2-phenyl-pyrazolidin-3-one | 16860-34-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-phenyl-pyrazolidin-3-one
• 英文别名: 2-phenyl-3-pyrazolidinone；2-phenylpyrazolidin-3-one；2-Phenyl-pyrazolidin-3-on；1-Phenyl-pyrazolidon-(5)；2-Phenyl-pyrazolidon-(3)
• CAS: 16860-34-7
• 化学式: C₉H₁₀N₂O
• mdl: MFCD11109215
• 分子量: 162.191
• InChiKey: DFJAJOBXRZEBAQ-UHFFFAOYSA-N

物化性质

• 沸点：
  263.1±23.0 °C(Predicted)
• 密度：
  1.188±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-phenyl-pyrazolidin-3-one 在 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 生成 (E)-4,6-dichloro-3-(1-methyl-3-oxo-2-phenylpyrazolidin-4-ylidenemethyl)-1H-indole-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and pharmacological characterisation of a conformationally restrained series of indole-2-carboxylates as in vivo potent glycine antagonists

  摘要：

  After the identification of GV150526, the indole-2-carboxylate template was further explored in order to identify novel potential anti-stroke agents. In particular, the SAR of the side chain present at the C-3 position of the indole nucleus was widely studied. In this paper, the synthesis and the pharmacological profile of a further class of conformationally restricted analogues of GV150526 as in vitro and in vivo potent glycine antagonists is reported. In particular, a pyrazolidinone derivative was identified as a potent neuroprotective agent in animal models of cerebral ischaemia. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01141-7
• 作为产物：
  描述：

  3-oxo-2-phenylpyrazolidine-1-carboxylic acid tert-butyl ester 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以92%的产率得到2-phenyl-pyrazolidin-3-one
  参考文献：
  名称：

  Synthesis and pharmacological characterisation of a conformationally restrained series of indole-2-carboxylates as in vivo potent glycine antagonists

  摘要：

  After the identification of GV150526, the indole-2-carboxylate template was further explored in order to identify novel potential anti-stroke agents. In particular, the SAR of the side chain present at the C-3 position of the indole nucleus was widely studied. In this paper, the synthesis and the pharmacological profile of a further class of conformationally restricted analogues of GV150526 as in vitro and in vivo potent glycine antagonists is reported. In particular, a pyrazolidinone derivative was identified as a potent neuroprotective agent in animal models of cerebral ischaemia. (C) 2001 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(01)01141-7

文献信息

• Nucleophilic Substitution of Azide Acting as a Pseudo Leaving Group: One-Step Synthesis of Various Aza Heterocycles
  作者：Christelle Doebelin、Martine Schmitt、Cyril Antheaume、Jean-Jacques Bourguignon、Frédéric Bihel

  DOI：10.1021/jo401738f

  日期：2013.11.15

  The reaction of 3-azidopropanoic acid with the carbodiimide-based coupling reagent DIC leads to a six-membered-ring intermediate acting as a versatile precursor to a diverse set of aza heterocycles, including mono-, bi-, and tricyclic compounds.

  3-叠氮基丙酸与基于碳二亚胺的偶联剂DIC的反应导致六元环中间体充当多种氮杂杂环（包括单环，双环和三环化合物）的多用途前体。
• 1-(Aryl)thiocarbamoyl-2-(aryl)-3-pyrazolidinones and their nematicidal
  申请人：FMC Corporation

  公开号：US04431659A1

  公开（公告）日：1984-02-14

  Compounds of the general formula ##STR1## their method of preparation, and their use to control nematodes in agricultural crops are disclosed and exemplified.

  本发明揭示并且举例化了一类通式为##STR1##的化合物的制备方法及其在农业作物中控制线虫的用途。
• Anti-inflammatory 1,N-diarylpyrazol-3-amines, compositions containing them and processes for their preparation
  申请人：FISONS plc

  公开号：EP0178035A1

  公开（公告）日：1986-04-16

  There are described compounds of formula I, in which either R2 represents hydrogen, alkyl or Ar2, and R3 represents hydrogen, alkyl or alkyl substituted by Ar3; or R2 and R3 together form the chain-(CH2)m; R4 and R5, which may be the same or different, each independently represent hydrogen, halogen, Ar, alkyl, or alkyl substituted by Ar, Ar1, Ar2 and Ar, which may be the same or different each independently represent aryl or aryl substituted by one or more of halogen, hydroxy, -CN, -CORe, trihalomethyl, alkoxy, alkoxy substituted by -COR8, alkoxy substituted by -NR7R8, alkyl, alkyl substituted by -COR6, alkyl substituted by NR7R8, alkoxy substituted by Ar3, S(O)nR9, -NR7R8 or OAr3; R6 represents -OR10. -NR7R8, hydrogen or alkyl; R7 and R8, which may be the same or different, each independently represent hydrogen, alkyl, alkanoyl or Ar3; Rg represents alkyl or Ar3; R10 represents hydrogen, alkyl or Ar3; m represents an integer from 3 to 6 inclusive; n represents 0, 1 or 2; and Ar3 represents unsubstituted aryl; or a pharmaceutically acceptable derivative thereof. There are also described compositions containing the compounds and methods for their preparation. The compounds are indicated for use as pharmaceutical, e.g. anti-inflammatory, agents.

