Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, ≥99% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 38 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
2'-Deoxy-2',2'-difluorocytidine is an irreversible inactivator of R1 and R2 (ribonucleoside diphosphate reductase, RDPR) from Escherichia coli.
Soluble in ethanol (~0.25 mg/ml), DMSO (15 mg/ml at 25 °C), DMF (~0.1 mg/ml), water (<1 mg/ml at 25 °C), and PBS pH 7.2 (~2 mg/ml).
An irreversible inactivator of bacterial ribonucleoside diphosphate reductase.
| Pubchem Sid | 504753715 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504753715 |
| Sonrisas canónicas | C1=CN(C(=O)N=C1N)C2C(C(C(O2)CO)O)(F)F |
| IUPAC Name | 4-amino-1-[(2R,4R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidin-2-one |
| InChIKey | SDUQYLNIPVEERB-QPPQHZFASA-N |
| INCHI | 1S/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6-,7-/m1/s1 |
| Isómeros SMILES | C1=CN(C(=O)N=C1N)[C@H]2C([C@@H]([C@H](O2)CO)O)(F)F |
| CAS alternativo | 122111-03-9 |
| Peso molecular | 263.2 |
| Reaxy-Rn | 11499718 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=11499718&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Nucleosides, nucleotides, and analogues |
| Clase | Pyrimidine nucleosides |
| Subclass | Pyrimidine 2'-deoxyribonucleosides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Pyrimidine 2'-deoxyribonucleosides |
| Alternative Parents | Pyrimidones Aminopyrimidines and derivatives Hydropyrimidines Imidolactams Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Fluorohydrins Azacyclic compounds Oxacyclic compounds Organic oxides Hydrocarbon derivatives Organofluorides Organopnictogen compounds Primary alcohols Primary amines Alkyl fluorides |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Pyrimidine 2'-deoxyribonucleoside - Aminopyrimidine - Pyrimidone - Hydropyrimidine - Pyrimidine - Imidolactam - Heteroaromatic compound - Tetrahydrofuran - Fluorohydrin - Halohydrin - Secondary alcohol - Organoheterocyclic compound - Azacycle - Oxacycle - Alkyl halide - Organopnictogen compound - Primary amine - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Organic oxygen compound - Alkyl fluoride - Alcohol - Organic nitrogen compound - Amine - Organic oxide - Hydrocarbon derivative - Aromatic heteromonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as pyrimidine 2'-deoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at position 2. |
| External Descriptors | organofluorine compound - pyrimidine 2'-deoxyribonucleoside |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Fecha | Articulo |
|---|---|---|---|
| Certificate of Analysis | Feb 04, 2026 | G127944 | |
| Certificate of Analysis | Feb 04, 2026 | G127944 | |
| Certificate of Analysis | Jan 21, 2026 | G127944 | |
| Certificate of Analysis | Oct 11, 2025 | G127944 | |
| Certificate of Analysis | Oct 11, 2025 | G127944 | |
| Certificate of Analysis | Oct 11, 2025 | G127944 | |
| Certificate of Analysis | Jun 06, 2025 | G127944 | |
| Certificate of Analysis | Jun 06, 2025 | G127944 | |
| Certificate of Analysis | Jun 06, 2025 | G127944 | |
| Certificate of Analysis | Jun 06, 2025 | G127944 | |
| Certificate of Analysis | Jun 06, 2025 | G127944 | |
| Certificate of Analysis | Jun 06, 2025 | G127944 | |
| Certificate of Analysis | Jun 06, 2025 | G127944 | |
| Certificate of Analysis | Jun 06, 2025 | G127944 | |
| Certificate of Analysis | May 12, 2025 | G127944 | |
| Certificate of Analysis | Mar 05, 2025 | G127944 | |
| Certificate of Analysis | Mar 04, 2025 | G127944 | |
| Certificate of Analysis | Jul 05, 2024 | G127944 | |
| Certificate of Analysis | Jul 05, 2024 | G127944 | |
| Certificate of Analysis | Jul 05, 2024 | G127944 | |
