N-(BOC)-4-(phenylthio)-isonipecotic acid | 397264-10-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: N-(BOC)-4-(phenylthio)-isonipecotic acid
• 英文别名: 1-(Tert-butoxycarbonyl)-4-(phenylthio)piperidine-4-carboxylic acid；1-[(2-methylpropan-2-yl)oxycarbonyl]-4-phenylsulfanylpiperidine-4-carboxylic acid
• CAS: 397264-10-7
• 化学式: C₁₇H₂₃NO₄S
• 分子量: 337.44
• InChiKey: WLDQIRTWQMYIOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  92.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  氯仿 、 N-叔丁氧羰基-4-哌啶酮 、 苯硫酚 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以71%的产率得到N-(BOC)-4-(phenylthio)-isonipecotic acid
  参考文献：
  名称：

  Aromatic amines as nucleophiles in the Bargellini reaction

  摘要：

  Aromatic amines can be employed in the Bargellini reaction to generate useful intermediates. Rapid, practical access to functionalised, privileged structures may have significant utility in the synthesis of drug-like molecules. An improved synthesis of carfentanil analogues illustrates this point. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.03.044

文献信息

• Substituted isonipecotyl derivatives as inhibitors of cell adhesion
  申请人：——

  公开号：US20020019419A1

  公开（公告）日：2002-02-14

  Compounds of Formula I are antagonists of VLA-4 and/or &agr; 4 &bgr; 7 , and as such are useful in the inhibition or prevention of cell adhesion and cell-adhesion mediated pathologies. These compounds may be formulated into pharmaceutical compositions and are suitable for use in the treatment of AIDS-related dementia, allergic conjunctivitis, allergic rhinitis, Alzheimer's disease, asthma, atherosclerosis, autologous bone marrow transplantation, certain types of toxic and immune-based nephritis, contact dermal hypersensitivity, inflammatory bowel disease including ulcerative colitis and Crohn's disease, inflammatory lung diseases, inflammatory sequelae of viral infections, meningitis, multiple sclerosis, multiple myeloma, myocarditis, organ transplantation, psoriasis, pulmonary fibrosis, restenosis, retinitis, rheumatoid arthritis, septic arthritis, stroke, tumor metastasis, uveititis, and type I diabetes.

  I类化合物是VLA-4和/或α4β7的拮抗剂，因此可用于抑制或预防细胞黏附和细胞黏附介导的病理过程。这些化合物可以制成药物组合物，并适用于治疗艾滋病相关痴呆症、过敏性结膜炎、过敏性鼻炎、阿尔茨海默病、哮喘、动脉硬化、自体骨髓移植、某些类型的毒性和免疫性肾炎、接触性皮肤过敏、炎症性肠病，包括溃疡性结肠炎和克罗恩病、炎症性肺疾病、病毒感染的炎症后遗症、脑膜炎、多发性硬化症、多发性骨髓瘤、心肌炎、器官移植、银屑病、肺纤维化、再狭窄、视网膜炎、类风湿性关节炎、败血性关节炎、中风、肿瘤转移、葡萄膜炎和1型糖尿病的治疗。
• US6579889B2
  申请人：——

  公开号：US6579889B2

  公开（公告）日：2003-06-17
• Aromatic amines as nucleophiles in the Bargellini reaction
  作者：Ken J. Butcher、Jenny Hurst

  DOI：10.1016/j.tetlet.2009.03.044

  日期：2009.5

  Aromatic amines can be employed in the Bargellini reaction to generate useful intermediates. Rapid, practical access to functionalised, privileged structures may have significant utility in the synthesis of drug-like molecules. An improved synthesis of carfentanil analogues illustrates this point. (C) 2009 Elsevier Ltd. All rights reserved.