[125I]-SKF 83692 | 99234-87-4

• 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: [125I]-SKF 83692
• 英文别名: SKF 83692；3-methyl-5-phenyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ol；2,3,4,5-Tetrahydro-3-methyl-5-phenyl-1H-3-benzazepin-7-ol；3-methyl-5-phenyl-1,2,4,5-tetrahydro-3-benzazepin-7-ol
• CAS: 99234-87-4
• 化学式: C₁₇H₁₉NO
• 分子量: 253.344
• InChiKey: DNNMNDDMPUSDQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [125I]-SKF 83692 在 18-冠醚-6 、 盐酸羟胺 、 sodium acetate 、 palladium diacetate 、 caesium carbonate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 7.5h， 生成 3-methyl-5-phenyl-2,3,4,5-tetrahydro-benzo[d]azepin-7-amine
  参考文献：
  名称：

  Novel 2,4-Diarylaminopyrimidine Analogues (DAAPalogues) Showing Potent c-Met/ALK Multikinase Inhibitory Activities

  摘要：

  By repurposing a typical dopamine D-1/D-5 receptor agonist motif, C1-substituted-N3-benzazepine or benzazecine, into the classical RTK inhibitor 2,4-diaminopyrimidine skeleton, a series of new 2,4-diarylaminopyrimidine analogues (DAAPalogues) were developed. Compounds 7 and 8a were identified possessing high potency against both c-Met and ALK kinases. Compound 8a displayed appreciable antitumor efficacy at the dose of 1 mg/kg in the ALK-driven BF3/EML4-ALK xenograft mice model.

  DOI：

  10.1021/ml400373j
• 作为产物：
  描述：

  8-Methoxy-3-methyl-1-phenyl-2,3,4,5-tetrahydro-1H-benzo[d]azepine 在 氢溴酸 作用下， 生成 [125I]-SKF 83692
  参考文献：
  名称：

  Structural manipulation on the catecholic fragment of dopamine D1 receptor agonist 1-phenyl-N-methyl-benzazepines

  摘要：

  A series of new benzazepines with modification on the catecholic fragment were designed. The 8-hydroxyl group, other than the 7-hydroxyl was confirmed crucial to the interaction with the dopamine D-1 receptor. Subsequent replacement of the 7-hydroxyl with benzylamino groups was found tolerable. 7-(m-Chlorophenyl)methylamino- and 7-(m- or o-tolyl)methylamino-substituted benzazepines 13b-d displayed K-i values of 270-370 nM at the D-1 receptor, which were slightly more potent than that of parent compound I. In addition, 7-(arylmethyl)amino-benzazepines 13a-c were found possessing high binding affinities less than 10 nM at the 5-HT2A receptor. Among them, the non-substituted 7-benzylamino analogue 13a was the most potent showing a K-i values of 4.5 nM at the 5-HT2A receptor and a 5-HT2A/D-1 selectivity of 147. (C) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.07.059

文献信息

• Benzazepine derivatives
  申请人：NOVO NORDISK A/S

  公开号：EP0347672A1

  公开（公告）日：1989-12-27

  Novel 2,3,4,5-tetrahydro-1H-3-benzazepines having the formula wherein R³ represents H, C₁₋₃-alkyl or C₃₋₇-cycloalkyl; R⁴ represents hydrogen or R⁴ together with R¹⁰ represents a bridge which connects the positions to which R⁴ and R¹⁰ are linked, said bridge being -CH₂-CH₂-, -CH=CH-, -O-CH₂- or -S-CH₂-; R⁷ represents hydroxy, lower alkoxy; R¹⁰, R¹¹, R¹² independently represent hydrogen or halogen or alkyl or R¹⁰ together with R⁴ represents a bridge as des­cribed in connection with the definition of R⁴; or R¹⁰ to­gether with R¹¹ represents a bridge or R¹¹ together with R¹² represents a bridge, the bridge in both cases being chosen among -O-CH₂-CH₂-, -O-CH₂-CH₂-CH₂-, -O-CH=CH-, -CH₂-CH₂-CH₂-, -CH₂-CH=CH- or -CH₂-CH₂-CH₂ CH₂-; R¹³ represents hydrogen, halogen or lower alkyl. The compounds are useful in preparations for treatment of disorders in the central nervous system.

  新型 2，3，4，5-四氢-1H-3-苯并氮杂卓，其式为 其中 R³ 代表 H、C₁₋₃-烷基或 C₃₋₇-环烷基；R⁴ 代表氢或 R⁴ 连同 R¹⁰ 代表连接 R⁴ 和 R¹⁰ 所连接位置的桥，所述桥为 -CH₂-CH₂-、-CH=CH-、-O-CH₂- 或 -S-CH₂-； R⁷ 代表羟基、低级烷氧基； R¹⁰、R¹¹、R¹² 各自代表氢或卤素或烷基，或 R¹⁰ 与 R⁴ 一起代表与 R⁴ 的定义相关的桥基；或 R¹⁰ 与 R¹¹ 一起代表桥基，或 R¹¹ 与 R¹² 一起代表桥基，在这两种情况下，桥基可从以下两种中选择 -O-CH₂-CH₂-, -O-CH₂-CH₂-CH₂-, -O-CH=CH-, -CH₂-CH₂-CH₂-, -CH₂-CH=CH- 或 -CH₂-CH₂-CH₂ CH₂-； R¹³ 代表氢、卤素或低级烷基。 这些化合物可用于治疗中枢神经系统疾病的制剂中。
• DE JESUS O. T.; VAN MOFFAERT G. J.; GLOCK D.; GOLDBERG L. I.; FRIEDMAN A.+, J. LABBELLED COMPOUNDS AND RADIOPHARM., 23,(1986) N 9, 919-925
  作者：DE JESUS O. T.、 VAN MOFFAERT G. J.、 GLOCK D.、 GOLDBERG L. I.、 FRIEDMAN A.+

  DOI：——

  日期：——
• US4349472A
  申请人：——

  公开号：US4349472A

  公开（公告）日：1982-09-14
• US4749559A
  申请人：——

  公开号：US4749559A

  公开（公告）日：1988-06-07
• US5010074A
  申请人：——

  公开号：US5010074A

  公开（公告）日：1991-04-23