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Foundational Sciences · Pharmacology

NSAIDs, Acetaminophen & Analgesics

A STEP 1 high-yield walkthrough of NSAIDs, aspirin, celecoxib, and acetaminophen — anchored in the arachidonic acid/COX pathway so every mechanism, indication, and toxicity (GI ulcers, AKI/papillary necrosis, Reye, salicylate acid–base overdose, and NAPQI hepatotoxicity) falls out of a single framework. Includes a drug-comparison table, vignette-to-drug clinical block, and the true classic mnemonics.

14 min readHigh yield

The Prostaglandin Pathway & Where the Drugs Act

Membrane phospholipids are cleaved by phospholipase A2 into arachidonic acid, which is then handled by two enzymes. Cyclooxygenase (COX) makes prostaglandins (PGE2, PGI2/prostacyclin) and thromboxane A2 (TXA2); lipoxygenase makes leukotrienes. Corticosteroids block PLA2 (upstream); analgesics act at COX.

Two COX isoforms matter for the boards:

  • COX-1 is constitutive — it protects gastric mucosa (PGE2), drives platelet TXA2, and maintains renal perfusion.
  • COX-2 is inducible at sites of inflammation — it generates the prostaglandins of pain, fever, and inflammation (but is also constitutively active in endothelium and kidney).

Know what the prostaglandins actually do: PGE2 protects gastric mucosa, sensitizes nociceptors, produces fever, and vasodilates the renal afferent arteriole (maintaining GFR); PGE1/PGE2 keep the ductus arteriosus patent; TXA2 promotes platelet aggregation and vasoconstriction; PGI2 does the opposite (inhibits platelets, vasodilates). Every toxicity below falls out of losing one of these functions.

The four drug flavors: nonselective NSAIDs (reversible COX-1/2 block), aspirin (irreversible COX acetylation), celecoxib (selective COX-2), and acetaminophen (central COX inhibition, minimal anti-inflammatory action).

Mechanism & Class Must-Knows
  • Nonselective NSAIDs (ibuprofen, naproxen, indomethacin, ketorolac, diclofenac) reversibly inhibit COX-1 and COX-2 → ↓ prostaglandins/thromboxane; they are analgesic, antipyretic, AND anti-inflammatory
  • Aspirin irreversibly acetylates COX-1/COX-2 — its antiplatelet effect lasts the platelet's lifespan (~7–10 days) because platelets are anucleate and can't resynthesize COX
  • Low-dose aspirin preferentially knocks out platelet TXA2 → antiplatelet effect used for MI/stroke prophylaxis and ACS
  • Celecoxib selectively inhibits COX-2 → anti-inflammatory with less GI ulceration and no antiplatelet effect (it spares platelet COX-1/TXA2)
  • Acetaminophen inhibits COX mainly in the CNS and is inactivated peripherally by peroxides at inflamed tissue → antipyretic + analgesic but negligible anti-inflammatory or antiplatelet activity (and no Reye risk / no GI or platelet toxicity)
  • NSAIDs cause afferent arteriolar vasoconstriction (loss of vasodilatory PGE2/PGI2) → ↓ GFR → prerenal AKI, especially in volume-depleted, CHF, or cirrhotic patients on ACE inhibitors/diuretics
  • Because prostaglandins keep the ductus arteriosus open, indomethacin closes a PDA — the mirror image of PGE1 (alprostadil), which keeps it open
Flowchart of arachidonic acid metabolism: phospholipase A2 releases arachidonic acid, which cyclooxygenase converts to prostaglandins, prostacyclin, and thromboxane, and lipoxygenase converts to leukotrienes.
The eicosanoid pathway — COX (blocked by NSAIDs/aspirin/celecoxib) branches to prostaglandins, prostacyclin, and thromboxane; PLA2 is the corticosteroid target upstream. · Wikimedia Commons — Jfdwolff, whitespace removed by Fvasconcellos, recreated with editable text by Krishnavedala. — CC BY-SA 3.0, via Wikimedia Commons
The Big Toxicities (High-Yield)
  • GI: dyspepsia, gastric/duodenal ulcers, and GI bleeding from loss of PGE2 mucosal protection — the classic dose-limiting NSAID toxicity
  • Renal: acute kidney injury, acute interstitial nephritis (can occur with nephrotic-range proteinuria/minimal change), chronic analgesic nephropathy → renal papillary necrosis; also fluid retention, edema, hyperkalemia, and blunted antihypertensive response
  • Aspirin (salicylate) overdose: early respiratory alkalosis (direct stimulation of the medullary respiratory center) evolving into a mixed respiratory alkalosis + anion-gap metabolic acidosis; salicylates also uncouple oxidative phosphorylation → hyperthermia; chronic toxicity → tinnitus (salicylism)
  • Reye syndrome: aspirin given during a viral illness (influenza, varicella) in children → hepatic encephalopathy + microvesicular fatty liveravoid aspirin in kids
  • Acetaminophen hepatotoxicity: overdose saturates glucuronidation/sulfation → CYP2E1 makes excess NAPQI, which depletes glutathionecentrilobular (zone 3) hepatic necrosis; antidote is N-acetylcysteine (regenerates glutathione). Risk ↑ with chronic alcohol use/fasting
  • Celecoxib / COX-2 selective:cardiovascular thrombotic risk and sulfonamide ("sulfa") allergy — celecoxib is a sulfa drug
  • Pregnancy: avoid NSAIDs in the 3rd trimester (premature ductus closure, oligohydramnios)

