(+/-)-1,5-dimethyl-3,3-diphenyl-2-pyrrolidone | 30223-75-7

• 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: (+/-)-1,5-dimethyl-3,3-diphenyl-2-pyrrolidone
• 英文别名: 1,5-dimethyl-3,3-diphenylpyrrolidone；1,5-dimethyl-3,3-diphenyl-pyrrolidin-2-one；1,5-Dimethyl-3,3-diphenyl-pyrrolidin-2-on；Pyrrolidon-<1,5-Dimethyl-3,5-diphenyl-pyrrolidin-2>；1,5-Dimethyl-3,3-dphenyl-2-pyrrolidon；1,5-Dimethyl-3,3-diphenyl-2-pyrrolidinone；1,5-dimethyl-3,3-diphenylpyrrolidin-2-one
• CAS: 30223-75-7
• 化学式: C₁₈H₁₉NO
• 分子量: 265.355
• InChiKey: XAVFJHLZSOZVHD-UHFFFAOYSA-N

物化性质

• 溶解度：
  氯仿（微溶）、DMSO（微溶）、乙醇（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933790090

反应信息

• 作为反应物：
  描述：

  (+/-)-1,5-dimethyl-3,3-diphenyl-2-pyrrolidone 、 乙基锂 生成 cis-2-ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine
  参考文献：
  名称：

  SINGH P.; KHAN W. A., J. ORG. CHEM., 1979, 44, NO 5, 874-875

  摘要：

  DOI：
• 作为产物：
  描述：

  二苯乙腈 在 盐酸 、 potassium tert-butylate 、 亚硝酸 、 碳酸氢钠 作用下， 反应 67.5h， 生成 (+/-)-1,5-dimethyl-3,3-diphenyl-2-pyrrolidone
  参考文献：
  名称：

  3,3-二苯基-2-吡咯烷酮衍生物的合成和抗惊厥筛选。

  摘要：

  合成了6种3,3-二苯基-2-吡咯烷酮衍生物，并筛选了其抗惊厥活性。合成途径涉及中间体N，N-二甲基氨基腈与氯甲酸甲酯的单-N-去甲基化，然后将氨基甲酸酯基团裂解。在这六种衍生物中，（+/-）-2-亚氨基-1,5-二甲基-3,3-二苯基吡咯烷盐酸盐可有效保护小鼠免受最大电击（MES）诱发的癫痫发作（剂量为30 mg / kg） 。

  DOI：

  10.1002/jps.2600720627

文献信息

• [EN] 2-ETHYLIDENE-1,5-DIMETHYL-3,3-DIPHENYLPYRROLIDINE ANALOGS AND METHODS FOR THEIR SYNTHESIS AND USE<br/>[FR] ANALOGUES DE 2-ÉTHYLIDÈNE-1,5-DIMÉTHYL-3,3-DIPHÉNYLPYRROLIDINE ET PROCÉDÉS POUR LEUR SYNTHÈSE ET UTILISATION
  申请人：ALERE SAN DIEGO INC

  公开号：WO2017201314A1

  公开（公告）日：2017-11-23

  The present invention relates to novel 2-ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine analogs, and methods for their synthesis and use. Such analogs are designed to provide a convenient linkage chemistry for coupling under mild conditions to a suitable group on a target protein, polypeptide, solid phase or detectable label.

  本发明涉及新型2-乙烯基-1,5-二甲基-3,3-二苯基吡咯烷类似物，以及它们的合成和使用方法。这些类似物旨在为耦合到目标蛋白质、多肽、固相或可检测标记的适当基团提供方便的连接化学，在温和条件下进行耦合。
• 2-ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine analogs and methods for their synthesis and use
  申请人：ALERE SAN DIEGO, INC.

  公开号：US11192857B2

  公开（公告）日：2021-12-07

  The present invention relates to novel 2-ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine analogs, and methods for their synthesis and use. Such analogs are designed to provide a convenient linkage chemistry for coupling under mild conditions to a suitable group on a target protein, polypeptide, solid phase or detectable label.

  本发明涉及新型 2-亚乙基-1,5-二甲基-3,3-二苯基吡咯烷类似物及其合成和使用方法。此类类似物旨在提供一种方便的连接化学反应，以便在温和的条件下与目标蛋白质、多肽、固相或可检测标签上的适当基团偶联。
• Characterization of new oxidation products of the perchlorate salt of the methadone metabolite,(±)-2-ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine (EDDP)
  作者：Frank S. Abbott、J.Gregory Slatter、Gun Il Kang

  DOI：10.1016/s0040-4020(01)87424-x

  日期：1986.1
• 139. Search for new analgesics. Part III. Homologues of amidone, isoamidone, and some related compounds
  作者：E. Walton、P. Ofner、R. H. Thorp

  DOI：10.1039/jr9490000648

  日期：——
• Ocular toxicity study of trypan blue injected into the vitreous cavity of rabbit eyes
  作者：Marc Veckeneer、Koen Overdam、Jan Monzer、Karin Kobuch、Wilfried Marle、Henk Spekreijse、Jan Meurs

  DOI：10.1007/s004170100341

  日期：2001.9

  Background: To evaluate the ocular toxicity of trypan blue (TB) injected into the vitreous cavity of rabbit eyes. TB is a dye that could be useful for staining epiretinal membranes during vitrectomy surgery. Methods: Ten New Zealand White (NZW) rabbits underwent gas-compression vitrectomy. Rabbits were divided into three groups to receive injections of 0.1 ml basic salt solution, 0.1 ml of a 0.06% TB solution or 0.1 ml of a 0.2% TB solution. Ocular toxicity was assessed by slit-lamp biomicroscopy, ophthalmoscopy, electroretinography and histology. Results: Transient posterior capsule opacification was noted in all animals. No significant reductions in a-wave or b-wave amplitudes were found in any of the animals. Light and electron microscopic examination of the inferior retina in the 0.2% TB-treated eyes showed damaged photoreceptors and marked disorganization. Immunohistochemical staining for rhodopsin was strongly reduced in those sections and staining for proliferation with Ki-67 was positive. No histological abnormalities were found in the upper retina of the 0.2% TB-treated eyes or in any part of the retina of the 0.06% TB-treated or control eyes. No histological abnormalities were found in any of the anterior chamber angle specimens. Conclusions: Although no signs of toxicity were found after the prolonged presence of TB at a concentration of 0.06% in the vitreous cavity of rabbit eyes, marked damage occurred in the lower retina of 0.2% TB-treated eyes. The shortterm presence of TB at a concentration of 0.06% in the vitreous cavity is harmless to the rabbit eye but a higher concentration of TB could be unsafe.