3-benzyl-2,3,4,5-tetrahydro-7-methoxy-1H-3-benzazepine | 122844-73-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 3-benzyl-2,3,4,5-tetrahydro-7-methoxy-1H-3-benzazepine
• 英文别名: 7-methoxy-3-(phenylmethyl)-2,3,4,5-tetrahydro-1H-3-benzazepine；3-benzyl-7-methoxy-2,3,4,5-tetrahydro-1H-3-benzazepine；3-benzyl-7-methoxy-1,2,4,5-tetrahydro-3-benzazepine
• CAS: 122844-73-9
• 化学式: C₁₈H₂₁NO
• 分子量: 267.371
• InChiKey: ARZQMLUBIOBVNI-UHFFFAOYSA-N

物化性质

• 沸点：
  399.5±42.0 °C(Predicted)
• 密度：
  1.080±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-benzyl-2,3,4,5-tetrahydro-7-methoxy-1H-3-benzazepine 生成 7-Hydroxy-3-(phenylmethyl)-2,3,4,5-tetrahydro-1H-3-benzazepine
  参考文献：
  名称：

  EP1122252

  摘要：

  公开号：
• 作为产物：
  描述：

  1-benzyl-1,2,3,5,6,7-hexahydro-5-(3-oxobutyl)-4H-azepin-4-one 在 氢氧化钾 、 碘 作用下， 以 甲醇 、 水 为溶剂， 反应 5.17h， 生成 3-benzyl-2,3,4,5-tetrahydro-7-methoxy-1H-3-benzazepine
  参考文献：
  名称：

  A new entry into C7-oxygenated tetrahydro-1H-3-benzazepines; efficient labeling with carbon-14 in the benzo ring

  摘要：

  DOI：

  10.1021/jo00280a050

文献信息

• NITROGENOUS FUSED HETEROCYCLE COMPOUNDS, PROCESS FOR THE PREPARATION THEREOF AND AGENTS CONTAINING THE SAME
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP1122252A1

  公开（公告）日：2001-08-08

  A nitrogen-containing condensed heterocyclic derivative of the present invention, which is a compound represented by the formula: wherein ring A represents benzene ring optionally having a further substituent, -L-represents -O-, -NR3a-, -S-, -SO-, -SO2-, -SO2NR3a-, -SO2NHCONR3a-, -SO2NHC(=NH)NR3a-, -C(=S)-, or -CONR3a- (wherein R3a and R3b represent independently hydrogen atom, cyano group, hydroxy group, amino group, a C1-6 alkyl group or a C1-6 alkoxy group), n represents an integer of 0 to 6, R is hydrogen atom or a hydrocarbon group optionally having a substituent, and may be different in repetition of n, R1 represents a hydrocarbon group optionally having a substituent or a group represented by the formula: (wherein R7 represents a hydrocarbon group optionally having a substituent), R2 represents hydrogen atom, an acyl group, a hydrocarbon group optionally having a substituent or a heterocyclic group optionally having a substituent, X represents a bond, O, S, SO, SO2 or NR4 (wherein R4 represents hydrogen atom, an acyl group or a hydrocarbon group optionally having a substituent), k and m represent independently an integer of 0 to 5, and 1

  本发明的一种含氮缩合杂环衍生物，它是由式表示的化合物： 其中环 A 代表任选具有另一个取代基的苯环，-L-代表-O-，-NR3a-，-S-，-SO-，-SO2-，-SO2NR3a-，-SO2NHCONR3a-，-SO2NHC(＝NH)NR3a-，-C(＝S)-、 或 -CONR3a-（其中 R3a 和 R3b 分别独立地代表氢原子、氰基、羟基、氨基、C1-6 烷基或 C1-6 烷氧基），n 代表 0 至 6 的整数，R 是氢原子或任选具有取代基的烃基，在重复 n 时可以不同，R1 代表任选具有取代基的烃基或由式表示的基团： (其中 R7 代表任选具有取代基的烃基），R2 代表氢原子、酰基、任选具有取代基的烃基或任选具有取代基的杂环基，X 代表键、O、S、SO、SO2 或 NR4（其中 R4 代表氢原子、其中 R4 代表氢原子、酰基或可选具有取代基的烃基），k 和 m 独立地代表 0 至 5 的整数，且 1
• Design, synthesis, and evaluation of fused heterocyclic analogs of SCH 58261 as adenosine A2A receptor antagonists
  作者：Unmesh Shah、Claire M. Lankin、Craig D. Boyle、Samuel Chackalamannil、William J. Greenlee、Bernard R. Neustadt、Mary E. Cohen-Williams、Guy A. Higgins、Kwokei Ng、Geoffrey B. Varty、Hongtao Zhang、Jean E. Lachowicz

  DOI：10.1016/j.bmcl.2008.05.069

  日期：2008.7

  SCH 58261 is a reported adenosine A(2A) receptor antagonist which is active in rat in vivo models of Parkinson's Disease upon ip administration. However, it has poor selectivity versus the A(1) receptor and does not demonstrate oral activity. Quinoline analogs have improved upon the selectivity and pharmacokinetics of SCH 58261, but were difficult to handle due to poor aqueous solubility. We report the design and synthesis of fused heterocyclic analogs of SCH 58261 with aqueous solubility as well as improved A(2A) receptor binding selectivity and pharmacokinetic properties. In particular, the tetrahydronaphthyridine 4s has excellent A(2A) receptor in vitro binding affinity and selectivity, is active orally in a rat in vivo model of Parkinson's Disease, and has aqueous solubility of 100 mu M at physiological pH. (C) 2008 Elsevier Ltd. All rights reserved.
• EP1122252
  申请人：——

  公开号：——

  公开（公告）日：——
• A new entry into C7-oxygenated tetrahydro-1H-3-benzazepines; efficient labeling with carbon-14 in the benzo ring
  作者：J. Richard Heys、Stephen G. Senderoff

  DOI：10.1021/jo00280a050

  日期：1989.9