  所述化合物为式 I、 其中 R2 代表氢、烷基或 Ar2，R3 代表氢、烷基或被 Ar3 取代的烷基； 或 R2 和 R3 共同形成链-(CH2)m； R4 和 R5 可以相同或不同，各自独立地代表氢、卤素、Ar、烷基或被 Ar 取代的烷基、 Ar1、Ar2 和 Ar，可以相同或不同，各自独立地代表芳基或被以下一种或多种物质取代的芳基 卤素、羟基、-CN、-CORe、三卤甲基、烷氧基、被-COR8 取代的烷氧基、被-NR7R8 取代的烷氧基、烷基、被-COR6 取代的烷基、被 NR7R8 取代的烷基、被 Ar3、S(O)nR9、-NR7R8 或 OAr3 取代的烷氧基； R6 代表-OR10。-NR7R8、氢或烷基； R7 和 R8 可以相同或不同，各自独立地代表氢、烷基、烷酰基或 Ar3； Rg 代表烷基或 Ar3； R10 代表氢、烷基或 Ar3； m 代表 3 至 6（含 6）的整数； n 代表 0、1 或 2；以及 Ar3 代表未取代的芳基； 或其药学上可接受的衍生物。 此外，还描述了含有这些化合物的组合物及其制备方法。 这些化合物可用作药物，如抗炎剂。
• Photographic direct positive material containing a masked benzotriazole stabilizer
  申请人：AGFA-GEVAERT naamloze vennootschap

  公开号：EP0527517A1

  公开（公告）日：1993-02-17

  A photographic direct positive material is disclosed comprising a support and one or more radiation sensitive emulsion layers containing internal latent image-forming silver halide grains characterized in that at least one of said emulsion layers further contains a masked stabilizer corresponding to general formula (I) : wherein Z represents a lower alkyl group, a nitro group or a halogen atom, n = 0 to 4, and M represents a positive counterion. Preferred compounds are 1-(2-sulphonatobenzoyl)-5-methyl-benzotriazole, 1-(2-sulphonatobenzoyl)-6-methyl-benzotriazole or a mixture of both. The masked stabilizer is preferably incorporated in the emulsion layer(s). The material preferably further contains a nucleating agent. Improved direct positive sensitometric properties and wider exposure latitude before encountering rereversal are obtained.

  本发明公开了一种照相直接正片材料，它包括一个支撑体和一个或多个辐射敏感乳剂层，乳剂层中含有内部潜影形成的卤化银颗粒，其特征在于所述乳剂层中至少有一层进一步含有与通式（I）相对应的掩蔽稳定剂： 其中 Z 代表低级烷基、硝基或卤素原子，n = 0 至 4，M 代表正反离子。 首选化合物为 1-（2-磺酸基苯甲酰基）-5-甲基苯并三唑、1-（2-磺酸基苯甲酰基）-6-甲基苯并三唑或两者的混合物。 掩蔽稳定剂最好掺入乳液层中。材料最好还含有成核剂。这样可以提高直接正感光特性，并在遇到反转之前获得更宽的曝光范围。
• A new class of masked stabilizers in photographic materials or developing solutions
  申请人：AGFA-GEVAERT naamloze vennootschap

  公开号：EP0529152A1

  公开（公告）日：1993-03-03

  A new class of photographic masked stabilizers is disclosed showing following general chemical formula (Ia) or (Ib) :    wherein X and Y each independently represent N or CR, R being hydrogen or lower alkyl, Z represents a lower alkyl group, a nitro group, a halogen atom or hydrogen, and M represents a positive counterion, preferably an alkali cation, ammonium or substituted ammonium. The compounds are demasked by hydrolysis under alkaline conditions. They can be incorporated in a developing solution or in a photographic material, preferably in the backing layer. They show an enhanced solvability in water compared to the corresponding unmasked stabilizers. A preferred compound is 1-(2-sulphonatobenzoyl)-5-nitroindazole trimethylamine, sodium or potassium salt.

  公开了一类新型感光掩蔽稳定剂，其化学通式为 (Ia) 或 (Ib)： 其中 X 和 Y 各自独立地代表 N 或 CR，R 是氢或低级烷基、 Z 代表低级烷基、硝基、卤素原子或氢，以及 M 代表正反离子，最好是碱阳离子、铵或取代铵。 这些化合物可在碱性条件下水解脱膜。它们可以加入到显影液或感光材料中，最好是加入到底层中。与相应的未掩蔽稳定剂相比，它们在水中的溶解能力更强。 首选化合物是 1-（2-磺酸基苯甲酰基）-5-硝基吲唑三甲胺钠盐或钾盐。