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3 - Quinolinecarboxylic acid, 1 - cyclopropyl - 6,7 - difluoro - 1,4 - dihydro - 4 - oxo - what is the chemical structure
This is the chemical structure analysis of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid. Among its structures, the quinoline ring is the core structure. The quinoline ring is a nitrogen-containing heterocyclic aromatic hydrocarbon, which is formed by fusing a benzene ring with a pyridine ring.
is located in the first position of the quinoline ring and is connected with a cyclopropyl group. Cyclopropyl is a ternary carbon ring with unique tension, which has a great influence on the properties of compounds and can change the spatial conformation of molecules and the distribution of electron clouds.
There is a fluorine atom at the 6th and 7th positions. The electronegativity of fluorine atoms is extremely high. After introduction, it can significantly change the electron cloud density of molecules, enhance the lipophilicity of molecules, and affect the interaction between compounds and biological targets.
1,4-dihydro-4-oxygen represents light, the 4-position is a carbonyl group (C = O), and the double bond of the 1,4-position is a single bond after hydrogenation. This carbonyl group can participate in intermolecular interactions such as hydrogen bond formation, and has a profound impact on the activity and solubility of compounds.
3-position linked carboxyl group (-COOH). The carboxyl group is acidic and can dissociate hydrogen ions. It can also participate in a variety of chemical reactions and intermolecular interactions, such as forming salts with basic groups, or binding with other molecules through hydrogen bonds, which is of great significance to the pharmacological activity and pharmacokinetic properties of the compound.
The chemical structure of this compound is synergistic with each other, giving it specific physical and chemical properties and biological activities, which is of great significance in the fields of medicinal chemistry and other fields.
3 - Quinolinecarboxylic acid, 1 - cyclopropyl - 6,7 - difluoro - 1,4 - dihydro - 4 - oxo - what are the main physical properties
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid, this substance has many important physical properties. Its properties are mostly white to light yellow crystalline powder with fine texture. Viewed under a microscope, a regular crystal structure can be seen, which has a great influence on its properties.
The melting point of this substance is quite high, about 250-260 ° C. Such a high melting point is due to the strong interactions between molecules, such as hydrogen bonds and van der Waals forces, which make the molecules closely arranged, requiring a lot of energy to destroy the lattice and cause the melting point to rise.
Its solubility is also a key property. The solubility in water is very small, because the molecular polarity is limited, and the force between water molecules is difficult to match the cohesion between water molecules. However, in some organic solvents, such as dimethyl sulfoxide (DMSO) and N, N-dimethylformamide (DMF), there is a certain solubility, which is due to the formation of specific interactions between these organic solvents and the molecules of the substance, such as solvation, to help it dissolve.
In addition, the substance has good stability and can be stored for a long time without obvious chemical changes at room temperature and pressure. However, it should be noted that it is more sensitive to light and heat. Light and high temperature environments may cause changes in its molecular structure, causing decomposition or other chemical reactions. Therefore, it is necessary to store it in a cool and dark place and store it properly to maintain its inherent properties and efficacy.
3 - Quinolinecarboxylic acid, 1 - cyclopropyl - 6,7 - difluoro - 1,4 - dihydro - 4 - oxo - what is the common use
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinocarboxylic acid, the common use of this substance involves the field of medicine. It is a key intermediate in the creation of antibacterial drugs.
Looking at the medical research and development of the past, many antibacterial drugs were born on this basis. Take quinolone antibacterial drugs as an example, their core structure contains this ingredient. Such drugs have wonderful effects and can block the functions of bacterial DNA gyrozyme and topoisomerase IV. They are just like soldiers cutting off the enemy's grain and grass, making bacterial DNA replication, transcription and repair impossible, and eventually the destruction of bacteria.
