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中文名:氟尿嘧啶,5-氟尿嘧啶 5-氟-2,4(1H,3H)-嘧啶二酮
英文名:Fluorouracil,5-FU,5-fluorouracil
英文别名：5-Fluoro-2,4(1H,3H)-pyrimidinedione; 5-Fluoro-2,4-pyrimidinedione; 5-Fluoropyrimidine-2,4-dione
别名: 2,4-二羟基-5-氟嘧啶；5-氟-2,4(1H,3H)-嘧啶二酮
CAS No. 51-21-8
分子式: C4H3FN2O2
分子量: 130.08
熔 点: 278-286°C
水溶性: 12.2 g/L 20°C
说明:白色结晶或粉末。略溶于水，微溶于乙醇。190～200℃（13.3Pa）升华。282～283℃（分解）。最大吸收波长（0.1mol/L盐酸中）265～266（ε 7070）。中等毒性，半数致死量（大鼠，经口）230mg/kg。有腐蚀性
尿嘧啶5位上的氢为氟所代换的一种碱基类似物。如果投与动物，可和尿嘧啶同样地被吸收而阻碍细胞的增殖。其作用是在生物体内核糖基化和磷酸化，变成氟尿嘧啶核苷酸，认为此酸由于能抑制胸腺嘧啶核苷酸合成酶，因而可抑制DNA的合成。另外由于能形成三磷酸氟尿嘧啶，也为RNA所摄取，所以可合成异常的蛋白质。
作用与用途:
本品为嘧啶类的氟化物，属于抗代谢抗肿瘤药，能抑制胸腺嘧啶核苷酸合成酶，阻断脱氧嘧啶核苷酸转换成胸腺嘧啶核苷核，干扰DNA合成。对RNA的合成也有一定的抑制作用。
Sigma相关产品资料：
Sigma F6627 5-Fluorouracil ≥99% (TLC), powder
Synonym: 2,4-Dihydroxy-5-fluoropyrimidine, 5-Fluoro-2,4(1H,3H)-pyrimidinedione, 5-FU
CAS Number: 51-21-8
Linear Formula: C4H3FN2O2
Molecular Weight: 130.08
Beilstein Registry Number: 127172
EC Number: 200-085-6
MDL number: MFCD00006018
PubChem Substance ID: 24278439
Description
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Biochem/physiol Actions A potent antitumor agent that affects pyrimidine synthesis by inhibiting thymidylate synthetase thus depleting intracellular dTTP pools. It is metabolized to ribonucleotides and deoxyribonucleotides, which can be incorporated into RNA and DNA. Treatment of cells with 5-FU leads to an accumulation of cells in S-phase and has been shown to induce p53 dependent apoptosis.
性质
assay ≥99% (TLC)
form powder
color white
mp 282-286 °C (dec.)(lit.)
solubility 1 M NH4OH: soluble
DMSO/DMF: soluble
methanol: soluble
Gene Information human ... TYMS(7298) |