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Torasemide

Torasemide, also known as torsemide, is a pyridine-sulfonylurea that inhibits the Na⁺/K⁺/2Cl⁻ cotransporter in the thick ascending limb of the , promoting the excretion of , and to reduce overload. It is primarily indicated for the treatment of associated with congestive heart failure, chronic renal failure, and hepatic , as well as for managing , either alone or in combination with other antihypertensive agents. First approved by the U.S. in under the brand name Demadex, torsemide is chemically described as 1-isopropyl-3-[(4-m-toluidino-3-pyridyl)sulfonyl]urea, with the molecular C₁₆H₂₀N₄O₃S and a molecular weight of 348.43 g/mol. It is on the World Health Organization's List of Essential Medicines. Torsemide exhibits high oral of approximately 80%, with a of about 3.5 hours; it undergoes primarily hepatic (80%) and renal (20%). Unlike some other , it does not significantly alter or renal blood flow. Recent studies, including meta-analyses from 2023 and 2024, suggest torsemide may offer advantages over in reducing hospitalizations ( 0.61 in one analysis) and improving outcomes in advanced , potentially due to its longer duration of action and better .

Uses

Medical uses

Torasemide is primarily indicated for the treatment of associated with congestive , , and hepatic . It is also approved for the , either as monotherapy or in combination with other antihypertensive agents. Clinical evidence supports torasemide's efficacy in , with studies demonstrating advantages over in certain outcomes. In the TORIC trial, a post-marketing study of 1,377 patients with chronic (New York Heart Association class II-III), torasemide (10 mg/day) was associated with lower all-cause mortality (2.2% vs. 4.5%; P<0.05) and greater improvement in NYHA functional class (45.8% vs. 37.2%; P=0.00017) compared to (40 mg/day) or other diuretics over 12 months. Additionally, meta-analyses and real-world data indicate that torasemide reduces -related rehospitalizations compared to , attributed to its longer duration of action and higher . Dosing guidelines for torasemide vary by indication and . For due to heart failure, the initial oral dose is 10-20 mg once daily, which may be titrated upward by doubling until the desired response, with a maximum of 200 mg daily; intravenous doses follow the same regimen in acute settings. For , the starting oral dose is 5 mg once daily, increasing to 10 mg after 4-6 weeks if needed. In chronic disease-related , an initial dose of 20 mg orally or intravenously is recommended, adjustable up to 200 mg daily. Off-label applications include management of and refractory , where torasemide has shown utility in reducing fluid overload, often in combination with other s.

Veterinary uses

Torasemide received conditional approval from the U.S. (FDA) on May 10, 2024, for the management of in dogs with congestive (CHF) caused by myxomatous disease (MMVD). This approval, under the brand name UpCard®-CA1 (torsemide oral solution), permits its use concurrently with , , or angiotensin-converting enzyme () inhibitors to enhance therapy in affected dogs. The conditional status allows marketing while the sponsor completes studies to demonstrate full effectiveness, with potential for annual renewals up to four years. In clinical veterinary practice, torasemide is typically administered orally at a starting dose of 0.1–0.2 mg/kg once daily for dogs with CHF, with adjustments made based on individual response and clinical monitoring. Regular assessment of electrolyte levels, including potassium and sodium, is essential due to the risk of imbalances associated with loop diuretic use. Veterinary studies support torasemide's efficacy in improving and controlling symptoms such as dyspnea and in dogs with CHF, often showing outcomes comparable to or better than alone, particularly in reducing the risk of diuretic resistance. For example, the evaluated oral torasemide in dogs with new-onset CHF due to degenerative disease and found it noninferior to for short-term symptom relief and safety. Another trial confirmed that once-daily torasemide administration provided equivalent to twice-daily while maintaining tolerability. Investigational applications of torasemide extend to , where it has been explored for managing associated with and related CHF, though it lacks regulatory approval for use. Retrospective studies indicate good tolerance in with various cardiomyopathies at low doses, suggesting potential as an adjunct , but further prospective trials are needed to establish efficacy and optimal protocols.

