(+/-)-(trans)-N,N'-bis(tert-butyloxycarbonyl)-1,2-cyclopropanediamine

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (+/-)-(trans)-N,N'-bis(tert-butyloxycarbonyl)-1,2-cyclopropanediamine
• 英文别名: di-tert-butyl ((trans)-cyclopropane-1,2-diyl)dicarbamate；di-tert-butyl rel-(1R,2R)-cyclopropane-1,2-diylbiscarbamate；tert-butyl N-[(1R,2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]cyclopropyl]carbamate
• 化学式: C₁₃H₂₄N₂O₄
• 分子量: 272.345
• InChiKey: XEFAFUIKGFRZRK-RKDXNWHRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (+/-)-(trans)-N,N'-bis(tert-butyloxycarbonyl)-1,2-cyclopropanediamine 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 反应 2.0h， 以3.1 g的产率得到(trans)-cyclopropane-1,2-diamine dihydrochloride
  参考文献：
  名称：

  [EN] ALKYLBORONIC ACIDS AS ARGINASE INHIBITORS
  [FR] ACIDES ALKYLBORONIQUES EN TANT QU'INHIBITEURS D'ARGINASE

  摘要：

  提供的是以化学式(I)表示的烷基硼酸作为精氨酸酶抑制剂，或其药用可接受的盐、立体异构体、互变异构体或前药，以及包含该化合物的药物组合物。

  公开号：

  WO2020160707A1
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 (trans)-cyclopropane-1,2-diamine dihydrochloride 在 sodium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 0.5h， 以67%的产率得到(+/-)-(trans)-N,N'-bis(tert-butyloxycarbonyl)-1,2-cyclopropanediamine
  参考文献：
  名称：

  Benzamides derived from 1,2-diaminocyclopropane as novel ligands for human D 2 and D 3 dopamine receptors

  摘要：

  Benzamides (3a-f) derived from 4-amino-5-chloro-2-methoxybenzoic acid and either cis or trans 1,2-diamino cyclopropane were synthesised and were evaluated in binding assays employing, bovine striatal D-2 receptors, recombinant human hD(2) and hD(3) receptors expressed in CHO cells and rat, cortical 5-HT3 and striatal 5-HT4 receptors. The cis and trans isomers of the derivatives were isolated and characterised. The results demonstrated the superiority of the cis conformers over the trans conformers in dopamine receptor binding assays (K-i hD(2) = 13.4 and 6.9 nM and K-i hD(3) = 17.7 and 4.5 nM for the cis-3b and cis-3f compounds, respectively; K-i hD(2) = 816 and >1000 nM and K-i hD(3) = 469 and >1000 nM for the corresponding trans-3b and trans-3f compounds respectively). The cis compounds are folded: the benzamide group and the basic nitrogen atom were in a syn relationship. Compound 3f can be superimposed with a conformation of the tropane derivative, BRL 25594, having the benzyl group in an axial position to give a suitable fit, indicating that both compounds may have a common binding site in the dopamine receptor. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00281-3

文献信息

• [EN] 2-PYRIDYL CARBOXAMIDE-CONTAINING SPLEEN TYROSINE KINASE (SYK) INHIBITORS<br/>[FR] INHIBITEURS DE TYROSINE KINASE DE LA RATE (SYK) CONTENANT UN 2-PYRIDYL CARBOXAMIDE
  申请人：MERCK SHARP & DOHME

  公开号：WO2013052394A1

  公开（公告）日：2013-04-11

  The invention provides certain 2-pyridyl carboxamide-containing compounds of the Formula (I) or pharmaceutically acceptable salts thereof, wherein A and B are as defined herein. The invention also provides pharmaceutical compositions comprising such compounds, and methods of using the compounds for treating diseases or conditions mediated by Spleen Tyrosine Kinase (Syk) kinase.

  本发明提供了一些含有2-吡啶甲酰胺的化合物，其化学式为(I)或药用可接受的盐，其中A和B按本发明定义。本发明还提供了包含这些化合物的药物组合物，以及使用这些化合物来治疗由脾酪氨酸激酶（Syk）介导的疾病或状况的方法。
• 2-Pyridyl Carboxamide-Containing Spleen Tyrosine Kinase (SYK) Inhibitors
  申请人：MERCK SHARP & DOHME CORP.

  公开号：US20140243336A1

  公开（公告）日：2014-08-28

  The invention provides certain 2-pyridyl carboxamide-containing compounds of the Formula (I) or pharmaceutically acceptable salts thereof, wherein A and B are as defined herein. The invention also provides pharmaceutical compositions comprising such compounds, and methods of using the compounds for treating diseases or conditions mediated by Spleen Tyrosine Kinase (Syk) kinase.

  本发明提供了某些含有2-吡啶基羧酰胺的化合物，其化学式为(I)，或其药学上可接受的盐，其中A和B如本文所定义。本发明还提供了包括这些化合物的药物组合物，并且提供了使用这些化合物治疗由脾脏酪氨酸激酶（Syk）介导的疾病或症状的方法。
• 2-Pyridyl carboxamide-containing spleen tyrosine kinase (SYK) inhibitors
  申请人：Altman Michael D.

  公开号：US09216173B2

  公开（公告）日：2015-12-22

  The invention provides certain 2-pyridyl carboxamide-containing compounds of the Formula (I) or pharmaceutically acceptable salts thereof, wherein A and B are as defined herein. The invention also provides pharmaceutical compositions comprising such compounds, and methods of using the compounds for treating diseases or conditions mediated by Spleen Tyrosine Kinase (Syk) kinase.

  该发明提供了化合物公式(I)中的某些含有2-吡啶基羧酰胺的化合物或其药学上可接受的盐，其中A和B如本文所定义。该发明还提供了包含这样的化合物的制药组合物，并使用这些化合物治疗由脾酪氨酸激酶（Syk）激酶介导的疾病或病症的方法。
• 2-PYRIDYL CARBOXAMIDE-CONTAINING SPLEEN TYROSINE KINASE (SYK) INHIBITORS
  申请人：Merck Sharp & Dohme Corp.

  公开号：EP2763976B1

  公开（公告）日：2016-05-18
• US9216173B2
  申请人：——

  公开号：US9216173B2

  公开（公告）日：2015-12-22