3-(3-chloropropyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide | 1034028-60-8

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 3-(3-chloropropyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide
• 英文别名: 3-(3-chloropropyl)-1,4-dihydro-2λ6,1,3-benzothiadiazine 2,2-dioxide
• CAS: 1034028-60-8
• 化学式: C₁₀H₁₃ClN₂O₂S
• 分子量: 260.744
• InChiKey: RMGRXCUZJGVRQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  57.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(3-chloropropyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide 、 苯硼酸 在 copper diacetate 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以9.4%的产率得到3-(3-chloropropyl)-1-phenyl-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide
  参考文献：
  名称：

  WO2008/73958

  摘要：

  公开号：
• 作为产物：
  描述：

  3-(2,2-dioxido-1,4-dihydro-3H-2,1,3-benzothiadiazin-3-yl)propan-1-ol 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以79%的产率得到3-(3-chloropropyl)-3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide
  参考文献：
  名称：

  Structure–activity relationships of norepinephrine reuptake inhibitors with benzothiadiazine dioxide or dihydrosulfostyril cores

  摘要：

  Two related series of selective norepinephrine reuptake inhibitors were synthesized based on 3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide or 3,4-dihydrosulfostyril cores, and screened for monoamine reuptake inhibition. Structure-activity relationships were determined for the series' in vitro potency and selectivity versus serotonin or dopamine transporter inhibition, and analogs based on both cores were identified as potent and selective NRIs. The 3,4-dihydrosulfostyril series was further tested for microsome stability, and compound 16j, which was optimized for both potency and stability, showed efficacy in an in vivo model of thermoregulatory dysfunction. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.01.056

文献信息

• SUBSTITUTED BENZOTHIADIAZINEDIOXIDE DERIVATIVES AND METHODS OF THEIR USE
  申请人：Goldberg Joel Adam

  公开号：US20080161295A1

  公开（公告）日：2008-07-03

  The present invention is directed to substituted benzothiadiazinedioxide derivatives of formula I: or a pharmaceutically acceptable salt, stereoisomer or tautomer thereof, which are monoamine reuptake inhibitors, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions, including, inter alia, vasomotor symptoms, sexual dysfunction, gastrointestinal disorders and genitourinary disorder, depression disorders, endogenous behavioral disorders, cognitive disorders, diabetic neuropathy, pain, and other diseases or disorders.

  本发明涉及公式I的取代苯并噻二氧化物衍生物，或其药学上可接受的盐、立体异构体或互变异构体，这些衍生物是单胺重摄取抑制剂，包含这些衍生物的组合物，以及它们用于预防和治疗疾病或疾病的方法，包括但不限于血管运动症状、性功能障碍、胃肠障碍和泌尿生殖障碍、抑郁症、内源性行为障碍、认知障碍、糖尿病神经病变、疼痛和其他疾病或疾病。
• Substituted benzothiadiazinedioxide derivatives and methods of their use
  申请人：Wyeth LLC

  公开号：US07718652B2

  公开（公告）日：2010-05-18

  The present invention is directed to substituted benzothiadiazinedioxide derivatives of formula I: or a pharmaceutically acceptable salt, stereoisomer or tautomer thereof, which are monoamine reuptake inhibitors, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions, including, inter alia, vasomotor symptoms, sexual dysfunction, gastrointestinal disorders and genitourinary disorder, depression disorders, endogenous behavioral disorders, cognitive disorders, diabetic neuropathy, pain, and other diseases or disorders.

  本发明涉及公式I的取代苯并噻二氧化物衍生物：或其药学上可接受的盐、立体异构体或互变异构体，它们是单胺再摄取抑制剂，包含这些衍生物的组合物，以及它们用于预防和治疗多种疾病或疾病的方法，包括但不限于血管运动症状、性功能障碍、胃肠障碍和泌尿生殖障碍、抑郁症、内源性行为障碍、认知障碍、糖尿病神经病变、疼痛和其他疾病或疾病。
• WO2008/73958
  申请人：——

  公开号：——

  公开（公告）日：——
• US7718652B2
  申请人：——

  公开号：US7718652B2

  公开（公告）日：2010-05-18
• [EN] SUBSTITUTED BENZOTHIADIAZINEDIOXIDE DERIVATIVES AND METHODS OF THEIR USE<br/>[FR] DÉRIVÉS DE BENZOTHIADIAZINEDIOXYDE SUBSTITUÉS ET PROCÉDÉS D'UTILISATION DE CEUX-CI
  申请人：WYETH CORP

  公开号：WO2008073958A2

  公开（公告）日：2008-06-19

  [EN] The present invention is directed to substituted benzothiadiazinedioxide derivatives of formula (I) :or a pharmaceutically acceptable salt, stereoisomer or tautomer thereof, which are monoamine reuptake inhibitors, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions, including, inter alia, vasomotor symptoms, sexual dysfunction, gastrointestinal disorders and genitourinary disorder, depression disorders, endogenous behavioral disorders, cognitive disorders, diabetic neuropathy, pain, and other diseases or disorders.
  [FR] La présente invention concerne des dérivés de benzothiadiazinedioxyde substitués de formule (I) ou un sel, un stéréoisomère ou un tautomère pharmaceutiquement acceptable de ceux-ci, qui sont des inhibiteurs de réabsorption des monoamines, des compositions contenant ces dérivés, et des procédés d'utilisation de ceux-ci pour la prévention et le traitement d'affections, comprenant, entre autres, les symptômes vasomoteurs, le dysfonctionnement sexuel, les troubles gastro-intestinaux et le trouble génito-urinaire, les troubles dépressifs, les troubles du comportement endogènes, les troubles cognitifs, une neuropathie diabétique, une douleur et d'autres maladies ou troubles.