methyl 1-phenyl-1H-pyrazole-3-carboxylate | 7188-95-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 1-phenyl-1H-pyrazole-3-carboxylate
• 英文别名: 1-phenyl-3-methoxycarbonylpyrazole；1-phenyl-1H-pyrazole-3-carboxylic acid methyl ester；1-Phenyl-1H-pyrazol-3-carbonsaeure-methylester；1-Phenyl-pyrazol-carbonsaeure-(3)-methylester；1-Phenyl-pyrazol-carbonsaeure-3-methylester；1-Phenyl-pyrazolcarbonsaeure-3-methylester；methyl 1-phenylpyrazole-3-carboxylate
• CAS: 7188-95-6
• 化学式: C₁₁H₁₀N₂O₂
• 分子量: 202.213
• InChiKey: QACKESFPJOHKIH-UHFFFAOYSA-N

物化性质

• 熔点：
  74-75 °C
• 沸点：
  316.7±15.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 1-phenyl-1H-pyrazole-3-carboxylate 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 3-Hydroxymethyl-1-phenyl-pyrazol
  参考文献：
  名称：

  Discovery and Optimization of Substituted 1-(1-Phenyl-1H-pyrazol-3-yl)methanamines as Potent and Efficacious Type II Calcimimetics

  摘要：

  Our efforts to discover potent, orally bioavailable type II calcimimetic agents for the treatment of secondary hyperparathyroidism focused on the development of ring constrained analogues of the known calcimimetic R-568. The structure-activity relationships of various substituted heterocycles and their effects oil the human calcium-sensing receptor are discussed. Pyrazole 15 was shown to be efficacious in a rat in vivo pharmacodynamic model.

  DOI：

  10.1021/jm9012278
• 作为产物：
  描述：

  苯肼 在 乙醚 作用下， 生成 methyl 1-phenyl-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  Roedig; Becker, Justus Liebigs Annalen der Chemie, 1955, vol. 597, p. 214,224

  摘要：

  DOI：

文献信息

• [EN] COMBINATION PHARMACEUTICAL AGENTS AS RSV INHIBITORS<br/>[FR] AGENTS PHARMACEUTIQUES EN COMBINAISON EN TANT QU'INHIBITEURS DE RSV
  申请人：ENANTA PHARM INC

  公开号：WO2019067864A1

  公开（公告）日：2019-04-04

  The present invention relates to pharmaceutical agents administered to a subject either in combination or in series for the treatment of a Respiratory Syncytial Virus (RSV) infection, wherein treatment comprises administering a compound effective to inhibit the function of the RSV and an additional compound or combinations of compounds having anti-RSV activity.

  本发明涉及用于治疗呼吸道合胞病毒（RSV）感染的药物剂，该药物剂可以单独或连续给予受试者，治疗包括给予一种有效抑制RSV功能的化合物以及具有抗RSV活性的另一种化合物或化合物组合。
• [EN] BENZODIAZEPINE DERIVATIVES AS RSV INHIBITORS<br/>[FR] DÉRIVÉS BENZODIAZÉPINE UTILISÉS COMME INHIBITEURS DU VIRUS RESPIRATOIRE SYNCYTIAL (RSV)
  申请人：ENANTA PHARM INC

  公开号：WO2017015449A1

  公开（公告）日：2017-01-26

  The present invention discloses compounds of Formula (I), or pharmaceutically acceptable salts, esters, or prodrugs thereof: which inhibit Respiratory Syncytial Virus (RSV). The present invention further relates to pharmaceutical compositions comprising the aforementioned compounds for administration to a subject suffering from RSV infection. The invention also relates to methods of treating an RSV infection in a subject by administering a pharmaceutical composition comprising the compounds of the present invention.

