Butylphthalide
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| Names | |
|---|---|
| Preferred IUPAC name
3-Butyl-2-benzofuran-1(3H)-one | |
| Other names
3-Butylphthalide; 3-n-Butylphthalide
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| Identifiers | |
3D model (JSmol)
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| Abbreviations | NBP; BuPh |
| ChemSpider | |
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PubChem CID
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| UNII | |
CompTox Dashboard (EPA)
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| Properties | |
| C12H14O2 | |
| Molar mass | 190.242 g·mol−1 |
| Appearance | clear oily liquid |
| Related compounds | |
Related compounds
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Phthalide |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Butylphthalide (3-n-butylphthalide or NBP) is one of the chemical constituents in celery oil, along with sedanolide, which is primarily responsible for the aroma and taste of celery.[1]
Studies in animal models suggest that butylphthalide may be useful for the treatment of hypertension[2][3] and may have neuroprotective effects.[4][5][6][7] In 2002, NBP was approved in China for the treatment of cerebral ischemia.[8]
NBP undergoes extensive metabolism in humans.[9] The major metabolites in human plasma were 3-OH-NBP, 10-OH-NBP, 10-CO-NBP, 11-COOH-NBP. The AUC of metabolites was much larger than that of NBP.
Minor side effects were observed in preclinical and clinical studies. The minor bioactivation pathway of NBP was proved to be mediated via sulfation of 3-OH-NBP.[10]
References
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- ^ Diao X, Deng P, Xie C, Li X, Zhong D, Zhang Y, Chen X. Metabolism and pharmacokinetics of 3-n-butylphthalide (NBP) in humans: the role of cytochrome P450s and alcohol dehydrogenase in biotransformation. Drug Metab Dispos 2013;41:430-444.
- ^ Diao X, Pang X, Xie C, Guo Z, Zhong D, Chen X. Bioactivation of 3-n-butylphthalide via sulfation of its major metabolite 3-hydroxy-NBP: mediated mainly by sulfotransferase 1A1. Drug Metab Dispos 2014;42:774-781.