2,3-dihydro-2-<<(p-tolylsulfonyl)oxy>methyl>-7H-1,4-dioxino<2,3-e>indole | 137578-53-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,3-dihydro-2-<<(p-tolylsulfonyl)oxy>methyl>-7H-1,4-dioxino<2,3-e>indole
• 英文别名: 2,3-Dihydro-7H-[1,4]dioxino[2,3-e]indol-2-ylmethyl 4-methylbenzenesulfonate；2,3-dihydro-7H-[1,4]dioxino[2,3-e]indol-2-ylmethyl 4-methylbenezensulfonate；2,3-Dihydro-7H-[1,4]dioxino[2,3-e]indol-2-ylmethyl4-methylbenzenesulfonate；3,7-dihydro-2H-[1,4]dioxino[2,3-e]indol-2-ylmethyl 4-methylbenzenesulfonate
• CAS: 137578-53-1
• 化学式: C₁₈H₁₇NO₅S
• 分子量: 359.403
• InChiKey: LIZDXOKZMUAJFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  86
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-2-<<(p-tolylsulfonyl)oxy>methyl>-7H-1,4-dioxino<2,3-e>indole 、 1-苯基-1,3,8-三唑螺环(4,5)十烷-4-酮 在 potassium carbonate 作用下， 以 吡啶 为溶剂， 以55%的产率得到8-(2,3-Dihydro-7H-[1,4]dioxino[2,3-e]indol-2-ylmethyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one
  参考文献：
  名称：

  Novel indolodioxanes with antihypertensive effects: potent ligands for the 5-HT1A receptor

  摘要：

  The synthesis and biological evaluation of a new family of tricyclic indolodioxanes is described. These compounds all contain the 2,3-dihydro-7H-1,4-dioxino[2,3-e]indole nucleus and bear substituents at the 2 and/or 8 positions. Thirteen members of this class were prepared and shown to be potent ligands for the 5-HTA receptor, with several compounds displaying subnanomolar inhibition constants. These compounds also bind to the dopamine D-2 receptor, but generally with higher inhibition constants than those for 5-HT1A. Certain members of this novel structural class show in vivo activity in the mouse hypothermia assay. One of these compounds, U-86192A, has been shown to have antihypertensive effects in the cat, completely eliminating sympathetic nerve discharge at 1 mg/kg iv and lowering mean arterial pressure to 50% pretreatment levels. These effects can be reversed by the administration of spiperone, indicating that U-86192A is acting via a central serotonergic mechanism.

  DOI：

  10.1021/jm00094a021
• 作为产物：
  描述：

  (2R)-[7-nitro-8-(2-oxoethyl)-2,3-dihydro-1,4-benzodioxin-2-yl]methyl 4-methylbenzenesulfonate 在 氢气 作用下， 以 乙酸乙酯 为溶剂， 生成 2,3-dihydro-2-<<(p-tolylsulfonyl)oxy>methyl>-7H-1,4-dioxino<2,3-e>indole
  参考文献：
  名称：

  Uses for indoletetrahydropyridine derivatives of 2,3-dihydro-7H-[1,4]dioxino-[2,3-e]indole

  摘要：

  这种化合物的公式在治疗包括抑郁症、强迫症、恐慌发作、广泛性焦虑障碍、性功能障碍、进食障碍以及由酒精或可卡因滥用引起的成瘾障碍等中枢神经系统疾病方面是有用的。

  公开号：

  US06627639B2

文献信息

• Uses for indoletetrahydropyridine derivatives of 2,3-dihydro-7H-&lsqb;1,4&rsqb;dioxino-&lsqb;2,3-e&rsqb;indole
  申请人：Wyeth

  公开号：US06627639B2

  公开（公告）日：2003-09-30

  Compounds of the formula are useful in the treatment of central nervous system disorders including depression, obsessive compulsive disorder, panic attacks, generalized anxiety disorder, sexual dysfunction, eating disorders and addictive disorders caused by ethanol or cocaine abuse.

  这种化合物的公式在治疗包括抑郁症、强迫症、恐慌发作、广泛性焦虑障碍、性功能障碍、进食障碍以及由酒精或可卡因滥用引起的成瘾障碍等中枢神经系统疾病方面是有用的。
• Antidepressant indoletetrahydropyridine derivatives of 2,3-dihydro-7H-[1,4]dioxino[2,3-e]indole
  申请人：Wyeth

  公开号：US20020183352A1

  公开（公告）日：2002-12-05

  Compounds of the formula 1 are useful in the treatment of central nervous system disorders including depression, obsessive compulsive disorder, panic attacks, generalized anxiety disorder, sexual dysfunction, eating disorders and addictive disorders caused by ethanol or cocaine abuse.

