4-hydroxyquinoline-2-carboxylic acid

• ChemBase编号: 58690
• 分子式: C10H7NO3
• 平均质量: 189.16748
• 单一同位素质量: 189.04259309
• SMILES: c1ccc2c(c1)c(cc(n2)C(=O)O)O
• Canonical SMILES: OC(=O)c1cc(O)c2c(n1)cccc2
• InChI: InChI=1S/C10H7NO3/c12-9-5-8(10(13)14)11-7-4-2-1-3-6(7)9/h1-5H,(H,11,12)(H,13,14)
• InChIKey: HCZHHEIFKROPDY-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-hydroxyquinoline-2-carboxylic acid
• IUPAC传统名: kynurenic acid
• 别名: 4-羟基喹啉-2-羧酸水合物; 4-羟基喹啉-2-甲酸; 犬尿喹啉酸; 4-Hydroxyquinoline-2-carboxylic acid; 4-Hydroxyquinoline-2-carboxylic acid; KYNURENIC ACID; 4-Hydroxy-2-quinolinecarboxylic Acid; 4-Hydroxy-quinaldic Acid; 2-Carboxy-4-hydroxyquinoline; 4-Hydroxyquinaldic Acid; 4-Hydroxyquinaldinic Acid; Quinurenic Acid; NSC 58973; Kynurenic acid; 4-Hydroxyquinoline-2-carboxylic acid hydrate; Kynurenic acid

登记号

• CAS号: 13593-94-7; 345909-35-5; 492-27-3
• EC号: 207-751-5
• MDL号: MFCD00006753
• Beilstein号: 147451
• 默克索引号: 145327
• PubChem SID: 24277986; 162063453
• PubChem CID: 3845

理论计算性质

• Acid pKa: 0.963681
• 质子受体: 4
• 质子供体: 2
• LogD (pH = 5.5): -0.043512575
• LogD (pH = 7.4): -1.456157
• Log P: 0.7521527
• 摩尔折射率: 48.8444 cm^3
• 极化性: 19.878067 Å^3
• 极化表面积: 70.42 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: 0.1 M NaOH: soluble4 mg/mL; DMSO; DMSO: soluble5 mg/mL; ethanol: soluble; H2O: soluble0.2 mg/mL
• 外观: Pale Greenish Yellow Solid
• 熔点: 262-264°C (dec.); 275 °C (dec.)(lit.); 282-283 °C; 283-286°C (dec.); ca 275°C dec.

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C)
• 保存注意事项: IRRITANT
• RTECS编号: VB2080000
• 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; 26-37
• TSCA收录: false; 否
• 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; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

药理学性质

• 相关基因信息: human ... CHRNA1(1134), CHRNA10(57053), CHRNA2(1135), CHRNA3(1136), CHRNA4(1137), CHRNA5(1138), CHRNA6(8973), CHRNA7(1139), CHRNA9(55584), CHRNB1(1140), CHRNB2(1141), CHRNB3(1142), CHRNB4(1143), GRIA3(2892), GRIA4(2893), GRIK1(2897), GRIK2(2898), GRIK3(2899), GRIK4(2900), GRIK5(2901), GUCA2A(2980), GUCA2B(2981), NGFR(4804), SLC23A2(9962)rat ... Gria1(50592), Grik1(29559), Grin2a(24409)

产品相关信息

• 纯度: ≥98%; 98%
• Empirical Formula (Hill Notation): C10H7NO3

详细说明

MP Biomedicals - 02102124

Crystalline

Sigma Aldrich - K100

Application
Solutions may be stored at 4 °C for several days.

Sigma Aldrich - K3375

Biochem/physiol Actions
Kynurenic acid is a non-selective antagonist at NMDA and AMPA/kainate receptors; blocks kainic acid neurotoxicity. Kainic acid also blocks nicotinic acetycholine receptors.

Toronto Research Chemicals - K660500

A product of L-Tryptophan metabolism, possessing neruoactive activity having antiexcitotoxic and anticonvulsant properties.

参考文献

• Wejksza, K., et al.: Pharmacol. Rep., 61, 751 (2009)
• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2009)
• Di Natale, B., et al.: Toxicol. Sci., 115, 89 (2009)