3-(2-nitrobenzylamino)propan-1-ol | 1028119-52-9

• 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: 3-(2-nitrobenzylamino)propan-1-ol
• 英文别名: (2-nitrobenzyl)aminopropanol；3-(2-nitrobenzylamino)-1-propanol；3-((2-Nitrobenzyl)amino)propan-1-ol；3-[(2-nitrophenyl)methylamino]propan-1-ol
• CAS: 1028119-52-9
• 化学式: C₁₀H₁₄N₂O₃
• mdl: MFCD11163090
• 分子量: 210.233
• InChiKey: NYJMJEYOVYKXCO-UHFFFAOYSA-N

物化性质

• 沸点：
  363.4±27.0 °C(Predicted)
• 密度：
  1.212±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  78.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(2-nitrobenzylamino)propan-1-ol 在 硫酸 、 potassium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 24.0h， 生成 2-(3-hydroxypropyl)-1,2-dihydro-3H-indazol-3-one
  参考文献：
  名称：

  Inhibition of myeloperoxidase: Evaluation of 2H-indazoles and 1H-indazolones

  摘要：

  Myeloperoxidase (MPO) produces hypohalous acids as a key component of the innate immune response; however, release of these acids extracellularly results in inflammatory cell and tissue damage. The twostep, one-pot Davis-Beirut reaction was used to synthesize a library of 2H-indazoles and 1H-indazolones as putative inhibitors of MPO. A structure-activity relationship study was undertaken wherein compounds were evaluated utilizing taurine-chloramine and MPO-mediated H2O2 consumption assays. Docking studies as well as toxicophore and Lipinski analyses were performed. Fourteen compounds were found to be potent inhibitors with IC50 values < 1 mu M, suggesting these compounds could be considered as potential modulators of pro-oxidative tissue injury pertubated by the inflammatory MPO/H2O2/HOCl/HOBr system. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2014.09.044
• 作为产物：
  描述：

  1-(2-硝基苯基)甲胺 、 3-氨基-1-丙醇 在 crude product 、 SiO2 、 Ammonia methanol dichloromethane 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 以to afford 3-[(2-nitrobenzyl)amino]propan-1-ol (16 g, 98%) as a yellow oil的产率得到3-(2-nitrobenzylamino)propan-1-ol
  参考文献：
  名称：

  SUBSTITUTED BENZOTHIADIAZINEDIOXIDE DERIVATIVES AND METHODS OF THEIR USE

  摘要：

  本发明涉及公式I的取代苯并噻二氧化物衍生物，或其药学上可接受的盐、立体异构体或互变异构体，这些衍生物是单胺重摄取抑制剂，包含这些衍生物的组合物，以及它们用于预防和治疗疾病或疾病的方法，包括但不限于血管运动症状、性功能障碍、胃肠障碍和泌尿生殖障碍、抑郁症、内源性行为障碍、认知障碍、糖尿病神经病变、疼痛和其他疾病或疾病。

  公开号：

  US20080161295A1

文献信息

• HALOALKYLSULFONANILIDE DERIVATIVES OR SALT THEREOF, HERBICIDE COMPRISING THE DERIVATIVES AS ACTIVE INGREDIENT, AND USE OF THE HERBICIDE
  申请人：Hino Tomokazu

  公开号：US20100016164A1

  公开（公告）日：2010-01-21

  A haloalkylsulfonanilide derivative represented by general formula (I) or a salt thereof wherein R 1 represents a halo(C 1 -C 8 )alkyl group, R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 represent hydrogen atoms, etc., n represents 1 or 2, A represents an oxygen atom, W represents an oxygen atom, X represents a halogen atom and m represents an integer of 0 to 4, are compounds useful as herbicides having both of remarkable herbicidal effect and characteristics such as excellent crop-weed selectivity. General formula (I):

  一种由通式（I）表示的卤代烷基磺酰苯胺衍生物或其盐，其中R1代表卤代（C1-C8）烷基，R2、R3、R4、R5、R6、R7、R8、R9和R10代表氢原子等，n代表1或2，A代表氧原子，W代表氧原子，X代表卤素原子，m代表0到4的整数，是一种具有显著除草效果和优异的作物-杂草选择性特征的除草剂化合物。通式（I）如下：
• Haloalkylsulfonanilide derivatives or salt thereof, herbicide comprising the derivatives as active ingredient, and use of the herbicide
  申请人：Nihon Nohyaku Co., Ltd.

