8-ethyl-5-oxo-2-(piperazin-1-yl)-5H,8H-pyrido[2,3-d]pyrimidine-6-carboxylic acid

• ChemBase编号: 104529
• 分子式: C14H17N5O3
• 平均质量: 303.31648
• 单一同位素质量: 303.13313943
• SMILES: CCn1cc(C(=O)O)c(=O)c2cnc(nc12)N1CCNCC1
• Canonical SMILES: CCn1cc(C(=O)O)c(=O)c2c1nc(nc2)N1CCNCC1
• InChI: InChI=1S/C14H17N5O3/c1-2-18-8-10(13(21)22)11(20)9-7-16-14(17-12(9)18)19-5-3-15-4-6-19/h7-8,15H,2-6H2,1H3,(H,21,22)
• InChIKey: JOHZPMXAZQZXHR-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 8-ethyl-5-oxo-2-(piperazin-1-yl)-5H,8H-pyrido[2,3-d]pyrimidine-6-carboxylic acid
• IUPAC传统名: pipemidic acid
• 别名: 8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido(2,3-d)pyrimidine-6-carboxylic acid; Pipemidic acid; 8-Ethyl-5,8-dihydro-5-oxo-2-[1-piperazinyl]pyrido[2,3-d]-pyrimidine-6-carboxylic acid; PIPEMIDIC ACID; 8-Ethyl-5,8-dihydro-5-oxo-2-(1-piperazinyl)pyrido[2,3-d]pyrimidine-6-carboxylic Acid Trihydrate; Pipemidic Acid Trihydrate

登记号

• CAS号: 72571-82-5; 51940-44-4
• EC号: 257-530-2
• MDL号: MFCD00057291
• PubChem SID: 162092749; 24898889
• PubChem CID: 4831

理论计算性质

• Acid pKa: 5.3060255
• 质子受体: 8
• 质子供体: 2
• LogD (pH = 5.5): -1.9307057
• LogD (pH = 7.4): -1.7834423
• Log P: -1.7723289
• 摩尔折射率: 82.1842 cm^3
• 极化性: 29.709658 Å^3
• 极化表面积: 98.66 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSo
• 外观: White Solid
• 熔点: 253-255°C (dec.)

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C), Desiccate
• RTECS编号: UV1153800
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 42/43
• 安全公开号: 22-36/37-45
• GHS危险品标识: GHS08
• GHS警示词: Danger
• GHS危险声明: H317-H334
• GHS警示性声明: P261-P280-P342 + P311
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

药理学性质

• 相关基因信息: human ... CYP1A2(1544)

详细说明

MP Biomedicals - 02156266

(8-Ethyl-5,8-dihydro-5-oxo-2-
[1-piperazinyl]pyrido[2,3-d]-
pyrimidine-6-carboxylic acid)

Sigma Aldrich - P7903

Application
Pipemidic acid is used to study DNA damage and mutagenic activity1. It has been used to induce articular lesions in the neonatal mouse2 and is used to study human lymphocyte blastogenesis and γ-interferon production 3.
Biochem/physiol Actions
Pipemidic acid modulates (inhibits) bacterial DNA gyrase-dependent processes such as DNA polymerization, (ATP-dependent) DNA supercoiling, and chromosome fragmentation. Pipemidic acid has been shown to induce inhibition of lymphocyte DNA synthesis3.
Pipemidic acid modulates (inhibits) bacterial DNA gyrase-dependent processes such as DNA polymerization, (ATP-dependent) DNA supercoiling, and chromosome fragmentation.
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. P7903.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - P479800

An antibacterial agent that is effective againts garam negative bacteria such as Pseudomonas Aeruginosa as well as some gram positive bacteria.

参考文献

• Massano, S. et al.: Antimicrob. Agents Chemother., 8, 132 (1975)
• Falagas, M.E. et al.: J. Antimicrob, Chemother., 65, 1863 (1975)