Description

5-Iodouracil (CAS: 696-07-1) is a halogenated pyrimidine derivative with the molecular formula C₄H₃IN₂O₂. This white to off-white crystalline powder is a versatile biochemical reagent widely used in nucleic acid research, molecular biology, and pharmaceutical development. As a uracil analog, 5-Iodouracil exhibits unique properties that make it valuable for studying DNA/RNA structure, mutagenesis, and enzyme inhibition. With a purity of ≥98%, our high-quality product is rigorously tested for consistency and performance in sensitive applications. It is soluble in dimethyl sulfoxide (DMSO) and alkaline solutions, with limited solubility in water. Proper storage at 2-8°C ensures long-term stability of this moisture-sensitive compound. Available in research quantities from milligrams to kilograms, our 5-Iodouracil meets the stringent requirements of academic, industrial, and clinical laboratories.

Properties

• CAS Number: 696-07-1
• Complexity: 199
• IUPAC Name: 5-iodo-1H-pyrimidine-2,4-dione
• InChI: InChI=1S/C4H3IN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
• InChI Key: KSNXJLQDQOIRIP-UHFFFAOYSA-N
• Exact Mass: 237.92392
• Molecular Formula: C4H3IN2O2
• Molecular Weight: 237.98
• SMILES: C1=C(C(=O)NC(=O)N1)I
• Topological: 58.2
• Monoisotopic Mass: 237.92392
• Synonyms: 5-Iodouracil, 5-iodopyrimidine-2,4(1H,3H)-dione, 2,4(1H,3H)-Pyrimidinedione, 5-iodo-, Uracil, 5-iodo-, 2,4-Dihydroxy-5-iodopyrimidine, 5-Iodo-uracil, NSC 57848, CHEBI:43636, EINECS 211-788-2, UNII-H59BRK500M, H59BRK500M, AI3-50390, NSC-57848, DTXSID3061009, 5-IODO-2,4-DIHYDROXYPYRIMIDINE, Uracil, 5-iodo-(VAN), DTXCID9046526, Uracil, 5-iodo-(VAN) (8CI), 211-788-2, inchi=1/c4h3in2o2/c5-2-1-6-4(9)7-3(2)8/h1h,(h2,6,7,8,9, ksnxjlqdqoirip-uhfffaoysa-n, 696-07-1, 5-iodo-1H-pyrimidine-2,4-dione, 5-iodopyrimidine-2,4-diol, MFCD00006020, 5-iodo-1,2,3,4-tetrahydropyrimidine-2,4-dione, CHEMBL1173, NSC57848, 5-iodo-1,3-dihydropyrimidine-2,4-dione, IUR, Uracil, 5-iodo- (VAN), 5-iodo uracil, 5-Iodouracil, 98%, WLN: T6MVMVJ FI, Epitope ID:138110, SCHEMBL7884, 5-iodo-2,4-pyrimidinediol, MLS006011387, SCHEMBL442739, SCHEMBL442740, SCHEMBL1163994, SCHEMBL11200820, 2,3H)-Pyrimidinedione, 5-iodo-, STR02045, BBL035414, BDBM50124203, SBB009920, STK577648, STK697694, STL415952, AKOS005203195, AKOS005503329, AKOS015963410, AKOS026732157, 4-hydroxy-5-iodopyrimidin-2(1H)-one, CS-W001983, DB03554, FI11503, GS-6885, PS-4031, 5-iodopyrimidine-2,4(1H, 3H)-dione, 5-Iodo-2,4(1H,3H)-pyrimidinedione #, AC-19702, PD006817, SMR002529992, ST049221, SY015873, pyrimidine-2,4(1H,3H)-dione, 5-iodo-, DB-055306, I0219, NS00036902, EN300-96043, AG-670/31546064, SR-01000945135, SR-01000945135-1, Q27094489, Z1269147233, 5909-21-7

5-Iodouracil serves as a critical tool in nucleic acid research where it functions as a thymine/uracil analog for studying base pairing interactions and DNA polymerase fidelity. In antiviral research, it’s investigated for potential incorporation into viral RNA to induce lethal mutagenesis. The compound also finds use as a biochemical probe for studying enzyme mechanisms involving pyrimidine metabolism, particularly in thymidylate synthase and uracil-DNA glycosylase studies. Additionally, radiopharmaceutical researchers employ ¹²⁵I-labeled derivatives for tracer studies in metabolic pathways.

Safety and Hazards

GHS Hazard Statements

• H302 (91.5%): Harmful if swallowed [Warning Acute toxicity, oral]
• H312 (91.5%): Harmful in contact with skin [Warning Acute toxicity, dermal]
• H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
• H332 (91.5%): Harmful if inhaled [Warning Acute toxicity, inhalation]
• H335 (97.9%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

Precautionary Statements

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

Hazard Classes and Categories

• Acute Tox. 4 (91.5%)
• Acute Tox. 4 (91.5%)
• Skin Irrit. 2 (100%)
• Eye Irrit. 2 (100%)
• Acute Tox. 4 (91.5%)
• STOT SE 3 (97.9%)

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