1-cyclopropyl-6-fluoro-7-[(1S,4S)-5-methyl-2,5-diazabicyclo[2.2.1]hept-2-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

This is the chemical name of 1-cyclopropyl-6-fluoro-7- [ (1S, 4S) -5-methyl-2,5-diazabicyclo [2.2.1] heptyl-2-yl] -4-oxo-1,4-dihydroquinoline-3-carboxylic acid. To understand its chemical structure, it should be analyzed by the method of organic chemistry.
From its name, this compound belongs to the quinoline carboxylic acid class. The first word "1-cyclopropyl" shows that the cyclopropyl group is connected to the first position of the quinoline ring. " 6-Fluorine "shows that the fluorine atom is attached to the 6th position of the quinoline ring." 7- [ (1S, 4S) - 5-methyl-2,5-diazabicyclo [2.2.1] heptyl-2-group] ", that is, at the 7th position of the quinoline ring, there is a specific binicyclic nitrogen-containing structure, and this structure is chiral, with a configuration of (1S, 4S) and another 5-methyl substitution." 4-oxo-1,4-dihydroquinoline-3-carboxylic acid "The 4th position of the epiquinoline ring is an oxo group, the 3rd position is connected with a carboxyl group, and the 1,4 position is a dihydro state.
In the classical style of "Tiangong Kaiwu", it is said: This compound has a quinoline group, a cyclopropyl group is attached to it, and a fluorine atom is attached to it. The seven-position connection is a bilicyclic nitrogen-containing structure, which is chiral, and has a methyl based on five. There is also a carbonyl group that resides at four, a carboxyl group at three, and a dihydrogen state between one and four. In this way, its chemical structure can be understood.

1-Cyclopropyl-6-fluoro-7- [ (1S, 4S) -5-methyl-2,5-diazabicyclo [2.2.1] heptyl-2-yl] -4-oxo-1,4-dihydroquinoline-3-carboxylic acid, which is the name of the chemical substance, often referred to by its English name "Ciprofloxacin Intermediate", and is a key intermediate of ciprofloxacin. Ciprofloxacin is a third-generation quinolone antibacterial drug with broad-spectrum antibacterial activity and strong bactericidal power. It is widely used in the field of medicine.
It is mainly used for the synthesis of ciprofloxacin. This antibacterial drug has good antibacterial effect on Gram-positive and negative bacteria, such as Escherichia coli, Klebsiella pneumoniae, Proteus mirabilis, Pseudomonas aeruginosa and other Gram-negative bacteria, as well as Staphylococcus aureus, Staphylococcus epidermidis and other Gram-positive bacteria, all within its antibacterial range. It is commonly used in clinical treatment of respiratory tract infections, such as pneumonia, bronchitis, etc.; urogenital system infections, such as urethritis, cystitis, prostatitis, etc.; intestinal infections, such as bacterial dysentery, typhoid fever, etc.; and skin and soft tissue infections and other diseases.
In the field of medicinal chemistry, as an important intermediate in the synthesis of ciprofloxacin, its quality and synthesis process have a great impact on the quality and yield of ciprofloxacin. Chemists continue to study and optimize its synthesis route, striving to improve yield, reduce costs, and ensure stable product quality to meet the growing clinical demand for ciprofloxacin. During the synthesis process, it is necessary to precisely control the reaction conditions, such as temperature, pH, reaction time, etc., to ensure that the reaction proceeds smoothly in the direction of generating the target product.

1-Cyclopropyl-6-fluoro-7- [ (1S, 4S) -5-methyl-2,5-diazabicyclo [2.2.1] heptyl-2-yl] -4-oxo-1,4-dihydroquinoline-3-carboxylic acid, which is the key intermediate of quinolone antimicrobial drugs. The synthesis method has been explored by many parties throughout the ages, and one of them is briefly described below.
First take appropriate starting materials, such as fluorine-containing quinoline derivatives, and associate with cyclopropylation reagents. When cyclopropylation, choose a suitable temperature to control the reaction process, so that the cyclopropyl group is smoothly connected to the specific check point of quinoline to obtain the quinoline intermediate containing cyclopropyl group. This step requires careful observation of the reaction conditions to avoid side reactions.
Then, the specific position of the obtained intermediate is modified by functional groups. Take (1S, 4S) -5 -methyl-2,5 -diazabicyclo [2.2.1] heptyl-2 -group reagent, and use an appropriate reaction medium and catalyst to react with the intermediate. This reaction requires fine regulation of the acid-base environment and temperature, so that the (1S, 4S) -5 -methyl-2,5 -diazabicyclo [2.2.1] heptyl-2 -group is precisely connected to the 7th position of the quinoline ring.
In addition, in the reaction system, the 4-oxo-1,4-dihydroquinoline-3-carboxylic acid part also needs careful maintenance, so as not to cause damage in the first two steps of the reaction. After the reaction of each step is completed, the separation and purification techniques, such as column chromatography, recrystallization, etc., are used to obtain pure 1-cyclopropyl-6-fluoro-7- [ (1S, 4S) -5 -methyl-2,5 -diazabicyclo [2.2.1] heptyl-2-yl] -4 -oxo-1,4 -dihydroquinoline-3-carboxylic acid. This synthesis method is critical step by step, and if there is a slight difference in the pool, the product is impure or the yield is not high, and fine handling is required to obtain the ideal result.

