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莫达非尼砜

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莫达非尼砜
首选IUPAC名
2-(Diphenylmethanesulfonyl)acetamide
别名 CRL-41056; Diphenylmethylsulfonylacetamide
识别
CAS号 118779-53-6  checkY
PubChem 6460146
ChemSpider 4962374
SMILES
 
  • C1=CC=C(C=C1)C(C2=CC=CC=C2)S(=O)(=O)CC(=O)N
性质
化学式 C15H15NO3S
摩尔质量 289.35 g·mol−1
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

莫达非尼砜(英語:Modafinil sulfone,研发代号:CRL-41056)是促觉醒药物英语Wakefulness-promoting agent莫达非尼的非手性氧化代谢产物。它是莫达非尼两种主要循环代谢产物之一,另一种是莫达非尼酸英语Modafinil acid。莫达非尼砜也是莫达非尼前药阿屈非尼英语Adrafinil的代谢物。莫达非尼砜也是阿莫达非尼(莫达非尼的(R)-(-)-对映体)的代谢物,因为的氧化会去除原子上的手性中心。莫达非尼砜被描述为无活性的[1],并且与莫达非尼酸类似,似乎对莫达非尼的促觉醒作用无贡献[2][3][4]。然而,与莫达非尼一样,莫达非尼砜在动物实验中被发现具有抗惊厥英语Anticonvulsant特性,表明它确实具有一定的生物活性[5][6][7]

参见

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参考来源

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  1. ^ Wong, Y. Nancy; Wang, Lixia; Hartman, Linda; Simcoe, Donna; Chen, Yusong; Laughton, Watson; Eldon, Richard; Markland, Colin; Grebow, Peter. Comparison of the Single-Dose Pharmacokinetics and Tolerability of Modafinil and Dextroamphetamine Administered Alone or in Combination in Healthy Male Volunteers. The Journal of Clinical Pharmacology. 1998, 38 (10): 971–978. ISSN 0091-2700. PMID 9807980. S2CID 32857213. doi:10.1002/j.1552-4604.1998.tb04395.x. 
  2. ^ Schwertner, Harvey A.; Kong, Suk Bin. Determination of modafinil in plasma and urine by reversed phase high-performance liquid-chromatography. Journal of Pharmaceutical and Biomedical Analysis. 2005, 37 (3): 475–479. ISSN 0731-7085. PMID 15740906. doi:10.1016/j.jpba.2004.11.014. 
  3. ^ Robertson, Philmore; Hellriegel, Edward T. Clinical Pharmacokinetic Profile of Modafinil. Clinical Pharmacokinetics. 2003, 42 (2): 123–137. ISSN 0312-5963. PMID 12537513. S2CID 1266677. doi:10.2165/00003088-200342020-00002. 
  4. ^ Robertson, P. Effect of modafinil on the pharmacokinetics of ethinyl estradiol and triazolam in healthy volunteers. Clinical Pharmacology & Therapeutics. 2002, 71 (1): 46–56. ISSN 0009-9236. PMID 11823757. S2CID 21552865. doi:10.1067/mcp.2002.121217. 
  5. ^ Chatterjie N, Stables JP, Wang H, Alexander GJ. Anti-narcoleptic agent modafinil and its sulfone: a novel facile synthesis and potential anti-epileptic activity. Neurochem. Res. 2004, 29 (8): 1481–6. PMID 15260124. S2CID 956077. doi:10.1023/b:nere.0000029559.20581.1a. 
  6. ^ Modafinil side effects.  2019-01-07
  7. ^ Provigil Online Pharmacy. 2023-01-16