  公开号：US08048825B2

  公开（公告）日：2011-11-01

  A haloalkylsulfonanilide derivative represented by general formula (I) or a salt thereof wherein R1 represents a halo(C1-C8)alkyl group, R2, R3, R4, R5, R6, R7, R8, R9 and R10 represent hydrogen atoms, etc., n represents 1 or 2, A represents an oxygen atom, W represents an oxygen atom, X represents a halogen atom and m represents an integer of 0 to 4, are compounds useful as herbicides having both of remarkable herbicidal effect and characteristics such as excellent crop-weed selectivity. General formula (I):

  一种由通式（I）表示的卤代烷基磺酰苯胺衍生物或其盐，其中R1代表卤代（C1-C8）烷基，R2、R3、R4、R5、R6、R7、R8、R9和R10代表氢原子等，n代表1或2，A代表氧原子，W代表氧原子，X代表卤素原子，m代表0至4的整数，这些化合物是一种有显著除草作用和优异的作物-杂草选择性特征的除草剂。通式（I）：
• Substituted benzothiadiazinedioxide derivatives and methods of their use
  申请人：Wyeth LLC

  公开号：US07718652B2

  公开（公告）日：2010-05-18

  The present invention is directed to substituted benzothiadiazinedioxide derivatives of formula I: or a pharmaceutically acceptable salt, stereoisomer or tautomer thereof, which are monoamine reuptake inhibitors, compositions containing these derivatives, and methods of their use for the prevention and treatment of conditions, including, inter alia, vasomotor symptoms, sexual dysfunction, gastrointestinal disorders and genitourinary disorder, depression disorders, endogenous behavioral disorders, cognitive disorders, diabetic neuropathy, pain, and other diseases or disorders.

  本发明涉及公式I的取代苯并噻二氧化物衍生物：或其药学上可接受的盐、立体异构体或互变异构体，它们是单胺再摄取抑制剂，包含这些衍生物的组合物，以及它们用于预防和治疗多种疾病或疾病的方法，包括但不限于血管运动症状、性功能障碍、胃肠障碍和泌尿生殖障碍、抑郁症、内源性行为障碍、认知障碍、糖尿病神经病变、疼痛和其他疾病或疾病。
• HALOALKYLSULFONANILIDE DERIVATIVE OR SALT THEREOF, HERBICIDE COMPRISING THE DERIVATIVE AS ACTIVE INGREDIENT, AND USE OF THE HERBICIDE
  申请人：Nihon Nohyaku CO., LTD.

  公开号：EP2085392A1

  公开（公告）日：2009-08-05

  A haloalkylsulfonanilide derivative represented by general formula (I) or a salt thereof wherein R1 represents a halo(C1-C8)alkyl group, R2, R3, R4, R5, R6, R7, R8, R9 and R10 represent hydrogen atoms, etc., n represents 1 or 2, A represents an oxygen atom, W represents an oxygen atom, X represents a halogen atom and m represents an integer of 0 to 4, are compounds useful as herbicides having both of remarkable herbicidal effect and characteristics such as excellent crop-weed selectivity. General formula (I):

  由通式(I)代表的卤代烷基磺酰苯胺衍生物或其盐，其中 R1 代表卤代(C1-C8)烷基，R2、R3、R4、R5、R6、R7、R8、R9 和 R10 代表氢原子等，n 代表 1 或 2，A 代表氧原子，W 代表氧原子，X 代表卤素原子，m 代表 0 至 4 的整数。通式(I)：
• Structure–activity relationships of norepinephrine reuptake inhibitors with benzothiadiazine dioxide or dihydrosulfostyril cores
  作者：Andrew Fensome、Joel Goldberg、Casey C. McComas、Eugene J. Trybulski、Richard P. Woodworth、Darlene C. Deecher、Garth T. Whiteside、Puwen Zhang

  DOI：10.1016/j.bmcl.2010.01.056

  日期：2010.3

  Two related series of selective norepinephrine reuptake inhibitors were synthesized based on 3,4-dihydro-1H-2,1,3-benzothiadiazine 2,2-dioxide or 3,4-dihydrosulfostyril cores, and screened for monoamine reuptake inhibition. Structure-activity relationships were determined for the series' in vitro potency and selectivity versus serotonin or dopamine transporter inhibition, and analogs based on both cores were identified as potent and selective NRIs. The 3,4-dihydrosulfostyril series was further tested for microsome stability, and compound 16j, which was optimized for both potency and stability, showed efficacy in an in vivo model of thermoregulatory dysfunction. (C) 2010 Elsevier Ltd. All rights reserved.