5-{[(2,5-dihydroxyphenyl)methyl]amino}-2-hydroxybenzoic acid

• ChemBase编号: 131306
• 分子式: C14H13NO5
• 平均质量: 275.25672
• 单一同位素质量: 275.07937252
• SMILES: c1cc(c(cc1NCc1cc(ccc1O)O)C(=O)O)O
• Canonical SMILES: Oc1ccc(c(c1)CNc1ccc(c(c1)C(=O)O)O)O
• InChI: InChI=1S/C14H13NO5/c16-10-2-4-12(17)8(5-10)7-15-9-1-3-13(18)11(6-9)14(19)20/h1-6,15-18H,7H2,(H,19,20)
• InChIKey: LULATDWLDJOKCX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-{[(2,5-dihydroxyphenyl)methyl]amino}-2-hydroxybenzoic acid
• IUPAC传统名: 5-{[(2,5-dihydroxyphenyl)methyl]amino}-2-hydroxybenzoic acid
• 别名: 5-(2,5-二羟基苄基氨基)水杨酸; N-(2,5-二羟基苄基)-5-氨基水杨酸; 5-(2,5-二羟基苄基氨基)-2-羟基苯甲酸; 5-(2,5-Dihydroxybenzylamino)-2-hydroxybenzoic acid; 5-(2,5-Dihydroxybenzylamino)salicylic acid; N-(2,5-Dihydroxybenzyl)-5-aminosalicylic acid; Lavendustin C; NSC 666251; 5-(2,5-Dihydroxybenzylamino)-2-hydroxybenzoic Acid; N-(2′,5′-Dihydroxybenzyl)-5-aminosalicylic acid; Compound 5; HDBA; [2-Hydroxy-5-[N-(2′,5′-dihydroxybenzyl)amino]benzoic acid; Lavendustin C

登记号

• CAS号: 125697-93-0
• MDL号: MFCD00153955
• Beilstein号: 6657779
• PubChem SID: 162225584; 24863425; 24896277
• PubChem CID: 3896

理论计算性质

• Acid pKa: 2.5421987
• 质子受体: 6
• 质子供体: 5
• LogD (pH = 5.5): 0.70443654
• LogD (pH = 7.4): -0.56249267
• Log P: 0.87845665
• 摩尔折射率: 74.0633 cm^3
• 极化性: 27.096725 Å^3
• 极化表面积: 110.02 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO; DMSO: soluble; ethanol: soluble; Methanol
• 外观: Brown Solid; solid
• 熔点: >185°C (dec.)

安全信息

• 保存条件: -20°C Freezer, Under Inert Atmosphere
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: -20°C

药理学性质

• 相关基因信息: human ... EGFR(1956), ERBB2(2064), LCK(3932)

产品相关信息

• 纯度: ≥97%; ≥97.0% (TLC)
• Empirical Formula (Hill Notation): C14H13NO5

详细说明

Sigma Aldrich - L1289

Biochem/physiol Actions
Potent inhibitor of protein tyrosine kinases.

Sigma Aldrich - 37618

Other Notes
Potent tyrosine kinase inhibitor1

Toronto Research Chemicals - D452000

Shows potent tyrosine kinase inhibitory activity.

参考文献

• Onoda, T., et al.: Journal of Natural Products, 52, 6, 1252 (1989)
• Trapp, J., et al.: J. Med. Chem., 49, 7307 (1989)
• Varela, M., et al.: Virol., 371, 206 (1989)