(9H-xanthen-9-yl)acetonitrile | 21745-44-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: (9H-xanthen-9-yl)acetonitrile
• 英文别名: 2-(9H-xanthen-9-yl)acetonitrile；xanthen-9-yl-acetonitrile；9-Cyanomethyl-xanthene
• CAS: 21745-44-8
• 化学式: C₁₅H₁₁NO
• 分子量: 221.258
• InChiKey: VBHBZXCXFWREQT-UHFFFAOYSA-N

物化性质

• 熔点：
  132-133 °C(Solv: methanol (67-56-1))
• 沸点：
  377.0±21.0 °C(Predicted)
• 密度：
  1.176±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  33
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (9H-xanthen-9-yl)acetonitrile 在 硫酸 作用下， 生成 (9H-氧杂蒽-9-基)-乙酸
  参考文献：
  名称：

  Matsuno; Okabayashi, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1957, vol. 77, p. 1145,1148

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 吡啶 作用下， 生成 (9H-xanthen-9-yl)acetonitrile
  参考文献：
  名称：

  Fosse, Bulletin de la Societe Chimique de France, 1906, vol. <3> 35, p. 1005

  摘要：

  DOI：

文献信息

• Cascade Nucleophilic Addition−Cyclic Michael Addition of Arynes and Phenols/Anilines Bearing Ortho α,β-Unsaturated Groups: Facile Synthesis of 9-Functionalized Xanthenes/Acridines
  作者：Xian Huang、Tiexin Zhang

  DOI：10.1021/jo902311a

  日期：2010.1.15

  A facile synthesis of xanthenes and acridines based on a cascade nucleophilic addition−cyclic Michael addition process of arynes and phenols/anilines substituted with α,β-unsaturated groups at the ortho positions is described. The reaction has also been successfully extended to the synthesis of 9-spiro-xanthene and acridine derivatives with potential biochemical interest.

  描述了基于芳烃和邻位被α，β-不饱和基团取代的苯酚/苯胺的级联亲核加成-迈克尔环加成反应的黄嘌呤和a啶的简便合成方法。该反应也已成功地扩展到具有潜在生物化学意义的9-螺并氧杂蒽和a啶衍生物的合成。
• Tricyclic aminoalkyl derivatives
  申请人：C.F. Boehringer & Soehne GmbH

  公开号：US04070373A1

  公开（公告）日：1978-01-24

  Novel tricyclic aminoalkyl derivatives are disclosed which are characterized by valuable pharmacological activities and namely by cardiac and circulatory activities. The tricyclic aminoalkyl derivatives are compounds of the formula: ##STR1## wherein X is an oxygen or a sulfur atom, a saturated or unsaturated, straight chain or branched alkylene group containing up to 3 carbon atoms, an oxymethylene, thiamethylene or thiaethylene group or a valency bond, R.sub.1 is hydrogen, halogen, alkyl, alkoxy or trifluoromethyl, R.sub.2 is hydrogen or hydroxyl, R.sub.3 is hydrogen or together with R.sub.2 represents a further valency bond, R.sub.4 and R.sub.5 which may be the same or different are each hydrogen or lower alkyl, A is alkylene which is substituted by an optionally acylated hydroxyl group, Y is an oxygen or sulfur atom or an optionally alkylated imino group and Z is aryl, aralkyl, cycloalkyl or cycloalkyl-alkyl which may be substituted by halogen, hydroxyl, nitro, amino, alkoxy, aralkoxy, alkyl, trifluoromethyl, alkylamino or alkylsulfonyl group, and the acid addition salts thereof with pharmacologically acceptable acids.

  本发明揭示了新型三环氨基烷基衍生物，其具有有价值的药理活性，特别是心脏和循环活性。该三环氨基烷基衍生物是以下式的化合物：##STR1##其中X是氧或硫原子，饱和或不饱和的直链或支链烷基，含有最多3个碳原子，氧甲基，硫甲基或硫乙基基团或价键，R.sub.1是氢，卤素，烷基，烷氧基或三氟甲基，R.sub.2是氢或羟基，R.sub.3是氢或与R.sub.2一起表示进一步的价键，R.sub.4和R.sub.5可以相同也可以不同，均为氢或低级烷基，A是被一个可选的酰基化羟基取代的烷基，Y是氧或硫原子或一个可选的烷基化亚胺基，Z是芳基，芳基烷基，环烷基或环烷基烷基，可以被卤素，羟基，硝基，氨基，烷氧基，芳基烷氧基，烷基，三氟甲基，烷基氨基或烷基磺酰基基团取代，以及其与药理学上可接受的酸形成的酸加成盐。
• Synthesis of 9-substituted xanthenes by the condensation of arynes with ortho-hydroxychalcones
  作者：Chun Lu、Anton V. Dubrovskiy、Richard C. Larock

  DOI：10.1016/j.tetlet.2012.02.072

  日期：2012.4

  The reaction of o-(trimethylsilyl)aryl triflates, CsF, and o-hydroxychalcones affords a general and efficient way to prepare biologically interesting 9-substituted xanthenes. This chemistry presumably proceeds by the tandem intermolecular nucleophilic attack of the phenoxide of the chalcone on the aryne and subsequent intramolecular Michael addition. The introduction of an external base, Cs2CO3, has proven beneficial in this reaction. (c) 2012 Elsevier Ltd. All rights reserved.
• US4070373A
  申请人：——

  公开号：US4070373A

  公开（公告）日：1978-01-24
• Matsuno; Okabayashi, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1957, vol. 77, p. 1145,1148
  作者：Matsuno、Okabayashi

  DOI：——

  日期：——