5-ethyl-8-oxo-2H,5H,8H-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid

• ChemBase编号: 104463
• 分子式: C13H11NO5
• 平均质量: 261.23014
• 单一同位素质量: 261.06372246
• SMILES: CCn1cc(C(=O)O)c(=O)c2cc3c(OCO3)cc12
• Canonical SMILES: CCn1cc(C(=O)O)c(=O)c2c1cc1OCOc1c2
• InChI: InChI=1S/C13H11NO5/c1-2-14-5-8(13(16)17)12(15)7-3-10-11(4-9(7)14)19-6-18-10/h3-5H,2,6H2,1H3,(H,16,17)
• InChIKey: KYGZCKSPAKDVKC-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-ethyl-8-oxo-2H,5H,8H-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid
• IUPAC传统名: ossian; 5-ethyl-8-oxo-2H,5H,8H-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid
• 别名: 5-ethyl-8-oxo-5,8-dihydro-[1,3]dioxolo[4,5-g]quinoline-7-carboxylic acid; 5,8-Dihydro-5-ethyl-8-oxo-1,3-dioxolo[4,5-g]quinoline-7-carboxylic acid; Oxolinic acid; OXOLINIC ACID; Utibid; Prodoxol; Starner; 5-Ethyl-5,8-dihydro-8-oxo-1,3-Dioxolo[4,5-g]quinoline-7-carboxylic Acid; 1-Ethyl-6,7-methylenedioxy-4-quinolone-3-carboxylic Acid; NSC 110364; Nidantin; Ossian; Oxoboi; Pietil; Prodoxal; Uritrate; Urotrate; W 4565

登记号

• CAS号: 14698-29-4
• EC号: 238-750-8
• MDL号: MFCD00056775
• Beilstein号: 620635
• PubChem SID: 24278604; 162092766
• PubChem CID: 4628

理论计算性质

• Acid pKa: 5.579866
• 质子受体: 6
• 质子供体: 1
• LogD (pH = 5.5): 1.0903233
• LogD (pH = 7.4): -0.46510977
• Log P: 1.3531469
• 摩尔折射率: 65.8433 cm^3
• 极化性: 24.676064 Å^3
• 极化表面积: 76.07 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: 0.5 M NaOH: soluble50 mg/mL, clear, very faintly yellow; Aqueous Base
• 外观: White Solid
• 熔点: >260°C (dec.)

安全信息

• 保存条件: 2-8°C, Desiccate; Refrigerator
• RTECS编号: JI5075000
• 欧盟危险性物质标志: 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22; R:22
• 安全公开号: 22-24/25; S:36/37/39
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

药理学性质

• 生物活性机理: DNA-gyrase inhibitor; Reported to reduce brain HIAA levels in rats; Reported to reduce brain serotonin levels in rats

产品相关信息

• 纯度: ≥97.0% (T); 95+%
• 适用性: suitable for 1694 per US EPA
• 应用领域: Antibacterial agent effective against Proteus; Antibiotic
• Empirical Formula (Hill Notation): C13H11NO5

详细说明

Sigma Aldrich - O0877

Application
Oxolinic acid is a quinolone antibiotic used for studies on DNA winding and coiling and for studies on dopaminergic neurotransmission processes. It is used to study new transmissible resistance mechanisms qnrA, qnrB, qnrS, and aac(6′)Ib-cr, in Escherichia coli and Salmonella enterica. It is added to culture medium for the isolation of Gardnerella vaginalis1.
Biochem/physiol Actions
Oxolinic acid is a DNA-gyrase (topoisomerase II) inhibitor used for studies on DNA winding and coiling. Acts as a dopamine reuptake inhibitor for studies on dopaminergic neurotransmission processes.

Toronto Research Chemicals - O857500

Quinolone antibacterial.

参考文献

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