ethyl 3,5-dinitrosalicylate | 22557-74-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: ethyl 3,5-dinitrosalicylate
• 英文别名: 2-hydroxy-3,5-dinitro-benzoic acid ethyl ester；2-Hydroxy-3,5-dinitro-benzoesaeure-aethylester；3.5-Dinitro-salicylsaeure-aethylester；2-carbethoxy-4,6-dinitro-phenol；3,5-Dinitrosalicylsaeureaethylester；Ethyl 2-hydroxy-3,5-dinitrobenzoate
• CAS: 22557-74-0
• 化学式: C₉H₈N₂O₇
• 分子量: 256.172
• InChiKey: FIPUZPDKKLFFRA-UHFFFAOYSA-N

物化性质

• 熔点：
  94-95 °C
• 沸点：
  359.3±42.0 °C(Predicted)
• 密度：
  1.543±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  ethyl 3,5-dinitrosalicylate 在 乙醇 、 N,N-二乙基苯胺 作用下， 生成 2-(2-hydroxy-anilino)-3,5-dinitro-benzoic acid ethyl ester
  参考文献：
  名称：

  Sen, Journal of the Indian Chemical Society, 1946, vol. 23, p. 53,55

  摘要：

  DOI：
• 作为产物：
  描述：

  水杨酸乙酯 在 硫酸 、 硝酸 、 溶剂黄146 作用下， 生成 ethyl 3,5-dinitrosalicylate
  参考文献：
  名称：

  Sen, Journal of the Indian Chemical Society, 1946, vol. 23, p. 53,55

  摘要：

  DOI：

文献信息

• Sur l'acide dinitro-3,5-fluoro-2-benzoïque
  作者：Henri Goldstein、André Giddey

  DOI：10.1002/hlca.19540370419

  日期：——

  La nitration énergique de l'acide o-fluoro-benzoïque conduit à l'acide dinitro-3, 5-fluoro-2-benzoïque; dans ce composé et ses dérivés, l'atome de fluor est très mobile.

  酰胺化邻氟-苯甲酰的硝化导管，酰胺二硝基-3，5-氟-2-苯甲酰；dans cecomposéet sesdérivés，《荧光日报》移动版。
• Unusual impurity formation during the process development of Olsalazine sodium leads to a new efficient and economical synthesis of tricaine mesylate
  作者：Sudhir P. Chaskar、Ramchandra Honparkhe、Jagdish Chavan、Amit Dhumal、Narendra K. Tripathy、Chinmoy Pramanik、Ashok Chaudhari、Rakesh G. Thorat、Mukund K. Gurjar

  DOI：10.1002/jhet.4645

  日期：——

  An impurity formation during the nitro group reduction for the synthesis of Olsalazine Sodium API, which was later explored for the development of a short and efficient manufacturing process for tricaine mesylate is reported here. The highlight of the synthesis is, during the nitro group reduction, the deoxygenation occurs forming the core of tricaine and the leaving mesyloxy group serves as a counter

  本文报道了奥沙拉嗪钠 API 合成过程中硝基还原过程中形成的杂质，后来为开发甲磺酸三卡因的短而高效的生产工艺而进行了探索。该合成的亮点是，在硝基还原过程中，发生脱氧反应，形成三卡因核心，而留下的甲磺氧基作为抗衡阴离子，一步形成甲磺酸三卡因。这里报道的方法避免了分离游离碱和单独的盐形成步骤的需要，因此更加经济和有效。
• Adrenocortical Dysfunction Following Etomidate Induction in Emergency Department Patients
  作者：Christina L. Schenarts、John H. Burton、Richard R. Riker

  DOI：10.1111/j.1553-2712.2001.tb00537.x

  日期：2001.1

  Abstract. Objective: To assess adrenocortical function following intravenous etomidate use in emergency department (ED) patients requiring intubation. Methods: This was a prospective, randomized, controlled trial of consecutive patients presenting to the ED requiring intubation. Patients were randomized to receive a single bolus induction dose of either 0.05‐0.1 mg/kg midazolam (control group) or 0.3 mg/kg etomidate (etomidate group) during a standardized rapid‐sequence intubation (RSI) with succinylcholine. The primary outcome variable was adrenocortical function at 4, 12, and 24 hours post‐induction as assessed by measured serum cortisol response to exogenous cosyntropin (cosyntropin stimulation test, CST). Fisher's exact test was used to compare CST results between groups. Results: Thirty‐one patients were enrolled: 8 control, 10 etomidate, and 13 excluded from analysis for either incomplete data or steroid use during the study period. The 4‐hour CST results were significantly different between study groups, with a normal response in 100% of control patients vs 30% of etomidate patients (p = 0.004). The 12‐ and 24‐hour CSTs did not differ significantly between groups: normal CST in 100% of control patients at 12 and 24 hours vs 100% and 90% among etomidate patients at 12 and 24 hours, respectively (p = 1.0 at 12 and 24 hours). Measured cortisol levels of patients with abnormal CSTs remained within normal laboratory reference ranges. Conclusion: Use of etomidate in ED patients requiring RSI results in adrenocortical dysfunction. However, cortisol levels remain within normal laboratory levels during this period of dysfunction. Adrenocortical dysfunction appears to resolve within 12 hours of a single bolus dose of 0.3 mg/kg etomidate.
• Zincke, Journal fur praktische Chemie (Leipzig 1954), 1910, vol. <2> 82, p. 23
  作者：Zincke

  DOI：——

  日期：——
• Muthukrishnan,R. et al., Journal of the Chemical Society. Perkin transactions I, 1973, p. 2949 - 2956
  作者：Muthukrishnan,R. et al.

  DOI：——

  日期：——