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5-Fluoro-2′-deoxyuridine - 99%, high purity , Thymidylate synthase inhibitor, CAS No.50-91-9, Thymidylate synthase inhibitor

14 Citations

Moligand™

≥99%

CAS#: 50-91-9
Molecular Weight: 246.19
MDL number: MFCD00006530
PubChem CID: 5790
PubChem SID: 504750939

Item Number

F110732

Grouped product items
SKU	Size	Availability	Price
F110732-250mg	250mg	3	$142.90
F110732-1g	1g	3	$426.90
F110732-5g	5g	3	$1,919.90
F110732-25g	25g	3	$8,638.90

Prodrug. Antimetabolite antineoplastic agent.

View related series

Anti-infection (0) Bacterial (0) Cell Cycle/DNA Damage (0) CMV (0) DNA/RNA Synthesis (0) HSV (0) Nucleoside Antimetabolite/Analog (0) Nucleosides (0) Pyrimidines (0) Six-Membered Heterocyclic Compounds (0)

Basic Description

Synonyms	5-24-06-00291 (Beilstein Handbook Reference) \| NCGC00023722-05 \| 039LU44I5M \| DTXSID3023057 \| Floxuridine (Fludara) \| NSC 27640 \| Opera_ID_1559 \| HMS2230N22 \| 5FdU \| 5-Fluoro-2-desoxyuridine \| 5-Fluorouracil 2'-deoxyriboside \| AKOS005622662 \| Floxuridine
Specifications & Purity	Moligand™, ≥99%
Biochemical and Physiological Mechanisms	Antineoplastic drug that acts as a potent inhibitor of thymidylate synthetase Resistance to FUdR can develop in cancer cell cultures, among other means, by low-level Mycoplasma infection.Prodrug. Antimetabolite antineoplastic agent. Shows more potent anti
Storage Temp	Store at 2-8°C
Shipped In	Wet ice
Grade	Moligand™
Action Type	INHIBITOR
Mechanism of action	Thymidylate synthase inhibitor
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description	5-Fluoro-2′-deoxyuridine, also called floxuridine elicits DNA-directed cytotoxicity in cancer cells. Floxuridine is effective for treating liver cancer and eliminating virulence of Staphylococcus aureus. Dipeptide prodrugs combination of floxuridine with gemcitabine are more cell permeable and display enhanced anti-proliferative activity. Floxuridine is effective on solid tumours and advanced stage cancers. 5-Fluoro-2′-deoxyuridine has been used as a mitotic inhibitor in schwann cell proliferation, glia proliferation and nonneuronal cells in dorsal root ganglion cultures.

AI Insight

Product Properties

ALogP	-1.2

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

Pubchem Sid	504750939
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/504750939
IUPAC Name	5-fluoro-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
INCHI	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 Key	ODKNJVUHOIMIIZ-RRKCRQDMSA-N
Canonical SMILES	C1C(C(OC1N2C=C(C(=O)NC2=O)F)CO)O
Isomeric SMILES	C1[C@@H]([C@H](O[C@H]1N2C=C(C(=O)NC2=O)F)CO)O
RTECS	YU7525000
PubChem CID	5790
UN Number	1760
Packing Group	I
Molecular Weight	246.19
Reaxy-Rn	90221

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

18 results found

Lot Number	Certificate Type	Date	Item
G2425402	Certificate of Analysis	Mar 30, 2024	F110732
G2425403	Certificate of Analysis	Mar 30, 2024	F110732
H2309321	Certificate of Analysis	Jul 21, 2023	F110732
J2431166	Certificate of Analysis	Jul 21, 2023	F110732
J2409028	Certificate of Analysis	Jul 21, 2023	F110732
H2309323	Certificate of Analysis	Jul 21, 2023	F110732
H2309322	Certificate of Analysis	Jul 21, 2023	F110732
B2514006	Certificate of Analysis	Jul 21, 2023	F110732
H2309317	Certificate of Analysis	Jul 21, 2023	F110732
H2309314	Certificate of Analysis	Jul 21, 2023	F110732
H2309313	Certificate of Analysis	Jul 21, 2023	F110732
H2309311	Certificate of Analysis	Jul 21, 2023	F110732
H2309307	Certificate of Analysis	Jul 21, 2023	F110732
F1904109	Certificate of Analysis	Mar 17, 2023	F110732
I2214489	Certificate of Analysis	Aug 09, 2022	F110732
I2214492	Certificate of Analysis	Aug 09, 2022	F110732
I2214493	Certificate of Analysis	Aug 09, 2022	F110732
I2214494	Certificate of Analysis	Aug 09, 2022	F110732

