Description

Cyclouridine (CAS 3736-77-4) is a nucleoside analog with the molecular formula C₉H₁₀N₂O₅, widely utilized in biochemical and pharmaceutical research. This compound, also known as 2,2′-Anhydrouridine, features a unique fused-ring structure that makes it valuable for studying RNA metabolism, nucleoside modifications, and antiviral drug development. With high purity (>99%) and stability, Cyclouridine is ideal for enzymatic assays, structural biology, and synthetic chemistry applications. Our product is rigorously tested for quality, ensuring reliable performance in your research workflows. Available in various quantities, from milligrams to grams, to meet both small-scale and industrial needs.

Properties

• CAS Number: 3736-77-4
• Complexity: 393
• IUPAC Name: (2R,4R,5R,6S)-5-hydroxy-4-(hydroxymethyl)-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one
• InChI: InChI=1S/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4-,6-,7+,8-/m1/s1
• InChI Key: UUGITDASWNOAGG-CCXZUQQUSA-N
• Exact Mass: 226.05897142
• Molecular Formula: C9H10N2O5
• Molecular Weight: 226.19
• SMILES: C1=CN2[C@H]3[C@H]([C@@H]([C@H](O3)CO)O)OC2=NC1=O
• Topological: 91.6
• Monoisotopic Mass: 226.05897142
• Synonyms: 3736-77-4, 2,2′-Anhydrouridine, Cyclouridine, 2,2′-Cyclouridine, 2,2′-O-Cyclouridine, 2,2′-Anhydro-1(B-D-arabinofuranosyl)uracil, 2,2′-Anhydro(1-beta-D-arabinofuranosyl)uracil, N9APX1AAR4, EINECS 223-107-6, NSC 157148, DTXSID801315535, NSC-157148, 2,2′-Anhydro(1-.beta.-D-arabinofuranosyl)uracil, (2R,3R,3AS,9AR)-2,3,3A,9A-TETRAHYDRO-3-HYDROXY-2-(HYDROXYMETHYL)-6H-FURO(2′,3′:4,5)OXAZOLO(3,2-A)PYRIMIDIN-6-ONE, 6H-Furo(2′,3′:4,5)oxazolo(3,2-a)pyrimidin-6-one, 2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-, (2R-(2alpha,3beta,3abeta,9abeta))-, 6H-Furo(2′,3′:4,5)oxazolo(3,2-a)pyrimidin-6-one, 2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-, stereoisomer (VAN), (2R,4R,5R,6S)-5-hydroxy-4-(hydroxymethyl)-3,7-dioxa-1,9-diazatricyclo(6.4.0.02,?)dodeca-8,11-dien-10-one, (2R,4R,5R,6S)-5-hydroxy-4-(hydroxymethyl)-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,?]dodeca-8,11-dien-10-one, 0(2),2′-anhydrouridine, DTXCID101745440, 6H-Furo(2′,3′:4,5)oxazolo(3,2-a)pyrimidin-6-one, 2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-, (2R-(2alpha,3beta,3abeta,9abeta))-(9CI), 6H-Furo(2′,3′:4,5)oxazolo(3,2-a)pyrimidin-6-one, 2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-, stereoisomer (VAN) (8CI), O2,2′-Cyclouridine, 2,2′-Anhydro-1(beta-D-arabinofuranosyl)uracil, MFCD00004945, (2R,3R,3aS,9aR)-3-hydroxy-2-(hydroxymethyl)-2,3,3a,9a-tetrahydro-6H-furo[2′,3′:4,5]oxazolo[3,2-a]pyrimidin-6-one, (2R,4R,5R,6S)-5-hydroxy-4-(hydroxymethyl)-3,7-dioxa-1,9-diazatricyclo[6.4.0.02,6]dodeca-8,11-dien-10-one, 2,2′-Anhydro-(1-Beta-D-Arabinofuranosyl)uracil, 2,2′-ANHYDRO-URIDINE, O2,2′-Cyclouridine (VAN), NSC157148, 2,2′-Cyclouridine;O2,2′-Cyclouridine, 2 2-Cyclouridine, 2,2’Anhydrouridine, 2,2-Cyclouridine?, 2′,2-anhydrouridine, 2,2′ Anhydrouridine, 2,2′-anhydro uridine, 2, 2′-Anhydrouridine, UNII-N9APX1AAR4, 2,2a(2)-Anhydrouridine, Anhydrouridine; 2,2′-ANHYDROURIDINE; CYCLOURIDINE, O(2),2′-anhydrouridine, O2,2′-Cyclouridine, 99%, SCHEMBL1883172, CHEMBL3251336, UUGITDASWNOAGG-CCXZUQQUSA-, BJE, HG1148, s4984, AKOS015896944, CCG-252211, CS-W013029, DB04627, HY-W012313, NA05939, NCGC00651741-01, AS-15433, BP-58603, NS00068261, 2,2′-Anhydro(1-|A-D-arabinofuranosyl)uracil, 2′-Anhydro(1-.beta.-D-arabinofuranosyl)uracil, 2,2 inverted exclamation mark -O-Cyclouridine, 2,2′-Anhydro-1(|?-D-arabinofuranosyl)uracil, BRD-K46900527-001-01-4, Q27095363, 2,2′-Anhydro-b-D-arabinofuranosyl uracil;O-2,2′-Cyclouridine;2,2′-Anhydro-D-uridine, (2R,3R,3aS,9aR)-3-hydroxy-2-(hydroxymethyl)-2,3,3a,9a-tetrahydrofuro[[?]:[?]]oxazolo[[?]]pyrimidin-6-one, (2R-(2alpha,3beta,3Abeta,9abeta))-2,3,3a,9a-tetrahydro-3-hydroxy-(hydroxymethyl)-6H-furo(2′,3′:4,5)oxazolo(3,2-a)pyrimidin-6-one, 6H-Furo[2′,3′:4,5]oxazolo[3,2-a]pyrimidin-6-one, 2,3,3a,9a-tetrahydro-3-hydroxy-2-(hydroxymethyl)-, (2R,3R,3aS,9aR)-, InChI=1/C9H10N2O5/c12-3-4-6(14)7-8(15-4)11-2-1-5(13)10-9(11)16-7/h1-2,4,6-8,12,14H,3H2/t4-,6-,7+,8-/m1/s1

Cyclouridine is primarily used in biochemical research as a precursor for modified nucleosides and RNA analogs. It serves as a key intermediate in the synthesis of antiviral and anticancer compounds due to its ability to inhibit viral polymerase activity. Researchers also employ Cyclouridine to study RNA degradation pathways and nucleotide salvage mechanisms in cellular systems.

Safety and Hazards

GHS Hazard Statements

• H302 (50%): Harmful if swallowed [Warning Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P317, P330, and P501

Hazard Classes and Categories

• Acute Tox. 4 (50%)

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