5-fluoro-1-(oxolan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase编号: 105021
• 分子式: C8H9FN2O3
• 平均质量: 200.1670632
• 单一同位素质量: 200.05972038
• SMILES: Fc1cn(C2CCCO2)c(=O)[nH]c1=O
• Canonical SMILES: O=c1[nH]c(=O)n(cc1F)C1CCCO1
• InChI: InChI=1S/C8H9FN2O3/c9-5-4-11(6-2-1-3-14-6)8(13)10-7(5)12/h4,6H,1-3H2,(H,10,12,13)
• InChIKey: WFWLQNSHRPWKFK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 5-fluoro-1-(oxolan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC传统名: 5-fluoro-1-(oxolan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione; tegafur
• 别名: 5-Fluoro-1-(tetrahydro-2-furyl)uracil; Tegafur; Furflucil; Futraful; Neberk; Sinoflurol; 5-FLUORO-1-(TETRAHYDRO-2-FURFURYL)URACIL; Ftorafur; Tegafur; 5-Fluoro-1-(tetrahydro-2-furyl)uracil; 5-fluoro-1-(tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione; 5-Fluoro-1-(tetrahydro-2-furanyl)-2,4(1H,3H)-pyrimidinedione; 1-(2-Tetrahydrofuryl)-5-fluorouracil; 5-Fluoro-1-(tetrahydro-2'-furyl)uracil; Citofur; Coparogin-; Exonal; FT 207; Fental; Fluaid; Fluorafur; Fluorofur; Franrose; Fulaid; Fulfeel; Tegafur

登记号

• CAS号: 17902-23-7
• EC号: 241-846-2
• MDL号: MFCD00012351
• PubChem SID: 162091846; 24894905
• PubChem CID: 5386

理论计算性质

• 质子供体: 1
• LogD (pH = 5.5): 0.020991746
• LogD (pH = 7.4): -0.1571928
• Log P: 0.023826538
• 摩尔折射率: 44.5014 cm^3
• 极化性: 16.845354 Å^3
• 极化表面积: 58.64 Å^2
• 可自由旋转的化学键: 1
• 里宾斯基五规则: true
• Acid pKa: 7.678831
• 质子受体: 3

分子性质

理化性质

• 溶解度: Chloroform; DMSO: >50 mg/mL; Methanol
• 外观: White SOlid; white to off-white powder
• 熔点: 164-165°C; 171-173 °C(lit.)

安全信息

• 保存条件: -20°C Freezer; 2-8°C
• RTECS编号: YR0450000
• 欧盟危险性物质标志: 有毒(Toxic) (T); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 2
• 危险公开号: 23/24/25; R:22
• 安全公开号: 22-36/37/39-45; S:36/37/39
• GHS危险品标识: GHS06
• GHS警示词: Danger
• GHS危险声明: H301-H311-H331
• GHS警示性声明: P261-P280-P301 + P310-P311
• 个人保护装置: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2
• 保存温度: 2-8°C; room temp

药理学性质

• 生物活性机理: DNA synthesis inhibitor; Fluorouracil prodrug; RNA synthesis inhibitor; Thymidylate synthetase inhibitor

产品相关信息

• 纯度: ≥98% (HPLC)
• 应用领域: Antineoplastic agent; Cytostatic
• Empirical Formula (Hill Notation): C8H9FN2O3

详细说明

Sigma Aldrich - T7205

Biochem/physiol Actions
Tegafur is a pro-drug of 5-fluorouracil, an antimetabolite used as an antineoplastic agent. It has been used as adjuvant chemotherapy for curatively resected colorectal cancer therapy.

Toronto Research Chemicals - T013900

Used as an antineoplastic.

参考文献

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