1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(dimethylamino)propan-1-one | 20632-09-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(dimethylamino)propan-1-one
• 英文别名: 1-(2,3-dihydro-benzo[1,4]dioxin-6-yl)-3-dimethylamino-propan-1-one；(1,4-Benzodioxan)-(dimethylaminoethyl)-keton；1-(2,3-Dihydro-1,4-benzodioxin-6-yl)-3-(dimethylamino)propan-1-one
• CAS: 20632-09-1
• 化学式: C₁₃H₁₇NO₃
• 分子量: 235.283
• InChiKey: ULRRNLQFGOXAHU-UHFFFAOYSA-N

物化性质

• 沸点：
  375.4±42.0 °C(Predicted)
• 密度：
  1.138±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(dimethylamino)propan-1-one 、 苯甲醛 在 3-乙基-5-(2-羟乙基)-4-甲基噻唑溴化物 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 以12%的产率得到SM-04554
  参考文献：
  名称：

  BETA- AND GAMMA-DIKETONES AND GAMMA-HYDROXYKETONES AS WNT/BETA-CATENIN SIGNALING PATHWAY ACTIVATORS

  摘要：

  本发明公开了激活Wnt/β-连环蛋白信号通路并因此治疗或预防与信号转导相关的疾病的β-二酮、γ-二酮或γ-羟基酮或其类似物，例如骨质疏松症和骨关节病；骨发育不全、骨缺陷、骨折、牙周病、耳硬化症、伤口愈合、颅颌面缺陷、溶骨性骨病、与中枢神经系统的分化和发育相关的创伤性脑损伤，包括帕金森病、中风、缺血性脑血管疾病、癫痫、阿尔茨海默病、抑郁症、躁郁症、精神分裂症；眼部疾病，如年龄相关性黄斑变性、糖尿病性黄斑水肿或视网膜色素变性，以及与干细胞分化和生长相关的疾病，包括脱发、造血相关疾病和组织再生相关疾病。

  公开号：

  US20120046320A1
• 作为产物：
  描述：

  聚合甲醛 、 6-乙酰基-1,4-苯并二氧杂环 、 盐酸二甲胺 在 盐酸 乙醇 、 乙酸乙酯 作用下， 以 乙醇 为溶剂， 反应 16.0h， 以to produce 1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(dimethylamino)propan-1-one (XVI) as a white solid, (82% yield), 1H NMR (CDCl3, 400 MHz): δ ppm 2.77 (s, 6H), 3.41 (m, 2H), 3.56 (m, 2H), 4.25 (m, 4H), 6.85 (m, 1H), 7.45 (m, 2H)的产率得到1-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-3-(dimethylamino)propan-1-one
  参考文献：
  名称：

  BETA- AND GAMMA-DIKETONES AND GAMMA-HYDROXYKETONES AS WNT/BETA-CATENIN SIGNALING PATHWAY ACTIVATORS

  摘要：

  本发明披露了β-二酮，γ-二酮或γ-羟基酮或其类似物，可激活Wnt/β-连环蛋白信号传导，从而治疗或预防与信号转导相关的疾病，如骨质疏松和骨关节病；骨发育不全，骨缺陷，骨折，牙周病，耳硬化症，伤口愈合，颅颌面缺陷，骨溶解性肿瘤性疾病，与中枢神经系统分化和发育相关的创伤性脑损伤，包括帕金森病、中风、缺血性脑病、癫痫、阿尔茨海默病、抑郁症、躁狂症、精神分裂症；与干细胞分化和生长相关的疾病，包括脱发、造血相关疾病和组织再生相关疾病；以及与眼部疾病相关的疾病，如年龄相关性黄斑变性，糖尿病黄斑水肿或色素性视网膜炎。

  公开号：

  US20120046320A1

文献信息

• GAMMA-DIKETONES AS WNT/BETA -CATENIN SIGNALING PATHWAY ACTIVATORS
  申请人：Samumed, LLC

  公开号：US20140243349A1

  公开（公告）日：2014-08-28

  The present disclosure provides γ-diketones or analogs thereof, that activate Wnt/β-catenin signaling and thus treat or prevent diseases related to signal transduction, such as osteoporosis and osteoarthropathy; osteogenesis imperfecta, bone defects, bone fractures, periodontal disease, otosclerosis, wound healing, craniofacial defects, oncolytic bone disease, traumatic brain injuries or spine injuries, brain atrophy/neurological disorders related to the differentiation and development of the central nervous system, including Parkinson's disease, strokes, ischemic cerebral disease, epilepsy, Alzheimer's disease, depression, bipolar disorder, schizophrenia; otic disorders like cochlear hair cell loss; eye diseases such as age related macular degeneration, diabetic macular edema or retinitis pigmentosa and diseases related to differentiation and growth of stem cell, such as hair loss, hematopoiesis related diseases and tissue regeneration related diseases.

