(6S)-2-hydroxy-6-hydroxymethyl-3,4,7,8-tetrahydro-2H,6H-5-oxa-1-aza-phenanthrene-1-carboxylic acid tert-butyl ester | 494194-36-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (6S)-2-hydroxy-6-hydroxymethyl-3,4,7,8-tetrahydro-2H,6H-5-oxa-1-aza-phenanthrene-1-carboxylic acid tert-butyl ester
• 英文别名: tert-butyl (2S)-8-hydroxy-2-(hydroxymethyl)-2,3,4,8,9,10-hexahydropyrano[2,3-f]quinoline-7-carboxylate
• CAS: 494194-36-4
• 化学式: C₁₈H₂₅NO₅
• 分子量: 335.4
• InChiKey: WYWDXLXJJWVKHC-SFVWDYPZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  79.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (6S)-2-hydroxy-6-hydroxymethyl-3,4,7,8-tetrahydro-2H,6H-5-oxa-1-aza-phenanthrene-1-carboxylic acid tert-butyl ester 在 silica gel 、 dichloromethane hexane 、 二甲基亚砜 作用下， 以 邻二氯苯 为溶剂， 反应 4.0h， 以to afford 0.15 g (71%) of the title compound as a solid, mp 128° C., [α]25D=+74.19° (c=7.7, DMSO)的产率得到(6S)-(7,8-Dihydro-6H-5-oxa-1-aza-phenanthren-6-yl)-methanol
  参考文献：
  名称：

  Antidepressant azaheterocyclylmethyl derivatives of 7,8-dihydro-6H-5-oxa-1-aza-phenanthrene

  摘要：

  此类化合物的化学式有助于治疗诸如抑郁症（包括但不限于重度抑郁障碍，儿童抑郁症和慢性抑郁症），焦虑症，惊恐障碍，创伤后应激障碍，经前期症候群（也称经前综合征），注意缺陷多动障碍（有和无过动症），强迫症（包括毛发拔除症），社交焦虑症，广泛性焦虑症，肥胖症，进食障碍如厌食症，贪食症，血管运动性潮红，可卡因和酒精成瘾，性功能障碍（包括早泄）以及相关疾病。

  公开号：

  US06903110B2
• 作为产物：
  描述：

  (2S)-[8-but-3-enyl-2-(tert-butyl-dimethyl-silanyloxymethyl)-chroman-7-yl]-carbamic acid tert-butyl ester 在 sodium periodate 、 四氧化锇 作用下， 以 四氢呋喃 、 水 为溶剂， 以0.19 g (76%)的产率得到(6S)-2-hydroxy-6-hydroxymethyl-3,4,7,8-tetrahydro-2H,6H-5-oxa-1-aza-phenanthrene-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Antidepressant azaheterocyclylmethyl derivatives of 7,8-dihydro-6H-5-oxa-1-aza-phenanthrene

  摘要：

  该公式的化合物用于治疗抑郁症（包括但不限于重性抑郁障碍、儿童抑郁症和心境低落障碍）、焦虑、恐慌障碍、创伤后应激障碍、经前期失调性障碍（也称为经前综合征）、注意力缺陷障碍（伴有和不伴有多动症）、强迫症（包括拔毛症）、社交焦虑障碍、广泛性焦虑障碍、肥胖、饮食失调如厌食症、暴食症、血管运动性潮红、可卡因和酒精成瘾、性功能障碍（包括早泄）及相关疾病。

  公开号：

  US20030078268A1

文献信息

• Antidepressant azaheterocyclyl methyl derivatives of 7,8-dihydro-6H-5-oxa-1-aza-phenanthrene
  申请人：WYETH

  公开号：US20040235851A1

  公开（公告）日：2004-11-25

  Compounds of the formula 1 useful for the treatment of such as depression (including but not limited to major depressive disorder, childhood depression and dysthymia), anxiety, panic disorder, post-traumatic stress disorder, premenstrual dysphoric disorder (also known as pre-menstrual syndrome), attention deficit disorder (with and without hyperactivity), obsessive compulsive disorder (including trichotillomania), social anxiety disorder, generalized anxiety disorder, obesity, eating disorders such as anorexia nervosa, bulimia nervosa, vasomotor flushing, cocaine and alcohol addition, sexual dysfunction (including premature ejaculation), and related illnesses.

