8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one

• ChemBase编号: 4386
• 分子式: C29H31F2N3O
• 平均质量: 475.5727464
• 单一同位素质量: 475.24351907
• SMILES: Fc1ccc(C(CCCN2CCC3(N(CNC3=O)c3ccccc3)CC2)c2ccc(F)cc2)cc1
• Canonical SMILES: Fc1ccc(cc1)C(c1ccc(cc1)F)CCCN1CCC2(CC1)C(=O)NCN2c1ccccc1
• InChI: InChI=1S/C29H31F2N3O/c30-24-12-8-22(9-13-24)27(23-10-14-25(31)15-11-23)7-4-18-33-19-16-29(17-20-33)28(35)32-21-34(29)26-5-2-1-3-6-26/h1-3,5-6,8-15,27H,4,7,16-21H2,(H,32,35)
• InChIKey: QOYHHIBFXOOADH-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one
• IUPAC传统名: 8-[4,4-bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one; fluspirilene; imap
• 商标名: Imap; Lopac-F-100; Redeptin
• 别名: Redeptin; 8-[4,4-Bis(4-fluorophenyl)butyl]-1-phenyl-1,3,8-triazaspiro[4.5]decan-4-one; Fluspirilen; Fluspiriline; Imap; McN-JR 6218; 8-[4,4-bis(p-Fluorophenyl)butyl]-1-phenyl-1,3,8-triazino[4.5]decan-4-one; R 6218; Fluspirilene; Spirodiflamin; R6218; 8-[4,4-bis (p-fluorophenyl)butyl]-1-phenyl-1,3,8-triazino[4,5]decan-4-one; Fluspirileno [inn-spanish]; Fluspirilenum [inn-latin]; Fluspirilene

登记号

• CAS号: 1841-19-6
• EC号: 217-418-6
• MDL号: MFCD00055137
• PubChem SID: 24277915; 160967818; 46508202
• PubChem CID: 3396
• ATC码: N05AG01
• CHEMBL: 46516
• Chemspider ID: 3279
• DrugBank ID: DB04842
• IUPHAR配体索引: 85
• KEGG ID: D02629
• 美国药典/FDA物质标识码: C5QA4GLR9M
• 维基百科标题: Fluspirilene

理论计算性质

JChem

• Acid pKa: 11.987693
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 2.4489284
• LogD (pH = 7.4): 3.8700993
• Log P: 5.778034
• 摩尔折射率: 135.2675 cm^3
• 极化性: 51.41223 Å^3
• 极化表面积: 35.58 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 5.18
• LOG S: -5.45
• 溶解度: 1.67e-03 g/l

分子性质

理化性质

• 溶解度: 0.01 mg/mL at 25 oC [MERCK INDEX (1996)]; DMSO: ≥20 mg/mL; ethanol: soluble; H2O: insoluble
• 外观: white solid
• 熔点: 187.5-190°C
• 疏水性(logP): 5.86 [HANSCH,C ET AL. (1995)]

安全信息

• 保存条件: Room Temperature (15-30°C)
• RTECS编号: XX8750000
• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: room temp

药理学性质

• 给药途径: IM
• 法定药品分级: Rx-only
• 相关基因信息: human ... DRD1(1812), DRD2(1813), DRD3(1814), DRD4(1815), DRD5(1816)
• 生物活性机理: Calcium channel antagonist; Dopamine antagonist

产品相关信息

• 纯度: ≥98% (HPLC)
• 级别: USP
• 应用领域: Neuroleptic; Psychosedatives

详细说明

MP Biomedicals - 02153707

A dopamine antagonist.

DrugBank - DB04842

• Drug Groups: approved
• Description: A long-acting injectable antipsychotic agent used for chronic schizophrenia.
• Indication: Used for the treatment of schizophrenia.
• Pharmacology: Fluspirilene is a relatively long-acting injectable depot antipsychotic drug used for schizophrenia. Fluspirilene does not differ greatly from other depot antipsychotics (fluphenazine decanoate, fluphenazine enathate, perphenazine onanthat, pipotiazine undecylenate) with respect to treatment efficacy, response or tolerability. Outcomes suggest that fluspirilene does not differ significantly from oral antipsychotics or in different weekly regimens, although much cannot be inferred because of the shortage of trials.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia

Sigma Aldrich - F100

Biochem/physiol Actions
Dopamine receptor antagonist; antipsychotic; calcium channel blocker.

Toronto Research Chemicals - F599800

Fluspirilene is a diphenylbutylpiperidine antipsychotic drug, used for the treatment of schizophrenia.

参考文献

• Janssen, P.A.J., et al.: Arzneim.-Forsch., 20, 1689 (1970)
• Cox, D., et al.: J. Cardiovasc. Pharmacol., 21, 595 (1970)
• Toenjes, K., et al.: Antimicrob. Agents Chemother., 49, 963 (1970)
• ,Agarwal, V., et al.: J. Biotechnol., 136, S451 (1970)
• U.S. Pat., 1966, Janssen, 3 238 216; CA, 65, 8924d, (synth)
• Janssen, P.A.J. et al., Arzneim.-Forsch., 1970, 20, 1689, (pharmacol)
• Blessington, B., Org. Mass Spectrom., 1971, 5, 1113, (ms)
• Kenny, B.A. et al., Br. J. Pharmacol., 1990, 100, 211, (pharmacol)
• Grantham, C.J. et al., Br. J. Pharmacol., 1994, 111, 483, (pharmacol)
• Martindale, The Extra Pharmacopoeia, 31st edn., Pharmaceutical Press, 1996, 713
• Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, PFU250