1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline

• ChemBase编号: 984
• 分子式: C20H21NO4
• 平均质量: 339.38504
• 单一同位素质量: 339.14705816
• SMILES: O(c1cc2c(nccc2cc1OC)Cc1cc(OC)c(OC)cc1)C
• Canonical SMILES: COc1ccc(cc1OC)Cc1nccc2c1cc(OC)c(c2)OC
• InChI: InChI=1S/C20H21NO4/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16/h5-8,10-12H,9H2,1-4H3
• InChIKey: XQYZDYMELSJDRZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline
• IUPAC传统名: papaverine
• 商标名: Alapav; Artegodan; Cardiospan; Cardoverina; Cepaverin; Cerebid; Cerespan; Delapav; Dilaves; Dispamil; Drapavel; Durapav; Dynovas; Forpavin; Genabid; Myobid; Optenyl; Pameion; Pamelon; Panergon; Pap H; Papacon; Papalease; Papanerin; Papanerin-Hcl; Papanerine; Papaversan; Papital T.R.; Paptial T.R.; Pavabid; Pavabid Hp; Pavacap; Pavacels; Pavacen; Pavacot; Pavadel; Pavagen; Pavakey; Pavarine; Pavased; Pavatest; Pavatine; Pavatym; Paverolan; Paveron; Pavnell; Qua Bid; Ro-Papav; Robaxapap; Spasmo-Nit; Therapav; Vasal; Vaso-Pav
• 别名: 罂粟碱; Chlorhydrate de Papaverine; Papavarine Chlorhydrate; Papaverine Chlorohydrate; Papaverine Hcl; Papaverine Hydrochloride; Papaverine Monohydrochloride; Papaverinium Chloride; Papaverin; Papaverine; Papaverine; 1-(3,4-DIMETHOXYBENZYL)-6,7-DIMETHOXYISOQUINOLINE

登记号

• CAS号: 58-74-2; 61-25-6
• EC号: 200-397-2
• MDL号: MFCD00024138
• Beilstein号: 312930
• 默克索引号: 147019
• PubChem SID: 46508003; 160964447
• PubChem CID: 4680

理论计算性质

JChem

• 质子受体: 5
• 质子供体: 0
• LogD (pH = 5.5): 2.4896507
• LogD (pH = 7.4): 3.062748
• Log P: 3.080075
• 摩尔折射率: 95.5175 cm^3
• 极化性: 38.36705 Å^3
• 极化表面积: 49.81 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: 4.19
• LOG S: -4.42
• 溶解度: 1.29e-02 g/l

分子性质

理化性质

• 熔点: 146-147°C
• 疏水性(logP): 3

安全信息

• 保存注意事项: Light Sensitive
• RTECS编号: NW8450000
• 欧盟危险性物质标志: X
• 危险公开号: 22
• 安全公开号: 2-22
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS危险声明: H302
• GHS警示性声明: P264-P270-P301+P312-P330-P501A

产品相关信息

• 纯度: 97%

详细说明

DrugBank - DB01113

• Drug Groups: approved
• Description: An alkaloid found in opium but not closely related to the other opium alkaloids in its structure or pharmacological actions. It is a direct-acting smooth muscle relaxant used in the treatment of impotence and as a vasodilator, especially for cerebral vasodilation. The mechanism of its pharmacological actions is not clear, but it apparently can inhibit phosphodiesterases and it may have direct actions on calcium channels. [PubChem]
• Indication: For the treatment of impotence and vasospasms.
• Pharmacology: Papaverine is a nonxanthine phosphodiesterase inhibitor for the relief of cerebral and peripheral ischemia associated with arterial spasm and myocardial ischemia complicated by arrhythmias. The main actions of Papaverine are exerted on cardiac and smooth muscle. Like qathidine, Papaverine acts directly on the heart muscle to depress conduction and prolong the refractory period. Papaverine relaxes various smooth muscles. This relaxation may be prominent if spasm exists. The muscle cell is not paralyzed by Papaverine and still responds to drugs and other stimuli causing contraction. The antispasmodic effect is a direct one, and unrelated to muscle innervation. Papaverine is practically devoid of effects on the central nervous system. Papaverine relaxes the smooth musculature of the larger blood vessels, especially coronary, systemic peripheral, and pulmonary arteries.
• Affected Organisms: Humans and other mammals
• Half Life: 0.5-2 hours
• Protein Binding: ~90%
• References: Tang Y, Luan J, Zhang X: Accelerating tissue expansion by application of topical papaverine cream. Plast Reconstr Surg. 2004 Oct;114(5):1166-9. [Pubmed] ; Liu JK, Couldwell WT: Intra-arterial papaverine infusions for the treatment of cerebral vasospasm induced by aneurysmal subarachnoid hemorrhage. Neurocrit Care. 2005;2(2):124-32. [Pubmed] ; Takeuchi K, Sakamoto S, Nagayoshi Y, Nishizawa H, Matsubara J: Reactivity of the human internal thoracic artery to vasodilators in coronary artery bypass grafting. Eur J Cardiothorac Surg. 2004 Nov;26(5):956-9. [Pubmed]
• External Links: Wikipedia; RxList; Drugs.com

DrugBank - DB07725

Drug information: experimental

参考文献

• Tang Y, Luan J, Zhang X: Accelerating tissue expansion by application of topical papaverine cream. Plast Reconstr Surg. 2004 Oct;114(5):1166-9. Pubmed
• Liu JK, Couldwell WT: Intra-arterial papaverine infusions for the treatment of cerebral vasospasm induced by aneurysmal subarachnoid hemorrhage. Neurocrit Care. 2005;2(2):124-32. Pubmed
• Takeuchi K, Sakamoto S, Nagayoshi Y, Nishizawa H, Matsubara J: Reactivity of the human internal thoracic artery to vasodilators in coronary artery bypass grafting. Eur J Cardiothorac Surg. 2004 Nov;26(5):956-9. Pubmed