Pharmacology

Mechanism of action

Torasemide is a that primarily exerts its effects by inhibiting the Na⁺-K⁺-2Cl⁻ cotransporter (NKCC2) in the luminal membrane of cells in the thick ascending limb of the . This inhibition blocks the reabsorption of sodium, potassium, and chloride ions, which normally occurs through this electroneutral . By preventing this reabsorption, torasemide disrupts the generation of the medullary osmotic gradient essential for the kidney's countercurrent multiplier system. The blockade of NKCC2 leads to increased urinary of , , and , as well as secondary losses of other electrolytes such as calcium and magnesium via paracellular pathways in the thick ascending limb. Additionally, the primary inhibition in the loop of Henle alters luminal ion concentrations and flow rates, resulting in secondary reductions in sodium in the and distal nephron segments due to modified electrochemical gradients and increased delivery of solutes. Torasemide also exhibits some direct inhibitory effects on sodium and in the distal tubule. Compared to , another , torasemide is approximately 2-4 times more potent on a milligram-per-milligram basis. This enhanced potency, combined with its greater , contributes to a longer duration of action relative to furosemide. In addition to its renal effects, torasemide demonstrates mild vasodilatory properties, which are attributed to the stimulation of release, particularly , in vascular tissues; this mechanism may contribute to its antihypertensive benefits beyond .

Pharmacokinetics

Torasemide exhibits high oral of approximately 80%, with absorption occurring rapidly from the and little first-pass . Peak plasma concentrations are reached within 1 hour after , and the onset of action occurs within 1 hour orally or 10 minutes intravenously, with peak typically in the first or second hour and lasting 6 to 8 hours. Food slightly delays the time to peak concentration by about 30 minutes but does not alter overall or effect. The volume of distribution for torasemide is 12 to 15 L (approximately 0.2 L/kg) in healthy adults, increasing to about double in patients with . It is highly bound to proteins, with over 99% , primarily to . Torasemide crosses the placental barrier, as evidenced by its use in contexts where fetal exposure is a consideration, but it shows limited penetration across the blood-brain barrier due to its physicochemical properties and high . Torasemide undergoes extensive hepatic metabolism, primarily via (with minor contributions from CYP2C8 and CYP2C18), producing several metabolites including (a derivative with about one-tenth the diuretic activity of the parent drug), M3 (with comparable activity but lower exposure), and the inactive M5. The active metabolites and M3 together contribute approximately 20% to the overall effect, while the parent compound accounts for the majority. The elimination is about 3.5 hours in healthy individuals but can extend to 6 to 8 hours in hepatic impairment. Excretion of torasemide is dose-dependent, with approximately 20% of the dose recovered unchanged in the via renal clearance, while the remainder is eliminated as metabolites primarily through biliary/fecal routes (70-80%) and to a lesser extent renally. Total clearance is about mL/min, with hepatic accounting for 80% and renal for 20% in individuals with normal renal function; clearance remains relatively independent of renal impairment but requires monitoring for reduced natriuretic response. In renal failure, dose adjustments may be necessary due to decreased renal clearance. In special populations, torasemide clearance is reduced in the elderly due to age-related declines in renal function, though total clearance and half-life are generally unchanged, necessitating cautious dose titration. Patients with hepatic impairment, such as cirrhosis, exhibit prolonged half-life, increased volume of distribution, and higher urinary recovery of unchanged drug, also requiring dose adjustments to avoid accumulation. In congestive heart failure, clearance is approximately 50% lower than in healthy subjects, leading to higher exposure and potentially diminished diuretic response.

Safety and Tolerability

Adverse effects

Torasemide, a loop diuretic, is generally well-tolerated, with most adverse effects being mild and transient. Common side effects occurring in more than 1% of patients in clinical trials include headache (7.3%), increased urination (6.7%), dizziness (3.2%), diarrhea (2.0%), cough (2.0%), and nausea (1.8%). These effects are typically dose-related and resolve with continued use or dose adjustment. Electrolyte imbalances represent a key concern with torasemide use, though they occur less frequently than with . affects approximately 1.5% of patients in trials (serum potassium <3.5 mEq/L), with higher rates (up to 5-10%) in or renal impairment populations due to increased ; routine of electrolytes is recommended to mitigate this risk. and hypomagnesemia may also occur, particularly in patients with low baseline levels or concomitant conditions. Torasemide is associated with smaller declines in potassium compared to , reducing the overall incidence of severe . Serious adverse effects are uncommon but include , which can lead to and orthostatic symptoms, especially in volume-depleted patients. , manifesting as or , is rare with torasemide and lacks strong clinical in humans, unlike . Chronic use may cause depletion, potentially exacerbating symptoms in susceptible patients; supplementation is advised in those with poor nutritional intake. Long-term therapy elevates levels (mean increase of 1.2 mg/dL), increasing the risk of and flares. In clinical trials, adverse effects led to discontinuation in approximately 3.5% of patients, primarily due to or gastrointestinal issues. involves dose , supplementation, and avoiding use in contraindications such as .

