1-Cyclopentenylmethanamine | 58714-98-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-Cyclopentenylmethanamine
• 英文别名: (cyclopentenylmethyl)amine；cyclopent-1-en-1-ylmethylamine；cyclopenten-1-ylmethanamine
• CAS: 58714-98-0
• 化学式: C₆H₁₁N
• mdl: MFCD19646888
• 分子量: 97.16
• InChiKey: KETWSVNAKWAOJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.666
• 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：

  1-Cyclopentenylmethanamine 在 甲酸 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 19.5h， 生成 2-Methyl-1,3,4,5,6,6a-hexahydro-7H-7,11b-o-benzenobenzcyclopentisoindole
  参考文献：
  名称：

  Intramolecular Diels-Alder additions. 1. Additions to anthracene and acridine

  摘要：

  DOI：

  10.1021/jo01296a031
• 作为产物：
  描述：

  环戊烯-1-基甲醇 在 三苯基膦 、 肼 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 2.08h， 生成 1-Cyclopentenylmethanamine
  参考文献：
  名称：

  Axinellamines as Broad-Spectrum Antibacterial Agents: Scalable Synthesis and Biology

  摘要：

  Antibiotic-resistant bacteria present an ongoing challenge to both chemists and biologists as they seek novel compounds and modes of action to out-maneuver continually evolving resistance pathways, especially against Gram-negative strains. The dimeric pyrrole-imidazole alkaloids represent a unique marine natural product class with diverse primary biological activity and chemical architecture. This full account traces the strategy used to develop a second-generation route to key spirocycle 9, culminating in a practical synthesis of the axinellamines and enabling their discovery as broad-spectrum antibacterial agents, with promising activity against both Gram-positive and Gram-negative bacteria. While their detailed mode of antibacterial action remains unclear, the axinellamines appear to cause secondary membrane destabilization and impart an aberrant cellular morphology consistent with the inhibition of normal septum formation. This study serves as a rare example of a natural product initially reported to be devoid of biological activity surfacing as an active antibacterial agent with an intriguing mode of action.

  DOI：

  10.1021/ja508632y

文献信息

• Copper-Catalyzed Divergent Trifluoromethylation/Cyclization of Unactivated Alkenes
  作者：Jing Zheng、Ziyang Deng、Yan Zhang、Sunliang Cui

  DOI：10.1002/adsc.201500965

  日期：2016.3.3

  Most of the precedent copper‐catalyzed trifluoromethylation reactions of unactivated alkenes concern terminal alkenes, and these processes are terminated in elimination, or nucleophilic addition, or semipinacol rearrangement, or CH bond functionalization steps. In this study, we develop a trifluoromethylation method for both unactivated terminal and internal alkenes to enable divergent late‐stage

  大多数未活化烯烃的先例铜催化的三氟甲基化反应的涉及末端烯烃，并且这些方法在消除或亲核加成，或重排semipinacol或C端的 H键的官能化步骤。在这项研究中，我们开发了一种针对未活化的末端烯烃和内部烯烃的三氟甲基化方法，以实现发散的后期自由基环化并实现高分子复杂性。这些环化与鲍德温规则完全一致。此外，进行了动力学同位素效应（KIE）的研究和控制反应，并提出了可能的机理。
• Biguanide compounds and anti-diabetic compositions
  申请人：Boehringer Mannheim G.m.b.H.

  公开号：US04017539A1

  公开（公告）日：1977-04-12

  New biguanide compounds of the formula: ##STR1## wherein A is saturated or unsaturated cycloaliphatic hydrocarbyl, and the physiologically compatible salts thereof; display outstanding anti-diabetic effectiveness in the treatment of diabetes mellitus, without showing the typical side effects of biguanide treatment, viz., lactacidosis.

  新的双胍类化合物的化学式为：##STR1## 其中A是饱和或不饱和的环烷基烃基，以及其生理兼容的盐；这些化合物在糖尿病治疗中表现出卓越的抗糖尿病效果，而不显示双胍治疗的典型副作用，即乳酸中毒。
• Photo-aza-Claisen rearrangements of cyclic enaminones
  作者：B. Vogler、R. Bayer、M. Meller、W. Kraus、Fred M. Schell

  DOI：10.1021/jo00278a033

  日期：1989.8
• VOGLER, B.;BAYER, R.;MELLER, M.;KRAUS, W.;SCHELL, FRED M., J. ORG. CHEM., 54,(1989) N7, C. 4165-4168
  作者：VOGLER, B.、BAYER, R.、MELLER, M.、KRAUS, W.、SCHELL, FRED M.

  DOI：——

  日期：——
• Intramolecular Diels-Alder additions. 1. Additions to anthracene and acridine
  作者：Engelbert Ciganek

  DOI：10.1021/jo01296a031

  日期：1980.4