5-(4-羟基-苯基)-吡咯烷-2-酮 | 207989-87-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 中文名称: 5-(4-羟基-苯基)-吡咯烷-2-酮
• 中文别名: 5-(4-羟基苯基)吡咯烷-2-酮
• 英文名称: 5-(4-hydroxy-phenyl)-pyrrolidin-2-one
• 英文别名: 5-(4-Hydroxy-phenyl)-pyrrolidin-2-on；γ-4-hydroxyphenyl-γ-butyrolactam；5-(4-hydroxyphenyl)-2-pyrrolidinone；5-(4-hydroxyphenyl)pyrrolidin-2-one
• CAS: 207989-87-5
• 化学式: C₁₀H₁₁NO₂
• 分子量: 177.203
• InChiKey: BVEBXSJCBLQXPZ-UHFFFAOYSA-N

物化性质

• 沸点：
  440.9±45.0 °C(Predicted)
• 密度：
  1.231±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335

反应信息

• 作为反应物：
  描述：

  5-(4-羟基-苯基)-吡咯烷-2-酮 在 四(三苯基膦)钯 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 5-(4-cyanophenyl)pyrrolidin-2-one
  参考文献：
  名称：

  2-Aryl(pyrrolidin-4-yl)acetic acids are potent agonists of sphingosine-1-phosphate (S1P) receptors

  摘要：

  A series of 2-aryl(pyrrolidin-4-yl)acetic acids were synthesized and their biological activities were evaluated as agonists of SIP receptors. These analogs were able to induce lowering of lymphocyte counts in the peripheral blood of mice and were found to have good overall pharmacokinetic properties in rat. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.03.090
• 作为产物：
  描述：

  4-hydroxyimino-4-(4-hydroxy-phenyl)-butyric acid 在 sodium hydroxide 、 Pd-BaSO₄ 、 乙醇 、 水 作用下， 生成 5-(4-羟基-苯基)-吡咯烷-2-酮
  参考文献：
  名称：

  Expression of a decorin-like molecule in human melanoma

  摘要：

  Decorin, a member of the family of small leucin-rich proteoglycans, has originally been described as a secreted proteoglycan component of the connective tissues, and has been implicated in the negative regulation of cell proliferation directly or via interactions with TGF-beta. It was reported to be generally absent from tumor cells. Here we show that human melanoma cell lines express a decorin-like molecule. We detected decorin mRNA by RT-PCR in 7 out 7 human melanoma lines characterized by various metastatic potential. Using polyclonal antiserum against the core protein of decorin, the typical 80-120 kD glycanated form as well as a high molecular weight aberrant version (200-210 kD) of decorin were demonstrated by Western blot technique in the culture supernatants as well as in lysates of human melanoma cells. Finally, decorin epitope was also demonstrated immunohistochemically in human melanoma xenografts, as well as in tumor cells of surgically resected melanomas but not in melanocytes of nevi. The expression of this aberrant decorin did not inhibit the in vitroor in vivogrowth of human melanoma cells, and it was independent of their metastatic potential. Human melanoma cell lines expressing aberrant decorin retained sensitivity to the antiproliferative and gelatinase-stimulatory effects of exogenous TGF-beta.

  DOI：

  10.1007/bf03032382
• 作为试剂：
  描述：

  5-乙氧基-2-吡咯烷酮 、 硫酸 、 苯酚 在 ice 、 乙酸乙酯 、 水 、 氯化钠 、 5-(2-hydroxy-phenyl)-pyrrolidin-2-one 、 cyclohexane, ethyl acetate 、 5-(4-羟基-苯基)-吡咯烷-2-酮 、 dichloromethane hexane 作用下， 以 溶剂黄146 为溶剂， 反应 48.0h， 以gave a further 3.35 g (total: 45% of theory) of γ-4-hydroxyphenyl-γ-butyrolactam的产率得到5-(4-羟基-苯基)-吡咯烷-2-酮
  参考文献：
  名称：

  2-hetaryl-3,4-dihydro-2H-pyrrole derivatives

  摘要：

  本发明涉及一种新型2-杂芳基-3,4-二氢-2H-吡咯衍生物，其化学式为(I)，其中Hetaryl代表取代的杂环基，Ar代表取代的苯基，以及它们的制备方法和用作杀虫剂的用途。

  公开号：

  US06599924B1

文献信息

• 2-(2-chlorophenyl)-3,4-dihydro-2h-pyrrol derivatives
  申请人：Bayer Aktiengesellschaft

  公开号：US06489490B1

  公开（公告）日：2002-12-03

  The invention relates to novel 2-(2-chlorophenyl)-3,4-dihydro-2H-pyrrole derivatives of the formula (I) in which Ar represents substituted phenyl, to a plurality of processes for their preparation and to their use as pesticides.

