1-(4-氯-苯基)-3-二甲基氨基-1-丙醇 | 16254-21-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(4-氯-苯基)-3-二甲基氨基-1-丙醇
• 英文名称: 3-(dimethylamino)-1-(4-chlorobenzene)-1-propanol
• 英文别名: 1-(4-chlorophenyl)-3-(dimethylamino)propan-1-ol；1-(p-chlorophenyl)-3-(dimethylamino)-1-propanol；1-(4-chlorophenyl)-3-dimethylaminopropan-1-ol；1-(4-chlorophenyl)-3-dimethylamino-propan-1-ol；(+/-)-3-Dimethylamino-1-hydroxy-1-<4-chlor-phenyl>-propan；4-(3-Dimethylamino-1-hydroxy-propyl)-1-chlor-benzol
• CAS: 16254-21-0
• 化学式: C₁₁H₁₆ClNO
• 分子量: 213.707
• InChiKey: GXYMVYGPHADUNW-UHFFFAOYSA-N

物化性质

• 沸点：
  317.2±32.0 °C(Predicted)
• 密度：
  1.129±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2922199090

反应信息

• 作为反应物：
  描述：

  1-(4-氯-苯基)-3-二甲基氨基-1-丙醇 在 盐酸 、 硫酸 作用下， 反应 36.0h， 生成 1-(4-chlorophenyl)-N³,N³-dimethylpropane-1,3-diamine
  参考文献：
  名称：

  Novel Potent and Efficacious Nonpeptidic Urotensin II Receptor Agonists

  摘要：

  Six different series of nonpeptidic urotensin 11 receptor agonists have been synthesized and evaluated for their agonistic activity in a cell-based assay (R-SAT). The compounds are ring-opened analogues of the isochromanone-based agonist AC-7954 with different functionalities constituting the linker between the two aromatic ring moieties. Several of the compounds are highly potent and efficacious, with N-[1-(4-chlorophenyl)-3-(dimethylamino)-propyl]-4-phenylbenzamide oxalate (5d) being the most potent. The pure enantiomers of 5d were obtained from the corresponding diastereomeric amides. It was shown by a combination of X-ray crystallography and chemical correlation that the activity resides in the S-enantiomer of 5d (pEC(50) 7.49).

  DOI：

  10.1021/jm051121i
• 作为产物：
  描述：

  1-(4-氯苯基)-3-(二甲基氨基)-1-丙酮 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以91%的产率得到1-(4-氯-苯基)-3-二甲基氨基-1-丙醇
  参考文献：
  名称：

  Novel Potent and Efficacious Nonpeptidic Urotensin II Receptor Agonists

  摘要：

  Six different series of nonpeptidic urotensin 11 receptor agonists have been synthesized and evaluated for their agonistic activity in a cell-based assay (R-SAT). The compounds are ring-opened analogues of the isochromanone-based agonist AC-7954 with different functionalities constituting the linker between the two aromatic ring moieties. Several of the compounds are highly potent and efficacious, with N-[1-(4-chlorophenyl)-3-(dimethylamino)-propyl]-4-phenylbenzamide oxalate (5d) being the most potent. The pure enantiomers of 5d were obtained from the corresponding diastereomeric amides. It was shown by a combination of X-ray crystallography and chemical correlation that the activity resides in the S-enantiomer of 5d (pEC(50) 7.49).

  DOI：

  10.1021/jm051121i

文献信息

• Synthesis and pharmacological investigation of aralkyl diamine derivatives as potential triple reuptake inhibitors
  作者：Yong-Yong Zheng、Zhi-Jie Weng、Peng Xie、Mei-Yu Zhu、Long-Xuan Xing、Jian-Qi Li

  DOI：10.1016/j.ejmech.2014.08.045

  日期：2014.10

  A series of aralkyl diamine derivatives were designed, synthesized, and evaluated for their triple reuptake inhibitory abilities. Compounds 18c (5-HT, NE, DA, IC50 = 389, 69, 238 nM), 36a (5-HT, NE, DA, IC50 = 378, 477, 247 nM), and 36d (5-HT, NE, DA, IC50 = 501, 206, 357 nM) showed in vivo activities in the rat forced swim test at 5, 10, and 20 mg/kg PO. 36a was identified as the most promising candidate

