6-bromo-1,2-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-2,2-dimethylnaphthalen-1-one | 149455-26-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-bromo-1,2-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-2,2-dimethylnaphthalen-1-one
• 英文别名: 1-(7-Bromo-3,3-dimethyl-4-oxonaphthalen-1-yl)pyridin-2-one
• CAS: 149455-26-5
• 化学式: C₁₇H₁₄BrNO₂
• 分子量: 344.208
• InChiKey: RPPAYKYEEXAILG-UHFFFAOYSA-N

物化性质

• 沸点：
  524.9±50.0 °C(Predicted)
• 密度：
  1.477±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-bromo-1,2-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-2,2-dimethylnaphthalen-1-one 在 甲醇 、 palladium diacetate 、 potassium carbonate 、 三乙胺 、 三苯基膦 作用下， 反应 3.0h， 生成 1,2-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-2,2-dimethyl-6-ethynylnaphthalen-1-one
  参考文献：
  名称：

  2,2-Dialkylnaphthalen-1-ones as new potassium channel activators

  摘要：

  A new series of 2,2-dialkylnaphthalen-1-one potassium channel activators has been prepared, and their in vitro relaxant activities in isolated rat portal vein and guinea pig tracheal spirals as well as their oral antihypertensive effect in spontaneously hypertensive rats have been evaluated. The group of 1,2-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-2,2-dimethylnaphthalen-1-ones with an electron-withdrawing substituent at the 6-position contain the most active compounds and 1,2-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-2,2-dimethyl-1-oxonaphthalene-6-c arbonitrile, 17f (UR-8225), has been selected for further pharmacological development.

  DOI：

  10.1021/jm00067a011
• 作为产物：
  描述：

  2-(trimethylsilyloxy)pyridine 在 sodium hydroxide 、 四丁基氟化铵 、 silica gel 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 123.5h， 生成 6-bromo-1,2-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-2,2-dimethylnaphthalen-1-one
  参考文献：
  名称：

  2,2-Dialkylnaphthalen-1-ones as new potassium channel activators

  摘要：

  A new series of 2,2-dialkylnaphthalen-1-one potassium channel activators has been prepared, and their in vitro relaxant activities in isolated rat portal vein and guinea pig tracheal spirals as well as their oral antihypertensive effect in spontaneously hypertensive rats have been evaluated. The group of 1,2-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-2,2-dimethylnaphthalen-1-ones with an electron-withdrawing substituent at the 6-position contain the most active compounds and 1,2-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-2,2-dimethyl-1-oxonaphthalene-6-c arbonitrile, 17f (UR-8225), has been selected for further pharmacological development.

  DOI：

  10.1021/jm00067a011

文献信息

• Tetralones with pharmacological activity
  申请人：J. Uriach & Cia.

  公开号：US05208246A1

  公开（公告）日：1993-05-04

  The present invention relates to new tetralones having the formula I: ##STR1## wherein: R.sup.1 and R.sup.2 represent hydrogen, halogen, cyano, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, trifluoromethyl, pentafluoroethyl, ethynyl, trimethylsilylethynyl, C.sub.1-4 alkylcarbonylamino being the amino optionally substituted by a C.sub.1-4 alkyl group; R.sup.3 is hydrogen or C.sub.1-4 alkyl, and R.sup.4 is C.sub.1-4 alkyl, or R.sup.3 and R.sup.4 together form a C.sub.2-5 polymethylene chain; either R.sup.5 represents hydroxyl, acetoxy or formyloxy and R.sup.6 and R.sup.7 are both hydrogen, or R.sup.5 together with R.sup.6 form a carbonyl group and R.sup.7 is hydrogen, or R.sup.5 and R.sup.7 together form a bond and R.sup.6 is hydrogen; R.sup.8 is, among others, 1,2-dihydro-2-oxo-1-pyridyl, 2,3-dihydro-1-oxo-1H-isoindol-2-yl, 2-oxo-1-pyrrolidinyl, 2-oxo-1-pyperidinyl. The invention also relates to a procedure for their preparation and to pharmaceutical compositions containing them. These compounds are antihypertensive and bronchodilator agents.

  本发明涉及具有以下化学式I的新四氢萘：##STR1##其中：R.sup.1和R.sup.2代表氢、卤素、氰基、C.sub.1-4烷基、C.sub.1-4烷氧基、三氟甲基、五氟乙基、乙炔基、三甲基硅基乙炔基、C.sub.1-4烷基羰基氨基，该氨基可能被C.sub.1-4烷基基团取代；R.sup.3为氢或C.sub.1-4烷基，R.sup.4为C.sub.1-4烷基，或R.sup.3和R.sup.4一起形成C.sub.2-5聚亚甲基链；R.sup.5代表羟基、乙酰氧基或甲酰氧基，R.sup.6和R.sup.7都是氢，或者R.sup.5与R.sup.6一起形成羰基，R.sup.7为氢，或者R.sup.5和R.sup.7一起形成键，R.sup.6为氢；R.sup.8为1,2-二氢-2-氧-1-吡啶基、2,3-二氢-1-氧-1H-异吲哚-2-基、2-氧-1-吡咯烷基、2-氧-1-吡哌啶基等。该发明还涉及它们的制备方法和含有它们的药物组合物。这些化合物是抗高血压和支气管扩张剂。
• US5208246A
  申请人：——

  公开号：US5208246A

  公开（公告）日：1993-05-04
• US5272170A
  申请人：——

  公开号：US5272170A

  公开（公告）日：1993-12-21
• 2,2-Dialkylnaphthalen-1-ones as new potassium channel activators
  作者：Carmen Almansa、Luis A. Gomez、Fernando L. Cavalcanti、Ricardo Rodriguez、Elena Carceller、Javier Bartroli、Julian Garcia-Rafanell、Javier Forn

  DOI：10.1021/jm00067a011

  日期：1993.7

  A new series of 2,2-dialkylnaphthalen-1-one potassium channel activators has been prepared, and their in vitro relaxant activities in isolated rat portal vein and guinea pig tracheal spirals as well as their oral antihypertensive effect in spontaneously hypertensive rats have been evaluated. The group of 1,2-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-2,2-dimethylnaphthalen-1-ones with an electron-withdrawing substituent at the 6-position contain the most active compounds and 1,2-dihydro-4-(1,2-dihydro-2-oxo-1-pyridyl)-2,2-dimethyl-1-oxonaphthalene-6-c arbonitrile, 17f (UR-8225), has been selected for further pharmacological development.