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PRODUCT

6-Methyluracil

6-Methyluracil CAS 626-48-2

CAS:626-48-2 | C5H6N2O2 |MW:126.11 | EINECS NO:210-949-4

Payment: L/C,T/T,D/P,Paypal,Money Gram,Western Union

Incoterm: FOB,CFR,CIF,EXW,FCA,CPT,CIP

Transporta: Ocean, Land,Air, DHL,TNT

Port: Shanghai Port, Qingdao Port

Description

Physical properties At room temperature, 6-Methyluracil appears as a white or off-white crystalline powder. It is easy to store, transport, and weigh precisely. This makes it a good physical form for chemical raw materials and pharmaceutical intermediates. Solubility is one of the most important physical properties. Water solubility is low but significant. The introduction of methyl groups to uracil increases its hydrophobicity, which is why it has a lower solubility in the water than uracil without modification. It can still be dissolved into hot water or prepared at room temperature to a specific concentration for testing biological reactions. Solubility of 6-Methyluracil in organic solvents: Dimethyl sulfoxide is soluble with certain polar solvents. DMSO is a common solvent used to dissolve many insoluble compounds. It may also be slightly solubilized in dimethylformamide and alkaline aqueous solution. The processing method for experiments and production is determined by the solubility characteristics. Stability and melting point: 6-Methyluracil is an organic crystal with a high melting point. This shows good thermal stability, which makes it easy to store under normal conditions. The solid form of the material can be stable for a long period under dark and dry conditions. Chemical properties The main chemical properties of 6-Methyluracil can be attributed to the two functional groups that are present on the pyrimidine rings: an inert methyl and two amides. Due to its imines, pyrimidine can exhibit extremely weak acidity. The nitrogen atoms can accept protons weakly, and display extremely weak alkalinity. It is an amphoteric compound. However, its acidity and alkalinity levels are low, and the 6-Methyluracil molecule exists mainly in aqueous solution. Hydrogen bonding: The carbonyl oxygen in the 6-Methyluracil is a good hydrogen bond donor and acceptor, just like uracil. This property is important for simulating and interacting biomolecules. 6-Methyluracil is a molecular recognition network that can be involved in many biological activities. Aromaticity: The pyrimidine system is aromatic and a p-electrons conjugated system. The resonant structure of the ring system makes it relatively stable. However, the carbon atoms in the ring are less active for electrophilic replacement reactions. The 6-Methyluracil can be produced by using the reactivity in the uracil system. Reactivity of the methyl group. The methyl at position 6 may have some acidity due to its proximity with two electron-withdrawing nitrogen atoms. This allows it to participate in certain condensation reactions such as reacting with aldehydes and side chain derivatives. In most biologically-active scenarios, the methyl group at position 6 is regarded as an inert hydrophobic, playing a major role in steric hinderance and molecular polarity.

Product Images & Packaging

6-Methyluracil
6-Methyluracil
6-Methyluracil

Product Parameters

6-Methyluracil Chemical Properties
Melting point 318 °C (dec.)(lit.)
density 1.226±0.06 g/cm3(Predicted)
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
pkapK1:9.52 (25°C)
form Fine Crystalline Powder
color White to almost white
Water Solubility 7 g/L (22 ºC)
Merck 14,6133
BRN 115647
InChIInChI=1S/C5H6N2O2/c1-3-2-4(8)7-5(9)6-3/h2H,1H3,(H2,6,7,8,9)
InChIKeySHVCSCWHWMSGTE-UHFFFAOYSA-N
SMILESC1(=O)NC(C)=CC(=O)N1
CAS DataBase Reference626-48-2(CAS DataBase Reference)

The application of 6-Methyluracil

Its value is mainly shown by its role as a core structure for bioactive molecules, and as an intermediate fine chemical.

1. Pharmaceutics: a key role in research and synthesis

This is where 6-methyluracil can be most useful. It is a key pharmaceutical intermediate that forms the basis for many important drugs.

