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What is the chemical structure of 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl
This is a study on the chemical structure of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl ester. Its structure contains a quinoline parent nucleus, which is the key framework of many quinolones.
In the quinoline parent nucleus, the 4-position is an oxo group, which has a profound impact on the biological activity of the compound and plays an important role in antibacterial mechanisms. The 6 and 7-positions are respectively connected with fluorine atoms. The introduction of fluorine atoms can often enhance the fat solubility of compounds, improve their affinity with biological targets, and then optimize pharmacological activity. The presence of 8-position methoxy group, or change the molecular electron cloud distribution, affects the stability of compounds and interactions with receptors. 1-position cyclopropyl access increases molecular steric hindrance, which affects the metabolic process and activity performance of compounds. 3-position carboxylic acid ethyl ester group, which not only affects the polarity of compounds, but also provides a key check point in some reactions or modifications, or participates in esters, amidation and other reactions, thereby modifying the properties of compounds.
In summary, the chemical structure of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl ester is synergistic, which jointly determines the physicochemical properties and biological activities of the compound.
What are the main uses of 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl ester, this is an organic compound. Its main uses are quite extensive, in the field of medicine, mostly as the key intermediate of antibacterial drugs.
The compound has a unique structure and good antibacterial activity, which can inhibit the growth and reproduction of many bacteria. Based on the quinoline carboxylic acid structure, it is modified with specific groups such as cyclopropyl, fluorine atom and methoxy group, so that the antibacterial spectrum is wide, and it is effective on Gram-positive and negative bacteria.
In the synthesis of antibacterial drugs, it is often used as a starting material or key intermediate. After a series of chemical reactions, it can be combined with other reagents to generate drugs with better antibacterial properties. For example, the preparation of some quinolone antibacterial drugs is based on this. It is of great significance in pharmaceutical chemistry research and provides an important basis and direction for the development of new and efficient antibacterial drugs. By modifying and optimizing its structure, it is expected to obtain new antibacterial drugs with strong antibacterial activity, high safety and small side effects to deal with the increasingly serious bacterial resistance problem and benefit patients.
What are the physical properties of 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl ester, which is an organic compound. Its physical properties are quite critical, and it is of great significance for research and application in chemical, pharmaceutical and other fields.
Looking at its properties, it is mostly white to light yellow crystalline powder under normal circumstances, which is easy to store and transport, and is also easy to handle in many preparation processes. The melting point of this compound is in a specific range, between [X] ° C and [X] ° C. The characteristics of the melting point are of great significance for the identification of its purity and the study of its stability under different temperature environments.
In terms of solubility, the substance exhibits unique properties in organic solvents. In common organic solvents such as ethanol and acetone, it has certain solubility and can be moderately dissolved to form a uniform solution. This property is conducive to its participation in various reactions as reactants or intermediates in organic synthesis reactions, providing the possibility for the smooth progress of the reaction. However, in water, its solubility is poor and almost insoluble. This property needs to be taken into account in the separation and purification or in the operation involving aqueous systems.
In addition, the density of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylate ethyl ester is also an important physical parameter, and its density is about [X] g/cm ³, which provides a basis for accurate operation when it comes to applications such as substance measurement and mixing ratio.
In summary, the white to pale yellow crystalline powder properties, specific melting point, unique solubility and density of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl ester together constitute the basic characteristics of its application in various fields, and play an important guiding role in related scientific research and production practice.
What is the synthesis method of 1-Cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl
The synthesis of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl ester is a crucial issue in the field of organic synthesis. This compound is of great significance in the fields of medicinal chemistry, and several paths can be followed to obtain this compound.
First, it can be started from a suitable quinoline derivative. Using a specific haloquinoline as a raw material, under suitable reaction conditions, the cyclopropylation reagent is reacted with it to introduce cyclopropyl. In this step, the base and solvent must be carefully selected, such as potassium carbonate as the base and acetonitrile as the solvent, and heated and refluxed to promote the smooth progress of the reaction to generate the cyclopropyl-substituted quinoline intermediate.
Then, the fluorination reaction is carried out for this intermediate. Appropriate fluorinating reagents, such as Selectfluor, are selected to achieve fluoridation at the 6,7-position under mild reaction conditions. During the reaction process, the reaction process needs to be closely monitored. Due to excessive fluoridation, by-products may be formed, which affects the purity of the target product.
Then, the 8-position is methoxylated. Commonly used methoxylating reagents such as sodium methoxide react with fluorinated intermediates in suitable organic solvents to successfully introduce methoxy groups. This reaction is crucial for controlling the reaction temperature and time to ensure that the reaction is complete and to avoid the side reactions of methoxylation at other locations.
Finally, the resulting carboxylic acid is converted to ethyl ester by esterification. The esterification process can be completed under the condition of heating and refluxing using ethanol and suitable catalysts, such as concentrated sulfuric acid or p-toluenesulfonic acid, to obtain 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl ester.
After each step of the reaction, separation and purification methods, such as column chromatography, recrystallization, etc., are required to improve the purity of the product and ensure that the final product meets the quality requirements. During the synthesis process, precise control of reaction conditions, rational selection of reagents and effective purification of the product are all key elements for successfully obtaining high-purity target compounds.
1-Cyclopropyl-6,7-difluoro-1, 4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl What are the Quality Standards
The Quality Standard of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylic acid ethyl ester is very important to define the quality of this compound.
First, in terms of appearance, when it is white to light yellow crystalline powder with uniform texture and no visible impurities, this is one of the important items for intuitive judgment of its quality.
Second, the content determination needs to be accurately determined by high performance liquid chromatography (HPLC), and its content should not be less than 98.0%. This is the key indicator for measuring the purity of the substance. With HPLC, the proportion of each component can be clarified to ensure that the main component meets the standard.
Third, the melting point is also an important Quality Standard. Its melting point range should be in a specific range, such as [specific melting point range]. Through melting point determination, its purity and crystal form can be preliminarily judged. If the melting point deviation is too large, or it suggests that there are impurities incorporated or abnormal crystal form.
Fourth, the impurity limit should be strictly controlled. A single impurity should not exceed 0.5%, and the total impurity should not exceed 2.0%. The strict limitation of impurities is designed to ensure that the compound will not affect the effect due to impurity interference in subsequent applications. Whether it is organic impurities or inorganic impurities, it needs to be carefully detected and controlled.
Fifth, the weight loss of drying cannot be ignored. After drying under specified conditions, the weight loss shall not exceed 0.5%. This index is related to the amount of volatile substances such as moisture contained in the compound. Excessive moisture may affect its stability and reactivity.
These Quality Standards are interrelated to ensure the quality of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinoline carboxylate ethyl ester, which is of great significance in many fields such as synthesis and pharmaceuticals.