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| CAS No.: | 2353-33-5 |
|---|---|
| Name: | 5-Aza-2'-deoxycytidine |
| Article Data: | 30 |
| Molecular Structure: | |
|
|
|
| Formula: | C8H12N4O4 |
| Molecular Weight: | 228.208 |
| Synonyms: | s-Triazin-2(1H)-one,4-amino-1-(2-deoxy-b-D-erythro-pentofuranosyl)-(7CI,8CI);2-Desoxy-5-azacytidine;2'-Deoxy-5-azacytidine;5-Azadeoxycytidine;DAC;Dacogen;1,3,5-Triazin-2(1H)-one,4-amino-1-(2-deoxy-b-D-erythro-pentofuranosyl)-;b-Decitabine;decitabine; |
| EINECS: | 219-089-4 |
| Density: | 1.9 g/cm3 |
| Melting Point: | ~200 °C (dec.) |
| Boiling Point: | 485.8 °C at 760 mmHg |
| Flash Point: | 247.6 °C |
| Solubility: | acetic acid/water (1:1): 50 mg/mL |
| Appearance: | white crystalline powder |
| Hazard Symbols: |
 Xn, Xi
|
| Risk Codes: | 22-36/37/38 |
| Safety: | 26-36 |
| PSA: | 123.49000 |
| LogP: | -1.55760 |
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Specification
1. Introduction of 5-Aza-2'-deoxycytidine
5-Aza-2'-deoxycytidine is one kind of white crystalline powder. Its IUPAC Name is 4-Amino-1-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,3,5-triazin-2-one. Its Classification Code is Antimetabolites; Antimetabolites, antineoplastic; Antineoplastic; Antineoplastic Agents; Drug / Therapeutic Agent; Enzyme inhibitors; Mutation data; Noxae; Reproductive Effect; Teratogens.
It belongs to API; Bases & Related Reagents; Nucleotides; analog of cytosine. 5-Aza-2'-deoxycytidine can soluble in acetic acid/water (1:1): 50 mg/mL.
2. Properties of 5-Aza-2'-deoxycytidine
Physical properties about 5-Aza-2'-deoxycytidine are:
(1)Index of Refraction: 1.779; (2)Molar Refractivity: 50.23 cm3; (3)Molar Volume: 119.7 cm3; (4)Surface Tension: 91.7 dyne/cm; (5)Density: 1.9 g/cm3; (6)Flash Point: 247.6 °C; (7)Enthalpy of Vaporization: 86.58 kJ/mol; (8)Boiling Point: 485.8 °C at 760 mmHg; (9)Melting Point: -200 °C (dec.); (10)storage temperature: -20 °C; (11)Solubility: acetic acid/water (1:1): 50 mg/mL; (12)Stability: Stable. May be light or air sensitive. Incompatible with strong oxidizing agents; (13)Vapour Pressure of Decitabine (CAS NO.2353-33-5): 1.78E-11 mmHg at 25 °C.
3. Structure Descriptors of 5-Aza-2'-deoxycytidine
(1) SMILES: O=C1/N=C(\N=C/N1[C@@H]2O[C@@H]([C@@H](O)C2)CO)N Copy;
(2)InChI: InChI=1/C8H12N4O4/c9-7-10-3-12(8(15)11-7)6-1-4(14)5(2-13)16-6/h3-6,13-14H,1-2H2,(H2,9,11,15)/t4-,5+,6+/m0/s1;
(3)Std. InChIKey: XAUDJQYHKZQPEU-KVQBGUIXSA-N.
4. Toxicity of 5-Aza-2'-deoxycytidine
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| mouse | LD50 | intraperitoneal | 190mg/kg (190mg/kg) | Cancer Research. Vol. 37, Pg. 3684, 1977. | |
| mouse | LD50 | intravenous | 22mg/kg (22mg/kg) | BLOOD: LEUKOPENIA BLOOD: THROMBOCYTOPENIA | Drug and Chemical Toxicology. Vol. 4, Pg. 373, 1981. |
5. Safety information of 5-Aza-2'-deoxycytidine
Poison by intravenous route. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: 
Xn,
Xi
Risk Statements: 22-36/37/38
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS of Decitabine (CAS NO.2353-33-5): XZ3012000
6. Uses of 5-Aza-2'-deoxycytidine
Decitabine (CAS NO.2353-33-5) is used as a drug. It can be used as as cancer treatment, in particular to inhibit the growth of pancreatic endocrine tumor cell lines. 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.