rac-(1R,2R)-2-methylcyclopropanamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: rac-(1R,2R)-2-methylcyclopropanamine
• 英文别名: trans-2-Methyl-cyclopropylamin；(1R,2R)-2-methylcyclopropan-1-amine
• 化学式: C₄H₉N
• 分子量: 71.1222
• InChiKey: PYTANBUURZFYHD-QWWZWVQMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  5
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(2,4-二氯-5-氟苯甲酰基)-3-乙氧基丙烯酸乙酯 、 rac-(1R,2R)-2-methylcyclopropanamine 以 乙醇 为溶剂， 生成 (Z)-2-(2,4-Dichloro-5-fluoro-benzoyl)-3-((1R,2R)-2-methyl-cyclopropylamino)-acrylic acid ethyl ester
  参考文献：
  名称：

  Fluoronaphthyridines and quinolones as antibacterial agents. 1. Synthesis and structure-activity relationship of new 1-substituted derivatives

  摘要：

  A series of novel 7-piperazinyl-1-substituted-6-fluoroquinolones and naphthyridines have been prepared and their antibacterial activities evaluated. These derivatives are characterized by having alkyl, alkenyl, arylalkyl, cycloalkyl, and cycloalkenyl groups at the 1-position. As a result of this study, derivatives 7 and 26, which are substituted with tert-butyl groups at N-1, were found to possess excellent in vitro and in vivo potency, particularly against Staphylococcus aureus, comparable to that of norfloxacin or ciprofloxacin. Structure-activity relationships of N-1 substituted alkyls and cycloalkyls are also discussed.

  DOI：

  10.1021/jm00123a005
• 作为产物：
  描述：

  2-methylcyclopropyl azide 在 三苯基膦 作用下， 以 正戊烷 为溶剂， 反应 20.0h， 生成 rac-(1R,2R)-2-methylcyclopropanamine
  参考文献：
  名称：

  Banert, Klaus, Chemische Berichte, 1985, vol. 118, # 4, p. 1564 - 1574

  摘要：

  DOI：

文献信息

• Modular Access to Substituted Azocanes via a Rhodium-Catalyzed Cycloaddition–Fragmentation Strategy
  作者：Megan H. Shaw、Rosemary A. Croft、William G. Whittingham、John F. Bower

  DOI：10.1021/jacs.5b05215

  日期：2015.7.1

  A short entry to substituted azocanes by a Rh-catalyzed cycloaddition–fragmentation process is described. Specifically, exposure of diverse N-cyclopropylacrylamides to phosphine-ligated cationic Rh(I) catalyst systems under a CO atmosphere enables the directed generation of rhodacyclopentanone intermediates. Subsequent insertion of the alkene component is followed by fragmentation to give the heterocyclic

  描述了通过 Rh 催化的环加成-断裂过程对取代的偶氮烷的简短介绍。具体来说，在 CO 气氛下将不同的 N-环丙基丙烯酰胺暴露于膦配位的阳离子 Rh(I) 催化剂体系可以直接生成罗达环戊酮中间体。随后插入烯烃组分，然后断裂，得到杂环目标。立体化学研究首次表明，烯烃插入到罗达环戊酮中是可逆的。
• First dual M3 antagonists-PDE4 inhibitors: Synthesis and SAR of 4,6-diaminopyrimidine derivatives
  作者：Laurent Provins、Bernard Christophe、Pierre Danhaive、Jacques Dulieu、Véronique Durieu、Michel Gillard、Florence Lebon、Sébastien Lengelé、Luc Quéré、BerendJan van Keulen

  DOI：10.1016/j.bmcl.2006.01.006

  日期：2006.4

  SAR around 4,6-diaminopyrimidine derivatives allowed the discovery of the first potent dual M-3 antagonists and PDE4 inhibitors. Various chemical modulations around that scaffold led to the discovery of ucb-101333-3 which is characterized by the most interesting profile on both targets. (C) 2006 Elsevier Ltd. All rights reserved.
• Reactions of Conjugated Nitro Olefins with Phosphoranes and with Dimethylsulfoxonium Methylide to Give Ylides and Nitrocyclopropanes, Respectively
  作者：J Asunskis、H Schechter

  DOI：10.1021/jo01267a600

  日期：1968.3
• [EN] SUBSTITUTED PYRAZINE-2-CARBOXAMIDES AS HPK1 INHIBITORS FOR THE TREATMENT OF CANCER<br/>[FR] PYRAZINE-2-CARBOXAMIDES SUBSTITUÉES UTILISÉES EN TANT QU'INHIBITEURS DE HPK1 POUR LE TRAITEMENT DU CANCER
  申请人：[en]ASTRAZENECA AB

  公开号：WO2023001794A1

  公开（公告）日：2023-01-26

  There are disclosed certain substituted pyrazine-2-carboxamides of Formula (I), and pharmaceutically acceptable salts thereof, together with compositions containing them and their use in therapy. The compounds are inhibitors of hematopoietic progenitor kinase 1 (HPK1) and are thereby particularly useful in the treatment or prophylaxis of cancer.
• Fluoronaphthyridines and quinolones as antibacterial agents. 1. Synthesis and structure-activity relationship of new 1-substituted derivatives
  作者：D. Bouzard、P. Di Cesare、M. Essiz、J. P. Jacquet、P. Remuzon、A. Weber、T. Oki、M. Masuyoshi

  DOI：10.1021/jm00123a005

  日期：1989.3

  A series of novel 7-piperazinyl-1-substituted-6-fluoroquinolones and naphthyridines have been prepared and their antibacterial activities evaluated. These derivatives are characterized by having alkyl, alkenyl, arylalkyl, cycloalkyl, and cycloalkenyl groups at the 1-position. As a result of this study, derivatives 7 and 26, which are substituted with tert-butyl groups at N-1, were found to possess excellent in vitro and in vivo potency, particularly against Staphylococcus aureus, comparable to that of norfloxacin or ciprofloxacin. Structure-activity relationships of N-1 substituted alkyls and cycloalkyls are also discussed.