Fusidine Treats Bacterial Skin Infections

English name：Fusidic Acid

CAS number：6990-06-3

English synonym:

4-alpha,8-alpha,9-beta,11-alpha,13-alpha,14-beta,16-beta,17z)-ph;ramycin;sq16603;(3ALPHA,4ALPHA,8ALPHA,9BETA,11ALPHA,13ALPHA,14BETA,16BETA,17Z)-16-(ACETYLOXY)-3,11-DIHYDROXY-29-NORDAMMARA-17(Chemicalbook20),24-DIEN-21-OICACID;FUSIDICACID;29-NordaMMara-17(20),24-dien-21-oicacid,16-(acetyloxy)-3,11-dihydroxy-,(3a,4a,8a,9b,11a,13a,14b,16b,17Z)-;Fusidicacidforpeakidentification;Fusidicacid,98.5%

Molecular formula: C31H48O6

Molecular weight: 516.71

EINECS No.: 230-256-0

Related categories:

Fine chemicals / organic chemicals; materia medica; intermediate; antiviral drug; Medical intermediates; Small-molecule inhibitors; compose; crude drug; Small-molecule inhibitors, natural products; acridine; Pharmaceutical API; Intermediates&FineChemicals; Pharmaceuticals; Steroids; API; FUCIDINE; antibiotic; Inhibitors; Pharmaceutical and chemical industry; Traditional Chinese medicine control product; raw material; Pharmaceutical API scientific research raw materials; Pharmaceutical raw materials; Original Chemicalbook material-drug substance; Medicine, pesticide and dye intermediates; Chemical drug impurities-fusidic acid; additive; Medicine-API; Daily-use chemicals; Pharmaceutical and chemical raw materials; Advantage of the main products; chemical reagent; Research raw materials; E-FCellSignalingandNeuroscience; GeneRegulationandExpression; RNA-ProteinTranslationInhibitors; StainsandDyes; Stains&Dyes, Ato

Mol file:6990-06-3.mol

Molecular structure:

Chemical properties of Fusidic acid

Melting point :190-192°C

Specific rotation :D20-9°(chloroform)

Boiling point :521.49°C(roughestimate)

Density :1.0389(roughestimate)

Vapor pressure: 0-0PAAT 25℃

Refractive index :1.4890(estimate)

Storage conditions :Sealedindry,2-8°C

Solubility: Practicallyinsolubleinwater, freelysolubleinethanol (96 percent)

Acidity coefficient (pKaChemicalbook):pK:5.35inwater

Form :Solid

Color :WhitetoOff-White

opticalactivity :-920(c1,CHCl3)

Water solubility :2.376-525000μg/Lat25℃

Maximum wavelength (λmax):204nm(H2O)(lit.)Merck:14,4317

Stability :Hygroscopic

LogP:2.68-6.75at20℃

CAS Database :6990-06-3(CASDataBaseReference)

Fusosporic acid antibiotics

Fusidic acid, also known as fusosporic acid, sodium fusosporic acid, sodium fusosporic acid, fusosporin, or steridomycin, is a fusosporic acid antibiotic with a steroid skeleton, its chemical structure is similar to cephalosporin P, not a hormone. Produced by the fungus Fusidiumcoccineum or certain Cephalosporiumspp. The antibacterial spectrum is narrow, similar to neosomycin, but the effect on Bacteroidesfragilis is obvious, while the effect on Streptococcusspp and S. neumoniae is weak. Its mechanism of action is to inhibit the protein synthesis of bacteria, and play a bacteriostatic or bactericidal role. It has a strong antibacterial effect on staphylococcus (including methicillin resistant strains or other antibiotic resistant strains), streptococcus, enterococcus, diphtheria, Clostridium, Neisseria Chemicalbook and tuberculosis bacteria, and has a certain antibacterial effect on Bacteroides fragile. In addition to Neisseria gonorrhoeae, Neisseria meningitidis, Clostridium difficile, fragile bacilli and other gram-negative bacteria sensitive to this product, others were resistant to this product. In vitro, staphylococcus bacteria easily develop resistance to this product. Bacteria have no cross-resistance between this product and other anti-infective drugs. Fusidic acid is used clinically for osteomyelitis or skin and soft tissue infection caused by sensitive bacteria. It is also used for deep infections that have failed to be treated with other antibiotics, such as sepsis, pneumonia, endocarditis, etc. Adults: Oral, 500mg once, tid; Severe cases doubled. Topical administration, bid ~ tid, applied to the affected area, the course of 7 days. When treating scabies, the course of treatment can be extended according to the need of the condition. Children: Oral, 50mg/kg per day for children under 1 year old, divided into three doses; 250mg once, tid for children aged 1 to 5 years; For children aged 5 to 12 years, the dosage is the same as that of adults.