| Certificate of Analysis | Jul 05, 2024 | G127944 | |
| Certificate of Analysis | Jul 05, 2024 | G127944 | |
| Certificate of Analysis | Jul 05, 2024 | G127944 | |
| Certificate of Analysis | Jul 05, 2024 | G127944 | |
| Certificate of Analysis | Apr 03, 2024 | G127944 | |
| Certificate of Analysis | Mar 28, 2024 | G127944 | |
| Certificate of Analysis | Mar 28, 2024 | G127944 | |
| Certificate of Analysis | Mar 28, 2024 | G127944 | |
| Certificate of Analysis | Mar 28, 2024 | G127944 | |
| Certificate of Analysis | Mar 28, 2024 | G127944 | |
| Certificate of Analysis | Mar 28, 2024 | G127944 | |
| Certificate of Analysis | Mar 11, 2024 | G127944 | |
| Certificate of Analysis | Dec 01, 2023 | G127944 | |
| Certificate of Analysis | Sep 19, 2023 | G127944 | |
| Certificate of Analysis | Sep 19, 2023 | G127944 | |
| Certificate of Analysis | Sep 19, 2023 | G127944 | |
| Certificate of Analysis | Sep 19, 2023 | G127944 | |
| Certificate of Analysis | Jan 13, 2023 | G127944 | |
| Certificate of Analysis | Jan 13, 2023 | G127944 | |
| Certificate of Analysis | Jul 18, 2022 | G127944 | |
| Certificate of Analysis | Jun 01, 2022 | G127944 | |
| Certificate of Analysis | Jun 01, 2022 | G127944 | |
| Certificate of Analysis | Jun 01, 2022 | G127944 |
| Solubilidad | DMSO 15 mg/mL Water <1 mg/mL Ethanol <1 mg/mL |
|---|---|
| Sensibilidad | Heat sensitive |
| Rotación específica [α] | 74° (C=1,MeOH) |
| Punto de fusión (°C) | 217-222°C |
| Peso molecular | 263.200 g/mol |
| XLogP3 | -1.500 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 6 |
| Rotatable Bond Count | 2 |
| Exact Mass | 263.072 Da |
| Monoisotopic Mass | 263.072 Da |
| Topological Polar Surface Area | 108.000 Ų |
| Heavy Atom Count | 18 |
| Formal Charge | 0 |
| Complexity | 426.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
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| 2. Yifan Luo, Chao Li, Yiwen Zhang, Peixin Liu, Hongyi Chen, Zhenhao Zhao, Yu Wang, Zheng Zhou, Haolin Song, Boyu Su, Chufeng Li, Xuwen Li, Tongyu Zhang, Haoyu You, Yuxing Wu, Zonghua Tian, Shilin Zhang, Yun Guo, Hongrui Fan, Qinjun Chen, Chen Jiang, Tao Sun. (2023) Gradient tumor microenvironment-promoted penetrating micelles for hypoxia relief and immunosuppression reversion in pancreatic cancer treatment. Acta Biomaterialia, [PMID:37276955] [10.1016/j.actbio.2023.05.047] |
| 3. Nan Zhang, Junwei Zhang, Weiqi Cui, Deqiao Wu, Jingxian Zhang, Bo Wei, Lingbo Qu, Xia Xu. (2023) Artemisia argyi H.Lév. & Vaniot essential oil induces ferroptosis in pancreatic cancer cells via up-regulation of TFR1 and depletion of γ-glutamyl cycle. FITOTERAPIA, [PMID:37169131] [10.1016/j.fitote.2023.105522] |
| 4. Zhuo Yao, Qida Hu, Piaopiao Jin, Bowen Li, Yong Huang, Fu Zhang, Meng Wang, Junming Huang, Jing Huang, Shiyi Shao, Xinyu Zhao, Yuan Ping, Tingbo Liang. (2023) A Self-Assembly Combined Nano-Prodrug to Overcome Gemcitabine Chemo-Resistance of Pancreatic Tumors. ADVANCED FUNCTIONAL MATERIALS, [PMID:] [10.1002/adfm.202214598] |
| 5. Fu Zhang, Zhuo Yao, Piaopiao Jin, Mengqiu Xu, Qida Hu, Yuxuan Chen, Risheng Que, Tingbo Liang. (2023) A tumor microenvironment-stimuli responsive nano-prodrug for overcoming gemcitabine chemoresistance by co-delivered miRNA-21 modulator. Biomedical Materials, 18 (3): (035010). [PMID:36990101] [10.1088/1748-605X/acc8ac] |
| 6. Fu Zhang, Qida Hu, Bowen Li, Yong Huang, Meng Wang, Shiyi Shao, Honglin Tang, Zhuo Yao, Yuan Ping, Tingbo Liang. (2023) A biomimetic nanodrug for enhanced chemotherapy of pancreatic tumors. JOURNAL OF CONTROLLED RELEASE, [PMID:36627026] [10.1016/j.jconrel.2023.01.007] |
