Azacitidine (Ladakamycin; 5-AzaC)

Alias: Vidaza; Abbreviations: 5AC; 5AZC. U 18496; U18496; 5-azacytidine; azacytidine; U-18496; ladakamycin. US brand names: Mylosar;
Cat No.:V0404 Purity: ≥98%
5-Azacytidine (5AzaC; Ladakamycin; U-18496; Vidaza;Mylosar;5-AzaC) is an FDA approved anticancer drug bearing a pyrimidine nucleoside core and belongs to cytosine class of antimetabolites.
Azacitidine (Ladakamycin; 5-AzaC) Chemical Structure CAS No.: 320-67-2
Product category: DNA Methyltransferase
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Purity: ≥98%

Product Description

5-Azacytidine (5AzaC; Ladakamycin; U-18496; Vidaza; Mylosar; 5-AzaC) is an FDA approved anticancer drug bearing a pyrimidine nucleoside core and belongs to cytosine class of antimetabolites. It acts as a DNA methyl transferase (DNMT) inhibitor.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
Unmethylated CpG islands associated with a number of genes are partially or fully methylated in malignancies and can be reactivated by 5-Azacytidine [1]. 5-Azacytidine works as a mild inducer of erythroid differentiation of Friend erythroleukemia cells within the same dose range that influences DNA methyltransferase activity [2]. 5-Azacytidine inhibits L1210 cells with ID50 and ID90 values of 0.019 and ~0.15 μg/mL, respectively [3].
ln Vivo
TdR-3H incorporation was markedly decreased when rats were treated to 5-Azacytidine (100 mg/kg, i.p.) for two hours or longer [3].
Animal Protocol
Dissolved in 0.85% NaCl solution; 3 mg/kg; i.p. injection
BDF1 mice bearing lymphoid leukemia L1210
References
[1]. Christman JK. 5-Azacytidine and 5-aza-2'-deoxycytidine as inhibitors of DNA methylation: mechanistic studies and their implications for cancer therapy. Oncogene. 2002 Aug 12;21(35):5483-95.
[2]. Creusot F, et al. Inhibition of DNA methyltransferase and induction of Friend erythroleukemia cell differentiation by 5-azacytidineand 5-aza-2'-deoxycytidine. J Biol Chem. 1982 Feb 25;257(4):2041-8.
[3]. Li LH,et al. Cytotoxicity and mode of action of 5-azacytidine on L1210 leukemia. Cancer Res. 1970 Nov;30(11):2760-9.
[4]. Marycz K, et al. 5-Azacytidine and Resveratrol Enhance Chondrogenic Differentiation of Metabolic Syndrome-Derived Mesenchymal Stem Cells by Modulating Autophagy.Oxid Med Cell Longev. 2019 May 12;2019:1523140
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C8H12N4O5
Molecular Weight
244.2
CAS #
320-67-2
SMILES
O=C1N([C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O)C=NC(N)=N1
Chemical Name
4-amino-1-((2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1,3,5-triazin-2(1H)-one
Synonyms
Vidaza; Abbreviations: 5AC; 5AZC. U 18496; U18496; 5-azacytidine; azacytidine; U-18496; ladakamycin. US brand names: Mylosar;
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 48 mg/mL (196.6 mM)
Water:<1 mg/mL
Ethanol:<1 mg/mL
Solubility (In Vivo)
30% propylene glycol, 5% Tween 80, 65% D5W:30mg/mL
 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 4.0950 mL 20.4750 mL 40.9500 mL
5 mM 0.8190 mL 4.0950 mL 8.1900 mL
10 mM 0.4095 mL 2.0475 mL 4.0950 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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