tert-butyl 4-(2-amino-2-methylpropyl)piperazine-1-carboxylate | 1265634-22-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: tert-butyl 4-(2-amino-2-methylpropyl)piperazine-1-carboxylate
• CAS: 1265634-22-7
• 化学式: C₁₃H₂₇N₃O₂
• 分子量: 257.376
• InChiKey: OTDFLWYHKKUNKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  58.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-(2-amino-2-methylpropyl)piperazine-1-carboxylate 、 1-(2,4-二氯苯基)-5-对氯苯基-4-甲基-吡唑-3-甲酸 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 tert-butyl 4-(2-(5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamido)-2-methylpropyl)piperazine-1-carboxylate
  参考文献：
  名称：

  Novel pyrazole-3-carboxamide derivatives as cannabinoid-1 (CB1) antagonists: Journey from non-polar to polar amides

  摘要：

  The synthesis and biological evaluation of novel pyrazole-3-carboxamide derivatives as CB1 antagonists are described. As a part of eastern amide SAR, various chemically diverse motifs were introduced. In general, a range of modifications were well tolerated. Several molecules with high polar surface area were also indentified as potent CB1 receptor antagonists. The in vivo proof of principle for weight loss is exemplified with a lead compound from this series. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.10.055

文献信息

• Oxamide IMPDH inhibitors
  申请人：——

  公开号：US20020052513A1

  公开（公告）日：2002-05-02

  Disclosed are compounds of the general formula 1 which are oxamide derivatives and inhibitors of the enzyme inosine monophosphate dehydrogenase (IMPDH).

  揭示了一般式1的化合物，这些化合物是羟酰胺衍生物，是肌醇单磷酸脱氢酶（IMPDH）的抑制剂。
• Oxamides as IMPDH inhibitors
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP1127883A2

  公开（公告）日：2001-08-29

  Disclosed are compounds of the general formula wherein R1represents heterocyclyl; R2represents hydrogen, unsubstituted lower alkyl, lower alkoxy, halo, hydroxy or cyano; R3represents hydrogen, unsubstituted lower alkyl, lower alkoxy, halo, or cyano; R4represents hydrogen, lower alkyl, lower cycloalkyl, aryl, or heterocyclyl; R5represents hydrogen, unsubstituted lower alkyl, lower alkoxy, halo, or cyano; R6represents hydrogen, unsubstituted lower alkyl, lower alkoxy, halo, or cyano; R7represents hydrogen, or unsubstituted lower alkyl; R8represents hydrogen, or unsubstituted lower alkyl; or R4 and R8 together with the nitrogen atom to which they are attached represent heterocyclyl; and pharmaceutically acceptable salts thereof. The disclosed oxamide derivatives are inhibitors of the enzyme inosine monophosphate dehydrogenase (IMPDH). They can be used as medicaments, especially for treating immune mediated conditions or diseases, viral diseases, bacterial diseases, parasitic diseases, inflammation, inflammatory diseases, hyperproliferative vascular diseases, tumours, and cancer. They can be used alone, or in combination with other therapeutically active agents, for example, an immunosuppressant, a chemotherapeutic agent, an anti-viral agent, an antibiotic, an antiparasitic agent, an anti-inflammatory agent, an anti-fungal agent and/or an anti-vascular hyperproliferation agent.

  公开了通式如下的化合物 其中 R1 代表杂环基； R2代表氢、未取代的低级烷基、低级烷氧基、卤代、羟基或氰基 R3 代表氢、未取代的低级烷基、低级烷氧基、卤代物或氰基； R4 代表氢、低级烷基、低级环烷基、芳基或杂环基； R5 代表氢、未取代的低级烷基、低级烷氧基、卤代物或氰基； R6 代表氢、未取代的低级烷基、低级烷氧基、卤代物或氰基； R7 代表氢或未取代的低级烷基 R8 代表氢或未取代的低级烷基； 或 R4 和 R8 与它们所连接的氮原子一起代表杂环基；及其药学上可接受的盐。所公开的草酰胺衍生物是单磷酸肌苷脱氢酶（IMPDH）的抑制剂。它们可用作药物，特别是用于治疗免疫介导的病症或疾病、病毒性疾病、细菌性疾病、寄生虫病、炎症、炎性疾病、过度增生性血管疾病、肿瘤和癌症。它们可以单独使用，也可以与其他具有治疗活性的药物结合使用，例如免疫抑制剂、化疗药物、抗病毒药物、抗生素、抗寄生虫药物、抗炎药物、抗真菌药物和/或抗血管过度增生药物。
• Discovery of a Potent, Selective, and Orally Bioavailable Tool Compound for Probing the Role of Lysophosphatidic Acid Type 2 Receptor Antagonists in Fibrotic Disorders
  作者：Elisabetta Armani、Andrea Rizzi、Nicolò Iotti、Francesca Saccani、Maria Rosaria Di Lascia、Laura Tigli、Alice Pappani、Gessica Marchini、Annalisa Murgo、Anna Maria Capelli、Maurizio Delcanale、Paola Puccini、Gino Villetti、Maurizio Civelli、Claudia Beato、Marta Giuliani、Claudia Mundi、Francesca Murarolli、Mafalda Pagano、Luca F. Raveglia、Rosaria Remelli、Gabriele Amari

  DOI：10.1021/acs.jmedchem.2c02087

  日期：2023.4.27
• US6867299B2
  申请人：——

  公开号：US6867299B2

  公开（公告）日：2005-03-15
• Novel pyrazole-3-carboxamide derivatives as cannabinoid-1 (CB1) antagonists: Journey from non-polar to polar amides
  作者：Pradip K. Sasmal、D. Srinivasa Reddy、Rashmi Talwar、B. Venkatesham、D. Balasubrahmanyam、M. Kannan、P. Srinivas、K. Shiva Kumar、B. Neelima Devi、Vikram P. Jadhav、Sanjoy K. Khan、Priya Mohan、Hira Chaudhury、Debnath Bhuniya、Javed Iqbal、Ranjan Chakrabarti

  DOI：10.1016/j.bmcl.2010.10.055

  日期：2011.1

  The synthesis and biological evaluation of novel pyrazole-3-carboxamide derivatives as CB1 antagonists are described. As a part of eastern amide SAR, various chemically diverse motifs were introduced. In general, a range of modifications were well tolerated. Several molecules with high polar surface area were also indentified as potent CB1 receptor antagonists. The in vivo proof of principle for weight loss is exemplified with a lead compound from this series. (C) 2010 Elsevier Ltd. All rights reserved.