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Safety and Hazards(GHS)

Pictogram(s)	GHS06, GHS08
Signal	Danger
Hazard Statements	H301:Toxic if swallowed H341:Suspected of causing genetic defects
Precautionary Statements	P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P281:Use personal protective equipment as required. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P203:Obtain, read and follow all safety instructions before use. P301+P316:IF SWALLOWED: Get emergency medical help immediately. P318:if exposed or concerned, get medical advice.
RTECS	YU7525000
Reaxy-Rn	90221
Class	8
Merck Index	4112

Alternative Products

FAQs and Articles

FAQ

Nucleotide Synthesis in Cancer Cells

Categories: Technical articles

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nucleotide Glycolysis Ribose 5-phosphate TCA cycle

Reviews

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Tao Long, Xue Chen, Yue Zhang, Yu-Jia Zhou, Yan-Ni He, Yun-Fei Zhu, Hai-Jun Fu, Lu Yu, Chong-Lin Yu, Betty Yuen-Kwan Law, Jian-Ming Wu, Da-Lian Qin, An-Guo Wu, Xiao-Gang Zhou. (2023) Protective effects of Radix Stellariae extract against Alzheimer's disease via autophagy activation in Caenorhabditis elegans and cellular models. BIOMEDICINE & PHARMACOTHERAPY, 165 (115261). [PMID:37549461] [10.1016/j.biopha.2023.115261]
2. Yong-Jun Huang, Xiao-Lin Zhong, Yi-Peng Zang, Ming-Han Yang, Jing Lin, Wei-Min Chen. (2023) 3-Hydroxy-pyridin-4(1H)-ones as siderophores mediated delivery of isobavachalcone enhances antibacterial activity against pathogenic Pseudomonas aeruginosa. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 257 (115454). [PMID:37210837] [10.1016/j.ejmech.2023.115454]
3. Tisong Liang, Jiexin Zhou, Pu Jing, Zhengjun He, Shunshan Jiao, Wenji Zhao, Qi Tong, Guofu Jia. (2023) Anti-senescence effects of Rhodiola crenulate extracts on LO2 cells and bioactive compounds. JOURNAL OF ETHNOPHARMACOLOGY, 306 (116179). [PMID:36690308] [10.1016/j.jep.2023.116179]
4. Wu Yue, Yang Jingjuan, Xu Chengmei, Li Qiuqi, Ma Yage, Zhao Shenglan, Zhuang Jiachen, Shen Fei, Wang Qianqian, Feng Fengqin, Zhang Xi. (2022) Sea cucumber (Acaudina leucoprocta) peptides extended the lifespan and enhanced antioxidant capacity via DAF-16/DAF-2/SOD-3/OLD-1/PEPT-1 in Caenorhabditis elegans. Frontiers in Nutrition, 9 [PMID:36483922] [10.3389/fnut.2022.1065145]
5. Nan Sun, Jiayan Xie, Jianhua Xie, Yi Chen, Xiaobo Hu, Qiang Yu. (2022) Purification, composition and activity of bound polyphenols from mung bean coat dietary fiber. FOOD RESEARCH INTERNATIONAL, 162 (111997). [PMID:36461233] [10.1016/j.foodres.2022.111997]
