1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine

• ChemBase编号: 4385
• 分子式: C26H26F2N2
• 平均质量: 404.4948464
• 单一同位素质量: 404.20640528
• SMILES: Fc1ccc(C(N2CCN(CC2)C/C=C/c2ccccc2)c2ccc(F)cc2)cc1
• Canonical SMILES: Fc1ccc(cc1)C(c1ccc(cc1)F)N1CCN(CC1)C/C=C/c1ccccc1
• InChI: InChI=1S/C26H26F2N2/c27-24-12-8-22(9-13-24)26(23-10-14-25(28)15-11-23)30-19-17-29(18-20-30)16-4-7-21-5-2-1-3-6-21/h1-15,26H,16-20H2/b7-4+
• InChIKey: SMANXXCATUTDDT-QPJJXVBHSA-N

名称和登记号

名称

• IUPAC标准名: 1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine; 1-[bis(4-fluorophenyl)methyl]-4-(3-phenylprop-2-en-1-yl)piperazine
• IUPAC传统名: flunarizine; 1-[bis(4-fluorophenyl)methyl]-4-(3-phenylprop-2-en-1-yl)piperazine; 1-[bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine
• 商标名: Sibelium; Novo-Flunarizine; Apo-flunarizine capsules; Vertix; Zinasen; Issium; Fluvert; Flufenal
• 别名: 1-[Bis(4-fluorophenyl)methyl]-4-[(2E)-3-phenyl-2-propen-1-yl]piperazine Hydrochloride; Dinaplex; Flugeral; Flunagen; Flunarl; Fluxarten; Gradient; Issium; Mondus; R 14950; Flunarizine Dihydrochloride; Flunarizinum [inn-latin]; Flunarizina [inn-spanish]; 1-(Bis(4-fluorophenyl)methyl)-4-cinnamylpiperazine; (E)-1-[Bis-(p-fluorophenyl)methyl]-4-cinnamylpiperazine; Flunarizine Hydrochloride; flunarizine dihydrochloride; Flunarizine; 1-[''bis''(4-fluorophenyl)methyl]-4-cinnamyl-piperazine; 1-[Bis(4-fluorophenyl)methyl]-4-(3-phenyl-2-propenyl)piperazine; 4',4''-Difluorocinnarizine; Flunarizine

登记号

• CAS号: 52468-60-7; 30484-77-6
• PubChem SID: 160967817; 46507129
• PubChem CID: 941361
• ATC码: N07CA03
• CHEMBL: 30008
• Chemspider ID: 819216
• DrugBank ID: DB04841
• KEGG ID: D07971
• 美国药典/FDA物质标识码: R7PLA2DM0J
• 维基百科标题: Flunarizine

理论计算性质

JChem

• 质子受体: 2
• 质子供体: 0
• LogD (pH = 5.5): 4.0807085
• LogD (pH = 7.4): 5.754555
• Log P: 6.165795
• 摩尔折射率: 120.2976 cm^3
• 极化性: 45.707912 Å^3
• 极化表面积: 6.48 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 5.3
• LOG S: -5.38
• 溶解度: 1.68e-03 g/l

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: White Solid
• 熔点: 188-190°C (dec.)

安全信息

• 保存条件: Refrigerator

药理学性质

• 生物活性机理: Calcium channel blocker; Flunarizine is a selective calcium entry blocker with calmodulin binding properties and histamine H1 blocking activity

产品相关信息

• 应用领域: Effective in the prophylaxis of migraine, occlusive peripheral vascular disease, vertigo of central and peripheral origin, and as an adjuvant in the therapy of epilepsy.; It may help to reduce the severity and duration of attacks of paralysis associated with the more serious form of alternating hemiplegia.

详细说明

DrugBank - DB04841

• Drug Groups: approved
• Description: Flunarizine is a selective calcium entry blocker with calmodulin binding properties and histamine H1 blocking activity. It is effective in the prophylaxis of migraine, occlusive peripheral vascular disease, vertigo of central and peripheral origin, and as an adjuvant in the therapy of epilepsy.
• Indication: Used in the prophylaxis of migraine, occlusive peripheral vascular disease, vertigo of central and peripheral origin, and as an adjuvant in the therapy of epilepsy.
• Pharmacology: Flunarizine is a selective calcium entry blocker with calmodulin binding properties and histamine H1 blocking activity.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic, to two metabolites via N-dealylation and hydroxylation.
• Absorption: 85% following oral administration.
• Half Life: 18 days
• Protein Binding: 99% bound to plasma proteins
• External Links: Wikipedia

Toronto Research Chemicals - F455200

Calcium channel blocker; fluorinated derivative of Cinnarizine. Vasodilator (cerebral and peripheral).

参考文献

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