Description

Deoxyuridine (CAS: 951-78-0) is a nucleoside derivative of uracil, where the uracil base is linked to a deoxyribose sugar moiety via a β-N₁-glycosidic bond. With the molecular formula C₉H₁₂N₂O₅, it serves as a critical intermediate in nucleotide metabolism and DNA synthesis pathways. This high-purity compound (>98.5%) is widely utilized in biochemical research, molecular biology, and pharmaceutical development due to its role in studying thymidylate synthase inhibition, DNA repair mechanisms, and nucleoside analog synthesis. Available as a white crystalline powder, it is soluble in water and DMSO, ensuring compatibility with a broad range of experimental conditions. Ideal for researchers investigating nucleoside metabolism, antiviral drug development, or radiolabeling studies.

Properties

• CAS Number: 951-78-0
• Complexity: 343
• IUPAC Name: 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione
• InChI: InChI=1S/C9H12N2O5/c12-4-6-5(13)3-8(16-6)11-2-1-7(14)10-9(11)15/h1-2,5-6,8,12-13H,3-4H2,(H,10,14,15)/t5-,6+,8+/m0/s1
• InChI Key: MXHRCPNRJAMMIM-SHYZEUOFSA-N
• Exact Mass: 228.07462149
• Molecular Formula: C9H12N2O5
• Molecular Weight: 228.20
• SMILES: C1[C@@H]([C@H](O[C@H]1N2C=CC(=O)NC2=O)CO)O
• Topological: 99.1
• Monoisotopic Mass: 228.07462149
• Physical Description: Solid
• Synonyms: 2′-DEOXYURIDINE, 951-78-0, deoxyuridine, Uracil deoxyriboside, 2-Deoxyuridine, Uridine, 2′-deoxy-, Deoxyribose uracil, 2′-Desoxyuridine, Desoxyuridine, CCRIS 2832, EINECS 213-455-7, UNII-W78I7AY22C, NSC 23615, Uracil desoxyuridine, BRN 0024433, DEOXYURIDINE [MI], 1-(2-Deoxy-beta-D-erythro-pentofuranoxyl)uracil, 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2,3,4-tetrahydropyrimidine-2,4-dione, 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-ribofuranosyl)-, DTXSID30883621, 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-ribofuranosyl)-, 4-24-00-01200 (Beilstein Handbook Reference), NSC-23615, 1-(2-Deoxy-D-erythro-pentofuranosyl)uracil, 1-(2-Deoxy-delta-erythro-pentofuranosyl)uracil, 1-(2-deoxy-beta-D-ribofuranosyl)-2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-delta-ribofuranosyl)-2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-delta-erythro-pentofuranosyl)-2,4(1H,3H)-Pyrimidinedione, 1-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)-1,2,3,4-tetrahydropyrimidine-2,4-dione, (beta 1-(2-Deoxyribopyranosyl))thymidine, 1-(2-Deoxy-.beta.-D-erythro-pentofuranoxyl)uracil, 1-(4-hydroxy-5-(hydroxymethyl)oxolan-2-yl)pyrimidine-2,4-dione, 1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione, 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-.beta.-D-ribofuranosyl)-, 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-.beta.-D-erythro-pentofuranosyl)-, 2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)-, DTXCID601023132, mxhrcpnrjammim-uhfffaoysa-n, 1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione, dURD, 2′-Deoxyuridine-1′-d, MFCD00006527, 1-(2-Deoxy-beta-D-ribofuranosyl)uracil, 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione, W78I7AY22C, CHEBI:16450, 1-[(4S,2R,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3-dihydropyrimidine-2, 4-dione, DUR, dU, 2′-dU, 1-(2-deoxy-beta-D-erythro-pentofuranosyl)uracil, 2′-Deoxy-D-uridine, Uridinie, 2′-deoxy-, 2yb0, bmse000320, SCHEMBL28844, MLS001066344, CHEMBL353955, SCHEMBL3878189, SCHEMBL4302151, 2 inverted exclamation marka-dU, SCHEMBL10577633, SCHEMBL27573408, 2′-Deoxyuridine, >=98.5%, MSK6807, HMS2267D16, HY-D0186, s5505, ZINC00155696, AKOS015833069, AKOS015896792, 1-(2-Deoxy-ss-D-ribofuranosyl)uracil, CCG-247504, CS-W019820, DB02256, ND06282, PS-7750, 1-((2R,4S,5R)-4-Hydroxy-5-(hydroxymethyl)tetrahydro-furan-2-yl)pyrimidine-2,4(1H,3H)-dione, NCGC00142492-01, BP-58660, DA-49411, SMR000112296, ST057093, D0060, NS00014663, C00526, O10766, EN300-7374520, Q419140, 1-(2-DEOXY-.BETA.-D-ERYTHRO-PENTOFURANOSYL)URACIL, E73B1553-A13A-4989-B045-A589A8F2B9DC, 1-((2R,4S,5R)-4-Hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-1-H-pyrimidine-2,4-dione, 1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4-dione

Deoxyuridine is primarily used in research applications to study DNA synthesis and repair mechanisms, particularly in the context of thymidylate synthase inhibition. It serves as a precursor for radiolabeled nucleotides in tracking DNA replication and repair processes. Additionally, it is employed in the development of antiviral and anticancer nucleoside analogs due to its structural similarity to thymidine.

Safety and Hazards

GHS Hazard Statements

• H302 (40%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (20%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (40%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (40%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (20%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (40%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
• H400 (20%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
• H410 (20%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Precautionary Statements

• P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501

Hazard Classes and Categories

• Acute Tox. 4 (40%)
• Acute Tox. 4 (20%)
• Skin Irrit. 2 (40%)
• Eye Irrit. 2A (40%)
• Acute Tox. 4 (20%)
• STOT SE 3 (40%)
• Aquatic Acute 1 (20%)
• Aquatic Chronic 1 (20%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.