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帕瑞昔布钠合成路线图解 被引量：14

Graphical Synthetic Routes of Parecoxib Sodium
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摘要 帕瑞昔布钠（parecoxibsodium，1），化学名为N-[[4-（5-甲基．3-苯基．4-异恶唑基）苯基]磺酰基]丙酰胺钠盐，是Pharmacia公司研发的首个可静脉给药和肌肉注射的特异性环氧合酶-2（COX一2）抑制剂，2002年在英国上市。本品是伐地昔布（valdecoxib，2）的水溶性前体，临床主要用于手术后疼痛的短期治疗，也可用于中度或重度术后急性疼痛的治疗。
作者 王凯 宋率华 金琪 黄婷
机构地区 武汉工程大学
出处 《中国医药工业杂志》 CAS CSCD 北大核心 2013年第8期836-838,共3页 Chinese Journal of Pharmaceuticals
关键词 合成路线图解 钠盐 环氧合酶 肌肉注射 静脉给药 丙酰胺 磺酰基 异恶唑
分类号 R971.1 [医药卫生—药品]
  • 相关文献

参考文献13

  • 1封宇飞,雷静,吕俊玲,李可欣,傅得兴.特异性环氧酶-2抑制剂——帕瑞昔布[J].中国临床药理学杂志,2003,19(3):207-210. 被引量：64
  • 2Koboldt M, Talley JJ, Seibert K, et al. N- [ [ (5-Methyl-3- phenylisoxazol-4-yl) penyl] sulfonyl] propanamide, sodium salt, parecoxib sodium: A potent and selective inhibitor of COX-2 for parenteral administration [J]. J Med Chem, 2000, 43 (5) : 775-777.
  • 3Letendre L J, Kunda SA, Gallagher DJ, et al. Method for preparing valdecoxib and related benzenesulfonyl compounds: WO, 2003029230 [P]. 2003-04-10. (CA 2003, 138: 304268).
  • 4Letendre L J, Snoddy CK, Klemm George H, et al. Method for the preparation of diarylisoxazole sulfonamide compounds and intermediates: WO, 2005123701 [P]. 2005-12-29. (CA 2005, 144: 88274).
  • 5Di NL, Vitale P, Scilimati A, et al. Novel synthesis of 3,4-diarylisoxazole analogues of valdecoxib:reversal cyclooxygenase-2selectivity by sulfonamide group removal [J]. J Med Chem, 2004, 47 (20) : 4881-4890.
  • 6Sundaram V, Bhimireddy A, Eswaraiah S, et al. A method for preparing 3,4-diphenylsubstituted isoxazole derivatives such as valdecoxib, parecoxib, and their intermediates: EP,1550658 [P].2005-07-06.
  • 7Thakashinamoorthy C, Jesudoss MG, Hariharasubramania M, et al. A novel process for preparing valdecoxib: WO, 2005085218 [P. 2005-09-15. (CA2005, 145: 124547).
  • 8乇凯,陈长谭,易安茂.一种制备帕瑞昔布的方法:中国,102329277[P].2012-01-25.
  • 9Reddy AR, Goverdhan G, Sampath A, et al. Application of [3+2]-cycloaddition in the synthesis of valdecoxib [J]. Synth Commun, 2012, 42 (5) : 639-649.
  • 10Kumar JS Dileep, Ho MM, Leung JM, et al. Convenient approach to 3,4-diarylisoxazoles based on the Suzuki cross- coupling reaction [J]. Advanced Synth Cat, 2002, 344 (10) : 1146-1151.

