盐酸文拉法辛的合成
Synthesis of Venlafaxine Hydrochloride
DOI: 10.12677/SSC.2013.11001, PDF, HTML, 下载: 3,873  浏览: 14,151  科研立项经费支持
作者: 朱园园*, 古双喜*：武汉工程大学化工与制药学院，绿色化工过程教育部重点实验室；李婷婷*：中国科学院武汉水生生物研究所
关键词: 盐酸文拉法辛；合成；抗抑郁药；茴香醇；Venlafaxine Hydrochloride; Synthesis; Antidepressant; Anisic Alcohol
摘要: 以廉价易得的茴香醇为原料，经7步反应以56.7%的总收率合成得到盐酸文拉法辛。该路线简捷高效，反应条件温和，后处理操作简单，适合工业化生产。  Venlafaxine hydrochloride was synthesized via 7-step reactions in the total yield of 56.7% from anisic alcohol. The synthetic route is concise and efficient, and suitable for industrialization due to its mild reaction conditions and simple post-treatment.

 

文章引用：朱园园, 李婷婷, 古双喜. 盐酸文拉法辛的合成[J]. 合成化学研究, 2013, 1(1): 1-3. http://dx.doi.org/10.12677/SSC.2013.11001

参考文献

[1] S. Howell, D. Hicks, J. Scatina, et al. Pharmacokinetics of ven-lafaxine and O-desmethylvenlafaxine in laboratory animals. Xenobiotica, 1994, 24(4): 315-327.
[2] S. Troy, V. Parker, D. Hicks, et al. Pharmacokinetics and effect of food on the bioavailability of orally administered venlafaxine. The Journal of Clinical Pharmacology, 1997, 37(10): 954-961.
[3] J. P. Yardley, G. E. M. Husbands, G. Stack, et al. 2-Phenyl-2- (1-hydroxylcycloalkyl) ethyl amine derivatives: synthesis and antidepressant activity. Journal of Medical Chemistry, 1990, 33(10): 2899-2905.
[4] 程国厚, 卓超, 张巍巍, 唐海霞. 1-[2-(二甲氨基)-1-(4-甲氧基苯基)乙基]环已醇盐酸盐的制备方法[P]. 中国专利: 1240206, 2000-01-05.
[5] S. P. Chavan, D. A. Khobragade, M. Thakkar, et al. Practical synthesis of (±)-venlafaxine. Synthetic Communications, 2007, 37(22): 3901-3907.
[6] M. Panunzio, E. Bandini, A. D’Aurizio, et al. Synthesis of Venlafaxine from azadiene via a Hetero-Diels-Alder approach: New microwave-assisted transketalization and hydroxymethylation reactions. Synthesis, 2008, 11: 1753-1756.
[7] D. M. Rathod, S. Rengaraju, M. M. Gharpure, et al. Intermediate and processes for its preparation and conversion into a pharmacologically-active agent. US Patent: 6756502, 2004-06-29.
[8] 周金培，张惠斌，黄雪珍等. 抗抑郁药文法拉辛的合成研究[J]. 中国药科大学学报, 1999, 30(4): 249-250.
[9] S. P. Chavan, D. A. Khobragade, S. K. Kamat, et al. An efficient and green protocol for the preparation of cycloalkanols: A practical synthesis of venlafaxine. Tetrahedron Letters, 2004, 45: 7291-7295.
[10] 石岳崚, 王玮, 吕建国等. 万拉法新的制备方法[P]. 中国专利: 1850781, 2006-10-25.
[11] U. B. Gokhale, C. Parenky. A process for the manufacture of venlafaxine and intermediates thereof. WO Patent: 2006035457, 2006-04-06.
[12] T. P. Jerussi, C. H. Senanayake. Derivatives of venlafaxine and methods of preparing and using the same. EP Patent: 1466889, 2004-10-13.
[13] 钱玉飞, 俞慧萍. 盐酸文拉法辛的合成[J]. 中国医药工业杂志, 2006, 37(6): 373-374.
[14] 赵志全. 万拉法新及其盐的制备方法[P]. 中国专利: 1640867, 2005-07-20.
[15] T. P. Chander, K. S. Deepthi, A. K. Chakravarthy, et al. Preparation of Venlafaxine-Antidepressant Drug. Asian Journal of Che- mistry, 2007, 19(7): 5157-5160.
[16] C. V. K. Basappa, K. S. Rangappa. Simple and an efficient method for the synthesis of 1-[2-dimethyl-amino-1-(4-methoxyphenyl)-ethyl]-cyclohexanol hydrochloride: (±)-venlafaxine racemic mixtures. Bioorganic & Medicinal Chemistry Letters, 2004, 14(12): 3279-3281.

为你推荐