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Moligand™, ≥98% 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 8 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Stavudine (d4T) is a nucleoside analog reverse transcriptase inhibitor (NARTI) active against HIV.
A HIV reverse transcriptase (HIV-1 RT) inhibitor
Purpose
2′,3′-Didehydro-3′-deoxythymidine has been used in cell treatment.It has also been used as a drug in Caenorhabditis elegans to study drug induced mitochondrial toxicity.It has also been used in the preclinical evaluation of GS-9160
| Pubchem Sid | 488182454 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488182454 |
| Canonical Smiles | CC1=CN(C(=O)NC1=O)C2C=CC(O2)CO |
| IUPAC Name | 1-[(2R,5S)-5-(hydroxymethyl)-2,5-dihydrofuran-2-yl]-5-methylpyrimidine-2,4-dione |
| InChIKey | XNKLLVCARDGLGL-JGVFFNPUSA-N |
| INCHI | 1S/C10H12N2O4/c1-6-4-12(10(15)11-9(6)14)8-3-2-7(5-13)16-8/h2-4,7-8,13H,5H2,1H3,(H,11,14,15)/t7-,8+/m0/s1 |
| Isomeric SMILES | CC1=CN(C(=O)NC1=O)[C@H]2C=C[C@H](O2)CO |
| WGK Germany | 2 |
| RTECS | XP2075000 |
| Molecular Weight | 224.21 |
| Reaxy-Rn | 618327 |
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 |
| Class | Nucleoside and nucleotide analogues |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Nucleoside and nucleotide analogues |
| Alternative Parents | Pyrimidones Hydropyrimidines Vinylogous amides Heteroaromatic compounds Dihydrofurans Ureas Lactams Oxacyclic compounds Azacyclic compounds Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Pyrimidone - Hydropyrimidine - Pyrimidine - Dihydrofuran - Vinylogous amide - Heteroaromatic compound - Lactam - Urea - Organoheterocyclic compound - Azacycle - Oxacycle - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Primary alcohol - Organooxygen compound - Organonitrogen compound - Alcohol - Organic oxygen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound |
| Description | This compound belongs to the class of organic compounds known as nucleoside and nucleotide analogues. These are analogues of nucleosides and nucleotides. These include phosphonated nucleosides, C-glycosylated nucleoside bases, analogues where the sugar unit is a pyranose, and carbocyclic nucleosides, among others. |
| External Descriptors | organic molecular entity - dihydrofuran - nucleoside analogue |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Jun 23, 2025 | S129783 | |
| Certificate of Analysis | Jun 23, 2025 | S129783 | |
| Certificate of Analysis | Jun 23, 2025 | S129783 | |
| Certificate of Analysis | Apr 07, 2025 | S129783 | |
| Certificate of Analysis | Apr 07, 2025 | S129783 | |
| Certificate of Analysis | Apr 07, 2025 | S129783 | |
| Certificate of Analysis | Apr 07, 2025 | S129783 | |
| Certificate of Analysis | Apr 07, 2025 | S129783 | |
| Certificate of Analysis | Apr 07, 2025 | S129783 | |
| Certificate of Analysis | Apr 01, 2024 | S129783 | |
| Certificate of Analysis | Apr 01, 2024 | S129783 | |
| Certificate of Analysis | Apr 01, 2024 | S129783 | |
| Certificate of Analysis | Jul 10, 2023 | S129783 | |
| Certificate of Analysis | Jul 10, 2023 | S129783 | |
| Certificate of Analysis | Jul 10, 2023 | S129783 | |
| Certificate of Analysis | May 11, 2023 | S129783 | |
| Certificate of Analysis | Dec 09, 2022 | S129783 |
