
• 英文别名: 5-Formyl-4-methylpyrrol-3-propionsaeure；5-formyl-4-methylpyrrole-3-propionic acid；5-formyl-4-methyl-1H-pyrrole-3-propanoic acid；2-Formyl-3-methyl-4-(2-carboxyethyl)-pyrrol；3-Methyl-4-<2-carboxy-ethyl>-pyrrol-2-aldehyd；3-(5-formyl-4-methyl-pyrrol-3-yl)-propionic acid；3-(5-Formyl-4-methyl-pyrrol-3-yl)-propionsaeure；4-(2-carboxyethyl)-2-formyl-3-methylpyrrole；3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propanoic acid
• CAS: 1431-20-5
• 化学式: C₉H₁₁NO₃
• 分子量: 181.191
• InChiKey: WEMKCIPNUIQYSM-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

反应信息

• 作为反应物：
  描述：

  3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propionic acid 在 盐酸 作用下， 生成 3-{5-[4-Ethyl-3-methyl-5-oxo-1,5-dihydro-pyrrol-(2Z)-ylidenemethyl]-4-methyl-2H-pyrrol-3-yl}-propionic acid methyl ester
  参考文献：
  名称：

  Siedel, Justus Liebigs Annalen der Chemie, 1943, vol. 554, p. 144,159

  摘要：

  DOI：
• 作为产物：
  描述：

  4-methyl-2,5-dicarboxy-1H-pyrrole-3-propanoic acid 在 sodium hydroxide 、 三氟乙酸 、 三氯氧磷 作用下， 以 乙醚 、 水 为溶剂， 25.0~180.0 ℃ 、266.64 Pa 条件下， 反应 53.5h， 生成 3-(5-formyl-4-methyl-1H-pyrrol-3-yl)propionic acid
  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

• Formulations for pharmaceutical agents ionizable as free acids or free bases
  申请人：Shenoy Narmada

  公开号：US06878733B1

  公开（公告）日：2005-04-12

  The present invention features formulations of indolinones which compounds are ionizable as free acids or free bases. The formulation is suitable for parenteral or oral administration, wherein the formulation comprises an ionizable substituted indolinone, and a pharmaceutically acceptable carrier therefor. The term “ionizable substituted indolinone” includes pyrrole substituted 2-indolinones which, in addition to being otherwise optionally substituted on both the pyrrole and 2-indolinone portions of the compound, are necessarily substituted on the pyrrole moiety with one or more hydrocarbon chains which themselves are substituted with at least one polar group. The formulations and the compounds themselves are useful for the treatment of protein kinase related disorders as discussed herein.

  本发明涉及吲哚酮的配方，这些化合物作为游离酸或游离碱是可离子化的。该配方适用于静脉或口服给药，其中配方包括可离子化的取代吲哚酮和其药用可接受载体。术语“可离子化的取代吲哚酮”包括吡咯取代的2-吲哚酮，除了在化合物的吡咯和2-吲哚酮部分上可选择地被取代外，必须在吡咯基上用一个或多个烃链取代，这些烃链本身被至少一个极性基团取代。如本文所述，这些配方和化合物本身对于治疗蛋白激酶相关疾病是有用的。
• Pyrrole substituted 2-indolinone protein kinase inhibitors
  申请人：Sugen, Inc.

  公开号：US06395734B1

  公开（公告）日：2002-05-28

  The present invention relates to novel pyrrole substituted 2-indolinone compounds and physiologically acceptable salts and prodrugs thereof which modulate the activity of protein kinases and therefore are expected to be useful in the prevention and treatment of protein kinase related cellular disorders such as cancer.

  本发明涉及新颖的吡咯替代的2-吲哚酮化合物及其生理上可接受的盐和前药，这些化合物调节蛋白激酶的活性，因此预计在预防和治疗蛋白激酶相关的细胞疾病，如癌症方面具有用处。
• 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。
• Qualitative Analysis of a BSW Field Placement with a Hospital-Owned Physician Practice in a Skilled Nursing Facility
  作者：D. D. Long、M. J. Heydt

  DOI：10.1093/hsw/25.3.210

  日期：2000.8.1

  Health services and medical social work are being reshaped in the wake of managed care and the movement toward community-based delivery systems. In this article, a bachelor's of social work student is assigned to a field placement to work with a hospital-owned physician practice in a skilled nursing facility. Structured interviews are conducted with the field placement student, the physician, a resident (client), the field placement instructor, two social work designees, and the facility administrator to ascertain the student's practice activities. Findings indicate a wide range of duties at both micro- and macro practice levels. Value issues and potential considerations for practitioners entertaining professional associations with physicians are examined.

  卫生服务和医疗社会工作正在受到管理式医疗以及向以社区为基础的服务系统转型运动的影响而发生重塑。本文中，一名社会工作学士学位的学生被分配到一家由医院拥有的在专业护理机构内的医生诊所进行实习。通过对实习学生、医生、居民（客户）、实习指导老师、两名社会工作代表以及机构管理人员的结构化访谈，来查明学生的实践活动。研究发现表明，实践活动涵盖了微观和宏观层面的广泛职责。本文还探讨了与医生建立职业关联时从业者需要重视的价值问题和潜在考虑因素。
• Methods for treating diseases and disorders related to unregulated angiogenesis and/or vasculogenesis
  申请人：Tang Peng Cho

  公开号：US06846839B1

  公开（公告）日：2005-01-25

  The present invention relates to methods for treating diseases and disorders related to unregulated angiogenesis and/or vasculogenesis. More specifically, this invention relates to methods for treating diseases and disorders, such as rheumatoid arthritis, endometriosis, ocular neovascularization, solid tumor growth and metastases, and excessive scarring during wound healing, with indolinone compounds.

  本发明涉及治疗与未受调控的血管生成和/或血管发生相关的疾病和紊乱的方法。更具体地，本发明涉及使用吲哚酮类化合物治疗疾病和紊乱的方法，例如类风湿关节炎、子宫内膜异位症、眼部新生血管生成、实体肿瘤生长和转移，以及伤口愈合过程中的过度瘢痕。