1-Cyclopropyl-6-fluoro-7- [ (1S, 4S) -5-methyl-2,5-diazabicyclo [2.2.1] heptyl-2-yl] -4-oxo-1,4-dihydroquinoline-3-carboxylic acid, this is a useful compound that exhibits unique pharmacological properties in the field of medicine.
Its antibacterial ability is quite remarkable. It can effectively inhibit the growth and reproduction of many bacteria, just like a warrior holding a sword and accurately cutting to the key of pathogens. This drug can act on the specific target of bacteria, interfering with the key metabolic process of bacteria, just like blocking the main route of the enemy's grain and grass transportation, making it difficult for bacteria to maintain normal life activities, and then go to extinction.
Furthermore, its penetrability is also a highlight. Just like a smart bird, it can easily pass through the cell wall and cell membrane of bacteria, and reach the inner core area of bacteria, thus exerting a more powerful antibacterial effect. In this way, even those bacteria that hide deep in the cell and try to avoid attack are difficult to hide.
Moreover, this drug is widely distributed in the body. Like a fine network, it can spread to many tissues and organs of the body, whether it is the blood galloping organs, or the muscles that nourish the body, it can reach. This allowed it to deal with systemic infections with ease, capable of quickly going to various battlefields to annihilate germs and protect the health of the body.
However, it should be noted that although its pharmacological properties are outstanding, in the process of use, it should also follow the doctor's instructions and weigh the pros and cons in order to exert its maximum effect and protect the health of the human body.

1-Cyclopropyl-6-fluoro-7-[ (1S, 4S) -5-methyl-2,5-diazabicyclo [2.2.1] heptyl-2-yl] -4-oxo-1,4-dihydroquinoline-3-carboxylic acid, this is a chemical substance, its Quality Standard is as follows:
###Properties
This product should be white to light yellow crystalline powder, odorless and odorless. Stable in air, gradual change in color when exposed to light.
###Identification
1. ** Infrared spectroscopy **: The infrared light absorption spectrum of this product should be consistent with the spectrum of the reference substance. This is because compounds with different chemical structures have different chemical bond vibration frequencies, and the infrared spectrum is unique, just like the "fingerprint" of the compound, so that its structure can be confirmed.
2. ** High-performance liquid chromatography **: In the chromatogram recorded under the item of content determination, the retention time of the main peak of the test solution should be consistent with the retention time of the main peak of the reference solution. High-performance liquid chromatography can achieve separation according to the difference of the distribution coefficient between the stationary phase and the mobile phase. The retention time is the characteristic parameter of the substance, which can be used as the basis for identification.
###Related substances
were determined by high performance liquid chromatography. Take an appropriate amount of this product, add mobile phase to dissolve and dilute to make a solution containing about 1mg per 1ml, as the test solution; Take 1ml precisely, put it in a 100ml measuring bottle, dilute it with mobile phase to scale, shake well, and use it as the control solution. According to the chromatographic conditions under the content determination item, take 20 μl of the control solution and inject it into the liquid chromatograph, adjust the detection sensitivity, so that the peak height of the main component chromatographic peak is about 20% of the full scale. Then precisely measure 20 μl of the test solution and the control solution, inject them into the liquid chromatograph respectively, and record the chromatogram to 2 times the retention time of the main component peak. If there are impurity peaks in the chromatogram of the test solution, the area of a single impurity peak shall not be greater than 0.5 times (0.5%) of the main peak area of the control solution, and the sum of the areas of each impurity peak shall not be greater than the main peak area of the control solution (1.0%). This regulation aims to strictly control the impurity content and ensure the quality and safety of the drug.
###Content Determination
Determination by HPLC. The chromatographic conditions and system suitability test use octadecyl silane bonded silica gel as filler; 0.05mol/L potassium dihydrogen phosphate solution (pH adjusted to 2.5 with phosphoric acid) -acetonitrile (85:15) as mobile phase; detection wavelength is 277nm. Theoretical plate number according to 1 - cyclopropyl - 6 - fluoro - 7 - [ (1S, 4S) -5 - methyl - 2,5 - diazabicyclo [2.2.1] heptyl - 2 - group] -4 - oxo - 1,4 - dihydroquinoline - 3 - carboxylic acid peak calculation is not less than 2000. Precisely weigh an appropriate amount of this product, add mobile phase to dissolve and quantitatively dilute to make a solution containing about 0.1mg per 1ml. As the test solution, precisely measure 20 μl and inject it into a liquid chromatograph to record the chromatogram; Take another 1-cyclopropyl-6-fluoro-7- [ (1S, 4S) -5-methyl-2,5-diazabicyclo [2.2.1] heptyl-2-yl] -4-oxo-1,4-dihydroquinoline-3-carboxylic acid. Appropriate amount of reference substance, determined by the same method. Calculated by the peak area according to the external standard method, it is obtained. This method accurately determines the content to ensure product quality meets standards.