| Solubility | Soluble in DMSO, methanol, water (83 mg/ml) at 23 °C, chloroform, ethanol, and propylene glycol (30 mg/mL) at 23 °C. |
|---|---|
| Specific Rotation[α] | [α]D -46° (C=0.69,H2O) |
| Melt Point(°C) | 166 °C(dec.) |
| Molecular Weight | 224.210 g/mol |
| XLogP3 | -0.800 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 2 |
| Exact Mass | 224.08 Da |
| Monoisotopic Mass | 224.08 Da |
| Topological Polar Surface Area | 78.900 Ų |
| Heavy Atom Count | 16 |
| Formal Charge | 0 |
| Complexity | 388.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 2 |
| 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 |
| 1. Peijun Chai, Xuhui Geng, Ruirui Zhu, Wenpu Wu, Xuesong Wang, Jinhua Li, Longwen Fu, Hongdan Wang, Wanhui Liu, Lingxin Chen, Zhihua Song. (2023) Fabrication and application of molecularly imprinted polymer doped carbon dots coated silica stationary phase. ANALYTICA CHIMICA ACTA, [PMID:37524474] [10.1016/j.aca.2023.341611] |
| 2. Junping Xue, Jingxiu Zhang, Cuichi Yu, Maryam Arabi, Jinhua Li, Guisheng Li, Gangqiang Yang, Lingxin Chen, Zhihua Song. (2023) Synthesis and evaluation of ginsenosides imprinted polymer-based chromatographic stationary phase. JOURNAL OF SEPARATION SCIENCE, 46 (10): (2200825). [PMID:36892410] [10.1002/jssc.202200825] |
| 3. Zhihua Song, Yanqin Song, Yinghao Wang, Jinqiu Liu, Yumeng Wang, Wen Lin, Yaqi Wang, Jinhua Li, Jiping Ma, Gangqiang Yang, Lingxin Chen. (2021) Chromatographic performance of zidovudine imprinted polymers coated silica stationary phases. TALANTA, [PMID:34890940] [10.1016/j.talanta.2021.123115] |
| 4. Lei Xu, Jing Lu, Weiqi Meng, Fengjuan Cui. (2021) Determination of the Nucleoside Reverse Transcriptase Inhibitors Lamivudine, Stavudine, and Didanosine in Human Urine by Micellar Electrokinetic Chromatography Using the Ionic Liquid-Based Cationic Surfactant 1-Tetradecyl-3-Methylimidazolium Bromide. ANALYTICAL LETTERS, [PMID:] [10.1080/00032719.2021.1904970] |
| 5. Zhihua Song, Jinqiu Liu, Deyang Zhang, Yumeng Wang, Wen Lin, Yi Bi, Hongbo Wang, Maryam Arabi, Jinhua Li, Jiping Ma, Yan Wang, Lingxin Chen. (2022) Synthesis of C8F13-SiO2 stationary phase for chromatographic separation of highly polar compounds. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2022.107670] |
| 6. Haoran Wang, Tong Xu, Shuaishuai Xin, Guocheng Liu, Qinghua Yan, Dong Ma, Yanlong Sun, Chengzhi Zhou, Yanjun Xin, Ya-nan Zhang. (2025) Nucleoside structure promotes the degradation of antiviral drugs in simulated sunlight-activated periodate system. SEPARATION AND PURIFICATION TECHNOLOGY, [PMID:] [10.1016/j.seppur.2025.133922] |
| 7. Zijun Dong, Zhihao Han, Lulu Zhang, Xiaohui Sun, Chenyu Wang, Yifeng Yang. (2026) Fate and Ecological Risk Assessment of Antiviral Drugs in Multiprocess Wastewater Treatment Plants and Adjacent Watersheds: A Case Study in Shenzhen, China. ACS ES&T Water, [PMID:] [10.1021/acsestwater.5c01216] |
| 8. Zongyu Yan, Mian Wu, Haoran Wang, Tong Xu, Shuaishuai Xin, Qianwen Wang, Guocheng Liu, Qinghua Yan, Yanlong Sun, Chengzhi Zhou, Ya-nan Zhang, Yanjun Xin. (2026) Study on antiviral drugs degradation by UV/NH2Cl: Combination of experiments and quantum chemical calculation. Journal of Environmental Chemical Engineering, 14 (2): (121835). [PMID:] [10.1016/j.jece.2026.121835] |
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