6. Hanwen Liu, Ying Liu, Ting Zhou, Penghui Zhou, Jianguo Li, Anping Deng. (2022) Ultrasensitive and Specific Detection of Anticancer Drug 5-Fluorouracil in Blood Samples by a Surface-Enhanced Raman Scattering (SERS)-Based Lateral Flow Immunochromatographic Assay. MOLECULES, 27 (13): (4019). [PMID:35807264] [10.3390/molecules27134019]
7. Ting Zhou, Guangzhao He, Changjia Hu, Kang Wu, Ying Liu, Jianguo Li, Anping Deng. (2022) Development of a highly sensitive and specific monoclonal antibody-based ELISA coupled with immuno-affinity extraction for the detection of anticancer drug 5-fluorouracil in blood samples. TALANTA, 249 (123655). [PMID:35696979] [10.1016/j.talanta.2022.123655]
8. Xueqing Chen, Weiqun Gao, Yan Sun, Xiaoyan Dong. (2023) Multiple effects of polydopamine nanoparticles on Cu2+-mediated Alzheimer's β-amyloid aggregation. CHINESE JOURNAL OF CHEMICAL ENGINEERING, 54 (144). [PMID:] [10.1016/j.cjche.2022.04.007]
9. Ending Zhang, Xiaohong Liu, Yingchun Liu, Jun Shi, Xiaobin Li, Xiaoyan Xiong, Changan Xu, Kun Wu, Mangeng Lu. (2021) Highly stretchable, bionic self-healing waterborne polyurethane elastic film enabled by multiple hydrogen bonds for flexible strain sensors. Journal of Materials Chemistry A, 9 (40): (23055-23071). [PMID:] [10.1039/D1TA05148B]
10. Xiaoxuan Yu, Hui Li, Dongfa Lin, Weizhuo Guo, Zhihao Xu, Liping Wang, Shuwen Guan. (2021) Ginsenoside Prolongs the Lifespan of C. elegans via Lipid Metabolism and Activating the Stress Response Signaling Pathway. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 22 (18): (9668). [PMID:34575832] [10.3390/ijms22189668]
11. Nan Zhang, Shunshan Jiao, Pu Jing. (2021) Red Cabbage Rather Than Green Cabbage Increases Stress Resistance and Extends the Lifespan of Caenorhabditis elegans. Antioxidants, 10 (6): (930). [PMID:34201067] [10.3390/antiox10060930]
12. Hui Li, Xiaoxuan Yu, Fanwei Meng, Zhenyu Zhao, Shuwen Guan, Liping Wang. (2021) Ferulic Acid Supplementation Increases Lifespan and Stress Resistance via Insulin/IGF-1 Signaling Pathway in C. elegans. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 22 (8): (4279). [PMID:33924155] [10.3390/ijms22084279]
13. Qian Zhang, Xueying Wu, Peng Chen, Limeng Liu, Nan Xin, Ye Tian, Andrew Dillin. (2018) The Mitochondrial Unfolded Protein Response Is Mediated Cell-Non-autonomously by Retromer-Dependent Wnt Signaling. CELL, 174 (870). [PMID:30057120] [10.1016/j.cell.2018.06.029]
14. Minxi Hu, Ping Huang, Yao Wang, Yue Su, Linzhu Zhou, Xinyuan Zhu, Deyue Yan. (2015) Synergistic Combination Chemotherapy of Camptothecin and Floxuridine through Self-Assembly of Amphiphilic Drug–Drug Conjugate. BIOCONJUGATE CHEMISTRY, 26 (12): (2497–2506). [PMID:26497258] [10.1021/acs.bioconjchem.5b00513]