  本公开提供了激活Wnt/β-连环蛋白信号通路并因此治疗或预防与信号转导相关的疾病的γ-二酮或其类似物；这些疾病包括骨质疏松症和骨关节病；骨发育不全、骨缺陷、骨折、牙周病、耳硬化症、伤口愈合、颅颌面缺陷、溶骨性骨病、创伤性脑损伤或脊柱损伤、与中枢神经系统分化和发育相关的脑萎缩/神经系统疾病，包括帕金森病、中风、缺血性脑疾病、癫痫、阿尔茨海默病、抑郁症、躁郁症、精神分裂症；耳部疾病如耳蜗毛细胞丧失；眼部疾病如老年性黄斑变性、糖尿病性黄斑水肿或视网膜色素变性以及与干细胞分化和生长相关的疾病，如脱发、造血相关疾病和组织再生相关疾病。
• B- AND y -DIKETONES AND y -HYDROXYKETONES AS WNT/ B -CATENIN SIGNALING PATHWAY ACTIVATORS
  申请人：Samumed, LLC

  公开号：US20140080902A1

  公开（公告）日：2014-03-20

  The present invention discloses β-diketones, γ-diketones or γ-hydroxyketones or analogs thereof, that activate Wnt/β-catenin signaling and thus treat or prevent diseases related to signal transduction, such as osteoporosis and osteoarthropathy; osteogenesis imperfecta, bone defects, bone fractures, periodontal disease, otosclerosis, wound healing, craniofacial defects, oncolytic bone disease, traumatic brain injuries related to the differentiation and development of the central nervous system, comprising Parkinson's disease, strokes, ischemic cerebral disease, epilepsy, Alzheimer's disease, depression, bipolar disorder, schizophrenia; eye diseases such as age related macular degeneration, diabetic macular edema or retinitis pigmentosa and diseases related to differentiation and growth of stem cell, comprising hair loss, hematopoiesis related diseases and tissue regeneration related diseases.

  本发明揭示了β-二酮、γ-二酮或γ-羟基酮或其类似物，其激活Wnt/β-连环蛋白信号传导，从而治疗或预防与信号传导相关的疾病，如骨质疏松症和骨关节病；成骨不全症、骨缺陷、骨折、牙周病、耳硬化症、伤口愈合、颅颜部缺陷、肿瘤溶解性骨病、与中枢神经系统分化和发育相关的创伤性脑损伤，包括帕金森病、中风、缺血性脑病、癫痫、阿尔茨海默病、抑郁症、躁郁症、精神分裂症；眼部疾病，如年龄相关性黄斑变性、糖尿病性黄斑水肿或色素性视网膜炎以及与干细胞分化和生长相关的疾病，包括脱发、造血相关疾病和组织再生相关疾病。
• β- and γ-diketones and γ-hydroxyketones as WNT/β-catenin signaling pathway activators
  申请人：KC Sunil Kumar

  公开号：US08609717B2

  公开（公告）日：2013-12-17

  The present invention discloses β-diketones, γ-diketones or γ-hydroxyketones or analogs thereof, that activate Wnt/β-catenin signaling and thus treat or prevent diseases related to signal transduction, such as osteoporosis and osteoarthropathy; osteogenesis imperfecta, bone defects, bone fractures, periodontal disease, otosclerosis, wound healing, craniofacial defects, oncolytic bone disease, traumatic brain injuries related to the differentiation and development of the central nervous system, comprising Parkinson's disease, strokes, ischemic cerebral disease, epilepsy, Alzheimer's disease, depression, bipolar disorder, schizophrenia; eye diseases such as age related macular degeneration, diabetic macular edema or retinitis pigmentosa and diseases related to differentiation and growth of stem cell, comprising hair loss, hematopoiesis related diseases and tissue regeneration related diseases.

