N-(3,3-difluorocyclobutyl)methanesulfonamide | 637031-95-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: N-(3,3-difluorocyclobutyl)methanesulfonamide
• 英文别名: n-(3,3-Difluoro-cyclobutyl)-methanesulfonamide
• CAS: 637031-95-9
• 化学式: C₅H₉F₂NO₂S
• 分子量: 185.195
• InChiKey: PMBNYYUZOMOWDQ-UHFFFAOYSA-N

物化性质

• 沸点：
  244.1±50.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(3,3-difluorocyclobutyl)methanesulfonamide 、 9-(环氧-2-甲基)-9H-咔唑 在 caesium carbonate 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 16.0h， 生成 N-(3-(9H-carbazol-9-yl)-2-hydroxypropyl)-N-(3,3-difluorocyclobutyl)methanesulfonamide
  参考文献：
  名称：

  Carbazole-containing sulfonamides and sulfamides: Discovery of cryptochrome modulators as antidiabetic agents

  摘要：

  A series of novel carbazole-containing sulfonamides and sulfamides were synthesized. A structure-activity relationship study of these compounds led to the identification of potent cryptochrome modulators. Based on the results of efficacy studies in diet-induced obese (DIO) mice, and the desired pharmacokinetic parameters, compound 41 was selected for further profiling. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.12.102
• 作为产物：
  描述：

  3,3-二氟环丁胺盐酸盐 、 甲基磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 N-(3,3-difluorocyclobutyl)methanesulfonamide
  参考文献：
  名称：

  [DE] FLUORIERTE CYCLOALKYL-DERIVATISIERTE BENZOYLGUANIDINE UND IHRE VERWENDUNG ALS MEDIKAMENT
  [EN] FLUORINATED CYCLOALKYL-DERIVATISED BENZOYLGUANIDINES AND THEIR USE AS A MEDICAMENT
  [FR] BENZOYLGUANIDINES FLUOREES A DERIVATISATION CYCLOALKYLE ET LEUR UTILISATION COMME MEDICAMENT

  摘要：

  Fluorinated cycloalkyl-derivatized benzoylguanidines of formula (I) are suitable as antiarrhythmic drugs with a cardioprotective component for infarct prophylaxis and treatment, as well as for the treatment of angina pectoris. They also preventively inhibit the pathophysiological processes involved in ischemia-induced damage, particularly in the onset of ischemia-induced cardiac arrhythmias and heart failure.

  公开号：

  WO2003106410A1

文献信息

• Fluorinated cycloalkyl-derivatized benzoylguanidines, process for their preparation, their uses as medicament, and medicament containing them
  申请人：Aventis Pharma Deutschland GmbH

  公开号：US20040048930A1

  公开（公告）日：2004-03-11

  Fluorinated cycloalkyl-derivatized benzoylguanidines of formula I 1 are suitable as antiarrhythmic medicaments with a cardioprotective component for infarction prophylaxis and infarction treatment and for the treatment of angina pectoris. They also preventively inhibit the pathophysiological processes associated with the development of ischemia-induced damage, in particular in the triggering of ischemia-induced cardiac arrhythmias and of heart failure.

  公式I1的氟代环烷基取代苯甲酰胍类化合物适用于作为心律失常药物，具有心脏保护成分，用于预防心肌梗死和治疗心肌梗死，以及治疗心绞痛。它们还可以预防性地抑制与缺血引起的损伤发展相关的病理生理过程，特别是在缺血引起的心脏心律失常和心力衰竭的触发中。
• Carbazole-containing sulfonamides and sulfamides: Discovery of cryptochrome modulators as antidiabetic agents
  作者：Paul S. Humphries、Ross Bersot、John Kincaid、Eric Mabery、Kerryn McCluskie、Timothy Park、Travis Renner、Erin Riegler、Tod Steinfeld、Eric D. Turtle、Zhi-Liang Wei、Erik Willis

  DOI：10.1016/j.bmcl.2015.12.102

  日期：2016.2

  A series of novel carbazole-containing sulfonamides and sulfamides were synthesized. A structure-activity relationship study of these compounds led to the identification of potent cryptochrome modulators. Based on the results of efficacy studies in diet-induced obese (DIO) mice, and the desired pharmacokinetic parameters, compound 41 was selected for further profiling. (C) 2015 Elsevier Ltd. All rights reserved.
• [DE] FLUORIERTE CYCLOALKYL-DERIVATISIERTE BENZOYLGUANIDINE UND IHRE VERWENDUNG ALS MEDIKAMENT<br/>[EN] FLUORINATED CYCLOALKYL-DERIVATISED BENZOYLGUANIDINES AND THEIR USE AS A MEDICAMENT<br/>[FR] BENZOYLGUANIDINES FLUOREES A DERIVATISATION CYCLOALKYLE ET LEUR UTILISATION COMME MEDICAMENT
  申请人：AVENTIS PHARMA GMBH

  公开号：WO2003106410A1

  公开（公告）日：2003-12-24

  Fluorierte Cycloalkyl-derivatisierte Benzoylguanidine der Formel (I) sind als antiarrhythmische Arzneimittel mit cardioprotektiver Komponente zur Infarktprophylaxe und der Infarktbehandlung sowie zur Behandlung der angina pectoris geeignet. Sie inhibieren auch präventiv die pathophysiologischen Vorgänge beim Entstehen ischämisch induzierter Schäden, insbesondere bei der Auslösung ischämisch induzierter Herzarrhythmien und der Herzinsuffizienz.

  Fluorinated cycloalkyl-derivatized benzoylguanidines of formula (I) are suitable as antiarrhythmic drugs with a cardioprotective component for infarct prophylaxis and treatment, as well as for the treatment of angina pectoris. They also preventively inhibit the pathophysiological processes involved in ischemia-induced damage, particularly in the onset of ischemia-induced cardiac arrhythmias and heart failure.