As a leading 4-[(trans-5-Hydroxyadamantan-2-yl)amino]-1H-pyrrolo[2,3-b]pyridine-5-carboxamide supplier, we deliver high-quality products across diverse grades to meet evolving needs, empowering global customers with safe, efficient, and compliant chemical solutions.
What is the chemical structure of 4- [ (trans-5-Hydroxyadamantan-2-yl) amino] -1H-pyrrolo [2,3-b] pyridine-5-carboxamide
This is the chemical structure of 4- [ (trans-5-hydroxyadamantane-2-yl) amino] -1H-pyrrolido [2,3-b] pyridine-5-formamide, and let me tell you in detail.
The structure of this compound is cleverly connected by several parts. Pyrrolido [2,3-b] pyridine is a heterocyclic structure of the core, which is formed by the fusing of pyrrole ring and pyridine ring. The pyridine ring is a six-membered nitrogen-containing heterocyclic ring with aromatic properties. The electronic effect of the nitrogen atom gives this ring unique chemical activity. The pyrrole ring is a five-membered nitrogen-containing heterocyclic ring and is also aromatic. After fusing with the pyridine ring, the distribution of the electron cloud changes, which affects the overall chemical properties.
At the 5th position of 1H-pyrrolido [2,3-b] pyridine, there is a formamide group connected. Formamide is -CONH ² structure, this group has a certain polarity and reactivity, and can participate in various chemical reactions such as hydrogen bond formation, which has a great influence on the biological activity and physical properties of compounds. < Br >
At the fourth position of pyrrolido [2,3-b] pyridine, there is a special substituent, namely (trans-5-hydroxyadamantane-2-yl) amino group. Adamantane is a caged hydrocarbon compound with a high degree of symmetry and rigid structure. 5-Hydroxyadamantane-2-group indicates that there are specific substitutions at the 2nd and 5th positions of adamantane, respectively. The 5-position hydroxy-OH imparts polarity to the adamantane group and can participate in hydrogen bonding. The trans configuration refers to the specific spatial relative position of the 5-hydroxy and 2-amino groups, and this spatial configuration has a significant impact on the activity of the compound and the interaction between molecules. 2-Amino-NH2O is connected to amantadine, and then connected to the fourth position of pyrrolido [2,3-b] pyridine, forming a complex and unique chemical structure.
In summary, the structure of 4- [ (trans-5-hydroxyadamantane-2-yl) amino] -1H-pyrrolido [2,3-b] pyridine-5-formamide has unique physical and chemical properties due to the ingenious combination of various parts, which may have potential application value in pharmaceutical chemistry and other fields.
What are the main pharmacological effects of 4- [ (trans-5-Hydroxyadamantan-2-yl) amino] -1H-pyrrolo [2,3-b] pyridine-5-carboxamide
4- [ (trans-5-hydroxyadamantane-2-yl) amino] -1H-pyrrolido [2,3-b] pyridine-5-formamide is a class of compounds with unique pharmacological activities. Its main pharmacological effects are as follows:
First, it can act on specific cell signaling pathways. In this pathway, it can precisely regulate the activity of key proteins, just like the ancient good generals, which can make the subordinates perform their duties and make the disordered signaling return to order. For example, it can regulate signals related to cell proliferation and differentiation, inhibit abnormal proliferation, and guide normal cell differentiation, as if it is pointing the way for lost cells.
Second, it shows high affinity for certain receptors. Like a key and a lock, it tightly binds to specific receptors, triggering a series of physiological effects. This binding can regulate the release and transmission of neurotransmitters, playing an important role in the nervous system, or can improve nerve function, relieve symptoms of related neurological diseases, or repair damaged nerve veins.
Third, it has anti-inflammatory properties. In the process of inflammatory response, it can inhibit the release and expression of inflammatory mediators, just like on the battlefield, weakening the enemy's offensive. It can reduce symptoms such as redness, swelling, heat and pain in the inflammatory site, and has potential value in the treatment of many inflammatory diseases, as if it brings peace to the place where inflammation ravages.
Fourth, it may affect the metabolic process. In the complex network of cell metabolism, it regulates the activity of specific metabolic enzymes and optimizes metabolic pathways, just like a delicate craftsman, carefully trimming the metabolic track. Helps maintain the body's metabolic balance, or helps in the prevention and treatment of metabolic disorders-related diseases.
The many pharmacological effects of this compound bring new opportunities and hope to the field of pharmaceutical research and development, and is expected to be developed into effective drugs for the treatment of various diseases through in-depth research.
What are the clinical application scenarios of 4- [ (trans-5-Hydroxyadamantan-2-yl) amino] -1H-pyrrolo [2,3-b] pyridine-5-carboxamide
4- [ (trans-5-hydroxyadamantane-2-yl) amino] -1H-pyrrolido [2,3-b] pyridine-5-formamide, this drug has a wide range of clinical applications.
