1-phenyl-4-methylpyrrole-3-carboxylic acid methyl ester | 540526-22-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-phenyl-4-methylpyrrole-3-carboxylic acid methyl ester
• 英文别名: methyl 4-methyl-1-phenyl-1H-pyrrole-3-carboxylate；methyl 4-methyl-1-phenylpyrrole-3-carboxylate
• CAS: 540526-22-5
• 化学式: C₁₃H₁₃NO₂
• 分子量: 215.252
• InChiKey: RBGASWHYHBYSAV-UHFFFAOYSA-N

物化性质

• 沸点：
  324.4±22.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  31.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苯硫酚 、 1-phenyl-4-methylpyrrole-3-carboxylic acid methyl ester 在 N-碘代丁二酰亚胺 、 sodium thiosulfate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 48.0h， 以100%的产率得到methyl 4-methyl-1-phenyl-5-(phenylthio)-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  ACID SECRETION INHIBITOR

  摘要：

  公开号：

  EP2005957B1
• 作为产物：
  描述：

  N-(2-methylallyl)aniline 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) caesium carbonate 作用下， 以 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 150.0 ℃ 、413.68 kPa 条件下， 反应 0.08h， 生成 1-phenyl-4-methylpyrrole-3-carboxylic acid methyl ester
  参考文献：
  名称：

  闭环复分解中具有微波作用的外部羧甲基取代基

  摘要：

  提出了含有外部羧甲基取代基的二烯烃底物的闭环易位。通过微波辐射使反应得以实现，从而大大提高了产率和转化率。该反应导致羧甲基取代的二氢吡咯，二氢呋喃和环戊烯的形成。在某些情况下，吡咯通过进一步原位氧化形成。

  DOI：

  10.1016/s0040-4039(03)00083-2

文献信息

• Practical one-pot sequential procedure for the preparation of N-arylated 3,4-disubstituted pyrroles from alkenes
  作者：Rui Zhu、Lixin Xing、Yantao Liu、Fangkun Deng、Xinyan Wang、Yuefei Hu

  DOI：10.1016/j.jorganchem.2008.09.051

  日期：2008.12

  copper-catalyzed N-arylation of pyrrole proceeded sequentially in a single flask to give N-arylated 3,4-disubstituted pyrroles smoothly. Thus, a series of desired N-arylated pyrroles were prepared directly from the electron-deficient alkenes.

  通过使用吨丁醇钠和Cs 2 CO 3作为混合基，面包车Leusen吡咯合成和铜催化Ñ吡咯-arylation在单个烧瓶依次进行，得到Ñ -arylated 3,4-二取代的吡咯顺利。因此，直接从缺电子的烯烃制备了一系列所需的N-芳基吡咯。
• Acid Secretion Inhibitor
  申请人：Hasuoka Atsushi

  公开号：US20090118335A1

  公开（公告）日：2009-05-07

  The present invention provides a compound having a superior acid secretion inhibitory action, an antiulcer activity and the like. A proton pump inhibitor containing a compound represented by the formula (I) wherein ring A is a saturated or unsaturated 5- or 6-membered ring group optionally having, as a ring-constituting atom besides carbon atom, 1 to 4 hetero atoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, ring-constituting atoms X 1 and X 2 are each a carbon atom or a nitrogen atom, a ring-constituting atom X 3 is a carbon atom, a nitrogen atom, an oxygen atom or a sulfur atom, R 1 is an optionally substituted aryl group or an optionally substituted heteroaryl group, R 2 is an optionally substituted alkyl group, an optionally substituted aryl group or an optionally substituted heteroaryl group, R 3 is an aminomethyl group optionally substituted by 1 or 2 lower alkyl groups, which is a substituent on a ring-constituting atom other than X 1 , X 2 and X 3 , and ring A optionally further has substituent(s) selected from a lower alkyl group, a halogen atom, a cyano group and an oxo group, or a salt thereof or a prodrug thereof.

  本发明提供了一种具有优异的抑制酸分泌、抗溃疡活性等的化合物。该质子泵抑制剂包含由式(I)表示的化合物，其中环A是饱和或不饱和的5-或6-成员环基团，可选地具有作为环构成原子的碳原子以外的1至4个异原子，所述异原子选自氮原子、氧原子和硫原子，环构成原子X1和X2分别为碳原子或氮原子，环构成原子X3为碳原子、氮原子、氧原子或硫原子，R1为可选取代的芳基基团或可选取代的杂环基团，R2为可选取代的烷基基团、可选取代的芳基基团或可选取代的杂环基团，R3为氨甲基基团，可选地被1或2个低碳基取代，该基团是除X1、X2和X3以外的环构成原子上的取代基，环A可选地进一步具有从低碳基、卤素原子、氰基和氧代基中选择的取代基，或其盐或前药。
• ARYL- OR HETEROARYL-SULFONYL COMPOUNDS AS ACID SECRETION INHIBITORS
  申请人：Hasuoka Atsushi

