ethyl 1,5-bis (4-methoxyphenyl)pyrazole-3-carboxylate | 119517-21-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl 1,5-bis (4-methoxyphenyl)pyrazole-3-carboxylate
• 英文别名: 1H-Pyrazole-3-carboxylic acid, 1,5-bis(4-methoxyphenyl)-, ethyl ester；ethyl 1,5-bis(4-methoxyphenyl)pyrazole-3-carboxylate
• CAS: 119517-21-4
• 化学式: C₂₀H₂₀N₂O₄
• 分子量: 352.39
• InChiKey: AIOKIAZWWNBJMD-UHFFFAOYSA-N

物化性质

• 沸点：
  521.7±50.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  62.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 1,5-bis (4-methoxyphenyl)pyrazole-3-carboxylate 在 四溴化碳 、 sodium hydride 、 二异丁基氢化铝 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  Pyrazole CCK1 receptor antagonists. Part 1: Solution-phase library synthesis and determination of Free–Wilson additivity

  摘要：

  High throughput screening revealed compound 1 as a potent antagonist of the CCK1 receptor. Evaluation of the CCK1 SAR in a series of these diarylpyrazole antagonists was conducted in a matrix synthesis format revealing additive (Free-Wilson) and non-additive SAR. This use of additive QSAR modeling in conjunction with combinatorial libraries represents a unique approach to the evaluation of SAR interactions between the variables of any combinatorial matrix. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.048
• 作为产物：
  描述：

  3-(4-甲氧基苯基)-1,2,3-恶二唑-3-鎓-5-醇 在 palladium diacetate 、 potassium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 N,N-二甲基甲酰胺 、 邻二氯苯 为溶剂， 反应 32.0h， 生成 、 ethyl 1,5-bis (4-methoxyphenyl)pyrazole-3-carboxylate
  参考文献：
  名称：

  Direct Arylation of Sydnones with Aryl Chlorides toward Highly Substituted Pyrazoles

  摘要：

  The direct arylation of the C4 position of both N-alkyl- and N-arylsydnones with aryl/heteroaryl chlorides has been realized. The reaction is quite general and allows access to a wide range of 4-substituted sydnones. Yields of more challenging substrates can be improved through the use of aryl bromides.

  DOI：

  10.1021/acs.joc.5b00143

文献信息

• Pharmacologically active 2- and 3-substituted
  申请人：Ortho Pharmaceutical Corporation

  公开号：US05051518A1

  公开（公告）日：1991-09-24

  2- and 3-substituted (1',5'-diaryl-3'-pyrazolyl)-N-hydroxypropanamides, a method for their preparation, compositions containing the same and methods of their use are disclosed. The N-hydroxypropanamides are useful in alleviating inflammatory and cardiovascular disorders in mammals.

  本发明涉及2-和3-取代的(1',5'-二芳基-3'-吡唑基)-N-羟基丙酰胺，其制备方法，含有它们的组合物以及它们的使用方法。这些N-羟基丙酰胺在缓解哺乳动物的炎症和心血管疾病方面具有用途。
• [EN] PYRAZOLE DERIVATIVES EXHIBITING ANTI-INFLAMMATORY AND ANALGESIC EFFECTS<br/>[FR] DERIVES PYRAZOLE PRESENTANT DES EFFETS ANTI-INFLAMMATOIRES ET ANALGESIQUES
  申请人：EISAI CO., LTD.

  公开号：WO1996014302A1

  公开（公告）日：1996-05-17

  (EN) Pyrazole derivatives represented by formula (I) and physiologically acceptable salts thereof can suppress the production of both of prostaglandins and leukotrienes simultaneously, and, therefore, exhibit anti-inflammatory and analgesic effects.(FR) Des dérivés pyrazole représentés par la formule (I) et leurs sels physiologiquement tolérables peuvent supprimer simultanément la production des prostaglandines et des leucotriènes, et, par conséquent, présentent des effets anti-inflammatoires et analgésiques.

  (中) 由公式（I）表示的吡唑衍生物及其生理上可接受的盐可以同时抑制前列腺素和白三烯的产生，因此具有抗炎和镇痛作用。
• Pyrazole derivatives, processes for preparation thereof and pharmaceutical composition comprising the same
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP0418845A1

  公开（公告）日：1991-03-27

  A compound of the formula : wherein R1 is aryl which may be substituted with substituent(s) selected from the group consisting of lower alkyl, halogen, lower alkoxy, lower alkylthio, lower alkylsulfinyl, lower alkylsulfonyl, hydroxy, lower alkylsulfonyloxy, nitro, amino, lower alkylamino, acylamino and lower alkyl(acyl)amino; or a heterocyclic group; R2 is hydrogen; methyl substituted with amino, lower alkylamino, halogen or acyloxy; acyl; acylamino; cyano; halogen; lower alkylthio; lower alkylsulfinyl; or a heterocyclic group; and R3 is aryl substituted with lower alkyl, lower alkylthio, lower alkylsulfinyl, halogen, amino, lower alkylamino, acylamino, lower alkyl(acyl)amino, lower alkoxy, cyano, hydroxy or acyl; or a heterocyclic group which may be substituted with lower alkylthio, lower alkylsulfinyl or lower alkylsulfonyl; with certain provisions, pharmaceutically acceptable salts thereof, processes for their preparation and pharmaceutical compositions comprising them as an active ingredient.

  一种式如下的化合物 其中 R1 是芳基，可被选自由低级烷基、卤素、低级烷氧基、低级烷硫基、低级烷基亚磺基、低级烷基磺酰基、羟基、低级烷基磺酰氧基、硝基、氨基、低级烷基氨基、酰氨基和低级烷基（酰基）氨基组成的取代基取代；或杂环基团；R2 是氢；被氨基、低级烷基氨基、卤素或酰氧基取代的甲基；酰基；酰氨基；氰基；卤素；低级烷硫基；低级烷基亚磺酰基；或杂环基团；R3 是被低级烷基、低级烷硫基、低级烷基亚磺基、卤素、氨基、低级烷基氨基、酰氨基、低级烷基（酰基）氨基、低级烷氧基、氰基、羟基或酰基取代的芳基；或可被低级烷硫基、低级烷基亚磺基或低级烷基磺酰基取代的杂环基团。
• Murray, William V.; Wachter, Michael P., Journal of Heterocyclic Chemistry, 1989, vol. 26, p. 1389 - 1392
  作者：Murray, William V.、Wachter, Michael P.

  DOI：——

  日期：——
• SAR studies of 1,5-diarylpyrazole-based CCK1 receptor antagonists
  作者：Laurent Gomez、Michael D. Hack、Kelly McClure、Clark Sehon、Liming Huang、Magda Morton、Lina Li、Terrance D. Barrett、Nigel Shankley、J. Guy Breitenbucher

  DOI：10.1016/j.bmcl.2007.09.093

  日期：2007.12

  A high throughput screening campaign revealed compound 1 as a potent antagonist of the human CCK1 receptor. Here, we report the syntheses and SAR studies of 1,5-diarylpyrazole analogs with various structural modi. cations of the alkane side chain of the molecule. The difference in affinity between the two enantiomers for the CCK1 receptor and the flexible nature of the linker led to the design of constrained analogs with increased potency. (c) 2007 Elsevier Ltd. All rights reserved.