5-Nitro-1-methylentetralin | 906341-98-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-Nitro-1-methylentetralin
• 英文别名: 4-methylidene-8-nitro-2,3-dihydro-1H-naphthalene
• CAS: 906341-98-8
• 化学式: C₁₁H₁₁NO₂
• 分子量: 189.214
• InChiKey: AAIJKOHAGFISDU-UHFFFAOYSA-N

物化性质

• 沸点：
  316.1±31.0 °C(Predicted)
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-Nitro-1-methylentetralin 在 对甲苯磺酰肼 、 tin(ll) chloride 作用下， 以 四氢呋喃 、 N-甲基吡咯烷酮 为溶剂， 反应 0.75h， 生成 2-[(5-amino-1,2,3,4-tetrahydronaphthalen-1-yl)methyl]-3,3,3-trifluoro-2-hydroxy-N-(4-methyl-1-oxo-2,3-benzoxazin-6-yl)propanamide
  参考文献：
  名称：

  Dissociated Nonsteroidal Glucocorticoid Receptor Modulators; Discovery of the Agonist Trigger in a Tetrahydronaphthalene−Benzoxazine Series

  摘要：

  The tetrahydronaphthalene-benzoxazine glucocorticoid receptor (GR) partial agonist 4b was optimized to produce potent full agonists of GR. Aromatic ring substitution of the tetrahydronaphthalene leads to weak GR antagonists. Discovery of an "agonist trigger" substituent on the saturated ring of the tetrahydronaphthalene leads to increased potency and efficacious GR agonism. These compounds are efficacy selective in an NFkB GR agonist assay ( representing transrepression effects) over an MMTV GR agonist assay ( representing transactivation effects). 52 and 60 have NFkB pIC(50) = 8.92 (105%) and 8.69 (92%) and MMTV pEC(50) = 8.20 (47%) and 7.75 (39%), respectively. The impact of the trigger substituent on agonism is modeled within GR and discussed. 36, 52, and 60 have anti-inflammatory activity in a mouse model of inflammation after topical dosing with 52 and 60, having an effect similar to that of dexamethasone. The original lead was discovered by a manual agreement docking method, and automation of this method is also described.

  DOI：

  10.1021/jm060302x
• 作为产物：
  描述：

  1,2,3,4-四氢-5-硝基萘 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 5-Nitro-1-methylentetralin
  参考文献：
  名称：

  Cyclopropane-arene interactions. II. Intramolecular charge transfer and geometry effects cyclopropyl nitroaromatic systems

  摘要：

  DOI：

  10.1021/ja00751a039

文献信息

• [DE] SUBSTITUIERTE SPIROISOXAZOLINE<br/>[EN] SUBSTITUTED SPIRO-ISOXAZOLINES<br/>[FR] SPIROISOXAZOLINES SUBSTITUÉES
  申请人：BAYER CROPSCIENCE AG

  公开号：WO2009141096A1

  公开（公告）日：2009-11-26

  Die Erfindung betrifft Spiroisoxazoline der Formel (I), deren landwirtschaftlich und/oder physiologisch annehmbare Salze und deren Verwendung zur Bekämpfung von tierischen Schädlingen wobei die Variablen und Substituenten die Bedeutungen besitzen, wie sie in den Ansprüchen und der Beschreibung definiert sind.
• Dissociated Nonsteroidal Glucocorticoid Receptor Modulators; Discovery of the Agonist Trigger in a Tetrahydronaphthalene−Benzoxazine Series
  作者：Mike Barker、Margaret Clackers、Royston Copley、Derek A. Demaine、Davina Humphreys、Graham G. A. Inglis、Michael J. Johnston、Haydn T. Jones、Michael V. Haase、David House、Richard Loiseau、Lesley Nisbet、Francois Pacquet、Philip A. Skone、Stephen E. Shanahan、Dan Tape、Victoria M. Vinader、Melanie Washington、Iain Uings、Richard Upton、Iain M. McLay、Simon J. F. Macdonald

  DOI：10.1021/jm060302x

  日期：2006.7.1

  The tetrahydronaphthalene-benzoxazine glucocorticoid receptor (GR) partial agonist 4b was optimized to produce potent full agonists of GR. Aromatic ring substitution of the tetrahydronaphthalene leads to weak GR antagonists. Discovery of an "agonist trigger" substituent on the saturated ring of the tetrahydronaphthalene leads to increased potency and efficacious GR agonism. These compounds are efficacy selective in an NFkB GR agonist assay ( representing transrepression effects) over an MMTV GR agonist assay ( representing transactivation effects). 52 and 60 have NFkB pIC(50) = 8.92 (105%) and 8.69 (92%) and MMTV pEC(50) = 8.20 (47%) and 7.75 (39%), respectively. The impact of the trigger substituent on agonism is modeled within GR and discussed. 36, 52, and 60 have anti-inflammatory activity in a mouse model of inflammation after topical dosing with 52 and 60, having an effect similar to that of dexamethasone. The original lead was discovered by a manual agreement docking method, and automation of this method is also described.
• Cyclopropane-arene interactions. II. Intramolecular charge transfer and geometry effects cyclopropyl nitroaromatic systems
  作者：Roger C. Hahn、Philip H. Howard、George A. Lorenzo

  DOI：10.1021/ja00751a039

  日期：1971.11