4-butyl-1-(4-hydroxyphenyl)-2-phenylpyrazolidine-3,5-dione

• ChemBase编号: 3246
• 分子式: C19H20N2O3
• 平均质量: 324.3737
• 单一同位素质量: 324.14739251
• SMILES: O=C1N(N(C(=O)C1CCCC)c1ccccc1)c1ccc(O)cc1
• Canonical SMILES: CCCCC1C(=O)N(N(C1=O)c1ccc(cc1)O)c1ccccc1
• InChI: InChI=1S/C19H20N2O3/c1-2-3-9-17-18(23)20(14-7-5-4-6-8-14)21(19(17)24)15-10-12-16(22)13-11-15/h4-8,10-13,17,22H,2-3,9H2,1H3
• InChIKey: HFHZKZSRXITVMK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-butyl-1-(4-hydroxyphenyl)-2-phenylpyrazolidine-3,5-dione
• IUPAC传统名: cinophen-N; oxyphenbutazone
• 商标名: Aradinum; Artroflog; Butaflogin; Butanora; Butanova; Butapirone; Butazonic; Butilene; Californit; Cinophen-n; Crovaril; Deflogin; Etrozolidina; Flamaril; Flanaril; Flegmostam; Flogal; Floghene; Flogistin; Flogitolo; Flogodin; Flogoril; Flogostop; Flopirina; Frabel; Genal; Idrobutazina; Infamil; Infammil; Ipabutona; Iridil; Isobutazina; Isobutil; Metabolite I; Mysite; Neo-farmadol; Neofen; Offitril; Optimal; Oxalid; Oxazolidin; Oxazolidin-geigy; Oxazolioin; Oxi-fenibutol; Oxibutol; Oxybuton; Oxyphentamin; Pirabutina; Piraflogin; Poliflogil; Portoril; Rapostan; Remazin; Reumox; Reunabutal; Rumapax; Tandacote; Tandalgesic; Tandearil; Tanderal; Tanderil; Telidac; Telidal; Tendearil; Valioil; Visubutina
• 别名: 1-(p-Hydroxyphenyl)-2-phenyl-4-butyl-3,5-pyrazolidinedione; 1-p-Hydroxyphenyl-2-phenyl-3,5-dioxo-4-N-butylpyrazolidine; 1-Phenyl-2-(p-hydroxyphenyl)-3,5-dioxo-4-butylpyrazolidine; 3,5-Pyrazolidinedione, 4-butyl-1-(4-hydroxyphenyl)-2-phenyl; 4-Butyl-1-(4-hydroxyphenyl)-2-phenyl-3,5-pyrazolidinedione; 4-Butyl-1-(p-hydroxyphenyl)-2-phenyl-3,5-pyrazolidinedione; 4-Butyl-2-(4-hydroxyphenyl)-1-phenyl-3,5-dioxopyrazolidine; 4-Butyl-2-(p-hydroxyphenyl)-1-phenyl-3,5-pyrazolidinedione; Hydroxyphenylbutazon; Ossifenbutazone [dcit]; OPB; Oxifenbutazona [inn-spanish]; Oxifenylbutazon; Oxiphenbutazone; Oxiphenbutazonum; Oxyphenbutazonum [inn-latin]; Oxyphenobutazone; Oxyphenylbutazone; P-hydroxyphenylbutazone; P-oxyphenylbutazone; Usaf Ge-14; Oxyphenbutazone; Butapirone; Californit; Crovaril; Rapostan; Visubutina

登记号

• CAS号: 129-20-4
• PubChem SID: 160966688; 46507285
• PubChem CID: 4641

理论计算性质

JChem

• Acid pKa: 4.8666587
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 3.1226108
• LogD (pH = 7.4): 1.8622944
• Log P: 3.8322325
• 摩尔折射率: 90.7392 cm^3
• 极化性: 35.068504 Å^3
• 极化表面积: 60.85 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 2.79
• LOG S: -3.1
• 溶解度: 2.56e-01 g/l

分子性质

理化性质

• 溶解度: 0.06 mg/mL at 30 oC [YALKOWSKY,SH & DANNENFELSER,RM (1992)]; Chloroform; Methanol
• 外观: Light Beige Solid
• 熔点: 109-111°C
• 疏水性(logP): 2.72 [HANSCH,C ET AL. (1995)]

安全信息

• 保存条件: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

详细说明

DrugBank - DB03585

• Drug Groups: experimental; withdrawn
• Description: Oxyphenbutazone was withdrawn from the Canadian market in March 1985 due to concerns regarding bone marrow suppression.
• External Links: Wikipedia

Toronto Research Chemicals - O876950

Anti-inflammatory.

参考文献

• Yoshida, F., et al.: J. Med. Chem., 43, 2575 (2000)
• Chen, M., ET AL.: Pharm. Res., 18, 1645 (2000)
• Davis, A., et al.: Curr. Opin. Chem. Biol., 8, 378 (2000)
• Wang, J., ET AL.: Anal. Chim. Acta, 601, 156 (2000)