(3R,3aS,6S,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl nitrate

• ChemBase编号: 761
• 分子式: C6H8N2O8
• 平均质量: 236.13632
• 单一同位素质量: 236.02806523
• SMILES: O1[C@H]2[C@H](OC[C@H]2O[N+](=O)[O-])[C@@H](O[N+](=O)[O-])C1
• Canonical SMILES: [O-][N+](=O)O[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2O[N+](=O)[O-]
• InChI: InChI=1S/C6H8N2O8/c9-7(10)15-3-1-13-6-4(16-8(11)12)2-14-5(3)6/h3-6H,1-2H2/t3-,4+,5-,6-/m1/s1
• InChIKey: MOYKHGMNXAOIAT-JGWLITMVSA-N

名称和登记号

名称

• IUPAC标准名: (3R,3aS,6S,6aS)-6-(nitrooxy)-hexahydrofuro[3,2-b]furan-3-yl nitrate
• IUPAC传统名: isosorbide dinitrate
• 商标名: Cardio 10; Cardis; Carvanil; Carvasin; Cedocard; Claodical; Cornilat; Coronex; Corosorbide; Difutrat; Dilatrate; Dilatrate-SR; Dinitrosorbide; Emoper; Flindix; Harrical; IBD 20; ISD; ISDN; Ismotic; Iso-Bid; Isochron; Isoket; Isorbid; Isordil; Isordil Tembids; Isostat; Isotrate; Korodil; Lomilan; Maycor; Myorexon; Nitrosorbid; Nitrosorbide; Nitrosorbon; Nosim; Resoidan; Rifloc Retard; Rigedal; Sorbangil; Sorbide T.D.; Sorbidilat; Sorbislo; Sorbitrate; Sorbonit; Sorquad; Tinidil; Titradose; Vascardin; Vasodilat; Vasorbate; Xanyl
• 别名: Dianhydrosorbitol 2,5-dinitrate; Sorbide nitrate; Sorbide, dinitrate; Sorbidnitrate; Isosorbide Dinitrate; 1,4:3,6-Dianhydro-D-glucitol Dinitrate; Dinitrosorbide; 1,4:3,6-Dianhydrosorbitol 2,5-Dinitrate, Carvasin; Cedocard; Corovliss; Dignonitrat; Dilatrate; Diniket, ISDN

登记号

• CAS号: 87-33-2
• PubChem SID: 46506412; 160964224
• PubChem CID: 6883

理论计算性质

JChem

• 质子受体: 8
• 质子供体: 0
• LogD (pH = 5.5): 0.4432914
• LogD (pH = 7.4): 0.4432914
• Log P: 0.4432914
• 摩尔折射率: 44.7714 cm^3
• 极化性: 17.58034 Å^3
• 极化表面积: 128.56 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 0.87
• LOG S: -2.4
• 溶解度: 9.38e-01 g/l

分子性质

理化性质

• 溶解度: 0.55 mg/mL [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; Acetone; Chloroform; Ethyl Ether; Methanol
• 外观: White Solid
• 熔点: 62-64°C
• 疏水性(logP): 1.31 [HANSCH,C ET AL. (1995)]

安全信息

• 保存条件: -20°C Freezer

详细说明

DrugBank - DB00883

• Drug Groups: approved
• Description: A vasodilator used in the treatment of angina pectoris. Its actions are similar to nitroglycerin but with a slower onset of action. [PubChem]
• Indication: For the prevention of angina pectoris due to coronary artery disease.
• Pharmacology: Isosorbide Dinitrate is a moderate to long acting oral organic nitrate used for the relief and prophylactic management of angina pectoris. It relaxes the vascular smooth muscle and consequent dilatation of peripheral arteries and veins, especially the latter. Dilatation of the veins promotes peripheral pooling of blood and decreases venous return to the heart, thereby reducing left ventricular end- diastolic pressure and pulmonary capillary wedge pressure (preload). Arteriolar relaxation reduces systemic vascular resistance, systolic arterial pressure, and mean arterial pressure.
• Toxicity: Symptoms of overdose include reduced cardiac output and hypotension.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic
• Absorption: Absorption of isosorbide dinitrate after oral dosing is nearly complete, but bioavailability is highly variable (10% to 90%), with extensive first-pass metabolism in the liver. The average bioavailability of isosorbide dinitrate is about 25%.
• Half Life: 1 hour
• Protein Binding: Very low
• Distribution: * 2 to 4 L/kg
• External Links: RxList; PDRhealth; Drugs.com

Toronto Research Chemicals - I901700

Coronary vasodilator.

参考文献

• Silvieri, L.A., et al.: Anal. Profiles Drug Subs., 4, 225 (1975)