References

1. Tao Long, Xue Chen, Yue Zhang, Yu-Jia Zhou, Yan-Ni He, Yun-Fei Zhu, Hai-Jun Fu, Lu Yu, Chong-Lin Yu, Betty Yuen-Kwan Law, Jian-Ming Wu, Da-Lian Qin, An-Guo Wu, Xiao-Gang Zhou. (2023) Protective effects of Radix Stellariae extract against Alzheimer's disease via autophagy activation in Caenorhabditis elegans and cellular models. BIOMEDICINE & PHARMACOTHERAPY, 165 (115261). [PMID:37549461] [10.1016/j.biopha.2023.115261]
2. Yong-Jun Huang, Xiao-Lin Zhong, Yi-Peng Zang, Ming-Han Yang, Jing Lin, Wei-Min Chen. (2023) 3-Hydroxy-pyridin-4(1H)-ones as siderophores mediated delivery of isobavachalcone enhances antibacterial activity against pathogenic Pseudomonas aeruginosa. EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 257 (115454). [PMID:37210837] [10.1016/j.ejmech.2023.115454]
3. Tisong Liang, Jiexin Zhou, Pu Jing, Zhengjun He, Shunshan Jiao, Wenji Zhao, Qi Tong, Guofu Jia. (2023) Anti-senescence effects of Rhodiola crenulate extracts on LO2 cells and bioactive compounds. JOURNAL OF ETHNOPHARMACOLOGY, 306 (116179). [PMID:36690308] [10.1016/j.jep.2023.116179]
4. Wu Yue, Yang Jingjuan, Xu Chengmei, Li Qiuqi, Ma Yage, Zhao Shenglan, Zhuang Jiachen, Shen Fei, Wang Qianqian, Feng Fengqin, Zhang Xi. (2022) Sea cucumber (Acaudina leucoprocta) peptides extended the lifespan and enhanced antioxidant capacity via DAF-16/DAF-2/SOD-3/OLD-1/PEPT-1 in Caenorhabditis elegans. Frontiers in Nutrition, 9 [PMID:36483922] [10.3389/fnut.2022.1065145]
5. Nan Sun, Jiayan Xie, Jianhua Xie, Yi Chen, Xiaobo Hu, Qiang Yu. (2022) Purification, composition and activity of bound polyphenols from mung bean coat dietary fiber. FOOD RESEARCH INTERNATIONAL, 162 (111997). [PMID:36461233] [10.1016/j.foodres.2022.111997]
6. Hanwen Liu, Ying Liu, Ting Zhou, Penghui Zhou, Jianguo Li, Anping Deng. (2022) Ultrasensitive and Specific Detection of Anticancer Drug 5-Fluorouracil in Blood Samples by a Surface-Enhanced Raman Scattering (SERS)-Based Lateral Flow Immunochromatographic Assay. MOLECULES, 27 (13): (4019). [PMID:35807264] [10.3390/molecules27134019]
7. Ting Zhou, Guangzhao He, Changjia Hu, Kang Wu, Ying Liu, Jianguo Li, Anping Deng. (2022) Development of a highly sensitive and specific monoclonal antibody-based ELISA coupled with immuno-affinity extraction for the detection of anticancer drug 5-fluorouracil in blood samples. TALANTA, 249 (123655). [PMID:35696979] [10.1016/j.talanta.2022.123655]
8. Xueqing Chen, Weiqun Gao, Yan Sun, Xiaoyan Dong. (2023) Multiple effects of polydopamine nanoparticles on Cu2+-mediated Alzheimer's β-amyloid aggregation. CHINESE JOURNAL OF CHEMICAL ENGINEERING, 54 (144). [PMID:] [10.1016/j.cjche.2022.04.007]
9. Ending Zhang, Xiaohong Liu, Yingchun Liu, Jun Shi, Xiaobin Li, Xiaoyan Xiong, Changan Xu, Kun Wu, Mangeng Lu. (2021) Highly stretchable, bionic self-healing waterborne polyurethane elastic film enabled by multiple hydrogen bonds for flexible strain sensors. Journal of Materials Chemistry A, 9 (40): (23055-23071). [PMID:] [10.1039/D1TA05148B]
10. Xiaoxuan Yu, Hui Li, Dongfa Lin, Weizhuo Guo, Zhihao Xu, Liping Wang, Shuwen Guan. (2021) Ginsenoside Prolongs the Lifespan of C. elegans via Lipid Metabolism and Activating the Stress Response Signaling Pathway. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 22 (18): (9668). [PMID:34575832] [10.3390/ijms22189668]
11. Nan Zhang, Shunshan Jiao, Pu Jing. (2021) Red Cabbage Rather Than Green Cabbage Increases Stress Resistance and Extends the Lifespan of Caenorhabditis elegans. Antioxidants, 10 (6): (930). [PMID:34201067] [10.3390/antiox10060930]
12. Hui Li, Xiaoxuan Yu, Fanwei Meng, Zhenyu Zhao, Shuwen Guan, Liping Wang. (2021) Ferulic Acid Supplementation Increases Lifespan and Stress Resistance via Insulin/IGF-1 Signaling Pathway in C. elegans. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 22 (8): (4279). [PMID:33924155] [10.3390/ijms22084279]
13. Qian Zhang, Xueying Wu, Peng Chen, Limeng Liu, Nan Xin, Ye Tian, Andrew Dillin. (2018) The Mitochondrial Unfolded Protein Response Is Mediated Cell-Non-autonomously by Retromer-Dependent Wnt Signaling. CELL, 174 (870). [PMID:30057120] [10.1016/j.cell.2018.06.029]
14. Minxi Hu, Ping Huang, Yao Wang, Yue Su, Linzhu Zhou, Xinyuan Zhu, Deyue Yan. (2015) Synergistic Combination Chemotherapy of Camptothecin and Floxuridine through Self-Assembly of Amphiphilic Drug–Drug Conjugate. BIOCONJUGATE CHEMISTRY, 26 (12): (2497–2506). [PMID:26497258] [10.1021/acs.bioconjchem.5b00513]

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