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Merck
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重要文件

F0503

Sigma-Aldrich

5-氟-2′-脱氧尿嘧啶核苷

thymidylate synthase inhibitor

同義詞:

2′-脱氧-5-氟脲苷, FUDR, 氟脲苷

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About This Item

經驗公式(希爾表示法):
C9H11FN2O5
CAS號碼:
分子量::
246.19
Beilstein:
90221
EC號碼:
MDL號碼:
分類程式碼代碼:
12352202
PubChem物質ID:
NACRES:
NA.77

生物源

synthetic (organic)

化驗

≥99% (HPLC)

形狀

powder

mp

148 °C (lit.)

溶解度

water: 50 mg/mL, clear, colorless to faintly yellow

儲存溫度

room temp

SMILES 字串

OC[C@H]1O[C@H](C[C@@H]1O)N2C=C(F)C(=O)NC2=O

InChI

1S/C9H11FN2O5/c10-4-2-12(9(16)11-8(4)15)7-1-5(14)6(3-13)17-7/h2,5-7,13-14H,1,3H2,(H,11,15,16)/t5-,6+,7+/m0/s1

InChI 密鑰

ODKNJVUHOIMIIZ-RRKCRQDMSA-N

基因資訊

human ... TYMS(7298)
mouse ... Tyms(22171)

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一般說明

5-氟-2′-脱氧脲核苷,也称为氟脲苷,可在癌细胞中引起DNA介导的细胞毒性作用。氟脲苷可有效治疗肝癌 并且能够清除金黄色葡萄球菌( Staphylococcus aureus)的毒性。氟脲苷与吉西他滨的二肽前药组合具有更强的细胞渗透性和抗增殖活性。氟脲苷能够有效治疗实体瘤和晚期癌症。

應用

5-氟-2′-脱氧脲核苷已被用作施旺(schwann)细胞增殖、胶质细胞增殖 和背根神经节培养物中非神经细胞的有丝分裂抑制剂。

生化/生理作用

一种抗肿瘤药物,是胸苷酸合成酶的有效抑制剂 通过低水平支原体感染,可使癌细胞培养物产生FUdR耐受性。

象形圖

Skull and crossbones

訊號詞

Danger

危險聲明

危險分類

Acute Tox. 3 Oral

儲存類別代碼

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Elite Possik et al.
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Cheng Shi et al.
Science (New York, N.Y.), 343(6170), 536-540 (2013-12-21)
Interactions between the germ line and the soma help optimize reproductive success. We discovered a phenomenon linking reproductive status to longevity: In both hermaphroditic and gonochoristic Caenorhabditis, mating leads to female shrinking and death, compressing postreproductive life span. Male sperm
The Dipeptide Monoester Prodrugs of Floxuridine and Gemcitabine?Feasibility of Orally Administrable Nucleoside Analogs
Tsume Y, et al.
Pharmaceuticals (Basel, Switzerland), 7(2), 169-191 (2014)

文章

Neoplastic cells are highly dependent on the de novo synthesis of nucleotides to maintain sufficient pools to support DNA replication and the production of RNA.

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