Ibuprofen is the single best over-the-counter medicine for a toothache, and combining it with acetaminophen works even better than either one alone. The American Dental Association recommends this combination as first-line therapy for acute dental pain, outperforming even opioid painkillers in most cases. Here’s how to use these and other options effectively.
Ibuprofen Plus Acetaminophen: The Best Combination
Ibuprofen (Advil, Motrin) tackles toothache pain in two ways: it blocks pain signals and reduces the inflammation that’s pressing on the nerve inside your tooth. The standard dose is 400 mg every eight hours. Acetaminophen (Tylenol) works through a different mechanism, targeting pain processing in the brain. The standard dose is 1,000 mg every six hours.
Taking both together produces significantly better relief than either drug alone. In a clinical trial of patients recovering from wisdom tooth removal, those who took the combination experienced meaningfully less pain over 48 hours than those who took the same total daily amount of just one drug. The two medications don’t interfere with each other in your body, so you can safely take them at the same time. Because they work differently, their effects stack rather than overlap.
Start with ibuprofen if you can only pick one. It directly reduces the swelling and inflammation that cause most toothache pain, giving it an edge over acetaminophen for dental problems specifically.
Naproxen for Longer-Lasting Relief
If your pain keeps breaking through between doses, naproxen sodium (Aleve) is worth considering. A single 440 mg dose of naproxen lasts significantly longer than a single 400 mg dose of ibuprofen. In a head-to-head trial, only 35% of people taking naproxen needed additional pain relief within 24 hours, compared to 83% of those taking ibuprofen. The biggest advantage showed up between 9 and 14 hours after the dose.
Naproxen is especially useful at night, when you can’t easily redose. Take it before bed and you’re more likely to sleep through without the pain returning. Like ibuprofen, it’s an anti-inflammatory, so it addresses the root cause of the throbbing rather than just masking it. You can also combine naproxen with acetaminophen, but do not take naproxen and ibuprofen together since they belong to the same drug class.
Who Should Avoid Anti-Inflammatories
Ibuprofen and naproxen both belong to the NSAID family, and they’re not safe for everyone. You should skip them entirely if you have kidney failure, active stomach ulcers, liver disease, or an allergy to aspirin or other anti-inflammatories. They’re also contraindicated in the third trimester of pregnancy and for anyone recovering from heart bypass surgery.
If you have a history of stomach ulcers, bleeding disorders, or you take blood thinners, NSAIDs can increase your risk of bleeding because they reduce your blood’s ability to clot. People with these conditions should use acetaminophen alone, which doesn’t carry the same stomach or bleeding risks. Stick to no more than 3,000 mg of acetaminophen per day, and avoid it if you drink alcohol heavily or have liver problems.
Topical Numbing Options
Over-the-counter benzocaine gels (Orajel, Anbesol) numb the gum tissue around a painful tooth. You apply a small amount directly to the sore area, and it starts working within a few minutes. These gels are useful as a supplement to oral painkillers, particularly for sharp pain triggered by eating or drinking.
Clove oil is a natural alternative that performs comparably. In a study of 73 volunteers, a clove-based gel reduced pain from needle sticks just as effectively as 20% benzocaine gel, with both scoring significantly better than placebo. The active ingredient in clove oil naturally numbs tissue on contact. You can find it at most pharmacies, and you apply it the same way: dab a small amount onto the gum near the painful tooth using a cotton ball.
One safety note on benzocaine: the FDA has flagged a rare but serious side effect where it reduces the blood’s ability to carry oxygen. This risk is highest in infants under four months old, elderly adults, and people with certain inherited blood conditions. For young children, clove oil or acetaminophen are safer choices.
Why Antibiotics Won’t Help Most Toothaches
Many people assume a toothache means infection, and infection means antibiotics. In most cases, that’s wrong. The most common cause of a toothache is inflamed nerve tissue inside the tooth, a condition called pulpitis. This inflammation isn’t caused by bacteria, so antibiotics do nothing for it. The American Dental Association explicitly recommends against prescribing antibiotics for this type of pain, noting that the harms (side effects, antibiotic resistance) likely outweigh the negligible benefits.
Antibiotics become appropriate only when a dental infection has spread beyond the tooth itself, producing systemic symptoms like fever, facial swelling, or general malaise. If you develop swelling in your face, cheek, or neck, especially with fever or difficulty breathing or swallowing, that signals the infection may be spreading into deeper tissues. This is a genuine emergency that warrants an ER visit if you can’t reach a dentist immediately.
Reducing Pain at Night
Toothaches notoriously worsen at night. When you lie flat, blood pools in your head, increasing pressure on the inflamed nerve. The simplest fix is sleeping with your head elevated on two or three pillows. This limits blood flow to the area and noticeably reduces the throbbing. If the pain is on one side, sleep on the opposite side to keep pressure off that area. If both sides hurt, sleep on your back with your head propped up.
Timing your medication helps too. Take a dose of naproxen or the ibuprofen-acetaminophen combination about 30 minutes before bed so the medicine is at full strength when you’re trying to fall asleep. A cold compress held against the outside of your cheek for 15 to 20 minutes before lying down can also dull the nerve and reduce swelling enough to let you drift off.
A Practical Plan Until You See a Dentist
For immediate relief, take 400 mg of ibuprofen and 1,000 mg of acetaminophen together. Reapply a topical numbing gel as needed for sharp, localized pain. If you need longer coverage, especially overnight, swap ibuprofen for 440 mg of naproxen and continue acetaminophen alongside it. Avoid very hot, very cold, or sugary foods and drinks that can trigger pain spikes in an exposed or inflamed nerve.
These medications manage pain effectively, but they don’t fix the underlying problem. A cracked tooth, deep cavity, or dying nerve will continue to cause trouble until a dentist addresses it. Over-the-counter pain relief buys you time, typically a few days to a week, but the goal is always to get to a dental appointment rather than to medicate indefinitely.

