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CAS NO.2353-33-5
1(10-100)Metric Ton1(10-100)Metric Ton
| 5-Aza-2'-deoxycytidine Basic information |
| Product Name: | 5-Aza-2'-deoxycytidine |
| Synonyms: | 4-amino-1-(2-deoxy-beta-d-erythro-pentofuranosyl)-s-triazin-2(1h)-on;4-amino-1-(2-deoxy-beta-d-erythro-pentofuranosyl)-s-triazin-2(1h)-one;5-azadeoxycytidine;5-triazin-2(1h)-one,4-amino-1-(2-deoxy-beta-d-erythro-pentofuranosyl)-3;2'-DEOXY-5-AZACYTIDINE;4-AMINO-1-(2-DEOXY-BETA-D-RIBOFURANOSYL)-1,3,5-TRIAZIN-2(1H)-ONE;5-AZA-2'-DEOXYCYTIDINE;5-AZA-CDR |
| CAS: | 2353-33-5 |
| MF: | C8H12N4O4 |
| MW: | 228.21 |
| EINECS: | 219-089-4 |
| Product Categories: | API;Bases & Related Reagents;Nucleotides;analog of cytosine;Intermediates & Fine Chemicals;Pharmaceuticals;Epigenetics;Inhibitor;Deoxycytidine;Anti-cancer&immunity;Inhibitors |
| Mol File: | 2353-33-5.mol |
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| 5-Aza-2'-deoxycytidine Chemical Properties |
| mp | ~200 °C (dec.) |
| storage temp. | −20°C |
| solubility | acetic acid/water (1:1): 50 mg/mL |
| Merck | 13,2873 |
| Stability: | Stable. May be light or air sensitive. Incompatible with strong oxidizing agents. |
| CAS DataBase Reference | 2353-33-5(CAS DataBase Reference) |
| EPA Substance Registry System | 1,3,5-Triazin-2( 1H)-one, 4-amino-1-(2-deoxy-.beta.- D-erythro-pentofuranosyl)- (2353-33-5) |
| Safety Information |
| Hazard Codes | Xn,Xi,T |
| Risk Statements | 22-36/37/38-68-61 |
| Safety Statements | 26-36-36/37 |
| WGK Germany | 3 |
| RTECS | XZ3012000 |
| F | 10-34 |
| MSDS Information |
| Provider | Language |
|---|---|
| 5-Aza-2'-deoxycytidine | English |
| SigmaAldrich | English |
| 5-Aza-2'-deoxycytidine Usage And Synthesis |
| Chemical Properties | white crystalline powder |
| Usage | Used as cancer treatment, in particular to inhibit the growth of pancreatic endocrine tumor cell lines. |
| Usage | Decitabine is a potent inhibitor of DNA methylation with IC50 of 438 nM and 4.38 nM in HL-60 and KG1a cells, respectively |
| General Description | Fine white crystalline powder. Used as a drug. |
| Air & Water Reactions | Probably light and air sensitive. Water soluble. Decomposes in aqueous solution at a rate that depends on pH: at pH 7 the drug is more stable than at pH 9, but is less stable than at pH 6. At pH 7 and 99°F, approximately 7% conversion occurs in 1 hour . |
| Reactivity Profile | 5-Aza-2'-deoxycytidine is an aminoalcohol. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. |
| Fire Hazard | Flash point data for 5-Aza-2'-deoxycytidine are not available. 5-Aza-2'-deoxycytidine is probably combustible. |
| Biological Activity | Cytosine analog that once incorporated into DNA acts as a suicide substrate for DNA methyltransferase. Inhibits DNA methyltransferase and results in DNA hypomethylation and activation of silent genes. Chemotherapeutic agent; suppresses growth of human tumor cell lines. Demethylates differentiation-related genes; reverses embryonic stem cell differentiation. |
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