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Tel: 86-371-86259723
Tel: 17734809689
Tel: 17734809689
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Tel: +86-371- 86259723
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MaxCard:
CAS NO.66-22-8
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Henan Sunlake Enterprise Corporation is located in Henan Province , The central plain of China , Which enjoys favorable geogeaphical position and convenient transportion, The com[any was established in june. 1998 , until now having more than 18 years experience in manufacturing & exporting chemical raw material .Sunlake is a professional manufacturer engaged in producing and selling chemicals,including Organic & inorganic chemicals , pigments & Dyestuffs , Water treatment chemicals , Food & FEED additives and others . these products have been being well exported to europe , southeast Asia , the Middle East , Africa , South America and some other countries and areas.We sincerely welcome foreign friends to visit our plant for cooperation. With the idea of "quality first,credit priority, Excellent service", We are highly acknowledged by customers for good quality and competitive price. More importantly , the company has a strong R & D team, who are professional engineers and scholars with Ph. D. .So we are confident to serve you better with our high - quality products and professional team.We are taking great efforts to provide our customers with demanded goods and professional services, and continuously improve our core ability of competition and get the momentum for sustainable development, and finally make us being a reliable and professional wupplier in international market.We welcome any serious inquiries from all customers of the world, and sincerely hope to cooperate.
Uracil Basic information |
Organic alkali Fluorouracil Chemical property Application Production methods |
Product Name: | Uracil |
Synonyms: | 2,4-DIOXOPYRIMIDINE;2,4-DIHYDROXYPYRIMIDINE;2,4-PYRIMIDINEDIOL;2,4(1H,3H)-PYRIMIDINEDIONE;2-HYDROXY-4(1H)-PYRIMIDINONE;Cellocidin;Cellomate;CCTGCCCTGUGCAGCTGTGGG |
CAS: | 66-22-8 |
MF: | C4H4N2O2 |
MW: | 112.09 |
EINECS: | 200-621-9 |
Product Categories: | PYRIMIDINE;Heterocyclic Compounds;Pyrimidines;Biochemistry;Nucleobases and their analogs;Nucleosides, Nucleotides & Related Reagents;Nutritional Supplements;Nucleic acids;Bases & Related Reagents;Intermediates & Fine Chemicals;Nucleotides;Pharmaceuticals;Building Blocks;C4 to C5;Chemical Synthesis;Heterocyclic Building Blocks;Nutrition Research;Panax ginseng;Phytochemicals by Plant (Food/Spice/Herb);Heterocycle-Pyrimidine series;ketone;Inhibitors |
Mol File: | 66-22-8.mol |
Uracil Chemical Properties |
mp | >300 °C(lit.) |
Water Solubility | SOLUBLE IN HOT WATER |
Merck | 14,9850 |
BRN | 606623 |
Stability: | Stable. Incompatible with strong oxidizing agents. |
CAS DataBase Reference | 66-22-8(CAS DataBase Reference) |
NIST Chemistry Reference | Uracil(66-22-8) |
EPA Substance Registry System | 2,4(1H,3H)-Pyrimidinedione(66-22-8) |
MSDS Information |
Provider | Language |
---|---|
Uracil | English |
SigmaAldrich | English |
ACROS | English |
ALFA | English |
Uracil Usage And Synthesis |
Organic alkali |
Uracil is an organic alkali, and is one of the four major bases in RNA. It is a major component of the pyrimidine composition in ribonucleic acid (RNA) as well as in various kinds of uridines. It can connect with ribose to generate UMP whose triphosphate compound being UTP. UTP is the precursor form of uracil in RNA biosynthesis. UTP also acts as a coenzyme to be involved in the biosynthesis of certain sugars. Uracil can block the degradation effect of tegafur, and thus increasing the concentration of fluorouracil which enhance the anti-cancer effects. Fluorouracil has similar clinical indications as uracil. It is mainly used for treating digestive cancer, breast cancer and thyroid cancer. Combination with mitomycin has a good efficacy on treating advanced gastric cancer. Laboratory synthesizes uracil through the cyclization reaction between ethyl malonyl and urea for pharmaceutical and biochemical research. Uracil has tautomerism effect: Keto (2,4-2 CPCC) enol (2,4-2-hydroxy pyrimidine) in mainly exist in the form of ketone inside biological cells. Nature uracil is presented mainly in marine organisms, particulate matter and sea lysate. It is treated as life indicator in the field of organic geochemistry. Pyrimidine refers to the hexaheterocyclic compound with two nitrogen atoms in 1,3-position of the benzene ring, and it, together with pyridazine and pyrazine, are isomers of each other. Pyrimidine has a unique UV spectrum due to the presence of conjugated double bonds in its structure. Pyrimidine has a lower basicity and a weaker lectrophilic substitution reaction than pyridine. But it is more prone to have nucleophilic substitution. Derivatives of pyrimidine are widely distributed in nature, including vitamin B1, uracil, thymine, and cytosine which all containing a pyrimidine structure. |
Fluorouracil |
Fluorouracil, briefly referred as FU, is currently one of the most commonly used anti-cancer drug. It is white crystals with pKa = 8.1, m.p.282 ~ 283 °C. It is slightly soluble in water (12mg/ml at 25 °C) and ethanol, but insoluble in chloroform and ether. It is easily soluble in diluted acid and alkali. It is hydrolyzed in the presence of strong base but is stable in normal saline. Due to the introduction of a strong electrically fluorine atoms, the acidity of Fu is 30 times higher than its parent, uracil. The injection of Fu usually is an aqueous solution with pH 9.0 adjusted by sodium hydroxide. It is sensitive to light and easy to crystallize when stored at low temperatures or prolonged room temperature. According to the stronger ability of tumor tissue of rats in utilizing pyrimidine than normal tissue n, in 1957, Duschinsky and Heidelbergere designed and replace the 5-hydrogen in uracil to fluorine with similar size and generated Fu, as an anti-metabolite of uracil to achieve selective anticancer effects. FU has inhibitory effects on many kinds of animal transplanted tumors such as mouse leukemia L1210, L615, and adenocarcinoma 755. Tumor cells has no cross-resistance to it and other commonly used anti-cancer drugs such as cytarabine, methotrexate, mercaptopurine, cyclophosphamide, and carmustine. FU is converted into 5-fluoro-deoxy-uridine monophosphate (FDUMP) and 5-fluorouracil nucleoside triphosphate (FUTP) in tissues. FDUMP inhibits the thymidylate synthase (TS) via forming compound with TS and 5,10-methenyltetrahydrofolate, thus resulting in a lack of intracellular thymine nucleotide and further inhibition of DNA synthesis, finally leading to cell death. On the other hand, FUTP is incorporated into RNA as the substrate of RNA polymerase |