  公式为1的化合物，可用于治疗抑郁症（包括但不限于重度抑郁障碍、儿童抑郁症和慢性抑郁症）、焦虑症、惊恐障碍、创伤后应激障碍、经前期不良情绪障碍（也称为经前综合症）、注意力缺陷障碍（伴有或不伴有多动症）、强迫症（包括拔毛症）、社交焦虑障碍、广泛性焦虑障碍、肥胖症、饮食失调（如厌食症、贪食症）、潮红、可卡因和酒精成瘾、性功能障碍（包括早泄）及相关疾病的治疗。
• Antidepressant azahetorocyclylmethyl derivatives of 7,8-dihydro-6H-5-oxa-1-aza-phenanthrene
  申请人：Zhao Rulin

  公开号：US20050228010A1

  公开（公告）日：2005-10-13

  Compounds of the formula useful for the treatment of such as depression (including but not limited to major depressive disorder, childhood depression and dysthymia), anxiety, panic disorder, post-traumatic stress disorder, premenstrual dysphoric disorder (also known as pre-menstrual syndrome), attention deficit disorder (with and without hyperactivity), obsessive compulsive disorder (including trichotillomania), social anxiety disorder, generalized anxiety disorder, obesity, eating disorders such as anorexia nervosa, bulimia nervosa, vasomotor flushing, cocaine and alcohol addition, sexual dysfunction (including premature ejaculation), and related illnesses.

  该公式化合物可用于治疗抑郁症（包括但不限于重度抑郁障碍，儿童抑郁症和心境不稳定症），焦虑症，恐慌症，创伤后应激障碍，经前期不良情绪障碍（也称经前综合症），注意力缺陷障碍（伴有或不伴有多动症），强迫症（包括拔毛癖），社交焦虑障碍，广泛性焦虑障碍，肥胖症，饮食障碍（如厌食症，贪食症），潮红症，可卡因和酒精成瘾，性功能障碍（包括早泄）以及相关疾病。
• Antidepressant azahetorocyclylmethyl derivatives of 7,8-dihydro-6H-5-oxa-1-aza-phenathrene
  申请人：Wyeth

  公开号：US07030245B2

  公开（公告）日：2006-04-18

  Compounds of the formula useful for the treatment of such as depression (including but not limited to major depressive disorder, childhood depression and dysthymia), anxiety, panic disorder, post-traumatic stress disorder, premenstrual dysphoric disorder (also known as pre-menstrual syndrome), attention deficit disorder (with and without hyperactivity), obsessive compulsive disorder (including trichotillomania), social anxiety disorder, generalized anxiety disorder, obesity, eating disorders such as anorexia nervosa, bulimia nervosa, vasomotor flushing, cocaine and alcohol addition, sexual dysfunction (including premature ejaculation), and related illnesses.

  以下化合物的配方对于治疗抑郁症（包括但不限于重度抑郁障碍、儿童抑郁症和慢性心境低落）、焦虑症、惊恐障碍、创伤后应激障碍、月经前期失调症（也称为经前综合症）、注意力缺陷障碍（伴有或不伴有多动症）、强迫症（包括拔毛癖）、社交焦虑障碍、广泛性焦虑障碍、肥胖症、饮食障碍（如厌食症、贪食症）、潮红、可卡因和酒精成瘾、性功能障碍（包括早泄）以及相关疾病有用：
• US6903110B2
  申请人：——

  公开号：US6903110B2

  公开（公告）日：2005-06-07
• US6930109B2
  申请人：——

  公开号：US6930109B2

  公开（公告）日：2005-08-16