Flumethasone pivalate - 2002-29-1
Flumethasone pivalate
Catalog Number: BT-268299
CAS Number: 2002-29-1
Molecular Formula: C27H36F2O6
Molecular Weight: 494.6 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
Product Introduction
Description
Flumethasone pivalate is a synthetic glucocorticoid that is used in the treatment of various inflammatory and allergic conditions. It is a potent anti-inflammatory agent that works by inhibiting the production of inflammatory mediators. Flumethasone pivalate is available in various forms, including creams, ointments, and injections.
Properties
CAS Number
2002-29-1
Product Name
Flumethasone pivalate
IUPAC Name
[2-[(6S,9R,11S,14S,16R,17R)-6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl]-2-oxoethyl] 2,2-dimethylpropanoate
Molecular Formula
C27H36F2O6
Molecular Weight
494.6 g/mol
InChI
InChI=1S/C27H36F2O6/c1-14-9-16-17-11-19(28)18-10-15(30)7-8-24(18,5)26(17,29)20(31)12-25(16,6)27(14,34)21(32)13-35-22(33)23(2,3)4/h7-8,10,14,16-17,19-20,31,34H,9,11-13H2,1-6H3/t14-,16+,17?,19+,20+,24?,25?,26+,27+/m1/s1
InChI Key
JWRMHDSINXPDHB-OJAGFMMFSA-N
SMILES
CC1CC2C3CC(C4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)COC(=O)C(C)(C)C)O)C)O)F)C)F
Solubility
Soluble in DMSO
Synonyms
Flumethasone pivalate; Locacorten; Locorten; Lorinden; NSC 107680; NSC-107680; NSC107680;
Canonical SMILES
CC1CC2C3CC(C4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)COC(=O)C(C)(C)C)O)C)O)F)C)F
Isomeric SMILES
C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)COC(=O)C(C)(C)C)O)C)O)F)C)F
Method of Synthesis or Extraction
Flumethasone pivalate is synthesized by the reaction of flumethasone with pivalic acid. The reaction is carried out in the presence of a catalyst and a solvent. The efficiency and yield of the synthesis process depend on the reaction conditions, such as temperature, pressure, and reaction time. The yield of the synthesis process is typically high, ranging from 80% to 90%. However, the synthesis process requires the use of hazardous chemicals and solvents, which can have adverse environmental and safety considerations.
Chemical Structure and Biological Activity
Flumethasone pivalate has a chemical formula of C27H37FO6 and a molecular weight of 476.58 g/mol. It has a similar chemical structure to other glucocorticoids, such as prednisolone and dexamethasone. Flumethasone pivalate works by binding to glucocorticoid receptors and inhibiting the production of inflammatory mediators, such as prostaglandins and leukotrienes. It also has immunosuppressive and anti-proliferative effects.
Biological Effects
Flumethasone pivalate has various biological effects on cell function and signal transduction. It can inhibit the production of cytokines, chemokines, and growth factors, which are involved in the inflammatory response. It can also modulate the activity of transcription factors, such as NF-κB and AP-1, which are involved in the regulation of gene expression. Flumethasone pivalate has potential therapeutic and toxic effects, depending on the dose and duration of treatment. It can be used to treat various inflammatory and allergic conditions, such as asthma, eczema, and rheumatoid arthritis. However, it can also have adverse effects, such as immunosuppression, osteoporosis, and diabetes.
Applications
Flumethasone pivalate has various applications in medical research, environmental research, and industrial research. In medical research, it plays a crucial role in drug development and clinical trials. It has been used in various clinical trials to evaluate its efficacy and safety in the treatment of various inflammatory and allergic conditions. The findings of these trials have shown that flumethasone pivalate is an effective and safe treatment option for these conditions. However, it can also have potential side effects, such as skin atrophy and adrenal suppression.
In environmental research, flumethasone pivalate has been studied for its effects on ecosystems and its role in pollution management. It can have adverse effects on aquatic organisms, such as fish and amphibians, by disrupting their endocrine systems. It can also contribute to the pollution of water bodies, such as rivers and lakes, through the discharge of wastewater from pharmaceutical manufacturing plants. Therefore, it is essential to monitor and regulate the use of flumethasone pivalate in these industries.
In industrial research, flumethasone pivalate is used in various manufacturing processes to improve product quality and efficiency. It is used in the production of various pharmaceutical products, such as creams, ointments, and injections. However, it is essential to consider the health and safety considerations of the workers who handle these chemicals and solvents.
Future Perspectives and Challenges
The use and study of flumethasone pivalate face various limitations and challenges. One of the main challenges is the development of resistance to glucocorticoids, which can limit their efficacy in the long term. Therefore, there is a need to develop new and more effective treatments for inflammatory and allergic conditions. Another challenge is the adverse effects of flumethasone pivalate, which can limit its use in certain patient populations. Therefore, it is essential to monitor and regulate the use of flumethasone pivalate to minimize its potential side effects.
Conclusion:
Flumethasone pivalate is a potent anti-inflammatory agent that is used in the treatment of various inflammatory and allergic conditions. It has various biological effects on cell function and signal transduction, and it has potential therapeutic and toxic effects. Flumethasone pivalate has various applications in medical research, environmental research, and industrial research. However, its use and study face various limitations and challenges, which require further research and development.
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