2-({4-[2-(trifluoromethyl)phenyl]piperidine-1-carbonyl}amino)benzoic acid

• ChemBase编号: 4638
• 分子式: C20H19F3N2O3
• 平均质量: 392.3716696
• 单一同位素质量: 392.13477714
• SMILES: N1(CCC(CC1)c1c(cccc1)C(F)(F)F)C(=O)Nc1c(C(=O)O)cccc1
• Canonical SMILES: O=C(N1CCC(CC1)c1ccccc1C(F)(F)F)Nc1ccccc1C(=O)O
• InChI: InChI=1S/C20H19F3N2O3/c21-20(22,23)16-7-3-1-5-14(16)13-9-11-25(12-10-13)19(28)24-17-8-4-2-6-15(17)18(26)27/h1-8,13H,9-12H2,(H,24,28)(H,26,27)
• InChIKey: MEAQCLPMSVEOQF-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-({4-[2-(trifluoromethyl)phenyl]piperidine-1-carbonyl}amino)benzoic acid
• IUPAC传统名: 2-{4-[2-(trifluoromethyl)phenyl]piperidine-1-carbonylamino}benzoic acid
• 别名: 2-[({4-[2-(trifluoromethyl)phenyl]piperidin-1-yl}carbonyl)amino]benzoic acid; 2-(4-(2-(trifluoromethyl)phenyl)piperidine-1-carboxamido)benzoic acid; A1120

登记号

• MDL号: MFCD12912393
• PubChem SID: 160968070; 99443456
• PubChem CID: 25138295

理论计算性质

JChem

• Acid pKa: 3.5305867
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 2.8191328
• LogD (pH = 7.4): 1.4153595
• Log P: 4.7813835
• 摩尔折射率: 99.4066 cm^3
• 极化性: 36.01992 Å^3
• 极化表面积: 69.64 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.68
• LOG S: -4.59
• 溶解度: 1.01e-02 g/l

分子性质

理化性质

• 溶解度: DMSO: ≥10 mg/mL
• 外观: off-white powder

安全信息

• 保存条件: desiccated
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); 有害性(Harmful) (Xn)
• 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: 22-36-43-50/53
• 安全公开号: 26-36/37-60-61
• GHS危险品标识: GHS07; GHS09
• GHS警示词: Warning
• GHS危险声明: H302-H317-H319-H400
• GHS警示性声明: P273-P280-P305 + P351 + P338
• RID/ADR: UN 3077 9/PG 3
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C20H19F3N2O3

详细说明

DrugBank - DB06985

Drug information: experimental

Sigma Aldrich - A3111

Biochem/physiol Actions
A1120 is a selective non-retinoid ligand for retinol-binding protein 4 (RBP4). RBP4 transports retinol from the liver to extrahepatic tissues and RBP4 lowering is reported to improve insulin sensitivity in mice. A1120 is a high affinity non-retinoid ligand for RBP4 which disrupts the interaction between RBP4 and its binding partner transthyretin (TTR). It binds to the same site as retinol and induces changes in the orientation (compared to the retinol bound form) of loops at the RBP4-TTR interaction interface.A1120 lowers RBP4 and retinol levels in a dose-dependent manner, to a similar extent as seen with fenretinide. However, unlike fenretinide (Sigma# H7779), A1120 does not have beneficial effects on insulin resistance.