Drug Comparison: MOA → Use → Key Toxicity

DrugMechanismClinical useKey toxicity / association
Aspirin (ASA)Irreversible COX-1/2 acetylation → ↓TXA2, ↓PGsAntiplatelet (MI/stroke ppx, ACS); analgesic/antipyretic/anti-inflammatoryGI bleed/ulcer, tinnitus, Reye (children), mixed acid–base in overdose
Ibuprofen / NaproxenReversible nonselective COX inhibitionPain, fever, inflammation, dysmenorrheaGI ulcer/bleed, AKI, fluid retention, ↑K⁺
IndomethacinReversible nonselective COX (potent)Close PDA, acute goutGI/renal toxicity, CNS effects
KetorolacReversible nonselective COX (potent analgesic)Short-term moderate–severe pain (parenteral)GI bleed, AKI — limit to ≤5 days
CelecoxibSelective COX-2 inhibitionRA/OA; patients at high GI-bleed riskCV thrombotic risk, sulfa allergy
Acetaminophen (APAP)Central COX inhibition; minimal peripheralAnalgesic/antipyretic (children, PUD, gout, ASA allergy)Hepatotoxicity (NAPQI) — antidote N-acetylcysteine
Vignette → Drug
  1. A 4-year-old recovering from an influenza-like illness develops vomiting, lethargy, and hepatomegaly with elevated transaminases and hyperammonemia. → Reye syndrome from aspirin (avoid ASA in children).
  2. A college student is brought in after ingesting a bottle of pills: febrile, tachypneic, with tinnitus; ABG shows a primary respiratory alkalosis with a concurrent anion-gap metabolic acidosis. → Aspirin (salicylate) overdose (alkalinize urine ± dialysis).
  3. A teenager took "a handful of Tylenol"; 3 days later she has RUQ pain and markedly elevated AST/ALT; biopsy would show centrilobular necrosis. → Acetaminophen toxicity — give N-acetylcysteine.
  4. A heart failure patient on an ACE inhibitor and diuretic starts an OTC pain reliever and develops rising creatinine and hyperkalemia. → NSAID-induced AKI (afferent arteriolar constriction).
  5. A premature neonate has a continuous "machine-like" murmur and widened pulse pressure. → give indomethacin to close the PDA.
  6. A patient with asthma and nasal polyps develops bronchospasm and rhinorrhea after taking aspirin. → Aspirin-exacerbated respiratory disease (Samter triad) — arachidonic acid shunted toward leukotrienes.
Real Classics Worth Memorizing
  • cele-COX-ib → selective for COX-2 (the "2" is hiding in the name), and it's a sulfa drug.
  • Prostaglandins keep the ductus Patent → indomethacin shuts it. Mirror image: PGE1 (alprostadil) keeps it open.
  • NAPQI → give NAC. N-AcetylCysteine replenishes glutathione in acetaminophen overdose.
  • "Aspirin + a sick kid = Reye." No aspirin in children with viral illness (influenza, varicella).

Aspirin & Acetaminophen: The Two the Boards Love

Aspirin is dose-dependent. Low doses selectively suppress platelet TXA2 (antiplatelet); higher doses add analgesic/antipyretic/anti-inflammatory effects. Because acetylation is irreversible, the effect on any given platelet is permanent — bleeding time normalizes only as new platelets are made. Recognize aspirin-exacerbated respiratory disease (Samter triad: asthma + nasal polyps + aspirin sensitivity), where COX blockade shunts arachidonic acid into leukotrienes → bronchospasm. In overdose, tie together hyperthermia (uncoupled oxidative phosphorylation), tinnitus, and the mixed respiratory-alkalosis/anion-gap-metabolic-acidosis picture.

Acetaminophen is normally conjugated by glucuronidation and sulfation to nontoxic metabolites; a small fraction goes through CYP2E1 to the reactive electrophile NAPQI, which is detoxified by glutathione. In overdose (or with chronic alcohol use/malnutrition that induces CYP2E1 or depletes glutathione), NAPQI accumulates and causes zone 3 (centrilobular) hepatic necrosis. N-acetylcysteine restores glutathione stores and is the antidote. Its clean profile — no meaningful GI, renal, platelet, or Reye risk — is exactly why it's the analgesic/antipyretic of choice in children, peptic ulcer disease, gout, and aspirin allergy.

Drug-Specific Associations to Lock In
  • Indomethacin = close the PDA (and a potent option for acute gout) — the single most tested NSAID association; IV ibuprofen is an equally effective, more renal-sparing alternative used first-line in many NICUs
  • Ketorolac = powerful parenteral analgesic for short-term use only (≤5 days) because of GI/renal toxicity
  • Celecoxib = COX-2 selective → GI-sparing but ↑ CV/thrombotic risk and sulfa cross-reactivity
  • Aspirin = the only common analgesic that is irreversible and antiplatelet; unique to it are Reye, tinnitus/salicylism, and mixed acid–base overdose
  • Acetaminophen = the answer when NSAIDs/aspirin are contraindicated (peptic ulcer disease, gout, children with viral illness, aspirin allergy); its danger is NAPQI hepatotoxicity
  • Naproxen is generally regarded as having the most favorable cardiovascular profile among the nonselective NSAIDs
  • All NSAIDs (except low-dose aspirin's protective effect) blunt antihypertensives, potentiate warfarin bleeding, and are avoided in the third trimester
Schematic of paracetamol (acetaminophen) metabolism showing nontoxic glucuronidation and sulfation pathways versus CYP-mediated conversion to toxic NAPQI, which is detoxified by glutathione.
Acetaminophen metabolism: overdose saturates conjugation, so CYP2E1 generates NAPQI, which depletes glutathione and causes zone 3 necrosis — the rationale for N-acetylcysteine. · Wikimedia Commons — Fvasconcellos — Public domain, via Wikimedia Commons

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