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Atomfair 5′-(1,4-Dihydro-1-methyl-3-pyridinylcarbonyl)-3′-azido-3′-deoxythymidine Azt-cds, H2PyrAZT, DPAZT, HPAZT, Zdv-cds C17H20N6O5

Description 5′-(1,4-Dihydro-1-methyl-3-pyridinylcarbonyl)-3′-azido-3′-deoxythymidine (CAS: 1182-42-9) is a chemically modified nucleoside analog with the molecular formula C17H20N6O5. This compound, also known by its IUPAC name [(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl 1-methyl-4H-pyridine-3-carboxylate, is a derivative of thymidine featuring an azido group at the 3′ position and a 1-methyl-4H-pyridine-3-carbonyl moiety at the 5′ position. It is a key intermediate in the synthesis of prodrugs and antiviral agents, particularly in HIV research. The compound is supplied as a high-purity solid, rigorously tested by HPLC, NMR, and mass spectrometry to ensure quality and consistency. Suitable for research use only, it is packaged in amber glass vials under inert atmosphere to…

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Description

Description

5′-(1,4-Dihydro-1-methyl-3-pyridinylcarbonyl)-3′-azido-3′-deoxythymidine (CAS: 1182-42-9) is a chemically modified nucleoside analog with the molecular formula C17H20N6O5. This compound, also known by its IUPAC name [(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl 1-methyl-4H-pyridine-3-carboxylate, is a derivative of thymidine featuring an azido group at the 3′ position and a 1-methyl-4H-pyridine-3-carbonyl moiety at the 5′ position. It is a key intermediate in the synthesis of prodrugs and antiviral agents, particularly in HIV research. The compound is supplied as a high-purity solid, rigorously tested by HPLC, NMR, and mass spectrometry to ensure quality and consistency. Suitable for research use only, it is packaged in amber glass vials under inert atmosphere to ensure stability.

  • CAS No: 1182-42-9
  • Molecular Formula: C17H20N6O5
  • Molecular Weight: 388.4
  • Exact Mass: 388.14951776
  • Monoisotopic Mass: 388.14951776
  • IUPAC Name: [(2S,3S,5R)-3-azido-5-(5-methyl-2,4-dioxopyrimidin-1-yl)oxolan-2-yl]methyl 1-methyl-4H-pyridine-3-carboxylate
  • SMILES: CC1=CN(C(=O)NC1=O)[C@H]2C[C@@H]([C@H](O2)COC(=O)C3=CN(C=CC3)C)N=[N+]=[N-]
  • Synonyms: Azt-cds, H2PyrAZT, DPAZT, HPAZT, Zdv-cds

Application

This compound is primarily utilized in pharmaceutical research as a precursor for the development of prodrugs targeting antiviral therapies, particularly against HIV. Its unique structure allows for enhanced cellular uptake and controlled release of active metabolites. Researchers also employ it in mechanistic studies of nucleoside analog metabolism and resistance. Additionally, it serves as a valuable tool in medicinal chemistry for structure-activity relationship (SAR) optimization.

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