  公开号：US20110288040A1

  公开（公告）日：2011-11-24

  The present invention provides a compound having a superior acid secretion inhibitory action, an antiulcer activity and the like. A proton pump inhibitor containing a compound represented by the formula (I) wherein ring A is a saturated or unsaturated 5- or 6-membered ring group optionally having, as a ring-constituting atom besides carbon atom, 1 to 4 hetero atoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, ring-constituting atoms X 1 and X 2 are each a carbon atom or a nitrogen atom, a ring-constituting atom X 3 is a carbon atom, a nitrogen atom, an oxygen atom or a sulfur atom, R 1 is an optionally substituted aryl group or an optionally substituted heteroaryl group, R 2 is an optionally substituted alkyl group, an optionally substituted aryl group or an optionally substituted heteroaryl group, R 3 is an aminomethyl group optionally substituted by 1 or 2 lower alkyl groups, which is a substituent on a ring-constituting atom other than X 1 , X 2 and X 3 , and ring A optionally further has substituent(s) selected from a lower alkyl group, a halogen atom, a cyano group and an oxo group, or a salt thereof or a prodrug thereof.

  本发明提供了一种具有优异的抑制酸分泌作用、抗溃疡活性等的化合物。一种质子泵抑制剂，包含一种由式(I)表示的化合物，其中环A是一个饱和或不饱和的5或6元环基团，可选地具有除碳原子外的1到4个异原子，所述异原子选自氮原子、氧原子和硫原子，环构成原子X1和X2分别是碳原子或氮原子，环构成原子X3是碳原子、氮原子、氧原子或硫原子，R1是可选取代的芳基基团或可选取代的杂环芳基基团，R2是可选取代的烷基基团、可选取代的芳基基团或可选取代的杂环芳基基团，R3是在除X1、X2和X3之外的环构成原子上取代的氨甲基基团，可选地被1或2个较低烷基取代，环A可选地进一步具有来自较低烷基、卤素原子、氰基和氧基的取代基，或其盐或前药。
• Aryl-or heteroaryl-sulfonyl compounds as acid secretion inhibitors
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US07994205B2

  公开（公告）日：2011-08-09

  The present invention provides an aryl- or heteroaryl compound represented by the formula (Ia) or (Ib) wherein each symbol is as defined in the specification, or a salt thereof, or a pharmaceutical composition comprising the compound and a pharmaceutically acceptable carrier. The compound has superior acid secretion inhibitory action, an antiulcer activity and the like.

  本发明提供了一种芳基或杂环芳基化合物，其化学式为(Ia)或(Ib)，其中每个符号如规范中所定义，或其盐，或包括该化合物和药用可接受载体的药物组合物。该化合物具有优异的酸分泌抑制作用，抗溃疡活性等。
• Aryl- or heteroaryl-sulfonyl compounds as acid secretion inhibitors
  申请人：Hasuoka Atsushi

  公开号：US08686010B2

  公开（公告）日：2014-04-01

  The present invention provides a compound having a superior acid secretion inhibitory action, an antiulcer activity and the like. A proton pump inhibitor containing a compound represented by the formula (I) wherein ring A is a saturated or unsaturated 5- or 6-membered ring group optionally having, as a ring-constituting atom besides carbon atom, 1 to 4 hetero atoms selected from a nitrogen atom, an oxygen atom and a sulfur atom, ring-constituting atoms X1 and X2 are each a carbon atom or a nitrogen atom, a ring-constituting atom X3 is a carbon atom, a nitrogen atom, an oxygen atom or a sulfur atom, R1 is an optionally substituted aryl group or an optionally substituted heteroaryl group, R2 is an optionally substituted alkyl group, an optionally substituted aryl group or an optionally substituted heteroaryl group, R3 is an aminomethyl group optionally substituted by 1 or 2 lower alkyl groups, which is a substituent on a ring-constituting atom other than X1, X2 and X3, and ring A optionally further has substituent(s) selected from a lower alkyl group, a halogen atom, a cyano group and an oxo group, or a salt thereof or a prodrug thereof.

  本发明提供了一种具有优良的酸分泌抑制作用、抗溃疡活性等的化合物。一种质子泵抑制剂包含式（I）所表示的化合物，其中环A是一个饱和或不饱和的5-或6-成员环基团，选项包括作为环构成原子的碳原子以外的1到4个异原子，所述异原子选自氮原子、氧原子和硫原子，环构成原子X1和X2分别是碳原子或氮原子，环构成原子X3是碳原子、氮原子、氧原子或硫原子，R1是可选的取代芳基基团或可选的取代杂环芳基基团，R2是可选的取代烷基基团、可选的取代芳基基团或可选的取代杂环芳基基团，R3是氨甲基基团，该基团可选地由1或2个低碳烷基取代，该基团是除X1、X2和X3外的环构成原子上的取代基，并且环A还可以进一步具有从低碳烷基、卤素原子、氰基和氧代基中选择的取代基，或其盐或前药。