2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-chloroaniline | 877678-68-7

• 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-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-chloroaniline
• 英文别名: 2-[[tert-butyl(dimethyl)silyl]oxymethyl]-4-chloroaniline
• CAS: 877678-68-7
• 化学式: C₁₃H₂₂ClNOSi
• 分子量: 271.862
• InChiKey: MQTOVVLTIINJGC-UHFFFAOYSA-N

物化性质

• 沸点：
  333.2±27.0 °C(Predicted)
• 密度：
  1.040±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.44
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-chloroaniline 在 双(2-氧代-3-恶唑烷基)次磷酰氯 、 溶剂黄146 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  The effect of mGlu5 receptor positive allosteric modulators on signaling molecules in brain slices

  摘要：

  Positive allosteric modulators of metabotropic glutamate receptor subtype 5 (mGlu5) have promising therapeutic potential. The effects of selective mGlu5 receptor positive allosteric modulators on signaling molecules in brain slices have not been previously reported. The current study demonstrated that the selective mGlu5 receptor positive allosteric modulator, N-{4-chloro-2-[(1,3-dioxo-1,3-dihydro-H-2-isoindol-2yl)-methyl]phenyl}-2-hydrobenzamide (CPPHA) potentiated the response to a subthreshold concentration of 3,5-dihydroxy-phenylglycine (DHPG) on extracellular signal-regulated protein kinase (ERK) and cyclic-AMP responsive element-binding protein (CREB) activity, as well as N-methyl D-aspartate (NMDA) receptor subunit NR1 phosphorylation in cortical and hippocampal slices. These results suggest that allosteric modulators of mGlu5 receptor could have physiologically significant effects by potentiating the actions of glutamate. (c) 2006 Published by Elsevier B.V.

  DOI：

  10.1016/j.ejphar.2006.02.003
• 作为产物：
  描述：

  2-氨基-5-氯苯甲醇 、 叔丁基二甲基氯硅烷 在 咪唑 作用下， 以 四氢呋喃 为溶剂， 反应 25.0h， 以98%的产率得到2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-chloroaniline
  参考文献：
  名称：

  [EN] TRIAZOLOBENZODIAZEPINES AND THEIR USE AS VASOPRESSIN ANTAGONISTS
  [FR] TRIAZOLOBENZODIAZEPINES ET LEUR UTILISATION EN TANT QU'ANTAGONISTES DE LA VASOPRESSINE

  摘要：

  式（I）的化合物，或其药用可接受的衍生物，其中R代表H，C1-6烷基，SO2R1，SO2NR1R2或COR1；R1和R2分别代表C1-6烷基；环A代表苯环或吡啶环；可能在焦虑症、心血管疾病（包括心绞痛、动脉粥样硬化、高血压、心力衰竭、水肿、高钠血症）、痛经（原发性和继发性）、子宫内膜异位症、呕吐（包括晕动病）、子宫内生长迟缓、炎症（包括类风湿关节炎）、米特斯默氏综合症、子痫前症、早泄、早产和雷诺氏病的治疗中有用。

  公开号：

  WO2006021882A1

文献信息

• A Convenient Synthesis of Highly Substituted 3-<i>N</i>,<i>N</i>-Dialkylamino-1,2,4-triazoles
  作者：Simon Wheeler、David Batchelor、David Beal、T. Brown、David Ellis、David Gordon、Patrick Johnson、Helen Mason、Michael Ralph、Toby Underwood

  DOI：10.1055/s-2008-1078208

  日期：——

  The title compounds are prepared from S-methylisothioureas and acyl hydrazides in moderate to good yields. The reaction is characterized by relatively mild conditions and very broad functional group tolerance.

  标题化合物是通过S-甲基异硫脲和酰基酰肼在适中至良好的产率下制备的。该反应的特点是条件相对温和且对功能基团具有很宽的耐受性。
• Rapid Microwave-Assisted Syntheses of Derivatives of HIV-1 Entry Inhibitors
  作者：David A. Vicic、Asim Kumar Debnath、Chris McFarland

  DOI：10.1055/s-2006-926339

  日期：——

  The direct amidation of esters with 4-amino-2,2,6,6-tetramethylpiperidine was achieved by computer-controlled microwave irradiation in toluene. The microwave protocol allowed the new amides to be prepared in three hours rather than the three days required by traditional thermal methods.

