反式-2-甲基环丙胺盐酸盐 | 2044706-16-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 反式-2-甲基环丙胺盐酸盐
• 英文名称: rac-(1R,2R)-2-methylcyclopropan-1-amine hydrochloride
• 英文别名: trans-2-methylcyclopropan-1-amine hydrochloride；trans-2-methylcyclopropanamine hydrochloride；(1R,2R)-2-methylcyclopropan-1-amine;hydrochloride
• CAS: 2044706-16-1；97291-62-8
• 化学式: C₄H₉N*ClH
• 分子量: 107.583
• InChiKey: DGEKNIYQAIAEGO-VKKIDBQXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.78
• 重原子数：
  6
• 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：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  对甲氧基苯甲酰氯 、 反式-2-甲基环丙胺盐酸盐 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以80 %的产率得到4-methoxy-N-(trans-2-methylcyclopropyl)benzamide
  参考文献：
  名称：

  Cooperative Photoredox and Cobalt‐Catalyzed Acceptorless Dehydrogenative Functionalization of Cyclopropylamides towards Allylic N,O‐Acyl‐acetal Derivatives

  摘要：

  We disclose herein a novel photoredox and cobalt co‐catalyzed ring‐opening/acceptorless dehydrogenative functionalization of mono‐donor cyclopropanes, which providing a sustainable and atom‐economic approach to rapidly assemble a wide range of allylic N,O‐acyl‐acetal derivatives. The optimized conditions accommodate assorted cycloalkylamides and primary, secondary and tertiary alcohols, with applications in late‐stage functionalization of pharmaceutically relevant compounds, stimulating the further utility in medicinal chemistry. Moreover, selective nucleophilic substitutions with various carbon nucleophiles were succeed in a one‐pot fashion, offering a reliable avenue to access some cyclic and acyclic derivatives.

  DOI：

  10.1002/anie.202401579
• 作为产物：
  描述：

  (1SR,2SR)-tert-butyl (2-methylcyclopropyl)carbamate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 反式-2-甲基环丙胺盐酸盐
  参考文献：
  名称：

  小小口袋，大有作为：利用吡啶酮发现中枢神经系统渗透性氮杂吲唑 IRAK4 抑制剂

  摘要：

  我们在此报告了一系列作为 CNS 渗透性 IRAK4 抑制剂的吲唑和氮杂吲唑的发现、合成和进化。所描述的是战略性地利用基于结构和基于特性的药物设计来引导关键系列的特性概况进入有利的特性空间，同时保持效力和选择性。描述了我们导致具有效力改进、中枢神经系统渗透性、溶解性和有利的药物样特性的功能的基本原理。对一种先进类似物的体内评估显示，在小鼠模型中对炎症细胞因子具有显着的、剂量依赖性的调节作用。为了在该系列中加入对代谢稳定性至关重要的高度工程化的桥醚，克服了重大的合成挑战，以实现类似物的制备。

  DOI：

  10.1021/acsmedchemlett.4c00102

文献信息

• [EN] NOVEL COMPOUNDS AND PHARMACEUTICAL COMPOSITIONS THEREOF FOR THE TREATMENT OF HEPATITIS B<br/>[FR] NOUVEAUX COMPOSÉS ET COMPOSITIONS PHARMACEUTIQUES DE CEUX-CI POUR LE TRAITEMENT DE L'HÉPATITE B
  申请人：GALAPAGOS NV

  公开号：WO2020239656A1

  公开（公告）日：2020-12-03

  The present invention discloses compounds according to Formula (I), wherein X, G, R1, R2a, R2b, R3, R4, and R5 are as defined herein. The present invention relates to compounds, methods for their production, pharmaceutical compositions comprising the same, and methods of treatment using the same, for the prophylaxis and/or treatment of diseases involving hepatitis B by administering the compound of the invention.

  本发明公开了根据式（I）的化合物，其中X、G、R1、R2a、R2b、R3、R4和R5如本文所定义。本发明涉及化合物、其生产方法、包括其在内的药物组合物，以及使用该化合物进行预防和/或治疗涉及乙型肝炎的疾病的方法。
• Fluoroalkyl-Substituted Cyclopropane Derivatives: Synthesis and Physicochemical Properties
  作者：Anton V. Chernykh、Oleksandr S. Olifir、Yuliya O. Kuchkovska、Dmitriy M. Volochnyuk、Vladimir S. Yarmolchuk、Oleksandr O. Grygorenko

  DOI：10.1021/acs.joc.0c01848

  日期：2020.10.2

  for the obtained compounds or their derivatives to evaluate the influence of the type and relative position of fluoroalkyl substituents on the acidity and lipophilicity of monofunctionalized cyclopropanes. An analysis of the selected products by X-ray crystallography was carried out to obtain a better insight into the observed differences in physicochemical properties.

  用不同的方法以克数级合成了一系列带有CH 2 F，CHF 2和CF 3取代基的全部12种顺式和反式环丙烷羧酸和环丙胺。测量获得的化合物或其衍生物的解离常数（p K a）和log  P值，以评估氟代烷基取代基的类型和相对位置对单官能化环丙烷的酸度和亲脂性的影响。通过X射线晶体学对所选产品进行了分析，以更好地了解所观察到的理化性质差异。
• Deamination of <i>trans</i>-2-Methyl- and <i>trans</i>-2-Phenylcyclopropylamines
  作者：Kenneth B. Wiberg、Carmen G. Österle

  DOI：10.1021/jo9906532

  日期：1999.10.1

  The deaminations of trans-2-methyl- and 2-phenylcyclopropylamine hydrochlorides in acetic acid solution have been examined. A major product in each case was an allylic chloride, and the amount of chlorides increased when the chloride ion concentration was increased, With the methyl-substituted amine, increasing the chloride ion concentration changed the major chloride product from crotyl chloride to methallyl chloride. The addition of lithium perchlorate led to a reduction in the amount of chlorides formed. These results indicate that an ion pair is involved in the reaction. The deamination of the related open chain amines gave only small amounts of chlorides, B3LYP/6-31G* calculations found cyclopropyldazonium chloride to prefer to have the chloride ion over the cyclopropyl ring. The transition state was located, and when followed down to products, allyl chloride was found. Similar calculations for the methyl-substituted series led to crotyl chloride from the ion pair with one chloride ion and to methallyl chloride from the ion-tripler with two chloride ions. The deaminations of the corresponding nitrosoureas in basic methanol also were studied. The products were the expected ethers. The addition of azide ion led to azides that were largely formed by initial reaction with the diazonium ion to give a pentazene that lost nitrogen to give the azide. However, some of the azide was formed by an S(N)2 displacement.