Mirogabalin - 1138245-13-2
Mirogabalin
Catalog Number: BT-253509
CAS Number: 1138245-13-2
Molecular Formula: C12H19NO2
Molecular Weight: 209.3
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction
Description
Mirogabalin is a novel drug that belongs to the class of gabapentinoids. It is a potent and selective ligand for the α2δ subunit of voltage-gated calcium channels, which are involved in the modulation of neurotransmitter release. Mirogabalin has been developed as a potential treatment for neuropathic pain, a chronic condition that affects millions of people worldwide.
Properties
CAS Number
1138245-13-2
Product Name
Mirogabalin
IUPAC Name
2-[(1R,5S,6S)-6-(aminomethyl)-3-ethyl-6-bicyclo[3.2.0]hept-3-enyl]acetic acid
Molecular Formula
C12H19NO2
Molecular Weight
209.3
InChI
InChI=1S/C12H19NO2/c1-2-8-3-9-5-12(7-13,6-11(14)15)10(9)4-8/h4,9-10H,2-3,5-7,13H2,1H3,(H,14,15)/t9-,10-,12-/m1/s1
InChI Key
FTBQORVNHOIASH-CKYFFXLPSA-N
SMILES
CCC1=CC2C(C1)CC2(CC(=O)O)CN
Synonyms
DS-5565
Method of Synthesis or Extraction
Mirogabalin is synthesized by a multi-step process that involves the reaction of 3-amino-1-propanol with 2,6-difluorobenzonitrile to form the intermediate 3-(2,6-difluorophenyl)-1-(hydroxymethyl)propan-1-amine. This intermediate is then reacted with 2-(2,2,2-trifluoroethoxy)acetic acid to form mirogabalin. The overall yield of this process is around 20%, and the process is considered to be efficient. However, the process involves the use of toxic and hazardous chemicals, which can have adverse environmental and safety considerations.
Chemical Structure and Biological Activity
Mirogabalin has a chemical formula of C16H20F5NO2 and a molecular weight of 369.33 g/mol. The chemical structure of mirogabalin consists of a cyclohexane ring, a fluorobenzene ring, and a trifluoroethoxy group. Mirogabalin is a potent and selective ligand for the α2δ subunit of voltage-gated calcium channels, which are involved in the modulation of neurotransmitter release. Mirogabalin has been shown to have a high affinity for the α2δ-1 and α2δ-2 subunits, which are expressed in the central and peripheral nervous systems. Mirogabalin has been found to be more potent than pregabalin, another gabapentinoid drug, in animal models of neuropathic pain.
Biological Effects
Mirogabalin has been shown to have a variety of biological effects on cell function and signal transduction. Mirogabalin has been found to inhibit the release of neurotransmitters such as glutamate, substance P, and calcitonin gene-related peptide, which are involved in the transmission of pain signals. Mirogabalin has also been found to increase the expression of GABA receptors, which are involved in the inhibition of pain signals. Mirogabalin has been shown to have potential therapeutic and toxic effects. Mirogabalin has been found to be effective in the treatment of neuropathic pain in animal models and clinical trials. However, mirogabalin has also been found to have potential side effects such as dizziness, somnolence, and peripheral edema.
Applications
Mirogabalin has a wide range of applications in medical research, environmental research, and industrial research. In medical research, mirogabalin has been studied for its role in drug development and clinical trials. Mirogabalin has been found to be effective in the treatment of neuropathic pain in clinical trials. However, further research is needed to determine the long-term safety and efficacy of mirogabalin. In environmental research, mirogabalin has been studied for its effects on ecosystems and its role in pollution management. Mirogabalin has been found to have a low environmental impact and is considered to be safe for use in the environment. In industrial research, mirogabalin has been studied for its use in manufacturing processes and its potential to improve product quality and efficiency. Mirogabalin has been found to have health and safety considerations, and further research is needed to determine the optimal conditions for its use in industrial processes.
Future Perspectives and Challenges
Mirogabalin has great potential as a treatment for neuropathic pain, but there are still many challenges that need to be addressed. One of the main challenges is the potential for side effects, which can limit the use of mirogabalin in clinical practice. Another challenge is the need for further research to determine the long-term safety and efficacy of mirogabalin. Future research should focus on developing new formulations of mirogabalin that can reduce the risk of side effects and improve its therapeutic efficacy. In addition, further research is needed to determine the optimal conditions for the use of mirogabalin in industrial processes and its potential impact on the environment.
Conclusion:
Mirogabalin is a novel drug that has great potential as a treatment for neuropathic pain. It has a unique mechanism of action and has been found to be more potent than pregabalin in animal models of neuropathic pain. Mirogabalin has a wide range of applications in medical research, environmental research, and industrial research. However, there are still many challenges that need to be addressed, including the potential for side effects and the need for further research to determine the long-term safety and efficacy of mirogabalin. Future research should focus on developing new formulations of mirogabalin that can reduce the risk of side effects and improve its therapeutic efficacy.
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