| Weight | 414.483 g/mol |
|---|---|
| Formula | C21H22N2O5S |
| Hydrogen Acceptors | 5 |
| Hydrogen Donors | 2 |
| Aromatic Rings | 2 |
| Rotatable Bonds | 5 |
nafcillin (147-52-4, 985-16-0)
Nafcillin Sodium · Nafcil · Sodium Nafcillin
Score:
#86 in Microbiology
,
#1031 in Biology
,
#1151 in Chemistry
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Most-cited Publications
- Impact of High-Inoculum Staphylococcus aureus on the Activities of Nafcillin, Vancomycin, Linezolid, and Daptomycin, Alone and in Combination with Gentamicin, in an In Vitro Pharmacodynamic Model (Antimicrobial Agents and Chemotherapy, 2004)
- Comparative effectiveness of nafcillin or cefazolin versus vancomycin in methicillin-susceptible Staphylococcus aureus bacteremia (BMC Infectious Diseases, 2011)
- Nafcillin-gentamicin synergism in experimental staphylococcal endocarditis. (Journal of Laboratory and Clinical Medicine, 1976)
- Increased amounts of a novel penicillin-binding protein in a strain of methicillin-resistant Staphylococcus aureus exposed to nafcillin. (Journal of Clinical Investigation, 1985)
- Suspected nafcillin-induced interstitial nephritis. (Annals of Pharmacotherapy, 1993)
- Cefotaxime Compared with Nafcillin Plus Tobramycin for Serious Bacterial Infections: A Randomized, Double-Blind Trial (Annals of Internal Medicine, 1984)
Areas of Application
Safety
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Predict GHS Hazards for Any Chemical in silico.
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Trends
Alternate Names
- Nafcillin Sodium
- Nafcil
- Sodium Nafcillin
- Nafcillin, Monosodium Salt, Anhydrous
- Naphthamidopenicillin
-
SMILESCCOC1=C(C2=CC=CC=C2C=C1)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)O
-
InChIKeyGPXLMGHLHQJAGZ-UHFFFAOYSA-N
External Links
- Pubchem - nafcillin
- Wikipedia - nafcillin
Nafcillin sodium is a narrow-spectrum beta-lactam antibiotic of the penicillin class. As a beta-lactamase-resistant penicillin, it is used to treat infections caused by Gram-positive bacteria, in particular, species of staphylococci that are resistant to other penicillins. Nafcillin is considered therapeutically equivalent to oxacillin, although its safety profile is somewhat different.
Synthesis
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