1-(3-chlorophenyl)-3-(1-methyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)urea

• ChemBase编号: 127404
• 分子式: C11H11ClN4O2
• 平均质量: 266.68364
• 单一同位素质量: 266.05705329
• SMILES: O=C1CN(C)C(=N1)NC(=O)Nc1cccc(Cl)c1
• Canonical SMILES: O=C(NC1=NC(=O)CN1C)Nc1cccc(c1)Cl
• InChI: InChI=1S/C11H11ClN4O2/c1-16-6-9(17)14-10(16)15-11(18)13-8-4-2-3-7(12)5-8/h2-5H,6H2,1H3,(H2,13,14,15,17,18)
• InChIKey: DWPQODZAOSWNHB-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 1-(3-chlorophenyl)-3-(1-methyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)urea
• IUPAC传统名: fenobam
• 别名: N-(3-Chlorophenyl)-N′-(4,5-dihydro-1-methyl-4-oxo-1H-imidazole-2-yl)urea; Fenobam; Fenobam

登记号

• CAS号: 57653-26-6
• MDL号: MFCD00868019
• PubChem SID: 24894721; 162221725
• PubChem CID: 162834
• CHEMBL: 239800
• IUPHAR配体索引: 1434
• 医学主题词(MeSH): fenobam
• 维基百科标题: Fenobam

理论计算性质

• Acid pKa: 6.9630623
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 0.96908426
• LogD (pH = 7.4): 0.4131045
• Log P: 0.9837657
• 摩尔折射率: 67.7004 cm^3
• 极化性: 25.048826 Å^3
• 极化表面积: 73.8 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >20 mg/mL
• 外观: white solid

安全信息

• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 25
• 安全公开号: 45
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H300
• GHS警示性声明: P264-P301 + P310
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C11H11ClN4O2

详细说明

Sigma Aldrich - F0430

Biochem/physiol Actions
Fenobam is a potent, selective, noncompetitive glutamate mGluR5 receptor antagonist. Fenobam displays inverse agonist properties; blocks mGluR5 constitutive activity in vitro (IC50 = 87 nM, slightly weaker than MPEP). Fenobam acts at an allosteric modulatory site shared with MPEP and binds the mGlu5 receptor with Kd values of 54 and 31 nM for rat and human receptors, respectively. Fenobam belongs to a structurally different class than MPEP; devoid of GABAergic activity and thus typical benzodiazepine-like side effects; displays anxiolytic activity.