3-(3-bromo-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester | 1227467-04-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(3-bromo-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester
• 英文别名: Tert-butyl 3-(3-bromophenoxy)azetidine-1-carboxylate
• CAS: 1227467-04-0
• 化学式: C₁₄H₁₈BrNO₃
• 分子量: 328.206
• InChiKey: GPNDDWSLZVNLRW-UHFFFAOYSA-N

物化性质

• 沸点：
  382.3±32.0 °C(Predicted)
• 密度：
  1.397±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  间溴苯酚 、 1-(叔丁氧基羰基)-3-(甲烷磺酰氧基)氮杂丁烷 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 18.0h， 以85%的产率得到3-(3-bromo-phenoxy)-azetidine-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  [EN] MODULATORS OF SEROTONIN RECEPTOR
  [FR] MODULATEURS DU RÉCEPTEUR DE LA SÉROTONINE

  摘要：

  某些二苯基化合物是对5-羟色胺调节剂，在治疗5-羟色胺介导的疾病中有用。

  公开号：

  WO2010059390A1

文献信息

• [EN] SUBSTITUTED AZETIDINE DERIVATIVES AS TAAR LIGANDS<br/>[FR] DÉRIVÉS D'AZÉTIDINE SUBSTITUÉS EN TANT QUE LIGANDS DE TAAR
  申请人：HOFFMANN LA ROCHE

  公开号：WO2016030310A1

  公开（公告）日：2016-03-03

  The present invention relates to a compound of formula I wherein R1 is hydrogen, methoxy or fluoro; R2/R2' are independently from each other hydrogen, methoxy or fluoro; R3/R4 are independently from each other hydrogen or halogen; R is hydrogen or fluoro; L1 is -CH2-, -NR'-, -0-, -S-, CF2- or CH=; R' is hydrogen or lower alkyl; L2 is a bond, -C(0)NH-, -NH-, -CH2NHC(O)-, -NHC(O)- or -NHC(0)NH-; R is hydrogen, halogen, lower alkoxy, cyano or is phenyl optionally substituted by one or more substituents, selected from halogen, lower alkyl substituted by halogen or lower alkoxy, or is a five or six membered heteroaryl, selected from pyridinyl, pyrimidinyl, pyrazinyl, pyridazinyl or pyrazolyl, which heteroaryls are optionally substituted by one or more substituents, selected from halogen, lower alkyl, lower alkoxy, cyano, cycloalkyl, lower alkyl substituted by halogen, lower alkoxy substituted by halogen or by phenyl substituted by halogen; N is a ring nitrogen atom in position 1 or 2; or to a pharmaceutically suitable acid addition salt thereof. The compounds of formulas I have a good affinity to the trace amine associated receptors (TAARs), especially for TAAR1 and may be used for the treatment of depression, anxiety disorders, bipolar disorder, attention deficit hyperactivity disorder (ADHD), stress-related disorders, psychotic disorders such as schizophrenia, neurological diseases such as Parkinson's disease, neurodegenerative disorders such as Alzheimer's disease, epilepsy, migraine, hypertension, substance abuse and metabolic disorders such as eating disorders, diabetes, diabetic complications, obesity, dyslipidemia, disorders of energy consumption and assimilation, disorders and malfunction of body temperature homeostasis, disorders of sleep and circadian rhythm, and cardiovascular disorders.

  本发明涉及一种具有以下式I的化合物，其中R1是氢、甲氧基或氟；R2/R2'分别独立地是氢、甲氧基或氟；R3/R4分别独立地是氢或卤素；R是氢或氟；L1是-CH2-、-NR'-、-O-、-S-、CF2-或CH=；R'是氢或较低的烷基；L2是键、-C(0)NH-、-NH-、-CH2NHC(O)-、-NHC(O)-或-NHC(0)NH-；R是氢、卤素、较低的烷氧基、氰基或是苯环，可以选择性地被一个或多个取代基取代，所述取代基选自卤素、被卤素或较低的烷氧基取代的较低烷基、或是被卤素取代的苯环，或是一个五元或六元杂环芳基，选自吡啶基、嘧啶基、吡嗪基、吡啶嗪基或吡唑基，这些杂环芳基可以选择性地被一个或多个取代基取代，所述取代基选自卤素、较低的烷基、较低的烷氧基、氰基、环烷基、被卤素取代的较低烷基、被卤素取代的较低烷氧基或被卤素取代的苯基；N是1或2位置的环氮原子；或其药学上适宜的酸盐。式I的化合物对痕量胺相关受体(TAARs)具有良好的亲和力，特别是对TAAR1，可用于治疗抑郁症、焦虑症、双相情感障碍、注意缺陷多动障碍(ADHD)、与压力有关的障碍、如精神分裂症、帕金森病等神经疾病、阿尔茨海默病等神经退行性疾病、癫痫、偏头痛、高血压、物质滥用和代谢障碍，如进食障碍、糖尿病、糖尿病并发症、肥胖症、血脂异常、能量消耗和吸收障碍、体温稳态障碍、睡眠和昼夜节律障碍以及心血管疾病的治疗。
• [EN] ANTIBACTERIAL BASIC BIAROMATIC DERIVATIVES WITH AMINOALKOXY SUBSTITUTION<br/>[FR] DÉRIVÉS BI-AROMATIQUES DE BASE ANTIBACTÉRIENS AVEC SUBSTITUTION AMINOALCOXY
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2016059097A1

  公开（公告）日：2016-04-21

  The invention relates to antibacterial compounds of formula I wherein R1a, R2a, R2b, R3a, R3b, R4, R5, U1, U2, U3, U4, V1, V2, V3, V4, X and Q and n are as defined in the specification. It further relates pharmaceutical compositions containing these compounds and the uses of these compounds in the manufacture of medicaments for the treatment of bacterial infections. These compounds are useful antimicrobial agents effective against a variety of human and veterinary pathogens including among others Gram-positive and Gram-negative aerobic and anaerobic bacteria.

  该发明涉及式I的抗菌化合物，其中R1a、R2a、R2b、R3a、R3b、R4、R5、U1、U2、U3、U4、V1、V2、V3、V4、X和Q以及n如规范中所定义。它进一步涉及含有这些化合物的药物组合物，以及这些化合物在制造用于治疗细菌感染的药物品的用途。这些化合物是有用的抗微生物剂，对包括革兰氏阳性和阴性厌氧细菌在内的各种人类和兽医病原体具有有效作用。
• MODULATORS OF SEROTONIN RECEPTOR
  申请人：Carruthers Nicholas I.

  公开号：US20110207709A1

  公开（公告）日：2011-08-25

  Certain biphenyl compounds are serotonin modulators useful in the treatment of serotonin-mediated diseases.

  某些联苯化合物是有效的血清素调节剂，可用于治疗血清素介导的疾病。
• Modulators of serotonin receptor
  申请人：Carruthers Nicholas I.

  公开号：US08575364B2

  公开（公告）日：2013-11-05

  Certain biphenyl compounds are serotonin modulators useful in the treatment of serotonin-mediated diseases.

  某些二苯基化合物是有效的血清素调节剂，可用于治疗血清素介导的疾病。
• MODULATORS OF SEROTONIN RECEPTORS
  申请人：Janssen Pharmaceutica NV

  公开号：US20140038934A1

  公开（公告）日：2014-02-06

  Certain biphenyl compounds are serotonin modulators useful in the treatment of serotonin-mediated diseases.

  某些联苯化合物是可用于治疗与血清素介导疾病相关的血清素调节剂。