A semisynthetic, white to yellowish white powder, C21H21N2NaO5S, used as an antibiotic in severe staphylococcal infections.
[naf- (shortening and alteration of NAPHTHALENE) + (PENI)CILLIN.]
Dictionary:
naf·cil·lin (năf'sĭl'ĭn) ![]() |
[naf- (shortening and alteration of NAPHTHALENE) + (PENI)CILLIN.]
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| Dental Dictionary: nafcillin |
A semisynthetic penicillin designed as an antistaphylococcal penicillin. Also effective in the treatment of infections caused by pneumococci and Group A β-hemolytic streptococci.
| Drug Info: Nafcillin |
Brand names: Nallpen®
Chemical formula:

Nafcillin tablets or capsules
What are nafcillin tablets or capsules?
NAFCILLIN (Unipen®) is a penicillin antibiotic. Nafcillin kills certain bacteria that cause infection, or stops their growth. It treats many kinds of infections of the skin, central nervous system, heart, brain, bones, respiratory tract, sinuses, and urinary tract. Generic nafcillin tablets and capsules are not yet available.
What should I tell my health care provider before I take this medicine?
They need to know if you have any of these conditions:
asthma
eczema
liver disease
stomach problems (especially colitis)
other chronic illness
an unusual or allergic reaction to nafcillin, other penicillins, cephalosporin antibiotics, foods, dyes, or preservatives
breast-feeding
How should I take this medicine?
Take nafcillin tablets or capsules by mouth. Follow the directions on the prescription label. Take nafcillin 1 to 2 hours before or at least 2 hours after eating; taking it with food can make it less effective. Take with a full glass of water. Take your doses at regular intervals. Do not take your medicine more often than directed. Finish the full course prescribed by your prescriber or health care professional even if you think your condition is better. Do not stop taking except on your prescriber's advice.
What drug(s) may interact with nafcillin?
certain antibiotics given by injection
probenecid
rifampin
warfarin
Tell your prescriber or health care professional about all other medicines you are taking, including non-prescription medicines, nutritional supplements, or herbal products. Also tell your prescriber or health care professional if you are a frequent user of drinks with caffeine or alcohol, if you smoke, or if you use illegal drugs. These may affect the way your medicine works. Check with your health care professional before stopping or starting any of your medicines.
What should I watch for while taking nafcillin?
Tell your prescriber or health care professional if your symptoms do not improve in 2 or 3 days.
If you get severe or watery diarrhea, do not treat yourself. Call your prescriber or health care professional for advice.
If you get a skin rash, do not treat yourself. Call your prescriber or health care professional for advice.
If you are diabetic and taking large doses of nafcillin, you may get a false-positive result for sugar in your urine. Check with your prescriber or health care professional before you change your diet or the dose of your diabetic medicine.
What side effects may I notice from taking nafcillin?
Side effects that you should report to your prescriber or health care professional as soon as possible:
dark yellow or brown urine
difficulty breathing, wheezing
fever or chills, sore throat
headache
less frequent passing of urine
red spots on the skin
redness, blistering, peeling or loosening of the skin, including inside the mouth
seizures (convulsions)
severe or watery diarrhea
skin rash, itching
swollen joints
unusual bleeding or bruising
unusual weakness or tiredness
yellowing of the eyes or skin
Side effects that usually do not require medical attention (report to your prescriber or health care professional if they continue or are bothersome):
diarrhea
nausea, vomiting
sore mouth
Where can I keep my medicine?
Keep out of the reach of children in a container that small children cannot open.
Store at room temperature, approximately 25 degrees C (77 degrees F). Protect from light. Keep container tightly closed. Throw away any unused medicine after the expiration date.
Last updated: 7/1/2002
Important Disclaimer: The drug information provided here is for educational purposes only. It is intended to supplement, not substitute for, the diagnosis, treatment and advice of a medical professional. This drug information does not cover all possible uses, precautions, side effects and interactions. It should not be construed to indicate that this or any drug is safe for you. Consult your medical professional for guidance before using any prescription or over the counter drugs.
| Veterinary Dictionary: nafcillin |
A semisynthetic, acid- and penicillinase-resistant penicillin that is effective against staphylococcal infections. Used as the sodium salt.
| Wikipedia: Nafcillin |
| Systematic (IUPAC) name | |
|---|---|
| (2S,5R,6R)-6-[(2-ethoxy-1-naphthoyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid | |
| Identifiers | |
| CAS number | 985-16-0 |
| ATC code | none |
| PubChem | 8982 |
| DrugBank | APRD01130 |
| Chemical data | |
| Formula | C21H22N2O5S |
| Mol. mass | 414.476 g/mol |
| SMILES | eMolecules & PubChem |
| Pharmacokinetic data | |
| Bioavailability | ? |
| Protein binding | 90% |
| Metabolism | <30% hepatic |
| Half life | 0.5 hours |
| Excretion | Biliary and renal |
| Therapeutic considerations | |
| Pregnancy cat. |
B(US) |
| Legal status |
℞ Prescription only |
| Routes | IM, IV |
| |
|
Nafcillin sodium is a narrow spectrum[1] beta-lactam antibiotic[2] of the penicillin class. As a beta-lactamase-resistant penicillin, it is used to treat infections caused by Gram-positive bacteria, particularly species of staphylococci, that are resistant to other penicillins.
Nafcillin is considered therapeutically equivalent to oxacillin, although its safety profile is somewhat different.[3]
Contents |
Nafcillin is particularly indicated in the treatment of staphylococcal infections, except those caused by MRSA.[3]
U.S. clinical practice guidelines recommend either nafcillin or oxacillin as the first-line treatment of choice for staphylococcal endocarditis in patients without artificial heart valves.[4]
As with all penicillins, serious life-threatening allergic reactions can occur.
Milder side effects include:
There is evidence that it induces cytochrome P-450 enzymes.[5]
The other aspect of this medication is that this medication contains lots of salts as media. So it could cause some edema or fluid accummulation. It would be prudent to avoid this medication if there was a concern for a congestive heart failure or kidney disease.
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