  本发明公开了化合物的结构式（I），或其药学上可接受的盐、酯或前药：这些化合物抑制呼吸道合胞病毒（RSV）。本发明还涉及包含上述化合物的药物组合物，用于治疗患有RSV感染的受试者。该发明还涉及通过给予包含本发明化合物的药物组合物来治疗受试者的RSV感染的方法。
• Uncommon aqueous media for nitrilimine cycloadditions. I. Synthetic and mechanistic aspects in the formation of 1-aryl-5-substituted-4,5-dihydropyrazoles
  作者：Giorgio Molteni、Alessandro Ponti、Marco Orlandi

  DOI：10.1039/b205063c

  日期：2002.9.23

  A number of 1-aryl-5-substituted-4,5-dihydropyrazoles 4 have been synthesised by 1,3-dipolar cycloaddition of variously substituted nitrilimines 2 onto the appropriate alkenyl dipolarophiles 3 in aqueous media and in the presence of a surfactant. Under these conditions, uncommon for the large majority of [3 + 2] cycloadditions, the electronic features of both the cycloaddends strongly dictate the reaction outcome. Clean and fast cycloadditions were observed between electron-rich nitrilimines and electron-poor dipolarophiles, while the reversal of the electronic features of the reactants gave poor results. Changes in surfactant concentration leads to some novel mechanistic insights.

  已通过水性介质和表面活性剂存在下，各种取代的亚胺腈2与相应的烯基亲偶极体3的1,3-偶极环加成反应，合成了多个1-芳基-5-取代的4,5-二氢吡唑4。在这些条件下，对于大多数[3+2]环加成反应来说并不常见，环加成物的电子特征对反应结果影响显著。富电子的亚胺腈与贫电子的亲偶极体之间的环加成反应迅速且效率高，而反应物的电子特性反转则导致结果不佳。表面活性剂浓度的变化提供了一些新的机理见解。
• PROTEOSTASIS REGULATORS
  申请人：Foley Megan

  公开号：US20120316193A1

  公开（公告）日：2012-12-13

  The present invention is directed to compounds having the Formulae (Ia-Ie), (II), (IIIa-IIId), (IVa-IVc), (Va-Vb), (VIa-VIe), (VII), (VIIIa-VIIIc), and (IX), pharmaceutically acceptable salts, prodrugs and solvates thereof, compositions of any of thereof and methods for the treatment of a condition associated with a dysfunction in proteostasis comprising an effective amount of these compounds.

  本发明涉及具有化学式(Ia-Ie)、(II)、(IIIa-IIId)、(IVa-IVc)、(Va-Vb)、(VIa-VIe)、(VII)、(VIIIa-VIIIc)和(IX)的化合物，以及这些化合物的药用可接受盐、前药和溶剂合物，以及这些化合物的任何组合物，并且用于治疗与蛋白质稳态功能紊乱相关的疾病的方法，包括有效量的这些化合物。
• New one-pot, efficient, and regioselective method for the synthesis of 3-Trifluoromethyl-1H-1-phenylpyrazoles and alkyl 3-carboxylate analogs
  作者：Helio G. Bonacorso、Michele S. Correa、Liliane M.F. Porte、Everton P. Pittaluga、Nilo Zanatta、Marcos A.P. Martins

  DOI：10.1016/j.tetlet.2012.07.119

  日期：2012.10

  An efficient and regioselective procedure for the synthesis of a series of alkyl(aryl/heteroaryl) substituted 3-trifluoromethyl-1H-1-phenylpyrazoles and alkyl 3-carboxylate analogs, from the cyclocondensation reactions of 4-alkoxy-1,1,1-trihaloalk-3-en-2-ones [CX3C(O)CR2=CR1(OMe/OEt), where R1 = H, Me, Ph, 2-Furyl; R2 = H; R1-R2 = -C4H8- and X = F, Cl] and 1-phenylsemicarbazide in an acidified alcoholic

  从4-烷氧基-1,1,1的环缩合反应合成一系列烷基（芳基/杂芳基）取代的3-三氟甲基-1 H -1-苯基吡唑和3-羧酸烷基酯类似物的有效和区域选择性程序-trihaloalk-3-en-2-ones [CX 3 C（O）CR 2 = CR 1（OMe / OEt），其中R 1 = H，Me，Ph，2-呋喃基；R 2＝ H；在酸性醇介质（R 3 OH / H 2 SO 4）中，R 1 -R 2 = -C 4 H 8-和X = F，Cl]和1-苯基氨基脲，其中R 3 = Me，Et，Pr i 已成功应用，并在此处进行了详细说明。