Synthesis of anticancer drug: Some chemotherapy drugs contain modified pyrimidine base in their structure, like one of the metabolites from capecitabine. The 6-methyluracil is a useful starting material or intermediate in the synthesis for fluorouracil derivatives. Fluorouracil is a pyrimidine antimetabolite that inhibits the thymidine synthesis enzyme, interferes in DNA synthesis and suppresses cancerous cells. Modifying uracil using methylation or other techniques allows medicinal chemists to optimize the pharmacokinetics of the parent drug, for example, by improving the oral bioavailability and altering the tissue distribution.

Nucleoside analogs are used to develop drugs that target DNA viruses, such as the herpes virus. These analogues can be designed with non-natural bases, such as 6-methyluracil. They are then phosphorylated selectively by viral encoded enzymes, like thymidine Kinase, and integrated into viral DNA, resulting in antiviral effects.

Other drug development: It can be used as an analog of pyrimidine base to develop drugs to treat other diseases that are related to cell proliferation and genetic information transmission. Researchers can screen for inhibitory or activating activities against specific targets, such as receptors and enzymes. They do this by integrating the molecules into more complex molecular structures.

2. Plant Growth Regulation – Application in Agricultural Science

The 6-methyluracil has an important role in agriculture. It is being studied as a possible plant growth regulator.

Mechanism of Action: Its antimetabolic effects in animals may have a similar mechanism of action. It may disrupt the normal pyrimidine metabolic pathway in plants as an analog of uracil. Plants may mistake it for thymine or uracil, which then can be incorporated into the RNA, or disrupt the normal growth cycle and division of cells.

Use: The interference can have a growth inhibitory or regulatory effect at low concentrations. It is useful to promote tillering and control overgrowth. It may have herbicidal effects at higher concentrations. It is a metabolic antagonist, which inhibits metabolic processes in a competitive manner by simulating essential substances to life. This application is not as common as the mainstream herbicides but it has value for specific crops and research fields.

3. Applications of Biochemistry and Molecular Biology Research

In the area of basic science research, 6-methyluracil can be a helpful tool molecule.

Inhibitors are useful tools in enzymatic research. They can be used to study a variety of enzymes involved in pyrimidine metabolism. When studying enzymes like dihydropyrimidine (DPD), Thymidine Synthase and Uridine Phosphorrylase, 6-methyluracil is a good competitive inhibitor. Scientists can determine the mechanism of action and active center of enzymes by observing the effect of 6-methyluracil on the catalytic efficiency towards natural substrates such as thymine or uracil.

Cornerstone of nucleoside analogue synthesis: 6-methyluracil is a modified base that can be attached to either ribose (or deoxyribose) to create novel molecules. These molecules are useful for studying the properties of DNA/RNA or synthases or creating new diagnostic probes.

6-Methyluracil's Procurement Guide

Procurement Guidelines
1. Sample Policy
We can provide a 2-3g free trial package (shipping fee required)

2. Batch procurement
Packaging: 25kg/bag; 220kg/barrel; Special packaging according to your needs
MOQ:1kg

3. Customized services
Concentration customization (90% -99%)
Paeonol’s outsourcing services

Paeonol

FAQ

Yes, we have our own factory called ” ZhiShang Industry Group “

Yes, we have GMP certificate for some products, and we can provide DMF as well.

 -Quality you require, eg. Assay, Purity, or single impurity

-Quantity you need

-Standard you want, such as USP, EP, JP etc.

Escrow and T/T in advance are highly recommended. We can accept Western Union, Money Gram and Paypal as well.

For sample(less than 1kg), in about 3 working days after payment; for larger orders (more than 1kg), in about 7 working days after payment. 

For samples, we will send by TNT/DHL/FEDEX/UPS express, usually it takes about 3-5 day.

Related References

Manufacturer of 6-Methyluracil

Company Info

Zhishang Bio company in China that exports chemicals, Cosmetic raw materials, and Intermediates for over 70 countries now.
 
And a range of 50,000 products with the best quality and competitive price to meet your different purchasing needs.
 
The company integrates research and development, production, and trade, with a modern production base, advanced testing equipment, and an experienced technical team to ensure that products reach industry-leading levels in purity, stability, and environmental friendliness.

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