  公式1的化合物在治疗中枢神经系统疾病方面非常有用，包括抑郁症、强迫症、恐慌症、广泛性焦虑障碍、性功能障碍、进食障碍以及由乙醇或可卡因滥用引起的成瘾障碍。
• [EN] ANTIDEPRESSANT PIPERIDINE DERIVATIVES OF HETEROCYCLE-FUSED BENZODIOXANS<br/>[FR] DERIVES PIPERIDINE D'HETEROCYCLE DE BENZODIOXANS FUSIONNES EN TANT QU'ANTIDEPRESSEURS
  申请人：WYETH CORP

  公开号：WO2004024733A1

  公开（公告）日：2004-03-25

  Compounds of the Formula: are useful for the treatment of depression (including but not limited to major depressive disorder, chi ldhood depression and dysthymia), anxiety, panic disorder, post-traumatic stress disorder, premenstrual dysphoric disorder (also known as premenstrual syndrome), attention deficit disorder (wit h and without hyperactivity), obsessive compulsive disorder, social anxiety disorder, generalized anxiety disorder, obesity, eating disorders such as anorexia nervosa and bulimia nervosa, vasomotor flushing, cocaine and alcohol addiction, sexual dysfunction and related illnesses.

  该公式化合物用于治疗抑郁症（包括但不限于重性抑郁障碍、儿童抑郁和忧郁症）、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（有和无多动症）、强迫症、社交焦虑障碍、广泛性焦虑障碍、肥胖症、厌食症和暴食症、血管运动性潮红、可卡因和酒精成瘾、性功能障碍及相关疾病。
• Therapeutic agents
  申请人：——

  公开号：US20010008903A1

  公开（公告）日：2001-07-19

  Compounds of formula I 1 and pharmaceutically acceptable salts thereof in which A is methylene or —O—; B is methylene or —O—; G 1 -G 2 -G 3 form a heteroaromatic or heteroaliphatic chain; g is 0, 1 or 2; U is an alkylene chain optionally substituted by one or more alkyl; Q represents a divalent group containing nitrogen atoms; and T is an optionally substituted aryl or heteroaryl group, have utility in the treatment of central nervous system disorders, for example depression, anxiety, psychoses (for example schizophrenia), tardive dyskinesia, Parkinson's disease, obesity, hypertension, Tourette's syndrome, sexual dysfunction, drug addiction, drug abuse, cognitive disorders, Alzheimer's disease, senile dementia, obsessive-compulsive behaviour, panic attacks, social phobias, eating disorders and anorexia, cardiovascular and cerebrovascular disorders, non-insulin dependent diabetes mellitus, hyperglycaemia, constipation, arrhythmia, disorders of the neuroendocrine system, stress, and spasticity.

  公式I1的化合物及其药学上可接受的盐，其中A是亚甲基或-O-；B是亚甲基或-O-；G1-G2-G3形成杂环芳香族或杂环脂肪族链；g为0、1或2；U是一条烷基链，可选择性地被一个或多个烷基取代；Q代表含有氮原子的二价基团；T是可选择性取代的芳基或杂环基团。这些化合物在治疗中枢神经系统疾病方面具有实用价值，例如抑郁症、焦虑症、精神病（例如精神分裂症）、迟发性运动障碍、帕金森病、肥胖症、高血压、图雷特综合症、性功能障碍、药物成瘾、药物滥用、认知障碍、阿尔茨海默病、老年痴呆症、强迫症、惊恐发作、社交恐惧症、进食障碍和厌食症、心血管和脑血管疾病、非胰岛素依赖性糖尿病、高血糖、便秘、心律失常、神经内分泌系统疾病、压力和痉挛症。
• Antidepressant azaheterocyclylmethyl derivatives of heterocycle-fused benzodioxans
  申请人：——

  公开号：US20040132714A1

  公开（公告）日：2004-07-08

  Compounds of the Formula: 1 are useful for the treatment of 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, social anxiety disorder, generalized anxiety disorder, obesity, eating disorders such as anorexia nervosa and bulimia nervosa, vasomotor flushing, cocaine and alcohol addiction, sexual dysfunction and related illnesses.

  公式1的化合物可用于治疗抑郁症（包括但不限于重度抑郁症、儿童抑郁症和慢性抑郁症）、焦虑症、恐慌症、创伤后应激障碍、经前期不良情绪障碍（也称经前综合征）、注意力缺陷多动障碍（有或无多动症）、强迫症、社交焦虑症、广泛性焦虑症、肥胖症、进食障碍如厌食症和贪食症、潮红、可卡因和酒精成瘾、性功能障碍及相关疾病。