Butylphthalide

Butylphthalide
Names
IUPAC name
3-Butyl-2-benzofuran-1(3H)-one
Other names
3-Butylphthalide; 3-n-Butylphthalide
Identifiers
Abbreviations NBP; BuPh
6066-49-5 Yes
ChemSpider 55293
Jmol-3D images Image
PubChem 61361
UNII 822Q956KGM
Properties
Molecular formula
C12H14O2
Molar mass 190.24 g·mol−1
Related compounds
Related compounds
Phthalide
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references


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]

References

  1. Wilson, Charles Welthy III (1970). "Relative recovery and identification of carbonyl compounds from celery essential oil". Journal of Food Science 35 (6): 766–768. doi:10.1111/j.1365-2621.1970.tb01989.x.
  2. Houston, M (2005). "Nutraceuticals, Vitamins, Antioxidants, and Minerals in the Prevention and Treatment of Hypertension". Progress in Cardiovascular Diseases 47 (6): 396–449. doi:10.1016/j.pcad.2005.01.004. PMID 16115519.
  3. D. Tsi and B. K. H. Tan (1997). "Cardiovascular Pharmacology of 3-n-butylphthalide in Spontaneously Hypertensive Rats". Phytotherapy Research 11 (8): 576–582. doi:10.1002/(SICI)1099-1573(199712)11:8<576::AID-PTR174>3.0.CO;2-7.
  4. Feng, X; Peng, Y; Liu, M; Cui, L (2011). "Dl-3-n-butylphthalide extends survival by attenuating glial activation in a mouse model of amyotrophic lateral sclerosis". Neuropharmacology 62 (2): 1004–10. doi:10.1016/j.neuropharm.2011.10.009. PMID 22056419.
  5. Zhang, T; Yan, W; Li, Q; Fu, J; Liu, K; Jia, W; Sun, X; Liu, X (2011). "3-n-butylphthalide (NBP) attenuated neuronal autophagy and amyloid-beta expression in diabetic mice subjected to brain ischemia". Neurological research 33 (4): 396–404. doi:10.1179/1743132810Y.0000000006. PMID 21535939.
  6. Ji, XC; Zhao, WH; Cao, DX; Shi, QQ; Wang, XL (2011). "Novel neuroprotectant chiral 3-n-butylphthalide inhibits tandem-pore-domain potassium channel TREK-1". Acta pharmacologica Sinica 32 (2): 182–7. doi:10.1038/aps.2010.210. PMID 21293470.
  7. Xiong, N; Huang, J; Chen, C; Zhao, Y; Zhang, Z; Jia, M; Zhang, Z; Hou, L; Yang, H; Cao, Xuebing; Liang, Zhihou; Zhang, Yongxue; Sun, Shenggang; Lin, Zhicheng; Wang, Tao (2011). "Dl-3-n-butylphthalide, a natural antioxidant, protects dopamine neurons in rotenone models for Parkinson's disease". Neurobiology of Aging 33 (8): 1777. doi:10.1016/j.neurobiolaging.2011.03.007. PMID 21524431.