  通过计算机控制的微波辐射，在甲苯中实现了酯与4-氨基-2,2,6,6-四甲基哌啶的直接酰胺化。微波方法使新酰胺的制备时间缩短至三小时，而传统热法则需要三天。
• Triazolobenzodiazepines and Their Use as Vasopressin Antagonists
  申请人：Johnson Stephen Patrick

  公开号：US20070249585A1

  公开（公告）日：2007-10-25

  Compounds of formula (I), or pharmaceutically acceptable derivatives thereof, wherein R represents H, C 1-6 alkyl, SO 2 R 1 , SO 2 NR 1 R 2 , or COR 1 ; R 1 and R 2 independently represent C 1-6 alkyl; and Ring A represents a phenyl ring or a pyridinyl ring; may be useful in the treatment of anxiety, cardiovascular disease (including angina, atherosclerosis, hypertension, heart failure, edema, hypernatremia), dysmenorrhoea (primary and secondary), endometriosis, emesis (including motion sickness), intrauterine growth retardation, inflammation (including rheumatoid arthritis), mittlesmerchz, preclampsia, premature ejaculation, premature (preterm) labor and Raynaud's disease.

  公式（I）的化合物或其药学上可接受的衍生物，其中R代表氢，C1-6烷基，SO2R1，SO2NR1R2或COR1; R1和R2独立地表示C1-6烷基; 环A表示苯环或吡啶环; 可能在焦虑症、心血管疾病（包括心绞痛、动脉粥样硬化、高血压、心力衰竭、水肿、高血钠症）、痛经（原发性和继发性）、子宫内膜异位症、恶心（包括晕动病）、宫内生长迟缓、炎症（包括类风湿性关节炎）、中间痛、子痫前期、早泄、早产和雷诺病的治疗中有用。
• Triazolobenzodiazepines and their use as vasopressin antagonists
  申请人：Pfizer Inc.

  公开号：US07456170B2

  公开（公告）日：2008-11-25

  Compounds of formula (I), or pharmaceutically acceptable derivatives thereof, wherein R represents H, C1-6 alkyl, SO2R1, SO2NR1R2, or COR1; R1 and R2 independently represent C1-6 alkyl; and Ring A represents a phenyl ring or a pyridinyl ring; may be useful in the treatment of anxiety, cardiovascular disease (including angina, atherosclerosis, hypertension, heart failure, edema, hypernatremia), dysmenorrhoea (primary and secondary), endometriosis, emesis (including motion sickness), intrauterine growth retardation, inflammation (including rheumatoid arthritis), mittlesmerchz, preclampsia, premature ejaculation, premature (preterm) labor and Raynaud's disease.

  化合物公式（I）或其药学上可接受的衍生物，其中R代表氢，C1-6烷基，SO2R1，SO2NR1R2或COR1; R1和R2分别代表C1-6烷基; Ring A代表苯环或吡啶环; 可能在焦虑症，心血管疾病（包括心绞痛，动脉粥样硬化，高血压，心力衰竭，水肿，高钠血症），痛经（原发性和继发性），子宫内膜异位症，呕吐（包括晕动病），宫内生长迟缓，炎症（包括类风湿性关节炎），月经痛，先兆子痫，早泄，早产和雷诺病的治疗中有用。
• The effect of mGlu5 receptor positive allosteric modulators on signaling molecules in brain slices
  作者：Feng Liu、Guoming Zhang、Geoffrey Hornby、Dmytro Vasylyev、Mark Bowlby、Kaapjoo Park、Adam Gilbert、Karen Marquis、Terrance H. Andree

  DOI：10.1016/j.ejphar.2006.02.003

  日期：2006.5

  Positive allosteric modulators of metabotropic glutamate receptor subtype 5 (mGlu5) have promising therapeutic potential. The effects of selective mGlu5 receptor positive allosteric modulators on signaling molecules in brain slices have not been previously reported. The current study demonstrated that the selective mGlu5 receptor positive allosteric modulator, N-4-chloro-2-[(1,3-dioxo-1,3-dihydro-H-2-isoindol-2yl)-methyl]phenyl}-2-hydrobenzamide (CPPHA) potentiated the response to a subthreshold concentration of 3,5-dihydroxy-phenylglycine (DHPG) on extracellular signal-regulated protein kinase (ERK) and cyclic-AMP responsive element-binding protein (CREB) activity, as well as N-methyl D-aspartate (NMDA) receptor subunit NR1 phosphorylation in cortical and hippocampal slices. These results suggest that allosteric modulators of mGlu5 receptor could have physiologically significant effects by potentiating the actions of glutamate. (c) 2006 Published by Elsevier B.V.