In the past, doctors used drugs to treat diseases. When encountering bacterial infections, it was often difficult to find drugs derived from this ingredient. Since the advent of antibacterial drugs containing this ingredient, many bacterial infections have been effectively cured. If intestinal bacterial infections are difficult to cure in the past or protracted, these antibacterial drugs are now used to cure diseases. In addition to respiratory tract bacterial infections, they can also quickly relieve symptoms and help patients recover. Therefore, 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid is not to be underestimated in medicine, and it is an important substance for protecting public health.
3 - Quinolinecarboxylic acid, 1 - cyclopropyl - 6,7 - difluoro - 1,4 - dihydro - 4 - oxo - what are the synthesis methods
The synthesis method of 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinoline carboxylic acid is an important research direction in the field of chemistry. There are many methods, each with its own subtlety.
First, a suitable halogenated quinoline is used as the starting material. This halogenated quinoline needs a specific substituent to meet the reaction requirements. Mix it with Grignard reagents such as cyclopropyl magnesium halide, in a suitable solvent, under strictly controlled temperature and reaction time, the active carbon-magnesium bond in Grignard reagent undergoes nucleophilic substitution reaction with halogenated quinoline, and cyclopropyl is cleverly connected to the quinoline skeleton to generate key intermediates. Subsequent to this intermediate, under specific conditions, through a carefully designed reaction, fluorine atoms are introduced and a 4-oxo structure is constructed to obtain the target product. This process is like a craftsman carving jade, and every step needs to be precisely controlled.
Second, there are also those who use aniline compounds containing suitable substituents as starting materials. First, the quinoline ring is constructed by ingenious reaction. This process requires fine regulation of factors such as reaction conditions and the proportion of reactants to ensure the correct formation of the quinoline ring. After the ring is formed, fluorine atoms are introduced at the appropriate reaction check point with the help of specific fluorination reagents, and then cyclopropyl groups are added and 4-oxo structures are constructed through reasonable reaction steps. This path is like building a pavilion, step by step, and a little mistake, and all efforts will be lost.
Third, there are those who use specific quinoline derivatives as raw materials. By selectively modifying its specific position, such as using a selective halogenation reaction, halogen atoms are introduced at the appropriate check point. Subsequently, a substitution reaction occurs with the reagent containing cyclopropyl group, and the cyclopropyl group is successfully connected. After subsequent series of reactions, such as oxidation, fluorination, etc., the key structures of the target product are gradually constructed. This method seems to draw a fine picture, and each stroke needs to be just right.
All these synthetic methods have their own advantages and disadvantages. It is necessary to comprehensively consider various factors such as actual demand, raw material availability, reaction cost and yield, and carefully choose to achieve the ideal synthetic effect.
3 - Quinolinecarboxylic acid, 1 - cyclopropyl - 6,7 - difluoro - 1,4 - dihydro - 4 - oxo - what is the application in the field of medicine
1-Cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinocarboxylic acid has a wide range of uses in the field of medicine. This compound is the key intermediate of quinolones antibacterial drugs.
It refers to quinolones antibacterial drugs, which act on bacterial DNA spin enzyme and topoisomerase IV, interfering with bacterial DNA replication, transcription and repair, thereby achieving antibacterial effects. After a series of reactions, 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinocarboxylic acid can prepare many quinolone antibacterial drugs, such as ciprofloxacin. Ciprofloxacin has a wide antibacterial spectrum and has strong antibacterial activity against Gram-positive and negative bacteria. It is often used in the treatment of respiratory, urinary, gastrointestinal and other infections.
In pharmaceutical research and development, using this as a starting material, through structural modification and modification, quinolones with novel structures and characteristics can be obtained, which can improve antibacterial activity, expand antibacterial spectrum, reduce drug resistance, and provide more options for anti-infection treatment. For example, some new quinolones show good antibacterial activity against drug-resistant bacteria, and have broad clinical application prospects.
In addition, 1-cyclopropyl-6,7-difluoro-1,4-dihydro-4-oxo-3-quinolinocarboxylic acid participates in the synthesis of quinolones, which are also used to prevent specific infections. Before and after surgery, rational use of such drugs can reduce the risk of infection and help patients recover.