3-methyl-1,5-diphenylpyrazole-4-carboxylic acid | 40030-35-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-methyl-1,5-diphenylpyrazole-4-carboxylic acid
• 英文别名: 3-methyl-1,5-diphenyl-1H-pyrazole-4-carboxylic acid；3-Methyl-1,5-diphenyl-4-pyrazol-carbonsaeure；3-Methyl-1,5-diphenylpyrazolcarbonsaeure-(4)；3-Methyl-1,5-diphenyl-1H-pyrazol-4-carbonsaeure
• CAS: 40030-35-1
• 化学式: C₁₇H₁₄N₂O₂
• 分子量: 278.31
• InChiKey: ZHGSMGISRFOLHO-UHFFFAOYSA-N

物化性质

• 熔点：
  205 °C
• 沸点：
  447.5±40.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-methyl-1,5-diphenylpyrazole-4-carboxylic acid 在 氯化亚砜 作用下， 生成 3-methyl-1,5-diphenyl-1H-pyrazole-4-carbonyl chloride
  参考文献：
  名称：

  Pascual; Serratosa, Chemische Berichte, 1952, vol. 85, p. 686

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 生成 3-methyl-1,5-diphenylpyrazole-4-carboxylic acid
  参考文献：
  名称：

  Benary, Chemische Berichte, 1909, vol. 42, p. 3919

  摘要：

  DOI：

文献信息

• Visible light-induced organo-photocatalyzed route to synthesize substituted pyrazoles
  作者：Koustav Pal、Vinjamuri Srinivasu、Sourabh Biswas、Devarajulu Sureshkumar

  DOI：10.1039/d4ob00248b

  日期：——

  accomplished through an organo-photocatalyzed decarboxylative intramolecular cyclization using readily available 1,2-diaza-1,3-dienes and α-ketoacids. This method allows for the systematic synthesis of substituted pyrazole derivatives. Notably, this approach is characterized by its metal-free and oxidant-free nature, offering distinct advantages such as short reaction times and exceptionally mild reaction

  四取代吡唑的合成具有重要的合成价值，并且是通过使用容易获得的 1,2-二氮杂-1,3-二烯和 α-酮酸进行有机光催化脱羧分子内环化来完成的。该方法允许系统合成取代的吡唑衍生物。值得注意的是，该方法的特点是不含金属和氧化剂，具有反应时间短和反应条件异常温和等独特优势。所开发的方法能够有效构建四取代吡唑，扩大可用于探索的化学空间并在各个科学领域开辟潜在应用。
• Novel 1,5-Diphenylpyrazole Nonnucleoside HIV-1 Reverse Transcriptase Inhibitors with Enhanced Activity versus the Delavirdine-Resistant P236L Mutant:  Lead Identification and SAR of 3- and 4-Substituted Derivatives
  作者：Michael J. Genin、Carolyn Biles、Barb J. Keiser、Susan M. Poppe、Steven M. Swaney、W. Gary Tarpley、Yoshihiko Yagi、Donna L. Romero

  DOI：10.1021/jm990383f

  日期：2000.3.1

  Through computationally directed broad screening, a novel 1,5-diphenylpyrazole (DPP) class of HIV-1 nonnucleoside reverse transcriptase inhibitors (NNRTIs) has been discovered. Compound 2 (PNU-32945) was found to have good activity versus wild-type (IC50 = 2.3 mu M) and delavirdine-resistant P236L (IC50 = 1.1 mu M) reverse transcriptase IRT). Also, PNU-32945 has an ED50 for inhibition of viral replication in cell cultures of 0.1 mu M and was shown to be noncytotoxic with a CC50 > 10 mu M. Structure-activity relationship studies on the 3- and 4-positions of PNU-32945 led to interesting selectivity and activity within the class. In particular, the 3-hydroxyethyl-4-ethyl congener 29 is a potent inhibitor of the P236L mutant (IC50 = 0.65 mu M), whereas it is essentially inactive versus the wild-type enzyme (IC50 > 50 mu M). Furthermore, this compound was significantly more active versus the P236L mutant than delavirdine. The synthesis and RT inhibitory activity of various 3- and 4-substituted analogues are discussed.
• Knorr; Duden, Chemische Berichte, 1893, vol. 26, p. 115
  作者：Knorr、Duden

  DOI：——

  日期：——
• Al-Saleh, Fowzia S.; Khawaja, Ibtisam K. Al; Joule, John A., Journal of the Chemical Society. Perkin transactions I, 1981, p. 642 - 645
  作者：Al-Saleh, Fowzia S.、Khawaja, Ibtisam K. Al、Joule, John A.

  DOI：——

  日期：——
• DE33536
  申请人：——

  公开号：——

  公开（公告）日：——