3,3-dimethyl-1-[(2S)-2-(5-(3-pyridyl)pentanoyl)-1-pyrrolidine]-1,2-pentanedione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: 3,3-dimethyl-1-[(2S)-2-(5-(3-pyridyl)pentanoyl)-1-pyrrolidine]-1,2-pentanedione
• 英文别名: (2S)-3,3-dimethyl-1-[2-(5-(3-pyridyl)pentanoyl) pyrrolidinyl]pentane-1,2-dione；3,3-dimethyl-1-[(2S)-2-[5-(pyridin-3-yl)pentanoyl]pyrrolidin-1-yl]pentane-1,2-dione；3,3-dimethyl-1-[(2S)-2-(5-pyridin-3-ylpentanoyl)pyrrolidin-1-yl]pentane-1,2-dione
• 化学式: C₂₁H₃₀N₂O₃
• 分子量: 358.481
• InChiKey: DMSCXFUGACMGTF-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  26
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  67.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methyl 2(S)-2-oxo-2-(2-pent-4-enoylpyrrolidinyl)acetate 在 platinum(IV) oxide palladium diacetate 、 氢气 、 三乙胺 、 三(邻甲基苯基)磷 作用下， 以 四氢呋喃 、 甲醇 为溶剂， -78.0 ℃ 、101.33 kPa 条件下， 反应 5.0h， 生成 3,3-dimethyl-1-[(2S)-2-(5-(3-pyridyl)pentanoyl)-1-pyrrolidine]-1,2-pentanedione
  参考文献：
  名称：

  Synthesis of Ketone Analogues of Prolyl and Pipecolyl Ester FKBP12 Ligands

  摘要：

  The recently discovered small-molecule ligands for the peptidyl and prolyl isomerases (PPIase) of FKBP12 have been shown to possess powerful neuroprotective and neuroregenerative effects. Ketone analogues of the prolyl and pipecolyl esters, which mimic only the FKBP binding domain portion of FK506, are proposed and an efficient synthetic strategy is presented in this report, along with the preliminary results of in vitro and in vivo biological studies.

  DOI：

  10.1021/jm0200456

文献信息

• Method for treating nerve injury caused as a result of surgery
  申请人：——

  公开号：US20030203890A1

  公开（公告）日：2003-10-30

  The present invention relates generally to methods for treating or preventing nerve injury in a warm-blooded animal caused as a consequence of surgery by administering neurotrophic compounds described below. The invention relates more specifically to methods for treating or preventing nerve injury caused as a consequence of prostate surgery as well as erectile dysfunction.

  本发明一般涉及通过给予下文描述的神经营养化合物来治疗或预防温血动物因手术而引起的神经损伤的方法。该发明更具体地涉及治疗或预防由前列腺手术以及勃起功能障碍引起的神经损伤的方法。
• Heterocyclic thioester and ketone hair growth compositions and uses
  申请人：Steiner P. Joseph

  公开号：US20050059693A1

  公开（公告）日：2005-03-17

  This invention relates to pharmaceutical compositions and methods for treating alopecia and promoting hair growth using heterocyclic thioesters and ketones.

  这项发明涉及使用杂环硫酯和酮类化合物治疗脱发和促进头发生长的药物组合物和方法。
• Method for preventing and treating hearing loss using sensorineurotrophic compounds
  申请人：Amgen Inc.

  公开号：US20040186098A1

  公开（公告）日：2004-09-23

  The present invention relates generally to methods for preventing and/or treating injury or degeneration of cochlear hair cells and spiral ganglion neurons by administering sensorineurotrophic compounds described below. The invention relates more specifically to methods for treating sensorineural hearing loss as well as vestibular disorders and tinnitus.

  本发明通常涉及通过给予下文所述的感觉神经营养化合物来预防和/或治疗耳蜗毛细胞和螺旋神经节神经元的损伤或退化的方法。该发明更具体地涉及治疗感觉神经性听力损失以及前庭障碍和耳鸣的方法。
• Hair growth compositions and uses
  申请人：GPI NIL Holdings, Inc.

  公开号：EP1479373A1

  公开（公告）日：2004-11-24

  This invention relates to the use of a non-immunosuppressive neuroimmunophilin FKBP ligand in the manufacture of a medicament for treating alopecia or promoting hair growth.

  本发明涉及一种非免疫抑制性神经免疫嗜血蛋白 FKBP 配体在制造治疗脱发或促进毛发生长的药物中的用途。
• Heterocyclic thioesters
  申请人：MGI GP, Inc.

  公开号：EP1626043A1

  公开（公告）日：2006-02-15

  This invention relates to neurotrophic low molecular weight, small molecule heterocyclic thioesters having an affinity for FKBP-type immunophilines, and their use as inhibitors of the enzyme activity associated with immunophilin proteins, particularly peptidyl-prolyl isomerase, or rotamase, enzyme acitivity.

  本发明涉及对 FKBP 型嗜免疫蛋白具有亲和力的神经营养型低分子量小分子杂环硫代酯，以及将其用作与嗜免疫蛋白相关的酶活性抑制剂，特别是肽基脯氨酰异构酶或腐胺酶的酶活性抑制剂。