2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-thiazepin-5(4H)-one | 91847-49-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-thiazepin-5(4H)-one
• 英文别名: 2-[2-(Dimethylamino)ethyl]-4-methyl-2,3-dihydropyrido[3,2-f][1,4]thiazepin-5-one
• CAS: 91847-49-3
• 化学式: C₁₃H₁₉N₃OS
• 分子量: 265.379
• InChiKey: UBGBKOHZWDFSFE-UHFFFAOYSA-N

物化性质

• 熔点：
  >250 °C
• 沸点：
  417.0±40.0 °C(Predicted)
• 密度：
  1.143±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  61.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯烟酸 在 盐酸 、 四氯化碳 、 sodium hydride 、 三苯基膦 作用下， 以 二甲基亚砜 为溶剂， 生成 2-[2-(dimethylamino)ethyl]-2,3-dihydro-4-methylpyrido[3,2-f][1,4]-thiazepin-5(4H)-one
  参考文献：
  名称：

  Benzo- and pyrido-1,4-oxazepin-5-ones and -thiones: synthesis and structure-activity relationships of a new series of H1-antihistamines

  摘要：

  A series of novel benzo- and pyrido-1,4-oxazepinones and -thiones which represents a new structural class of compounds possessing H1 antihistaminic activity was synthesized, and the SARs were evaluated. The antihistaminic activity was determined by blockade of histamine-induced lethality in guinea pigs. The sedative potential was determined by comparison of the EEG profiles of the compounds with those of known sedating and nonsedating antihistamines. Several of the compounds were shown to possess potent H1 antihistaminic activity and to be free of the cortical slowing with synchronized waves and spindling activity found in the EEG of sedative antihistamines. One compound, 2-[2-(dimethylamino)ethyl]-3,4-dihydro-4-methylpyrido[3,2-f]-1,4- oxazepine-5(2H)-thione (rocastine) is currently undergoing clinical evaluation as a nonsedating H1 antihistamine.

  DOI：

  10.1021/jm00129a026

文献信息

• Fused aromatic oxazepinones, thiazepinones, diazepinones and sulfur
  申请人：A. H. Robins Company, Inc.

  公开号：US04592866A1

  公开（公告）日：1986-06-03

  Aromatic azepinones and thiones having the formula ##STR1## wherein; A is benzene, naphthalene, quinoline or pyridine; B is oxygen or sulfur; E is oxygen, sulfur or ##STR2## n is 1, 2 or 3; Z is an amino or a heterocyclic nitrogen containing radical; R is hydrogen, loweralkyl, cycloalkyl or phenylloweralkyl; and having antihistaminic utility, a process for the preparation thereof and chemical intermediates therefor are disclosed.

  具有式##STR1##所示结构的芳香性氮杂环庚酮和噻庚酮，其中：A为苯、萘、喹啉或吡啶；B为氧或硫；E为氧、硫或##STR2##（即亚氨基）；n为1、2或3；Z为氨基或含杂环氮的基团；R为氢、低级烷基、环烷基或苯基低级烷基；并具有抗组胺效用，其制备方法及其中间体化学品均已公开。
• Fused aromatic oxazepinones and sulphur analogues thereof and their preparation and use in counteracting histamine
  申请人：A.H. ROBINS COMPANY, INCORPORATED (a Delaware corporation)

  公开号：EP0107930B1

  公开（公告）日：1990-11-28
• CALE, ALBERT D. (JR)
  作者：CALE, ALBERT D. (JR)

  DOI：——

  日期：——
• US4592866A
  申请人：——

  公开号：US4592866A

  公开（公告）日：1986-06-03
• US4604388A
  申请人：——

  公开号：US4604388A

  公开（公告）日：1986-08-05