2′,3′-Dideoxy-5-iodouridine - ≥97% , CAS No.105784-83-6

CAS: 105784-83-6 Cat. No.: D468554 Molecular Weight: 338.10

GRADE & PURITY ≥97%

Synonyms

1-((2R,5S)-5-(Hydroxymethyl)tetrahydrofuran-2-yl)-5-iodopyrimidine-2,4(1H,3H)-dione | D72098 | 2',3'-Dideoxy-5-iodouridine, 97% | W-200744 | 5-Iodo-2',3'-dideoxyuridine | HY-W048476 | 1-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2,4

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Overview

2′,3′-Dideoxy-5-iodouridine is commonly used as research tool for antiviral and anticancer studies.2′,3′-Dideoxy-5-iodouridine (5-Iodo-2′,3′-dideoxyuridine) was used in preparation of fluorescence-tagged chain-terminating reagents, T-526, for rapid DNA sequencing.

Specifications

Synonyms

1-((2R, 5S)-5-(Hydroxymethyl)tetrahydrofuran-2-yl)-5-iodopyrimidine-2, 4(1H, 3H)-dione | D72098 | 2', 3'-Dideoxy-5-iodouridine, 97% | W-200744 | 5-Iodo-2', 3'-dideoxyuridine | HY-W048476 | 1-[(2R, 5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-iodo-pyrimidine-2, 4

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Protected from light

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504758891
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758891
• Canonical Smiles: C1CC(OC1CO)N2C=C(C(=O)NC2=O)I
• IUPAC Name: 1-[(2R,5S)-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidine-2,4-dione
• InChIKey: OBGFSDPYSQAECJ-CAHLUQPWSA-N
• INCHI: 1S/C9H11IN2O4/c10-6-3-12(9(15)11-8(6)14)7-2-1-5(4-13)16-7/h3,5,7,13H,1-2,4H2,(H,11,14,15)/t5-,7+/m0/s1
• Isomeric SMILES: C1C[C@@H](O[C@@H]1CO)N2C=C(C(=O)NC2=O)I
• WGK Germany: 3
• Molecular Weight: 338.10
• Reaxy-Rn: 26127364
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26127364&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Pyrimidine nucleosides
      • Subclass Pyrimidine 2',3'-dideoxyribonucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Pyrimidine nucleosides
• Subclass: Pyrimidine 2',3'-dideoxyribonucleosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Pyrimidine 2',3'-dideoxyribonucleosides
• Alternative Parents: Pyrimidones Halopyrimidines Aryl iodides Hydropyrimidines Vinylogous amides Tetrahydrofurans Heteroaromatic compounds Ureas Lactams Oxacyclic compounds Azacyclic compounds Organic oxides Hydrocarbon derivatives Organoiodides Organonitrogen compounds Organopnictogen compounds Primary alcohols
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: Pyrimidine 2',3'-dideoxyribonucleoside - Halopyrimidine - Pyrimidone - Aryl halide - Aryl iodide - Hydropyrimidine - Pyrimidine - Heteroaromatic compound - Tetrahydrofuran - Vinylogous amide - Lactam - Urea - Azacycle - Oxacycle - Organoheterocyclic compound - Hydrocarbon derivative - Primary alcohol - Organooxygen compound - Organonitrogen compound - Organoiodide - Organohalogen compound - Alcohol - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as pyrimidine 2',3'-dideoxyribonucleosides. These are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at positions 2 and 3.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Light sensitive
• Melt Point(°C): 176 °C (dec.) (lit.)
• Molecular Weight: 338.100 g/mol
• XLogP3: -1.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 337.976 Da
• Monoisotopic Mass: 337.976 Da
• Topological Polar Surface Area: 78.900 Ų
• Heavy Atom Count: 16
• Formal Charge: 0
• Complexity: 357.000
• 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