二级参考文献11

  • 1Tallcy JJ, Bertenshaw SR, Brown DL, et al. N-[[(5-methyl-3-phenylisoxazol-4-yl)-phenyl]sulfonyl]propanamide, sodium salt,parecoxib sodium: A potent and selective inhibitor of COX-2 forparenteral administration. J Med Chem, 2000;43:1661 - 1663.
  • 2Hubbard R, Kuss M, Talwalkers S, et al. Evaluation of parecoxib.A new injectable cycooxygense-2-specific inhibitor for the treatment of pain. Ann Emerg Med, 2000;36(Suppl):S69.
  • 3Cheer SM, Goa KL. Parecoxib (parecoxib sodium). Drugs, 2001;61:1133-41.
  • 4Karim A, Laurent A, Slater ME, et al. A pharmacokinetic study of intramuscular (i.m.) parecoxib sodium in normal subjects. J Clin Pharmacol, 2001;41:1111 -9.
  • 5Ibrahim A, Karim A, Feldman J,et al. The influence of parecoxib,a parenteral cyclooxygenase-2 specific inhibitor, on the pharmacokinetics and clinical effects of midazolam. Anesth Analg, 2002;95:667-73.
  • 6Barton SF, Langeland FF, Snabes MC, et aL Efficacy and safety of intravenous parecoxib sodium in relieving acute postoperative pain following gynecologic laparotomy surgery. Anesthesiology.2002;97:306-14.
  • 7Kenaan CA, Bikhazi GB, Deepika E, et al. Analgesic activity and safety of parecoxib in post-surgical patients: an interim report.Anesth Analg, 2001 ;92:$257.
  • 8Tang J, Li S, White PF, Chen X, et al. Effect of parecoxib, a novel intravenous cyclooxygenase type-2 inhibitor, on the postoperative opioid requirement and quality of pain control. Anesthesiology,2002;96:1305 - 9.
  • 9Rasmussen GL, Steckner K, Hogue C, et al. Intravenous parecoxib sodium foracute pain after orthopedic knee surgery. Am J Orthop,.2002;31:336--43.
  • 10Daniels SE, Grossman EH, Kuss ME, et al. A double-blind, randomized comparison of intramuscularly and intravenously administered parecoxib sodium versus ketorolac and placebo in a post-oral surgery pain model. Clin Ther, 2001 ;23:1018 - 31.

共引文献63

同被引文献81

  • 1詹家荣.二苯乙酮的合成[J].化工中间体导刊,2004(1):23-23. 被引量：1
  • 2李继文,王川.气相色谱法测定汽油中苯含量不确定度的评定[J].化学分析计量,2006,15(5):7-10. 被引量：5
  • 3吴新民,岳云,张利萍,王俊科,艾登滨,于布为,薛张纲,黄文起.术后镇痛中帕瑞昔布钠对吗啡用量的节俭作用和安全性—前瞻性、多中心、随机、双盲、安慰剂对照、平行分组研究[J].中华麻醉学杂志,2007,27(1):7-10. 被引量：367
  • 4Letendre L J, Snoddy CK, Klemm George H, et al. Method for the preparation of diarylisoxazole sulfonamide compounds and intermediates: WO, 2005123701 [P]. 2005-12-29.
  • 5Sundaram V, Bhimireddy A, Eswaraiah S, et al. A method for preparing 3,4-diphenylsubstituted isoxazole derivatives such as valdecoxib, parecoxib, and their intermediates: EP, 1550658 [P]. 2005-07-06.
  • 6Thakashinamoorthy C, Jesudoss MG, a M, et al. A novel process for preparing valdecoxib: WO, 2005085218 [P]. 2005-09-15.
  • 7Koboldt M, Talley JJ, Seibert K, et al. N-[ [ (5-Methyl-3- phenylisoxazol-4-yl) penyl] sulfonyl] -phropanamide, sodiun salt, parecoxib sodium: a potent and selective inhibitor of COX-2 for parenteral administration [J]. J Med Chem, 2000, 43 (5) : 775-777.
  • 8Letendre L J, Kunda SA, Gallagher D J, et al. Method for preparing valdecoxib and related benzenesulfonyl compounds: WO, 2003029230 [P]. 2003-04-10.
  • 9Di NL, Vitale P, Scilimati A, et al. Novel synthesis of 3,4-diarylisoxazole analogues of valdecoxib: reversal cyclooxygenase-2 selectivity by sulfonamide group removal [J]. dMed Chem, 2004, 47 (20) : 4881-4890.
  • 10Okitsu T, Sato K, Potewar TM, et al. Iodocyclization of hydroxylamine derivatives based on the control of oxidative aromatization leading to 2,5-dihydroisoxazoles and isoxazoles [J]. J Org Chem, 2011, 76 (9) : 3438-3449.

引证文献14

二级引证文献37

中国医药工业杂志
2013年 第8期

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