tert-butyl[(2S)-2-hydroxy-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propyl]amine

• ChemBase编号: 257
• 分子式: C13H24N4O3S
• 平均质量: 316.41966
• 单一同位素质量: 316.15691165
• SMILES: s1nc(N2CCOCC2)c(OC[C@@H](O)CNC(C)(C)C)n1
• Canonical SMILES: O[C@H](COc1nsnc1N1CCOCC1)CNC(C)(C)C
• InChI: InChI=1S/C13H24N4O3S/c1-13(2,3)14-8-10(18)9-20-12-11(15-21-16-12)17-4-6-19-7-5-17/h10,14,18H,4-9H2,1-3H3/t10-/m0/s1
• InChIKey: BLJRIMJGRPQVNF-JTQLQIEISA-N

名称和登记号

名称

• IUPAC标准名: tert-butyl[(2S)-2-hydroxy-3-{[4-(morpholin-4-yl)-1,2,5-thiadiazol-3-yl]oxy}propyl]amine
• IUPAC传统名: timolol
• 商标名: Apo-Timol; Apo-Timop; Aquanil; Betim; Betimol; Blocadren; Istalol; Novo-Timol; Proflax; Temserin; Tenopt; Tim-AK; Timacar; Timacor; Timopic; Timoptic; Timoptic in Ocudose; Timoptic-XE; Timoptol; Phoxal-timolol; Timoptic OcuDose; Nu-Timolol
• 别名: Timololum [INN-Latin]; Timolol maleate; Timolol

登记号

• CAS号: 26839-75-8
• PubChem SID: 160963720
• PubChem CID: 33624

理论计算性质

JChem

• Acid pKa: 14.084203
• 质子受体: 7
• 质子供体: 2
• LogD (pH = 5.5): -1.86655
• LogD (pH = 7.4): -0.97262925
• Log P: 1.335706
• 摩尔折射率: 83.92 cm^3
• 极化性: 31.508581 Å^3
• 极化表面积: 79.74 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 1.44
• LOG S: -3.07
• 溶解度: 2.69e-01 g/l

分子性质

理化性质

• 溶解度: 2.74 mg/mL
• 疏水性(logP): 1.2

详细说明

DrugBank - DB00373

• Drug Groups: approved
• Description: A beta-adrenergic antagonist similar in action to propranolol. The levo-isomer is the more active. Timolol has been proposed as an antihypertensive, antiarrhythmic, antiangina, and antiglaucoma agent. It is also used in the treatment of migraine disorders and tremor. [PubChem]
• Indication: In its oral form it is used to treat high blood pressure and prevent heart attacks, and occasionally to prevent migraine headaches. In its opthalmic form it is used to treat open-angle and occasionally secondary glaucoma.
• Pharmacology: Similar to propranolol and nadolol, timolol is a non-selective, beta-adrenergic receptor antagonist. Timolol does not have significant intrinsic sympathomimetic, direct myocardial depressant, or local anesthetic (membrane-stabilizing) activity, but does possess a relatively high degree of lipid solubility. Timolol, 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.
• Toxicity: LD₅₀=1190 mg/kg (oral, mice), LD₅₀=900 mg/kg (oral, rat). Symptoms of overdose include drowsiness, vertigo, headache, and atriventricular block.
• Affected Organisms: Humans and other mammals
• Biotransformation: Primarily hepatic (80%) via the cytochrome P450 2D6 isoenzyme.
• Absorption: Bioavailability is about 60%
• Half Life: 2.5-5 hours
• Protein Binding: ~10%
• Elimination: Timolol and its metabolites are primarily excreted in the urine.
• References: [Link]
• External Links: Wikipedia; RxList; Drugs.com

参考文献

• Link