5-{[(E)-{pyridin-3-yl[3-(trifluoromethyl)phenyl]methylidene}amino]oxy}pentanoic acid

• ChemBase编号: 1077
• 分子式: C18H17F3N2O3
• 平均质量: 366.3343896
• 单一同位素质量: 366.11912707
• SMILES: FC(F)(F)c1cc(/C(=N\OCCCCC(=O)O)/c2cccnc2)ccc1
• Canonical SMILES: OC(=O)CCCCO/N=C(\c1cccc(c1)C(F)(F)F)/c1cccnc1
• InChI: InChI=1S/C18H17F3N2O3/c19-18(20,21)15-7-3-5-13(11-15)17(14-6-4-9-22-12-14)23-26-10-2-1-8-16(24)25/h3-7,9,11-12H,1-2,8,10H2,(H,24,25)/b23-17+
• InChIKey: GLLPUTYLZIKEGF-HAVVHWLPSA-N

名称和登记号

名称

• IUPAC标准名: 5-{[(E)-{pyridin-3-yl[3-(trifluoromethyl)phenyl]methylidene}amino]oxy}pentanoic acid
• IUPAC传统名: ridogrelum
• 别名: Ridogrelum [INN-Latin]; Ridogrel

登记号

• CAS号: 110140-89-1
• PubChem SID: 46506774; 160964540
• PubChem CID: 5362391

理论计算性质

JChem

• Acid pKa: 3.5016081
• 质子受体: 5
• 质子供体: 1
• LogD (pH = 5.5): 2.0985515
• LogD (pH = 7.4): 0.61658835
• Log P: 3.1325717
• 摩尔折射率: 88.8943 cm^3
• 极化性: 33.11654 Å^3
• 极化表面积: 71.78 Å^2
• 可自由旋转的化学键: 9
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.24
• LOG S: -4.64
• 溶解度: 8.39e-03 g/l

分子性质

理化性质

• 疏水性(logP): 4.3

详细说明

DrugBank - DB01207

• Drug Groups: approved
• Description: Ridogrel is a dual action drug useful for the prevention of systemic thrombo-embolism and as an adjunctive agent to thrombolytic therapy in acute myocardial infarction. However, there currently are no clinical indications for preferential use of ridogrel over aspirin.
• Indication: Used as an adjunctive therapy to induce thrombolysis in patients suffering acute myocardial infarction.
• Pharmacology: Ridogrel, a combined thromboxane synthase inhibitor and receptor antagonist, is used with streptokinase as an adjunctive therapy to reduce the formation and size of blood clots. Blood clots can cause ischemic cardiac events (heart attacks). Ridogrel has the dual property of inhibiting the synthesis of thromboxane and blocking the receptors of thromboxane/prostaglandin/endoperoxides. It has been shown to accelerate the speed of recanalization and to delay or prevent reocclusion during systemic thrombolysis with tissue plasminogen activator (streptokinase). Ridogrel is a more potent antiplatelet agent than aspirin and might offer an advantage over aspirin as an adjunct to thrombolysis in patients suffering from acute myocardial infarction. While aspirin inhibits cyclooxygenase, the enzyme responsible for producing thromboxane, ridogrel inhibits thromboxane synthesis directly. A recent comparison between aspirin and ridogrel in as adjunct to thrombolysis in patients with acute myocardial infarction demonstrated that ridogrel is not superior to aspirin in enhancing the fibrinolytic efficacy of streptokinase but might be more effective in preventing new ischemic events. Clinical experience with this drug is still relatively limited.
• Affected Organisms: Humans and other mammals
• Absorption: Rapidly absorbed after oral administration (30-60 min)
• Protein Binding: Approximately 60% bound to plasma proteins