西拉唑啉

化合物

西拉唑啉INN:cirazoline)是α1A腎上腺素受體的完全激動劑α1Bα1D腎上腺素受體的部分激動劑[1]以及α2腎上腺素受體的非選擇性拮抗劑。[2]據信,這種特性的組合可以使西拉唑啉成為有效的血管收縮劑。[2]

西拉唑啉
IUPAC名
2-[(2-Cyclopropylphenoxy)methyl]-4,5-dihydro-1H-imidazole
識別
CAS號 59939-16-1  checkY
PubChem 2765
ChemSpider 2663
SMILES
 
  • O(c1c(cccc1)C2CC2)CC/3=N/CCN\3
InChI
 
  • 1/C13H16N2O/c1-2-4-12(11(3-1)10-5-6-10)16-9-13-14-7-8-15-13/h1-4,10H,5-9H2,(H,14,15)
InChIKey YAORIDZYZDUZCM-UHFFFAOYAV
MeSH Cirazoline
IUPHAR配體 515
性質
化學式 C13H16N2O
莫耳質量 216.279 g/mol g·mol⁻¹
若非註明,所有數據均出自標準狀態(25 ℃,100 kPa)下。

據稱,西拉唑啉還可以通過激活大腦下視丘室旁核中的α1腎上腺素受體來減少大鼠的食物攝入量。[3]服用西拉唑啉似乎還會通過激活相同的受體來損害猴子的空間記憶。[4][5]然而,在初步研究中,通過刺激α2腎上腺素受體,工作記憶得到了相對改善。[4]

參考資料

  1. ^ Horie, K; Obika, K; Foglar, R. Selectivity of the imidazoline α-adrenoceptor agonists (oxymetazoline and cirazoline) for human cloned α1-adrenoceptor subtypes. British Journal of Pharmacology. 1995, 116 (1): 1611–8. PMC 1908909 . PMID 8564227. doi:10.1111/j.1476-5381.1995.tb16381.x. 
  2. ^ 2.0 2.1 Ruffolo, R. R. Jr.; Waddell, J. E. Receptor interactions of imidazolines. IX. Cirazoline is an α1 adrenergic agonist and an α2 adrenergic antagonist. Journal of Pharmacology and Experimental Therapeutics. 1982, 222 (1): 29–36. PMID 6123592. 
  3. ^ Davies, B. T.; Wellman, P. J. Effects on ingestive behavior in rats of the α1-adrenoceptor agonist cirazoline. European Journal of Pharmacology. 1992, 210 (1): 11–16. PMID 1350985. doi:10.1016/0014-2999(92)90645-K. 
  4. ^ 4.0 4.1 Arnsten, A.F.T.; Jentsch, J.D. The Alpha-1 Adrenergic Agonist, Cirazoline, Impairs Spatial Working Memory Performance in Aged Monkeys. Pharmacology Biochemistry and Behavior. September 1997, 58 (1): 55–59. ISSN 0091-3057. PMID 9264070. S2CID 20663570. doi:10.1016/s0091-3057(96)00477-7 . 
  5. ^ Imbery, Irdmusa, Speidell, Streer, Griffin, Ted E., Mitra S., Andrew P., Mark S., John D. The effects of Cirazoline, an alpha-1 adrenoreceptor agonist, on the firing rates of thermally classified anterior hypothalamic neurons in rat brain slices. Brain Research. 15 December 2007, 1193: 93–101. PMC 2268753 . PMID 18184607. doi:10.1016/j.brainres.2007.12.016.