5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydroquinolin-2-one

• ChemBase编号: 403
• 分子式: C16H24N2O3
• 平均质量: 292.37336
• 单一同位素质量: 292.17869264
• SMILES: O(CC(O)CNC(C)(C)C)c1c2CCC(=O)Nc2ccc1
• Canonical SMILES: OC(COc1cccc2c1CCC(=O)N2)CNC(C)(C)C
• InChI: InChI=1S/C16H24N2O3/c1-16(2,3)17-9-11(19)10-21-14-6-4-5-13-12(14)7-8-15(20)18-13/h4-6,11,17,19H,7-10H2,1-3H3,(H,18,20)
• InChIKey: LWAFSWPYPHEXKX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-[3-(tert-butylamino)-2-hydroxypropoxy]-1,2,3,4-tetrahydroquinolin-2-one
• IUPAC传统名: carteololum
• 商标名: Cartrol; Endak Hydrochloride; Ocupress
• 别名: Carteololum [INN-Latin]; Carteolol Hydrochloride; Carteolol HCl; Carteolol

登记号

• CAS号: 51781-06-7
• PubChem SID: 160963866; 46507513
• PubChem CID: 2583

理论计算性质

JChem

• Acid pKa: 13.408522
• 质子受体: 4
• 质子供体: 3
• LogD (pH = 5.5): -1.7840903
• LogD (pH = 7.4): -0.8902049
• Log P: 1.4181689
• 摩尔折射率: 83.1416 cm^3
• 极化性: 32.03236 Å^3
• 极化表面积: 70.59 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.05
• LOG S: -2.84
• 溶解度: 4.21e-01 g/l

分子性质

理化性质

• 疏水性(logP): 1.1

详细说明

DrugBank - DB00521

• Drug Groups: approved
• Description: A beta-adrenergic antagonist used as an anti-arrhythmia agent, an anti-angina agent, an antihypertensive agent, and an antiglaucoma agent. [PubChem]
• Indication: For the treatment of intraocular hypertension and chronic open-angle glaucoma
• Pharmacology: Carteolol is a beta1 and beta2 (non-selective) adrenergic receptor-blocking agent that does not have significant intrinsic sympathomimetic, direct myocardial depressant, or local anesthetic (membrane-stabilizing) activity. Carteolol, when applied topically to the eye, has the action of reducing elevated, as well as normal, intraocular pressure, whether or not accompanied by glaucoma. Elevated intraocular pressure is a major risk factor in the pathogenesis of glaucomatous visual field loss and optic nerve damage. Carteolol reduces intraocular pressure with little or no effect on pupil size or accommodation in contrast to the miosis which cholinergic agents are known to produce.
• Toxicity: The most common effects expected with overdosage of a beta-adrenergic blocking agent are bradycardia, bronchospasm, congestive heart failure and hypotension.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• References: El-Kamel A, Al-Dosari H, Al-Jenoobi F: Environmentally responsive ophthalmic gel formulation of carteolol hydrochloride. Drug Deliv. 2006 Jan-Feb;13(1):55-9. [Pubmed] ; Kuwahara K, Oizumi N, Fujisawa S, Tanito M, Ohira A: Carteolol hydrochloride protects human corneal epithelial cells from UVB-induced damage in vitro. Cornea. 2005 Mar;24(2):213-20. [Pubmed] ; Trinquand C, Romanet JP, Nordmann JP, Allaire C: [Efficacy and safety of long-acting carteolol 1% once daily. A double-masked, randomized study] J Fr Ophtalmol. 2003 Feb;26(2):131-6. [Pubmed]
• External Links: Wikipedia; RxList; Drugs.com

参考文献

• El-Kamel A, Al-Dosari H, Al-Jenoobi F: Environmentally responsive ophthalmic gel formulation of carteolol hydrochloride. Drug Deliv. 2006 Jan-Feb;13(1):55-9. Pubmed
• Kuwahara K, Oizumi N, Fujisawa S, Tanito M, Ohira A: Carteolol hydrochloride protects human corneal epithelial cells from UVB-induced damage in vitro. Cornea. 2005 Mar;24(2):213-20. Pubmed
• Trinquand C, Romanet JP, Nordmann JP, Allaire C: [Efficacy and safety of long-acting carteolol 1% once daily. A double-masked, randomized study] J Fr Ophtalmol. 2003 Feb;26(2):131-6. Pubmed