  本发明公开了β-二酮、γ-二酮或γ-羟基酮或其类似物，其激活Wnt/β-连环蛋白信号传导，因此可治疗或预防与信号转导相关的疾病，如骨质疏松症和骨关节病；骨发育不全、骨缺陷、骨折、牙周病、耳硬化症、创伤愈合、颅面缺陷、骨溶解性疾病、与中枢神经系统分化和发育相关的创伤性脑损伤，包括帕金森病、中风、缺血性脑病、癫痫、阿尔茨海默病、抑郁症、躁郁症和精神分裂症；眼疾病，如年龄相关性黄斑变性、糖尿病黄斑水肿或色素性视网膜炎，以及与干细胞分化和生长相关的疾病，包括脱发、造血相关疾病和组织再生相关疾病。
• β- and γ-diketones and γ-hydroxyketones as WNT/ β-catenin signaling pathway activators
  申请人：Samumed, LLC

  公开号：US08629176B1

  公开（公告）日：2014-01-14

  The present invention discloses β-diketones, γ-diketones or γ-hydroxyketones or analogs thereof, that activate Wnt/β-catenin signaling and thus treat or prevent diseases related to signal transduction, such as osteoporosis and osteoarthropathy; osteogenesis imperfecta, bone defects, bone fractures, periodontal disease, otosclerosis, wound healing, craniofacial defects, oncolytic bone disease, traumatic brain injuries related to the differentiation and development of the central nervous system, comprising Parkinson's disease, strokes, ischemic cerebral disease, epilepsy, Alzheimer's disease, depression, bipolar disorder, schizophrenia; eye diseases such as age related macular degeneration, diabetic macular edema or retinitis pigmentosa and diseases related to differentiation and growth of stem cell, comprising hair loss, hematopoiesis related diseases and tissue regeneration related diseases.

  本发明揭示了β-二酮，γ-二酮或γ-羟基酮或其类似物，可以激活Wnt/β-连环蛋白信号传导，因此可以治疗或预防与信号转导相关的疾病，如骨质疏松症和骨关节病；成骨不全症，骨缺陷，骨折，牙周病，耳硬化症，创伤愈合，颅颜部缺陷，骨溶解性肿瘤性疾病，与中枢神经系统的分化和发育相关的创伤性脑损伤，包括帕金森病，中风，缺血性脑疾病，癫痫，阿尔茨海默病，抑郁症，躁郁症，精神分裂症；眼部疾病，如老年性黄斑变性，糖尿病性黄斑水肿或色素性视网膜炎，以及与干细胞分化和生长相关的疾病，包括脱发，造血相关疾病和组织再生相关疾病。
• B- AND Y -DIKETONES AND Y -HYDROXYKETONES AS WNT/ B -CATENIN SIGNALING PATHWAY ACTIVATORS
  申请人：Samumed, LLC

  公开号：US20140005228A1

  公开（公告）日：2014-01-02

  The present invention discloses β-diketones, γ-diketones or γ-hydroxyketones or analogs thereof, that activate Wnt/β-catenin signaling and thus treat or prevent diseases related to signal transduction, such as osteoporosis and osteoarthropathy; osteogenesis imperfecta, bone defects, bone fractures, periodontal disease, otosclerosis, wound healing, craniofacial defects, oncolytic bone disease, traumatic brain injuries related to the differentiation and development of the central nervous system, comprising Parkinson's disease, strokes, ischemic cerebral disease, epilepsy, Alzheimer's disease, depression, bipolar disorder, schizophrenia; eye diseases such as age related macular degeneration, diabetic macular edema or retinitis pigmentosa and diseases related to differentiation and growth of stem cell, comprising hair loss, hematopoiesis related diseases and tissue regeneration related diseases.

  本发明揭示了激活Wnt / β-catenin信号通路的β-二酮，γ-二酮或γ-羟基酮或其类似物，从而治疗或预防与信号转导相关的疾病，如骨质疏松症和骨关节病; 骨发育不全，骨缺陷，骨折，牙周病，耳硬化症，创伤愈合，颅面缺陷，骨溶解性肿瘤性疾病，与中枢神经系统的分化和发育相关的创伤性脑损伤，包括帕金森病，中风，缺血性脑疾病，癫痫，阿尔茨海默病，抑郁症，躁郁症，精神分裂症; 与分化和干细胞生长相关的疾病，包括脱发，造血相关疾病和组织再生相关疾病。