苯并[d][1,3]二氧代-4-甲腈 | 161886-19-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 中文名称: 苯并[d][1,3]二氧代-4-甲腈
• 英文名称: 1,3-dioxole
• 英文别名: benzo[1,3]dioxole-4-carbonitrile；Benzo[1,3]dioxol-4-carbonitril；Benzo[d][1,3]dioxole-4-carbonitrile；1,3-benzodioxole-4-carbonitrile
• CAS: 161886-19-7
• 化学式: C₈H₅NO₂
• 分子量: 147.133
• InChiKey: ABUFACZBIOTVCH-UHFFFAOYSA-N

物化性质

• 沸点：
  264.6±29.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  苯并[d][1,3]二氧代-4-甲腈 在 盐酸 、 乙醚 、 tin(ll) chloride 作用下， 生成 2,3-(亚甲二氧基)苯甲醛
  参考文献：
  名称：

  Perkin; Trikojus, Journal of the Chemical Society, 1926, p. 2932

  摘要：

  DOI：
• 作为产物：
  描述：

  2,3-二甲氧基苯甲酸 在 氢氧化钾 、 氯化亚砜 、 氨 、 氢碘酸 、 氢气 、 苯 作用下， 生成 苯并[d][1,3]二氧代-4-甲腈
  参考文献：
  名称：

  Perkin; Trikojus, Journal of the Chemical Society, 1926, p. 2932

  摘要：

  DOI：

文献信息

• Perrhenic Acid-Catalyzed Dehydration from Primary Amides, Aldoximes,<i>N</i>-Monoacylureas, and α-Substituted Ketoximes to Nitrile Compounds
  作者：Yoshiro Furuya、Kazuaki Ishihara、Hisashi Yamamoto

  DOI：10.1246/bcsj.80.400

  日期：2007.1.15

  The dehydration reaction of primary amides is one of the most fundamental methods for the synthesis of nitriles, and the development of environmentally benign catalytic reaction processes is needed. We surveyed a variety of metal catalysts and found that perrhenic acid was extremely effective for the dehydration of not only primary amides but also aldoximes. Typically, 1 mol % of perrhenic acid gave

  伯酰胺的脱水反应是合成腈类最基本的方法之一，需要开发环境友好的催化反应工艺。我们调查了各种金属催化剂，发现高铼酸不仅对伯酰胺而且对醛肟的脱水都非常有效。通常，在共沸回流条件下，在甲苯或均三甲苯中除去水，1 mol%的高铼酸由酰胺或醛肟得到相应的腈。此外，高铼酸是一种非常有效的催化剂，用于将 α-取代的酮肟贝克曼裂解成官能化的腈。这种新的催化系统无需进一步修改即可应用于腈的克级合成。
• OREXIN RECEPTOR ANTAGONISTS WHICH ARE [ORTHO BI-(HETERO-)ARYL]-[2-(META BI-(HETERO-)ARYL)-PYRROLIDIN-1-YL]-METHANONE DERIVATIVES
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：US20150252032A1

  公开（公告）日：2015-09-10

  The present invention relates to [ortho bi-(hetero-)aryl]-[2-(meta bi-(hetero-)aryl)-pyrrolidin-1-yl]-methanone derivatives of formula (I) wherein R, and the rings A 1 A 2 and A 3 are as described in the description, to pharmaceutically acceptable salts thereof, to their preparation, to pharmaceutical compositions containing one or more compounds of formula (I), and to their use as pharmaceuticals, especially to their use as orexin receptor antagonists.

  本发明涉及公式（I）的[ortho bi-（hetero-）aryl]-[2-（meta bi-（hetero-）aryl）-pyrrolidin-1-yl]-methanone衍生物，其中R和环A1A2和A3如描述中所述，以及其药学上可接受的盐、其制备方法、含有一个或多个公式（I）化合物的制药组合物以及它们作为药物的用途，特别是作为促进睡眠激素受体拮抗剂的用途。
• Rhenium(VII) Oxo Complexes as Extremely Active Catalysts in the Dehydration of Primary Amides and Aldoximes to Nitriles
  作者：Kazuaki Ishihara、Yoshiro Furuya、Hisashi Yamamoto

  DOI：10.1002/1521-3773(20020816)41:16<2983::aid-anie2983>3.0.co;2-x

  日期：2002.8.16
• Selective Cyclooxygenase-2 Inhibitors:  Heteroaryl Modified 1,2-Diarylimidazoles Are Potent, Orally Active Antiinflammatory Agents
  作者：Ish K. Khanna、Yi Yu、Renee M. Huff、Richard M. Weier、Xiangdong Xu、Francis J. Koszyk、Paul W. Collins、J. Nita Cogburn、Peter C. Isakson、Carol M. Koboldt、Jaime L. Masferrer、William E. Perkins、Karen Seibert、Amy W. Veenhuizen、Jinhua Yuan、Dai-Chang Yang、Yan Y. Zhang

  DOI：10.1021/jm0000719

  日期：2000.8.1

  A series of heteroaryl modified 1,2-diarylimidazoles has been synthesized and found to be potent and highly selective (1000-9000-fold) inhibitors of the human COX-2. 3-Pyridyl derived COX-2 selective inhibitor (25) exhibited excellent activity in acute (carrageenan induced paw edema, ED50 = 5.4 mg/kg) and chronic (adjuvant induced arthritis, ED50 = 0.25 mg/kg) models of inflammation. The relatively long half-life of 25 in rat and dog prompted investigation of the pyridyl and other heteroaromatic systems containing potential metabolic functionalities. A number of substituted pyridyl and thiazole containing compounds (e.g., 44, 46, 54, 76, and 78) demonstrated excellent oral activity in every efficacy model evaluated. Several orally active diarylimidazoles exhibited desirable pharmacokinetics profiles and showed no CI toxicity in the rat up to 100 mg/kg in both acute and chronic models. The paper describes facile and practical syntheses of the targeted diarylimidazoles. The structure-activity relationships and antiinflammatory properties of a series of diarylimidazoles are discussed.
• REPLACEMENT OF NUCLEAR ALKOXYL GROUPS BY THE ACTION OF GRIGNARD REAGENTS
  作者：REYNOLD C. FUSON、RUSSELL GAERTNER、DAVID H. CHADWICK

  DOI：10.1021/jo01162a005

  日期：1948.7