2-[(4-tert-butyl-2,6-dimethylphenyl)methyl]-4,5-dihydro-1H-imidazole

• ChemBase编号: 4432
• 分子式: C16H24N2
• 平均质量: 244.37516
• 单一同位素质量: 244.19394878
• SMILES: Cc1cc(cc(C)c1CC1=NCCN1)C(C)(C)C
• Canonical SMILES: Cc1cc(cc(c1CC1=NCCN1)C)C(C)(C)C
• InChI: InChI=1S/C16H24N2/c1-11-8-13(16(3,4)5)9-12(2)14(11)10-15-17-6-7-18-15/h8-9H,6-7,10H2,1-5H3,(H,17,18)
• InChIKey: HUCJFAOMUPXHDK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[(4-tert-butyl-2,6-dimethylphenyl)methyl]-4,5-dihydro-1H-imidazole
• IUPAC传统名: stas; xylometazoline
• 商标名: Otrivine; Otriven; Otrivin; Otrix
• 别名: Xylomethazoline; Xylometazoline; 2-(4-tert-Butyl-2,6-dimethyl-benzyl)-4,5-dihydro-1H-imidazole; 2-(4-tert-butyl-2,6-dimethylbenzyl)-4,5-dihydro-1h-imidazole

登记号

• CAS号: 526-36-3
• MDL号: MFCD00242956
• PubChem SID: 160967864; 99443248
• PubChem CID: 5709

理论计算性质

JChem

• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 1.3619118
• LogD (pH = 7.4): 1.48564
• Log P: 3.7755392
• 摩尔折射率: 77.8176 cm^3
• 极化性: 29.674038 Å^3
• 极化表面积: 24.39 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 4.68
• LOG S: -4.44
• 溶解度: 8.93e-03 g/l

分子性质

理化性质

• 疏水性(logP): 3.2; 5.376

产品相关信息

• 纯度: 95%; 96%

详细说明

DrugBank - DB06694

• Drug Groups: approved
• Description: A nasal vasoconstricting decongestant drug which acts by binding to the same receptors as adrenaline. It is applied as a spray or as drops into the nose to ease inflammation and congestion of the nasal passageways. It binds alpha-adrenergic receptors to activate the adrenal system which causes systemic vasoconstriction, thereby easing nasal congestion.
• Indication: It is used for treating nasal congestion and minor inflammation due to allergies or colds.
• Pharmacology: Xylometazoline is a direct acting sympathomimetic adrenergic alpha-agonist used to induce systemic vasoconstriction, thereby decreasing nasal congestion. The sympathomimetic action of xylometazoline constricts the smaller arterioles of the nasal passages, producing a prolonged (8-12 hours) decongesting effect.
• References: Haenisch B, Walstab J, Herberhold S, Bootz F, Tschaikin M, Ramseger R, Bonisch H: Alpha-adrenoceptor agonistic activity of oxymetazoline and xylometazoline. Fundam Clin Pharmacol. 2009 Dec 17. [Pubmed]
• External Links: Wikipedia; RxList

参考文献

• Haenisch B, Walstab J, Herberhold S, Bootz F, Tschaikin M, Ramseger R, Bonisch H: Alpha-adrenoceptor agonistic activity of oxymetazoline and xylometazoline. Fundam Clin Pharmacol. 2009 Dec 17. Pubmed