3-氯-3-氰基-1-亚甲基环丁烷 | 71802-58-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 3-氯-3-氰基-1-亚甲基环丁烷
• 英文名称: 3-chloro-3-cyano-1-methylenecyclobutane
• 英文别名: 3-chloro-3-cyanomethylene cyclobutane；1-Chloro-3-methylidenecyclobutane-1-carbonitrile
• CAS: 71802-58-9
• 化学式: C₆H₆ClN
• 分子量: 127.573
• InChiKey: WLUBCWHNODUIFZ-UHFFFAOYSA-N

物化性质

• 沸点：
  213.2±40.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-氯-3-氰基-1-亚甲基环丁烷 在 二甲基硫 、 碳酸氢钠 、 臭氧 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 3-oxocyclobut-1-ene-1-carbonitrile
  参考文献：
  名称：

  与β-氰基环戊烯酮相比，β-氰基环丁烯酮是一种高反应性的亲二烯体。

  摘要：

  将α-胆甾丙烯腈热[2 + 2]环加成至丙二烯，然后进行臭氧分解，然后消除HCl，即可获得新的β-氰基环丁烯酮（方案1）。Diels-Alder反应在室温下非常容易发生。的高反应性[4 + 2]环加成与同源cyanocyclopentenone的低反应性的强烈反差（方案4）。这与计算（PM3方法）一致。

  DOI：

  10.1016/s0040-4020(01)91012-9
• 作为产物：
  描述：

  丙二烯 、 2-氯丙烯腈 在 对苯二酚 作用下， 反应 144.0h， 以66%的产率得到3-氯-3-氰基-1-亚甲基环丁烷
  参考文献：
  名称：

  与β-氰基环戊烯酮相比，β-氰基环丁烯酮是一种高反应性的亲二烯体。

  摘要：

  将α-胆甾丙烯腈热[2 + 2]环加成至丙二烯，然后进行臭氧分解，然后消除HCl，即可获得新的β-氰基环丁烯酮（方案1）。Diels-Alder反应在室温下非常容易发生。的高反应性[4 + 2]环加成与同源cyanocyclopentenone的低反应性的强烈反差（方案4）。这与计算（PM3方法）一致。

  DOI：

  10.1016/s0040-4020(01)91012-9

文献信息

• Benzothiazole cyclobutyl amine derivatives
  申请人：Cowart D. Marlon

  公开号：US20070066588A1

  公开（公告）日：2007-03-22

  Compounds of formula (I) are useful in treating conditions or disorders prevented by or ameliorated by histamine-3 receptor ligands. Also disclosed are pharmaceutical compositions comprising the histamine-3 receptor ligands, methods for using such compounds and compositions, and a process for preparing compounds within the scope of formula (I).

  公式（I）的化合物在治疗由组胺-3受体配体预防或改善的疾病或疾病中是有用的。还公开了包含组胺-3受体配体的药物组合物，使用这类化合物和组合物的方法，以及制备公式（I）范围内化合物的过程。
• BENZOTHIAZOLE CYCLOBUTYL AMINE DERIVATIVES
  申请人：Cowart Marlon D.

  公开号：US20090326222A1

  公开（公告）日：2009-12-31

  Compounds of formula (I) are useful in treating conditions or disorders prevented by or ameliorated by histamine-3 receptor ligands. Also disclosed are pharmaceutical compositions comprising the histamine-3 receptor ligands, methods for using such compounds and compositions, and a process for preparing compounds within the scope of formula (I).

  公式（I）的化合物在治疗由组胺-3受体配体预防或改善的疾病或疾病方面非常有用。还公开了包含组胺-3受体配体的药物组合物，使用此类化合物和组合物的方法以及制备公式（I）范围内化合物的过程。
• Benzothiazole cyclobutyl amine derivatives and their use as histamine-3 receptors ligands
  申请人：Abbott Laboratories

  公开号：EP2386556A1

  公开（公告）日：2011-11-16

  Compounds of formula (I) are useful in treating conditions or disorders prevented by or ameliorated by histamine-3 receptor ligands. Also disclosed are pharmaceutical compositions comprising the histamine-3 receptor ligands, methods for using such compounds and compositions, and a process for preparing compounds within the scope of formula (I).

  式（I）化合物可用于治疗组胺-3 受体配体所预防或改善的病症或紊乱。还公开了包含组胺-3 受体配体的药物组合物、使用此类化合物和组合物的方法以及制备式（I）范围内化合物的工艺。
• Cyclobutane carboxamide inhibitors of fungal melanin: biosynthesis and their evaluation as fungicides
  作者：Lee D. Jennings、Dennis R. Rayner、Douglas B. Jordan、John F. Okonya、Gregory S. Basarab、Denise K. Amorose、Beth M. Anaclerio、John K. Lee、Rand S. Schwartz、Kari Ann Whitmore

  DOI：10.1016/s0968-0896(00)00034-1

  日期：2000.5

  A new fungicide lead has been identified by enzyme screening of a focused combinatorial library. The lead compound 4, a potent inhibitor of scytalone dehydratase (SD), exhibits fungicidal activity upon foliar application but does not show systemic activity. The X-ray crystal structure of the enzyme-inhibitor complex and an appreciation for the relationship between physical properties and systemic activity enabled us to rapidly improve upon this initial lead. The geminal halogen-methyl group combination was found to be optimal for interaction with the bounding serine and asparagine side-chain residues. Replacement of CF3 with methyl was a key discovery, giving inhibitors with slightly diminished enzyme inhibition potency while significantly increasing systemic activity. Amides prepared from amines with 2,4-dichloro substitution on the phenyl ring gave the most potent enzyme inhibitors. Two compounds from this series showed systemic activity comparable to the commercial standard and were selected for outdoor testing in flooded plots which simulate rice paddies. (C) 2000 Elsevier Science Ltd. All rights reserved.
• COPPE-MOTTE, G.;BORGHESE, A.;JANOUSEK, Z.;MERENYI, R.;VIEHE, H. G., SUBSTITUENT EFF. RADICAL CHEM., DERDRECHT ETC.,(1986) C. 371-374
  作者：COPPE-MOTTE, G.、BORGHESE, A.、JANOUSEK, Z.、MERENYI, R.、VIEHE, H. G.

  DOI：——

  日期：——