Oxacillin sodium
Catalog Number: BT-253514
CAS Number: 1173-88-2
Molecular Formula: C19H19N3NaO5S+
Molecular Weight: 424.4 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction
Description
Oxacillin sodium is a narrow-spectrum antibiotic that belongs to the class of penicillinase-resistant penicillins. It is commonly used to treat infections caused by Staphylococcus aureus, including methicillin-resistant S. aureus (MRSA).
Properties
CAS Number
1173-88-2
Product Name
Oxacillin sodium
IUPAC Name
sodium;(2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Molecular Formula
C19H19N3NaO5S+
Molecular Weight
424.4 g/mol
InChI
InChI=1S/C19H19N3O5S.Na/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22;/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26);/q;+1/p-1/t13-,14+,17-;/m1./s1
InChI Key
VDUVBBMAXXHEQP-UHFFFAOYSA-N
SMILES
CC1=C(C(=NO1)C2=CC=CC=C2)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)[O-].[Na+]
Synonyms
Methylphenylisoxazolyl Penicillin
Oxacillin
Oxacillin Sodium
Oxacillin, Monosodium Salt, Anhydrous
Oxacillin, Monosodium Salt, Monohydrate
Oxacillin, Sodium
Oxazocilline
Penicillin, Methylphenylisoxazolyl
Prostaphlin
Sodium Oxacillin
Sodium, Oxacillin
Oxacillin
Oxacillin Sodium
Oxacillin, Monosodium Salt, Anhydrous
Oxacillin, Monosodium Salt, Monohydrate
Oxacillin, Sodium
Oxazocilline
Penicillin, Methylphenylisoxazolyl
Prostaphlin
Sodium Oxacillin
Sodium, Oxacillin
Canonical SMILES
CC1=C(C(=NO1)C2=CC=CC=C2)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)[O-].[Na+]
Isomeric SMILES
CC1=C(C(=NO1)C2=CC=CC=C2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)[O-].[Na+]
Method of Synthesis or Extraction
Oxacillin sodium is synthesized by the reaction of 6-aminopenicillanic acid with phenylacetic acid in the presence of a catalyst. The yield of this method is around 50%, and it is considered to be an efficient method. However, the synthesis of oxacillin sodium requires the use of hazardous chemicals, which can pose a risk to the environment and human health. Therefore, safety measures must be taken during the synthesis process.
Chemical Structure and Biological Activity
The chemical structure of oxacillin sodium is similar to that of other penicillin antibiotics, with a beta-lactam ring and a thiazolidine ring. The mechanism of action of oxacillin sodium is to inhibit the synthesis of bacterial cell walls by binding to penicillin-binding proteins (PBPs). This leads to the disruption of the bacterial cell wall, causing the bacteria to lyse and die.
Oxacillin sodium has a high affinity for PBPs, which makes it effective against penicillinase-producing bacteria, including Oxacillin sodium. It has a low toxicity profile and is well-tolerated by most patients. The bioactivity and potency of oxacillin sodium are dependent on the concentration of the drug and the susceptibility of the bacteria.
Oxacillin sodium has a high affinity for PBPs, which makes it effective against penicillinase-producing bacteria, including Oxacillin sodium. It has a low toxicity profile and is well-tolerated by most patients. The bioactivity and potency of oxacillin sodium are dependent on the concentration of the drug and the susceptibility of the bacteria.
Biological Effects
Oxacillin sodium has been shown to have a significant impact on cell function and signal transduction. It can affect the expression of genes involved in bacterial cell wall synthesis, leading to the inhibition of bacterial growth. However, oxacillin sodium can also have potential therapeutic and toxic effects on human cells. It can cause allergic reactions, gastrointestinal disturbances, and liver toxicity in some patients.
Applications
Oxacillin sodium has a wide range of applications in medical, environmental, and industrial research. In medical research, it is used to develop new antibiotics and to treat bacterial infections, including Oxacillin sodium. Clinical trials have shown that oxacillin sodium is effective in treating infections caused by penicillinase-producing bacteria.
In environmental research, oxacillin sodium is used to study the effects of antibiotics on ecosystems and to develop strategies for pollution management. It can also be used to assess the sustainability and environmental impact of antibiotic use.
In industrial research, oxacillin sodium is used in manufacturing processes to improve product quality and efficiency. Health and safety considerations must be taken into account when using oxacillin sodium in industrial settings.
In environmental research, oxacillin sodium is used to study the effects of antibiotics on ecosystems and to develop strategies for pollution management. It can also be used to assess the sustainability and environmental impact of antibiotic use.
In industrial research, oxacillin sodium is used in manufacturing processes to improve product quality and efficiency. Health and safety considerations must be taken into account when using oxacillin sodium in industrial settings.
Future Perspectives and Challenges
Despite its effectiveness, oxacillin sodium has limitations in its use and study. The emergence of antibiotic-resistant bacteria poses a significant challenge to the development of new antibiotics. Therefore, there is a need for new strategies to combat antibiotic resistance.
Possible solutions and improvements include the development of new antibiotics, the use of combination therapy, and the development of vaccines. Future trends and prospects in the application of oxacillin sodium in scientific research include the development of new methods for synthesis and extraction, the study of its effects on human cells, and the development of new applications in environmental and industrial research.
Conclusion:
Oxacillin sodium is a valuable antibiotic that has a wide range of applications in medical, environmental, and industrial research. Its effectiveness against penicillinase-producing bacteria, including Oxacillin sodium, makes it an important tool in the fight against antibiotic resistance. However, safety measures must be taken during its synthesis and use to minimize its impact on the environment and human health. Future research should focus on developing new antibiotics and strategies to combat antibiotic resistance.
Possible solutions and improvements include the development of new antibiotics, the use of combination therapy, and the development of vaccines. Future trends and prospects in the application of oxacillin sodium in scientific research include the development of new methods for synthesis and extraction, the study of its effects on human cells, and the development of new applications in environmental and industrial research.
Conclusion:
Oxacillin sodium is a valuable antibiotic that has a wide range of applications in medical, environmental, and industrial research. Its effectiveness against penicillinase-producing bacteria, including Oxacillin sodium, makes it an important tool in the fight against antibiotic resistance. However, safety measures must be taken during its synthesis and use to minimize its impact on the environment and human health. Future research should focus on developing new antibiotics and strategies to combat antibiotic resistance.
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