  设计，合成了一系列芳烷基二胺衍生物，并对其三重再摄取抑制能力进行了评估。化合物18c（5-HT，NE，DA，IC 50  = 389，69，238 nM），36a（5-HT，NE，DA，IC 50  = 378，477，247 nM）和36d（5-HT， NE，DA，IC 50  = 501、206、357 nM）在大鼠强迫游泳试验中以5、10和20 mg / kg PO表现出体内活性。36a被确定为本研究中最有前途的候选人。具体而言，36a对许多中枢神经系统相关靶标的单胺转运蛋白表现出高选择性。此外，36a 在临床前研究中显示出良好的药代动力学性质和可接受的安全性。
• 3-[(BENZO[D][1,3]DIOXOLAN-4-YL)-OXY]-3-ARYLPROPYLAMINE TYPE COMPOUNDS AND APPLICATIONS THEREOF
  申请人：NHWA PHARMA. CORPORATION

  公开号：US20170369466A1

  公开（公告）日：2017-12-28

  The present invention relates to 3-[(benzo[d][1,3]dioxolan-4-yl)-oxy]-3-arylpropylamine compounds of formula I or pharmaceutically acceptable salts thereof and use thereof. The compound may be used to prepare an antidepressant agent.

  本发明涉及公式I的3-[(苯并[d][1,3]二氧杂环戊烷-4-基)-氧基]-3-芳基丙胺化合物或其药用盐，以及其用途。该化合物可用于制备抗抑郁药物。
• 3-Aryloxy-3-aryl-propaneamines and their method of use
  申请人：Roussel Uclaf

  公开号：US04296126A1

  公开（公告）日：1981-10-20

  Novel benzene-propanamines of the formula ##STR1## wherein X is selected from the group consisting of hydrogen, chlorine, fluorine and bromine, R.sub.1 is selected from the group consisting of hydrogen and alkyl of 1 to 5 carbon atoms, R.sub.2 is alkyl of 1 to 5 carbon atoms, R.sub.3 is selected from the group consisting of hydrogen, chlorine, bromine, --CF.sub.3, methyl and methoxy when R.sub.4 is nitro and R.sub.3 is selected from the group consisting of amino and acetamido when R.sub.4 is hydrogen and their non-toxic, pharmaceutically acceptable acid addition salts having anorexigenic activity and inhibit serotonine uptake in vivo and in vitro and their preparation.

  化合物的结构式为##STR1##其中X从氢，氯，氟和溴中选择，R.sub.1从1到5个碳原子的氢和烷基中选择，R.sub.2是1到5个碳原子的烷基，当R.sub.4为硝基且R.sub.3从氢，氯，溴，-CF.sub.3，甲基和甲氧基中选择，当R.sub.4为氢时，R.sub.3从氨基和乙酰胺基中选择，以及它们的非毒性，药学上可接受的酸盐，具有压抑食欲的活性，并在体内和体外抑制5-羟色胺摄取，以及它们的制备方法。
• UII-modulating compounds and their use
  申请人：Luthman Kristina Ingrid

  公开号：US20070043104A1

  公开（公告）日：2007-02-22

  Disclosed herein are novel aromatic-containing compounds and methods for using various aromatic-containing compounds for treatment and prevention of diseases and disorders related to the Urotensin II receptor.

  本文披露了新型芳香族含有化合物及其在治疗和预防与Urotensin II受体相关的疾病和疾病障碍方面的应用方法。
• 3-[(Benzo[D][1,3]dioxolan-4-yl)-oxy]-3-arylpropylamine type compounds and applications thereof
  申请人：NHWA PHARMA. CORPORATION

  公开号：US10093644B2

  公开（公告）日：2018-10-09

  The present invention relates to 3-[(benzo[d][1,3]dioxolan-4-yl)-oxy]-3-arylpropylamine compounds of formula I or pharmaceutically acceptable salts thereof and use thereof. The compound may be used to prepare an antidepressant agent.

  本发明涉及式 I 的 3-[(苯并[d][1,3]二氧戊环-4-基)-氧基]-3-芳基丙胺化合物或其药学上可接受的盐及其用途。该化合物可用于制备抗抑郁剂。