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Clavulanic acid

Clavulanic acid

CAS: 58001-44-8

Molecular Formula: C8H9NO5

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Clavulanic acid - Names and Identifiers

Name Clavulanic acid
Synonyms 3008-b
brl14151
Clavulanic acid
antibioticmm14151
(2r-(2-alpha,3z,5-alpha))-xo
4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylicacid,3-(2-hydroxyethylidene)-7-o
4-Oxa-1-azabicyclo3.2.0heptane-2-carboxylic acid, 3-(2-hydroxyethylidene)-7-oxo-, (2R,3Z,5R)-
CAS 58001-44-8
EINECS 261-069-2

Clavulanic acid - Physico-chemical Properties

Molecular FormulaC8H9NO5
Molar Mass199.16
Density1.65±0.1 g/cm3(Predicted)
Boling Point545.8±50.0 °C(Predicted)
pKa3.68±0.20(Predicted)
Physical and Chemical PropertiesChemical Properties Potassium Clavulanate (Potassium Clavulanate):C8H8KNO5. Colorless needle-like crystals, easily soluble in water, but unstable in aqueous solution.
UseUses are beta-lactamase inhibitors. It has only weak antibacterial activity, but it has inhibitory effect on β-lactamase produced by Staphylococcus and most Gram-negative bacteria. By strongly binding to β-lactamase, an irreversible conjugate is formed, and the enzyme is inactivated. Therefore, when combined with β-lactam antibiotics, the combined β-lactam antibiotics can be protected from the destruction of β-lactamase, and the antibacterial effect of the antibiotics can be enhanced, expand its antibacterial spectrum, and overcome the drug resistance of pathogenic microorganisms. Its application is to make a complex agent with other antibiotics, such as compatibility with amoxicillin, referred to as Augmentin; And compatibility with ticagrelin, referred to as Timentin.

Clavulanic acid - Upstream Downstream Industry

Raw MaterialsD(+)-Glucose
Dextrin
SOYBEAN MEAL
Soybean Flour

Clavulanic acid - Uses and synthesis methods

introduction

clavulanic acid (Clavulanate Potassium), trade name potassium rod. It is an oxypenicillane β-lactamase inhibitor, which is formed by the combination of β-lactam ring and hydrogenated isoxazole ring. It is a suicide enzyme inhibitor.

drug interactions

when potassium clavulanate is combined with penicillins and cephalosporin antibiotics (such as ampicillin, amoxicillin, ticarcillin or cefotaxidine, etc.), it has a synergistic antibacterial effect on a variety of β-lactamase-producing bacteria.

clinical application

clavulanate potassium and penicillin compound preparations are widely used clinically, such as ogementin (amoxicillin and clavulanate potassium) and tementin (ticasilin sodium and clavulanate potassium), which are used to treat the following infections caused by sensitive bacteria: 1. Pneumonia and bronchitis. 2. Otitis media, sinusitis, etc. 3. Skin and soft tissue infections. 4. Urinary system infection.

pharmacological action

Only weak antibacterial activity, but it can be firmly combined with most β-lactamases to form irreversible conjugates. It has a strong and broad-spectrum inhibition of β-lactamase. It not only has an effect on the enzymes of Staphylococcus, but also has an effect on the enzymes produced by a variety of gram-negative bacteria, so it is an effective β-lactamase inhibitor. It is ineffective when used alone, and is often combined with penicillins to overcome the drug resistance caused by the production of β-lactamases by microorganisms and improve the efficacy.

production method

1. Microbial synthesis, using soybean powder, glucose, starch or dextrin as raw materials, and fermentation.

2. It is synthesized by alkylation, chlorination and decarboxylation with 3-methylthio propionamide as raw material.

Last Update:2024-04-10 22:29:15
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View History
Clavulanic acid
ADNT
116-71-2
Cerium Oxide
Raw Materials for Clavulanic acid
D(+)-Glucose
Dextrin
SOYBEAN MEAL
Soybean Flour
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