bis(4-nitrobenzyl) peroxydicarbonate | 131779-63-0

• 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: bis(4-nitrobenzyl) peroxydicarbonate
• 英文别名: Di-4-nitrobenzyl peroxydicarbonate；di4-nitrobenzyl peroxydicarbonate；(4-Nitrophenyl)methoxycarbonyloxy (4-nitrophenyl)methyl carbonate
• CAS: 131779-63-0
• 化学式: C₁₆H₁₂N₂O₁₀
• 分子量: 392.279
• InChiKey: RHJXGRNQZKWCOP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  163
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  bis(4-nitrobenzyl) peroxydicarbonate 、 8-<4-<4-(1,2-benzisothiazol-3-yl)-1-piperazinyl>butyl>-8-azaspiro<4.5>decane-7,9-dione S,S-dioxide 在 lithium hexamethyldisilazane 作用下， 生成 8-<4-<4-(1,2-benzisothiazol-3-yl)-1-piperazinyl>butyl>-6-<<<(4-nitrobenzyl)oxy>carbonyl>oxy>-8-azaspiro<4.5>decane-7,9-dione S,S-dioxide
  参考文献：
  名称：

  Synthesis and biological activity of the putative metabolites of the atypical antipsychotic agent tiospirone

  摘要：

  Putative oxidative metabolites of the lead antipsychotic agent tiospirone (1) were synthesized to assist in the identification of the authentic metabolic products found in human urine samples. Thus far, six authentic metabolites have been correlated to the synthetic species. 4a The putative metabolites were further examined in vitro to assess their central nervous system therapeutic potential. SAR analysis of these derivatives indicates that hydroxyl substitution, particularly in the azaspirodecanedione region of the molecule, diminishes the dopamine D-2 affinity of the species without significantly altering the serotonin type-1A and type-2 interactions. In addition, an increase in alpha-1-adrenergic affinity appears to be linked to the attenuation of effects at the dopamine receptors. The biological profile of the 6-hydroxytiospirone metabolite 42 was exemplary in these respects and the in vivo actions of this compound suggest potent antipsychotic potential with a minimal liability for extrapyramidal side effects (EPS). While compound 42 has been unambiguously characterized as an actual human metabolite of tiospirone, the role of 42 in the observed antipsychotic activity of the parent drug, if any, has not yet been determined.

  DOI：

  10.1021/jm00115a024
• 作为产物：
  描述：

  氯甲酸对硝基苄酯 在 sodium hydroxide 、 双氧水 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 以74%的产率得到bis(4-nitrobenzyl) peroxydicarbonate
  参考文献：
  名称：

  R-6-hydroxy-buspirone

  摘要：

  6-羟基-丁酰氮卓的R-立体异构体是治疗焦虑、抑郁和其他心理疾病的有效药物。R-异构体比S-异构体具有更高的受体特异性，并且应该具有减少混合物和丁酰氮卓所关联的不良反应的潜力。

  公开号：

  US20030055063A1

文献信息

• Metabolites and prodrug formulations of
  申请人：Bristol-Myers Company

  公开号：US04956368A1

  公开（公告）日：1990-09-11

  Various metabolites and prodrug formulations of 8-[4-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]butyl]-8-azaspiro[4.5]deca ne-7,9-dione which are particularly useful in the treatment of psychotic disorders, especially derivatives thereof which have been oxygenated at specified sites about the original structure, rearranged compounds, and prodrug formulations of these species. One particularly desired group of compounds have the general Formula I where ##STR1## R.sup.1 is hydrogen, hydroxyl, alkoxy, acyloxy and oxo; R.sup.2 is hydrogen, methyl, hydroxyl, alkoxy, and acyloxy; R.sup.3 is hydrogen, hydroxyl, and methoxy: R.sup.4 is hydrogen, methyl and oxo; and X is S, SO, and SO.sub.2.

  8-[4-[4-(1,2-苯并异噻唑-3-基)-1-哌嗪基]丁基]-8-氮杂螺[4.5]癸烷-7,9-二酮的各种代谢产物和前药制剂，特别适用于治疗精神疾病，特别是在原始结构的指定位置被氧化的衍生物，重排的化合物以及这些物种的前药制剂。一组特别理想的化合物具有通式I，其中##STR1## R.sup.1是氢、羟基、烷氧基、酰氧基和羰基；R.sup.2是氢、甲基、羟基、烷氧基和酰氧基；R.sup.3是氢、羟基和甲氧基；R.sup.4是氢、甲基和羰基；X是S、SO和SO
• S-6-hydroxy-buspirone
  申请人：——

  公开号：US20030022899A1

  公开（公告）日：2003-01-30

  The S-stereoisomer of 6-hydroxy-buspirone is an effective treatment for anxiety, depression, and other psychogenic disorders. The S-isomer may provide reduced potential for adverse effects and a longer duration of action compared to the racemic mixture and with buspirone.

  6-羟基-丁烷哌醇的S-立体异构体是治疗焦虑、抑郁和其他心因性疾病的有效药物。与混合物和丁烷哌醇相比，S-异构体可能提供降低不良反应的潜力和更长的作用时间。
• Antianxiety composition
  申请人：——

  公开号：US20030069251A1

  公开（公告）日：2003-04-10

  An improved method of treating anxious patients involves direct administration of 6-hydroxy-8-[4-[4-(2-pyrimidinyl)-piperazinyl]-butyl]-8-azaspiro[4.5]-7,9-dione (BMY 28674) or a pharmaceutically acceptable salt or hydrate formulated in appropriate pharmaceutical compositions to patients in need of such treatment. Syntheses of BMY 28674 are also provided.

  一种改进的治疗焦虑症患者的方法，涉及将6-羟基-8-[4-[4-(2-嘧啶基)-哌嗪基]-丁基]-8-氮杂螺[4.5]环-7,9-二酮（BMY 28674）或在适当的药物组合物中制成的药物可接受的盐或水合物直接给予需要此类治疗的患者。还提供了BMY 28674的合成方法。
• Method for treatment of pain
  申请人：——

  公开号：US20020193380A1

  公开（公告）日：2002-12-19

  A method of treating pain with acetaminophen comprises the concurrent administration of a hydroxyazapirone selected from 6-hydroxybuspirone or 3-hydroxygepirone. This combination of agents results in a more morphine-like analgesic response characterized by rapid onset and greater pain relief.

  一种使用乙酰氨基酚治疗疼痛的方法，包括同时给予从6-羟基丁酰氧巴比妥或3-羟基吉哌酮中选择的羟基唑烷类药物。这种药物组合产生更类似吗啡的镇痛反应，其特点是起效快，疼痛缓解更大。
• Anxiety method
  申请人：Bristol-Myers Squibb Company

  公开号：US06150365A1

  公开（公告）日：2000-11-21

  6-Hydroxy-8-[4-[4-(2-pyrimidinyl)-piperazinyl]-butyl]-8-azaspiro[4.5]-7,9-d ione and its pharmaceutically acceptable salts and hydrates are useful in the alleviation of anxiety.

  6-羟基-8-[4-[4-(2-嘧啶基)-哌嗪基]-丁基]-8-氮杂螺[4.5]-7,9-二酮及其药学上可接受的盐和水合物，对缓解焦虑症有用。