  本发明涉及新颖的2-(2-氯苯基)-3,4-二氢-2H-吡咯衍生物，其化学公式为(I)，其中Ar代表取代的苯基，还涉及多种制备它们的方法以及它们作为杀虫剂的用途。
• 2-(2-methylphenyl)-3,4-dihydro-2H-pyrrole derivatives
  申请人：Bayer Aktiengesellschaft

  公开号：US06632833B1

  公开（公告）日：2003-10-14

  The invention relates to novel 2-(2-methylphenyl)-3,4-dihydro-2H-pyrrole derivatives of the formula (I) in which Ar represents substituted phenyl, to a plurality of processes for their preparation and to their use as pesticides.

  本发明涉及新颖的2-(2-甲基苯基)-3,4-二氢-2H-吡咯衍生物，其化学公式为(I)，其中Ar代表取代的苯基，还涉及多种制备它们的方法以及它们作为杀虫剂的用途。
• Cyclic imines as pesticides
  申请人：Bayer Aktiengesellschaft

  公开号：US06274613B1

  公开（公告）日：2001-08-14

  The invention relates to novel cyclic imines of the formula (I) in which Ar1 and Ar2 each represent substituted phenyl and n represents 1, to a process for their preparation and to their use as pesticides.

  本发明涉及式(I)的新环状亚胺 其中Ar1和Ar2各自代表取代的苯基，n代表1，本发明还涉及它们的制备方法及其作为农药的使用。
• [EN] BIPHENYL DERIVATIVES AS MODULATORS OF THE HISTAMINE-H3 RECEPTOR USEFUL FOR THE TREATMENT OF DISORDERS RELATED THERETO<br/>[FR] DÉRIVÉS DE BIPHÉNYLE COMME MODULATEURS DU RÉCEPTEUR H-3 DE L'HISTAMINE UTILES POUR LE TRAITEMENT DE TROUBLES SE RAPPORTANT À CELUI-CI
  申请人：ARENA PHARM INC

  公开号：WO2009058300A1

  公开（公告）日：2009-05-07

  Biphenyl derivatives of Formula (Ia) and pharmaceutical compositions thereof that modulate the activity of the H3 histamine receptor. (Ia) Compounds of the present invention and pharmaceutical compositions thereof are directed to methods useful in the treatment of histamine H3-associated disorders, such as cognitive disorders, epilepsy, brain trauma, depression, obesity, disorders of sleep and wakefulness, such as narcolepsy, shift-work syndrome, drowsiness as a side effect from a medication, maintenance of vigilance to aid in completion of tasks and the like, cataplexy, hypersomnia, somnolence syndrome, jet lag, sleep apnea and the like, attention deficit hyperactivity disorder (ADHD), schizophrenia, allergies, allergic responses in the upper airway, allergic rhinitis, nasal congestion, dementia, Alzheimer's disease, pain and the like.

  式(Ia)联苯衍生物及其调节H3组胺受体活性的药用组合物。本发明化合物及其药用组合物针对治疗与组胺H3受体相关的一系列疾病的方法，包括认知障碍、癫痫、脑创伤、抑郁症、肥胖症、睡眠与觉醒障碍，如嗜睡症、轮班工作综合征、药物副作用引起的嗜睡、保持警觉以帮助完成任务等、猝倒症、过度嗜睡、嗜睡综合征、时差反应、睡眠呼吸暂停等；注意力缺陷多动障碍(ADHD)、精神分裂症、过敏反应、上呼吸道过敏、过敏性鼻炎、鼻塞、痴呆、阿尔茨海默病、疼痛等。
• [EN] AROMATIC SULFONAMIDE DERIVATIVES<br/>[FR] DÉRIVÉS DE SULFONAMIDE AROMATIQUE
  申请人：BAYER PHARMA AG

  公开号：WO2016198374A1

  公开（公告）日：2016-12-15

  Substituted aromatic sulfonamides of formula (I) pharmaceutical compositions and combinations comprising said compounds and the use of said compounds for manufacturing a pharmaceutical composition for the treatment or prophylaxis of a disease.

  公式（I）的取代芳香磺胺类化合物，包括所述化合物的药物组合物和组合物，以及利用所述化合物制造用于治疗或预防疾病的药物组合物。