2-[3-(4-pentylphenyl)prop-2-enamido]benzoic acid

• ChemBase编号: 105192
• 分子式: C21H23NO3
• 平均质量: 337.41222
• 单一同位素质量: 337.1677936
• SMILES: CCCCCc1ccc(/C=C/C(=O)Nc2c(cccc2)C(=O)O)cc1
• Canonical SMILES: CCCCCc1ccc(cc1)/C=C/C(=O)Nc1ccccc1C(=O)O
• InChI: InChI=1S/C21H23NO3/c1-2-3-4-7-16-10-12-17(13-11-16)14-15-20(23)22-19-9-6-5-8-18(19)21(24)25/h5-6,8-15H,2-4,7H2,1H3,(H,22,23)(H,24,25)
• InChIKey: GAMRBCZMOOMBSQ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-[3-(4-pentylphenyl)prop-2-enamido]benzoic acid
• IUPAC传统名: 2-[3-(4-pentylphenyl)prop-2-enamido]benzoic acid
• 别名: 2-[[1-oxo-3-(4-Pentylphenyl)-2-propen-1-yl]amino]-benzoic acid; N-(4-Pentylcinnamoyl)anthranilic acid; N-(p-Amylcinnamoyl)anthranilic acid; ACA; N-(p-AMYLCINNAMOYL) ANTHRANILIC ACID

登记号

• CAS号: 110683-10-8; 99196-74-4
• MDL号: MFCD00211365
• PubChem SID: 162093646
• PubChem CID: 5353376

理论计算性质

• Acid pKa: 3.5528402
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 4.228843
• LogD (pH = 7.4): 2.8107445
• Log P: 6.1696672
• 摩尔折射率: 102.0386 cm^3
• 极化性: 37.929955 Å^3
• 极化表面积: 66.4 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: ≥20 mg/mL
• 外观: white to off-white powder

安全信息

• 保存条件: Room Temperature (15-30°C)
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N)
• 联合国危险货物编号: 3077
• 德国WGK号: 3
• 联合国危险货物等级: 9
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 50/53
• 安全公开号: 60-61
• GHS危险品标识: GHS09
• GHS警示词: Warning
• GHS危险声明: H410
• GHS警示性声明: P273-P501
• RID/ADR: UN 3077 9/PG 3
• 保存温度: room temp

产品相关信息

• 纯度: ≥98% (HPLC); 99%
• Empirical Formula (Hill Notation): C21H23NO3

详细说明

MP Biomedicals - 02159020

Purity: 99%
A close structural analog to ono-rs-082 which is a less potent PLA₂ inhibitor. Also demonstrates some leukotriene antagonistic activity.

Sigma Aldrich - A8486

Biochem/physiol Actions
Broad spectrum phospholipase A2 (PLA2) inhibitor and TRP channel blocker.
Application
N-(p-Amylcinnamoyl)anthranilic acid is a broad spectrum PLA2 inhibitor and TRP channel blocker. N-(p-Amylcinnamoyl)anthranilic acid has been used to study the functional expression of TRPM2 channels in dopaminergic SNc neurons.

参考文献

• Banga, H.S., et al., Proc. Natl. Acad. Sci. USA, 83 : 9197 (1986).
• Nakai, H., et al., J. Med. Chem., 21 : 78, (1986).