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CS-W001157 4
Total: USD 88.00

5-Azacytidine

  • CAS No. 320-67-2

  • Cat. No. CS-1287
  • Purity≥96%
  • MDL No.MFCD00006539

*For research and further manufacturing use only, not for direct human use.

5-Azacytidine|CS-1287

Structure of 320-67-2

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General Information

  • CAS No. 320-67-2
  • Cat. No. CS-1287
  • Purity ≥96%
  • MDL No. MFCD00006539
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₂N₄O₅
  • Molecular Weight 244.20
  • Synonym(s) Azacitidine; 5-AzaC; Ladakamycin
  • SMILES OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C(N=C(N)N=C2)=O)O1

Description

2-Undecanone occurs naturally in wild tomato. It is also found in Ruta chalepensis essential oil and hop oil. 2-Undecanone is an insect and tick repellant.

Application

5-Azacytidine serves as a potent cytidine analog enabling site-specific DNA demethylation through irreversible incorporation into genomic DNA, where it inhibits DNA methyltransferase activity. Its pyrrole ring nitrogen at the 5-position enhances electrophilic reactivity, facilitating covalent trapping of the enzyme. This mechanism underpins its use in epigenetic research and oncology drug discovery. The compound exhibits bench stability, ease of handling, and compatibility with standard nucleoside synthesis protocols, making it a reliable tool for functional studies in gene regulation and cellular differentiation.

Synthesis

  • Route1

    References

    • ScinoPharm Taiwan Ltd. Patent: US2010/36112 A1, 2010 ; Location in patent: Page/Page column 7 ;
  • Route2

    References

    • Ionescu, Dumitru; Blumbergs, Peter Patent: US2004/186283 A1, 2004 ; Location in patent: Page 8 ;
  • Route3

    References

    • SICOR INC.; BIGATTI, Ettore; LUX, Giovanna; PAIOCCHI, Maurizio; GIOLITO, Andrea; TOSI, Simone Patent: WO2010/17374 A1, 2010 ; Location in patent: Page/Page column 18 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07,GHS08
Signal Word : Warning
UN#: 3077
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H341-H350-H360-H372-H410
Precautionary Statements : P260-P264-P270-P273-P280-P330-P391-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   143.72
  • LogP   -3.168
  • H_Acceptors   9
  • H_Donors   4
  • Rotatable_Bonds   2

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