4-N-[2-(4-phenoxyphenyl)ethyl]quinazoline-4,6-diamine

• ChemBase编号: 160392
• 分子式: C22H20N4O
• 平均质量: 356.4204
• 单一同位素质量: 356.16371128
• SMILES: c1c(ccc2c1c(ncn2)NCCc1ccc(cc1)Oc1ccccc1)N
• Canonical SMILES: Nc1ccc2c(c1)c(NCCc1ccc(cc1)Oc1ccccc1)ncn2
• InChI: InChI=1S/C22H20N4O/c23-17-8-11-21-20(14-17)22(26-15-25-21)24-13-12-16-6-9-19(10-7-16)27-18-4-2-1-3-5-18/h1-11,14-15H,12-13,23H2,(H,24,25,26)
• InChIKey: IBAKVEUZKHOWNG-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-N-[2-(4-phenoxyphenyl)ethyl]quinazoline-4,6-diamine; N4-[2-(4-phenoxyphenyl)ethyl]quinazoline-4,6-diamine
• IUPAC传统名: 4-N-[2-(4-phenoxyphenyl)ethyl]quinazoline-4,6-diamine; N4-[2-(4-phenoxyphenyl)ethyl]quinazoline-4,6-diamine
• 别名: N4-[2-(4-Phenoxyphenyl)ethyl]-4,6-quinazolinediamine; QNZ; 6-Amino-4-(4-phenoxyphenylethylamino)quinazoline; QNZ (EVP4593)

登记号

• CAS号: 545380-34-5
• PubChem SID: 162254527
• PubChem CID: 509554

理论计算性质

• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): 3.940716
• LogD (pH = 7.4): 4.172824
• Log P: 4.1767936
• 摩尔折射率: 109.6166 cm^3
• 极化性: 41.902122 Å^3
• 极化表面积: 73.06 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; Methanol
• 外观: Off-White to Pale Yellow Solid
• 熔点: 169-175°C

安全信息

• 保存条件: Refrigerator, Under Inert Atmosphere

药理学性质

• 作用靶点: NF-κB

产品相关信息

• 成盐信息: Free Base

详细说明

Toronto Research Chemicals - A621350

QNZ is a novel inhibitor of NFkB which displays potent inhibitory effects on both NFKB transcriptional activation (IC50=11nM) and TNF-α production (IC50=7nM). It dose-dependently inhibited carragenin-induced edema formation in the rat paw model (1mg/Kg).

参考文献

• Tobe, M., et al.: Bioorg. Med. Chem., 11, 3869 (2003)
• Choi, S., et al.: J. Biol. Chem., 281, 12722 (2006)