| 7. Hao Chi, Sheng Tian, Xiu Li, Yuchu Chen, Qiumin Xu, Qixiao Wang, Wenwan Shi, Michael Adu-Frimpong, Shanshan Tong. (2023) Construction of lipid raft-coupled agarose gels as bioaffinity chromatography materials and validation with tropomyosin-related kinase A-targeted drugs. JOURNAL OF CHROMATOGRAPHY A, [PMID:36731332] [10.1016/j.chroma.2023.463803] |
| 8. Yaowei Guo, Jin Liu, Qinglin Tang, Cuicui Li, Yanying Zhang, Yao Wang, Yanxin Wang, Yupeng Bi, Christopher D. Snow, Matt J. Kipper, Laurence A. Belfiore, Jianguo Tang. (2022) Lanthanide (Eu3+/Tb3+)-Loaded γ-Cyclodextrin Nano-Aggregates for Smart Sensing of the Anticancer Drug Irinotecan. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 23 (12): (6597). [PMID:35743042] [10.3390/ijms23126597] |
| 9. Yuting Zhu, Shanhao Han, Jianhui Li, Hongwei Gao, Bo Dong. (2022) Aqueous Extract of Sea Squirt (Halocynthia roretzi) with Potent Activity against Human Cancer Cells Acts Synergistically with Doxorubicin. Marine Drugs, 20 (5): (284). [PMID:35621935] [10.3390/md20050284] |
| 10. Chen Ting-ting, Yuan Ming-ming, Tao Yu-mei, Ren Xiao-yan, Li Sufen. (2021) Engineering of Self-assembly Polymers Encapsulated with Dual Anticancer Drugs for the Treatment of Endometrial Cancer. JOURNAL OF CLUSTER SCIENCE, 33 (6): (2661-2671). [PMID:] [10.1007/s10876-021-02175-5] |
| 11. Yingjie Kong, Yeneng Dai, Dashan Qi, Wenyu Du, Haiyang Ni, Fan Zhang, Honghai Zhao, Qingming Shen, Meixing Li, Quli Fan. (2021) Injectable and Thermosensitive Liposomal Hydrogels for NIR-II Light-Triggered Photothermal-Chemo Therapy of Pancreatic Cancer. ACS Applied Bio Materials, [PMID:35006703] [10.1021/acsabm.1c00864] |
| 12. Xiaoyu Xu, Zishan Zeng, Xin Ding, Ting Shan, Qiuxing Liu, Meixu Chen, Jie Chen, Meng Xia, Yuanfeng He, Zeqian Huang, Yanjuan Huang, Chunshun Zhao. (2021) Reactive oxygen species-activatable self-amplifying Watson-Crick base pairing-inspired supramolecular nanoprodrug for tumor-specific therapy. BIOMATERIALS, [PMID:34537502] [10.1016/j.biomaterials.2021.121128] |
| 13. Cui Jing, Guo Yao, Wu Heshui, Xiong Jiongxin, Peng Tao. (2021) Everolimus regulates the activity of gemcitabine-resistant pancreatic cancer cells by targeting the Warburg effect via PI3K/AKT/mTOR signaling. MOLECULAR MEDICINE, 27 (1): (1-16). [PMID:33849427] [10.1186/s10020-021-00300-8] |
| 14. Feng Fan, Lijun Jin, Lihua Yang. (2021) pH-Sensitive Nanoparticles Composed Solely of Membrane-Disruptive Macromolecules for Treating Pancreatic Cancer. ACS Applied Materials & Interfaces, [PMID:33689289] [10.1021/acsami.0c16576] |
| 15. Xin Zhang, Jiapeng Xu, Ronglin Yan, Yu Zhang, Zunqi Hu, Hongbing Fu, Qing You, Qingping Cai, Dejun Yang. (2020) FAM84B, amplified in pancreatic ductal adenocarcinoma, promotes tumorigenesis through the Wnt/β-catenin pathway. Aging-US, [PMID:32291380] [10.18632/aging.103044] |
| 16. Jing Dai, Yiqun Wang, Dinghao Wu, Fengju Wan, Yi Lu, Na Kong, Xiuchun Li, Jinkang Gong, Shengjie Ling, Yuan Yao. (2020) Biointerface mediates cytoskeletal rearrangement of pancreatic cancer cell and modulates its drug sensitivity. Colloid and Interface Science Communications, [PMID:] [10.1016/j.colcom.2020.100250] |
| 17. Yan Liang, Jing Zhang, Baocheng Tian, Zimei Wu, Darren Svirskis, Jingtian Han. (2020) A NAG-Guided Nano-Delivery System for Redox- and pH-Triggered Intracellularly Sequential Drug Release in Cancer Cells. International Journal of Nanomedicine, [PMID:32103941] [10.2147/IJN.S226249] |
| 18. Lin Xiao-mian, Luo Wu, Wang Heng, Li Rong-zhen, Huang Yi-shan, Chen Lian-kuai, Wu Xiao-ping. (2019) The Role of Prostaglandin-Endoperoxide Synthase-2 in Chemoresistance of Non-Small Cell Lung Cancer. Frontiers in Pharmacology, [PMID:31440159] [10.3389/fphar.2019.00836] |
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