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5-Azacytidine 320-67-2 lowest price of 5-Azacytidine CAS NO.320-67-2
- Min.Order: 1 Kilogram
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- ProName: 5-Azacytidine 320-67-2 lowest price of...
- CasNo: 320-67-2
- Molecular Formula: C8H12N4O5
- Appearance: white powder
- Application: Pharmaceutical Intermediates, OLED Int...
- DeliveryTime: 10days
- PackAge: normal packing
- Port: shanghai
- ProductionCapacity: 1 Metric Ton/Day
- Purity: 99%
- Storage: Room temperature.
- Transportation: by sea/by air
- LimitNum: 1 Kilogram
- Grade: Industrial Grade
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5-Azacytidine 320-67-2 lowest price of 5-Azacytidine
The pyrimidine nucleoside analogue in this strain produced by Streptoverticillum Ladakanus can be synthesized by chemical method. It is clinically effective in the treatment of breast cancer, colorectal cancer, melanoma, acute granulocytic leukemia, etc.
Properties of 5-azacytidine
Melting point: 226-232 ° C (dec) (lit.)
Specific rotation: 40 (C=1,H2O22 C)
Boiling point: 387.12 ° C (roughestimate)
Density: 1.4287 (roughestimate)
Index of refraction: 1.6590(Estimate)
Storage conditions: 2-8°C
PKa: 13.46±0.70(Predicted) lyophilizedpowder
Color: white,
Water solubility: 0.5 to 1.0 g / 100 mlat21 DHS CMerck14, 887 brn620461inchikeynmusyjaqqfhjew - WGDKFINWSA - N
CAS Database: 320-67-2(CASDataBaseReference)
Classification of carcinogens: 2A(Vol.50)1990
EPA Chemical Information: Azacitidine(320-67-2)
Use and synthesis of 5- azacytidine
An overview of the
Azacitidine (azacitidine), chemical name 1-(-D-nitrofurribose group) -4-amino-1,3, 5-triazine-2 (1H) -ketone, also known as 5-azacycloside, azacycloside, trade name Vidaza, for white needle crystallization; It is a DNA methyltransferase inhibitor developed by Pharmion, Inc., and first marketed in the United States in July 2004. It is a cell cycle specific drug that acts on the S stage. It can rapidly phosphorylate and infiltrate RNA(ribonucleic acid) and DNA(deoxyribonucleic acid), which can be successfully translated into proteins by destroying the nucleic acid, and inhibit the synthesis of proteins. It can also affect the synthesis of pyrimidines by inhibiting the decarboxylase of the whalic acid. Mainly used in the clinical treatment of myelodysplastic syndrome, including refractory anemia, refractory anemia with ring iron bead young cell increased, such as with neutropenia, thrombocytopenia, or need a blood transfusion, refractory anemia with primitive cells increased, refractory anemia with primitive cells increased - transformation type and chronic leukaemia of sex of bone marrow mononuclear cells five subtypes.
The physical and chemical properties
This product is white and quasi-white solid, soluble in dimethyl sulfoxide, slightly soluble in ethanol: water (50:50), propylene glycol, polyethylene glycol; Slightly soluble in water, saturated octanol aqueous solution, 5% glucose injection, N - methyl - 2 - pyrrolidone, 0.9% sodium chloride injection and 5% polysorbate 80 aqueous solution. Chemicalbook is soluble in acetone, ethanol and ethyl methyl ketone.
Preparation method
(1) N - trimethyl silyl - 4-3-2 - methyl silicon oxygen radicals,3,5 amine - 1 - triazine (I) of intermediate of synthesis to the 5 l add HMDS1L four bottles, 5 - nitrogen impurity cytosine 200 g, ammonium sulfate, 20 g, 24 h, heating reflux system, to clarify the solution cooled to 60 ℃, add 1, 2 - dichloroethane 2 l to 80 ℃, 8 h mixing reaction, reaction and cooling to 5 ~ 10 ℃, and set aside.
,3,5 (2) 1 - (2-3 - O - acetyl - beta - D - furan RNA) - amino - 1,3,5 - triazine - 4-2 (1 h) ketone intermediate (II) the synthesis of the step up to join in the reaction system of four acetyl RNA 680 g, slowly add three fluorine mesylate methyl silicone resin 200 ml, 12 h reaction at room temperature, the reaction mixture to ice water mixture, mix with sodium hydroxide solution pH value to 7 ~ 8, methyl tert-butyl ether extraction 3 times, each 600 ml, organic phase with saturated salt water washing 2 times, each 300 ml, combination of organic phase, concentration, You get 900 grams of yellow goo. The mass fraction measured by HPLC was 94.9%.
(3) Synthesis of azacycloside transferred the above viscous material into a 3L four-mouth bottle with 2L methanol, and added 30g of freshly prepared sodium methanol.Stirred overnight at room temperature and filtered, the white solid was obtained by 272G, melting point 228-230 ℃, and white solid was obtained by recrystallization with pyridine.
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Details
Encyclopedia card
5-azacytidine, azacytidine
[Dosage and usage] Intravenous infusion or intravenous drip: 1~2mg/kg each time, once per day.
[Precautions] Side effects include gastrointestinal reactions, liver function damage, leukopenia, etc., postural hypotension, parotid gland swelling, etc. Use with caution in patients with liver dysfunction and pregnant women.
Powder injection :0.05g, 0.1g.
Action principle
Azacytidine is a white acicular crystal, soluble in water and readily hydrolyzed in acids and bases.
Azacycloside L1210, AK mouse lymphocytic leukemia and ECA all have obvious anti-tumor effects, and they mainly act on the S-phase cycle specific drugs. Different from other pyrimidine antagonists, its anti-tumor effect has nothing to do with pyrimidine nucleotide metabolism, but substitutes cytosine into DNA and RNA as pseudometabolites, and interferes with the physiological functions of DNA and RNA, thus producing cytotoxic effect and anti-tumor effect. More attention has been paid in recent years to the role of azacytidine in human DNA methylation. The transcription function of many genes is closely related to the methylation state of pyrimidines. In the whole process of cell division, such methylation remains intact through the action of methyltransferase. As azacytidine can be mixed into DNA and inhibit DNA methylation, it affects gene expression and differentiation. However, azacytidine does not affect the expression of all genes, but affects the expression of some genes and has no influence on the expression of others, for unknown reasons. The study of this mechanism may also have new therapeutic significance. After intravenous administration, the half-life of this product is 3~5h, slightly longer than cytarabine, and 85% of the drug is excreted within 48H.
This product is cytosine nucleoside, which can inhibit the synthesis of DNA and RNA. After subcutaneous injection, this product is well absorbed without binding to plasma proteins, and is rapidly metabolized by deamination in the body. After 30 minutes of intravenous injection, the active drug remained in the blood <2%, but its metabolite half-life was 3.5 hours, and the metabolite recovered in the urine within 24 hours was 70%-90%.