1-(4-nitrophenyl)-3,4-dihydro-1H-isochromene | 1064109-25-6

• 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: 1-(4-nitrophenyl)-3,4-dihydro-1H-isochromene
• CAS: 1064109-25-6
• 化学式: C₁₅H₁₃NO₃
• 分子量: 255.273
• InChiKey: NLXQCSKMCNSKOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯乙醇 、 对硝基苯甲醛 在 bismuth(lll) trifluoromethanesulfonate 作用下， 以 甲苯 为溶剂， 反应 6.0h， 以84%的产率得到1-(4-nitrophenyl)-3,4-dihydro-1H-isochromene
  参考文献：
  名称：

  Bismuth triflate-catalyzed oxa- and thia-Pictet–Spengler reactions: access to iso- and isothio-chroman compounds

  摘要：

  A new route to functionalized iso(thio)chromans is described. The compounds are accessible easily in a one pot-reaction by using different benzaldehydes and phenylethanethiol or phenylethanol in presence of bismuth triflate. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.07.007

文献信息

• [EN] NEW 2,3-BENZODIAZEPINE DERIVATIVES<br/>[FR] NOUVEAUX DERIVES DE 2,3-BENZODIAZEPINES
  申请人：GYÓGYSZERKUTATÓ INTÉZET KFT.

  公开号：WO1999006408A1

  公开（公告）日：1999-02-11

  (EN) The invention relates to new tricyclic 2,3-benzodiazepine derivatives of general formula (I), stereoisomers and acid addition salts thereof and to pharmaceutical compositions containing the same, wherein the main substituent meanings are as follows: R1 and R2 represent independently hydrogen, halogen, a C1-4 alkyl, C1-4 alkoxy, nitro, trifluoromethyl or optionally substituted amino group, X represents hydrogen or chlorine atom, Y represents chlorine or bromine atom, A represents a 5-membered heterocyclic group containing 1 to 3 nitrogen atoms. The compounds are suitable for treating conditions associated with muscle spasms, epilepsy as well as acute and chronic forms of neurodegenerative diseases.(FR) L'invention concerne de nouveaux dérivés de 2,3-benzodiazépines tricycliques de la formule générale (I), leurs stéréoisomères et leurs sels d'addition d'acide ainsi que des compositions pharmaceutiques les contenant, formule dans laquelle les définitions des principaux substituants sont telles que ci-après: R1 et R2 représentent indépendamment hydrogène, halogène, un groupe alkyle C1-4, alcoxy C1-4, nitro, trifluorométhyle ou amino facultativement substitué, X représente un atome d'hydrogène ou de chlore, Y représente un atome de chlore ou de brome, A représente un groupe hétérocyclique à 5 éléments contenant 1 à 3 atomes d'azote. Les composés sont adaptés au traitement d'états associés aux spasmes musculaires, à l'épilepsie ainsi qu'à des formes aigues et chroniques de maladies neurodégénératives.

  本发明涉及新的三环2,3-苯二氮卓衍生物，其通式为（I），其立体异构体和酸加成盐以及含有它们的制药组合物，其中主要取代基的含义如下：R1和R2分别表示氢、卤素、C1-4烷基、C1-4烷氧基、硝基、三氟甲基或可选取代的氨基团，X表示氢或氯原子，Y表示氯或溴原子，A表示含有1到3个氮原子的5元杂环基团。该化合物适用于治疗与肌肉痉挛、癫痫以及急性和慢性神经退行性疾病相关的疾病。
• Bismuth Triflate as a Safe and Readily Handled Source of Triflic Acid: Application to the Oxa–Pictet–Spengler Reaction
  作者：Benaissa Bouguerne、Pascal Hoffmann、Christian Lherbet

  DOI：10.1080/00397910903026715

  日期：2010.2.26

  The oxa-Pictet-Spengler reaction with various aldehydes and -arylethanol yields 1-substituted-isochromans in the presence of bismuth triflate as catalyst in good yields. The method was extended to O,O-acetals to afford the corresponding 1,1-disubstituted-isochromans in good yields. These studies also provide insights into the catalytic role of triflic acid generated upon hydrolysis of Bi(OTf)3 by residual water. The low toxicity and easy handling of Bi(OTf)3 by comparison with triflic acid make these procedures an attractive method to provide isochromans in good to excellent yields.
• NEW 2,3-BENZODIAZEPINE DERIVATIVES
  申请人：GYOGYSZERKUTATO INTEZET KFT.

  公开号：EP1001956A1

  公开（公告）日：2000-05-24
• Bismuth triflate-catalyzed oxa- and thia-Pictet–Spengler reactions: access to iso- and isothio-chroman compounds
  作者：Christian Lherbet、David Soupaya、Cécile Baudoin-Dehoux、Chantal André、Casimir Blonski、Pascal Hoffmann

  DOI：10.1016/j.tetlet.2008.07.007

  日期：2008.9

  A new route to functionalized iso(thio)chromans is described. The compounds are accessible easily in a one pot-reaction by using different benzaldehydes and phenylethanethiol or phenylethanol in presence of bismuth triflate. (C) 2008 Elsevier Ltd. All rights reserved.