First, in the field of anti-tumor, this drug can specifically act on specific molecular targets in tumor cells. Tumor cells maintain their proliferation, survival and metastasis through abnormal signaling pathways, and the compound can precisely bind to these key targets, such as certain specific kinases. Kinases play a key role in tumor cell signaling. When combined with this drug, it can inhibit the activity of kinases, thereby blocking abnormal signaling and effectively inhibiting the growth and spread of tumor cells. In the treatment of some solid tumors such as lung cancer and breast cancer, the compound has been observed to show a certain effect of inhibiting tumor progression.
Second, in neurological diseases, it has a potential role in the protection and repair of nerve cells. Neurological diseases such as Parkinson's disease and Alzheimer's disease are often accompanied by damage and death of nerve cells. This drug can regulate the relevant signaling pathways in nerve cells, enhance the resistance of nerve cells to oxidative stress, excitotoxicity and other damage factors, and promote the survival and repair of nerve cells. For example, in animal model experiments of Parkinson's disease, the use of this compound can be observed to reduce the degree of dopaminergic nerve cell damage and improve behavioral symptoms to a certain extent.
Third, in the field of immune regulation, this compound can play a regulatory role in cells of the immune system. It can affect the activation, proliferation and differentiation of immune cells such as T cells and B cells. In autoimmune diseases, the immune system is overactivated and attacks its own tissues. This drug can restore the balance of the immune system by modulating the function of immune cells and reduce the damage caused by the autoimmune response to the body. For example, in the study of rheumatoid arthritis, the compound has initially shown the improvement of inflammation indicators and is expected to become a potential drug for the treatment of autoimmune diseases.
What is the metabolic pathway of 4- [ (trans-5-Hydroxyadamantan-2-yl) amino] -1H-pyrrolo [2,3-b] pyridine-5-carboxamide in vivo?
The metabolic pathway of 4- [ (trans-5-hydroxyadamantane-2-yl) amino] -1H-pyrrolido [2,3-b] pyridine-5-formamide in vivo is the key to the field of pharmacy. After this compound is incorporated into the body, it first involves the absorption process, transports through the gastrointestinal barrier, and is transported or passively diffused into the blood by the carrier.
Then, in the metabolism of the liver, the cytochrome P450 enzyme system is often a key player. Or through oxidation, oxygen atoms are added to the amantadine or pyridine ring to increase its polarity. N-dealkylation may also occur, disconnecting the amino group from the amantadine group to form metabolites.
Furthermore, metabolites may be combined with glucuronic acid, sulfuric acid, etc., to improve water solubility and facilitate renal excretion. And some metabolites may have biological activity, which affects the efficacy of the parent compound.
Or a small amount of compounds are directly excreted in urine without metabolism. The overall metabolic pathway is complex and affected by individual genetic differences, liver and kidney function, etc. However, many details still need to be further studied to clarify the details, so as to better grasp the behavior of this compound in vivo and provide a solid basis for drug development and clinical application.
What are the synthesis methods of 4- [ (trans-5-Hydroxyadamantan-2-yl) amino] -1H-pyrrolo [2,3-b] pyridine-5-carboxamide
4 - [ (trans - 5 - Hydroxyadamantan - 2 - yl) amino] - 1H - pyrrolo [2,3 - b] pyridine - 5 - carboxamide is a complex organic compound. The synthesis method is related to the delicate skills of organic synthetic chemistry.
First, it can be started by a specific pyridine derivative. First, the pyridine ring is suitably modified, such as introducing a suitable substituent at a specific position to build the basic skeleton. Or, halogen atoms can be introduced at a specific check point of the pyridine ring through halogenation reaction, and this halogen atom can be used as an active check point for subsequent reactions. < Br >
Then, the hydroxyl-containing adamantane derivatives are prepared. Using adamantane as raw material, through a specific oxidation or substitution reaction, hydroxyl groups are introduced at specific positions, and precise stereochemistry needs to be controlled to obtain trans-5-hydroxyadamantane derivatives.
Subsequently, through a nucleophilic substitution reaction, the amino group of the hydroxyl-containing adamantane derivative reacts with the halogenated site of the pyridine derivative, thereby connecting the two. In this step, the control of the reaction conditions is extremely critical, such as the reaction temperature, the choice of solvent, the type and amount of base, etc., all affect the yield and selectivity of the reaction.
In addition, the introduction of carboxyamide groups on the pyridine ring can be achieved by the reaction of suitable carboxylic acids or their derivatives with ammonia or amine compounds. During the reaction, attention should also be paid to the reaction conditions to ensure the correct introduction of carboxyamide groups without affecting other formed structures.
The whole process of synthesis needs to follow the reaction mechanism and law of organic chemistry, carefully control the reaction conditions of each step, and through multiple steps of fine operation, it is expected to obtain the target product 4- [ (trans-5 - Hydroxyadamantan - 2 - yl) amino] -1H - pyrrolo [2,3 - b] pyridine - 5 - carboxamide.