Sodium fusidic acid

Sodium fusidic acid, also known as sodium fusidic acid and sodium fusidic acid, is a kind of narrow spectrum antibiotic with steroid skeleton. It is a derivative of Fusidic acid. Its appearance is white crystal or crystalline powder, odorless, bitter, slightly wet, easily soluble in water, ethanol, slightly soluble in chloroform, and insoluble in copper propylene, ether and benzene. Developed by Danish Leo Pharmaceutical Company for the first time, the product is named Listin. This product has strong tissue permeability, is mainly metabolized in the liver, and is excreted by bile, almost not excreted through the kidney, and has low toxicity. It produces bactericidal effect by inhibiting the synthesis of bacterial protein, has good antibacterial effect on gram-positive bacteria, and has good drug resistance. At the same time, the strains resistant to antibiotics such as penicillin and methicillin were still sensitive to this product, and there was no cross-resistance between sodium fusidic acid and other antibacterial drugs used in clinic. This product is a non-cephalosporin antibiotic, so there is no need to do skin allergy test. At present, it has been widely used in clinical treatment of various infections caused by various sensitive bacteria, especially staphylococcus, such as osteomyelitis, sepsis, endocarditis, repeated infections of cystic fibrosis, bacterial endocarditis, pneumonia, meningitis, diphtheria, tuberculosis, skin and soft tissue infections. Surgical and traumatic infections. Intravenous administration is used for severe infections or infections with drug-resistant strains, and also for MRSA infections. However, because it is easy to produce drug resistance, it is often used as an auxiliary drug. Oral treatment of pseudomembranous enteritis caused by Clostridium difficile is effective.

Pharmacokinetics

Fusidic acid sodium has excellent tissue permeability and is widely distributed in the body. Of particular clinical importance is the high concentration of this product not only in tissues with abundant blood supply, but also in tissues with low blood vessel distribution. It is known that in pus, sputum, soft tissue, heart, bone tissue, synovial fluid, dead bone fragments, burn scabs, brain abscesses, and eyes, fusidilate sodium concentrations exceed the minimum inhibitory concentration for staphylococcus (0.03 ~ 0.16 µg/ml). Sodium fusidilate is metabolized in the liver and excreted mainly by bile, with almost no excretion via the renal Chemicalbook. This product has very low toxicity and no cross-sensitivity with other antibiotics in clinical use, so it can be used to treat patients who are contraindicated with other antibiotics, such as allergic to penicillin or other antibiotics. When prolonged administration is required for severe or deep infections, Fusidilate is recommended in combination with other anti-staphylococcal drugs to reduce the development of resistance. Fusidic acid sodium can be used in combination with penicillin-resistant penicillins, cephalosporins, erythromycin, aminoglycosides, lincomycin, rifampicin, or vancomycin to obtain additive or synergistic effects.

Biological activity

Fusidic acid (Fusidate), Fusidium coccineum belong to the class of steroid antibacterial antibiotics without corticosteroid effects. Fusidic acid inhibits bacterial growth by preventing ribosomes from releasing translation extension factor G (EF-G).

Target point

Bacterial

Use

Clinical application is usually made of sodium salt, sodium salt molecular formula C31H47NaO6. Fusidic acid is highly sensitive to a variety of gram-positive bacteria associated with skin infections, especially Staphylococcus Chemicalbook, is also effective against drug-resistant Staphylococcus aureus, and has certain antibacterial effects against some Gram-negative bacteria. No cross-resistance with other antibiotics

Security information

dangerous mark:Xn

Hazard category code: 22

Safety description: 36WGKGermany3

RTECS number: RC1350000

Customs code: Chemicalbook9419000

Toxicity: LD50inmice(g/kg):1.2s.c.;1.5orally (Godtfredsen)

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