Contraindications and interactions

Torasemide is contraindicated in patients with , as the drug's effect relies on adequate renal function to promote production. It is also contraindicated in individuals with known to torsemide or its components such as povidone, due to the risk of allergic reactions. Additionally, torasemide should not be used in patients with hepatic coma, where it may precipitate imbalances exacerbating neurological symptoms. Relative contraindications and precautions include severe renal impairment without , where efficacy may be reduced and risks of and disturbances increase, necessitating careful monitoring rather than outright avoidance. Use is cautioned in hepatic disease with and , as it may lead to excessive volume depletion and ; initiation in a setting with concurrent aldosterone antagonists is recommended. Patients with depletion, such as or , require caution due to the drug's potential to worsen these imbalances. In individuals with , torasemide may elevate blood glucose levels, warranting regular monitoring of glycemic control. Limited data are available on the use of torsemide during ; it is not known if it causes fetal harm. Animal reproduction studies showed no evidence of harm. Diuretics like torsemide should be used during only if the potential benefits justify the potential risks to the . Torasemide interacts with several medications, increasing the risk of adverse outcomes. It can potentiate lithium toxicity due to decreased renal clearance of lithium, requiring close monitoring of lithium levels. Hypokalemia induced by torasemide can amplify the effects of digoxin, raising the risk of digitalis toxicity; electrolyte monitoring is essential in concurrent use. Nonsteroidal anti-inflammatory drugs (NSAIDs) may attenuate torasemide's diuretic efficacy and increase the risk of acute renal failure through prostaglandin inhibition. Combination with other ototoxic agents, such as aminoglycosides, should be avoided or used cautiously, as it may heighten the risk of hearing loss or tinnitus. No major interactions occur with , though a high-salt can counteract torasemide's natriuretic effects by increasing sodium retention. may enhance torasemide-induced , potentially causing or fainting, particularly at initiation or dose escalation. Ongoing of electrolytes, renal , and is recommended during torasemide therapy, with heightened vigilance when co-administered with ACE inhibitors or potassium-sparing diuretics to prevent compounded risks of or renal deterioration.

Chemistry and Nomenclature

Chemical properties

Torasemide has the C₁₆H₂₀N₄O₃S and a molecular weight of 348.42 g/mol. It is an N- derivative featuring a ring substituted at the 3-position with a sulfonylurea group linked to an isopropyl moiety and at the 4-position with a 3-methylphenylamino group. The systematic IUPAC name is 1-({4-[(3-methylphenyl)amino]pyridin-3-yl}sulfonyl)-3-(propan-2-yl). Physically, torasemide exists as a white to off-white crystalline powder. It exhibits low solubility in water, approximately 0.05 mg/mL at neutral pH, but is soluble in organic solvents such as methanol, acetone, and dimethyl sulfoxide (up to 18 mg/mL in DMSO). The pKa of the sulfonamide group is approximately 7.1, influencing its ionization in physiological environments. Torasemide is chemically stable under normal storage conditions at (20–25°C), though formulations recommend protection from light and moisture to maintain integrity. It is commercially available in oral tablet forms of 5 mg, 10 mg, and 20 mg strengths, as well as an injectable solution at 10 mg/mL. Key identifiers include the number 56211-40-6 and CID 41781.

Names

Torasemide is the recommended (rINN), as established by the (WHO) for international standardization of . In the and , the (USAN) is torsemide, reflecting regional adaptations in pharmaceutical naming conventions. Prominent trade names include Demadex in the United States and Torsemida in several European countries, with generic versions marketed globally under variations of these names. The drug is pronounced approximately as /tɔːrˈæsəmaɪd/ for torasemide or /ˈtɔːrsəmaɪd/ for torsemide, with spelling differences arising from harmonized and regional standards.

History and Society

Development and approvals

Torasemide was first synthesized and patented in 1974 by Boehringer Mannheim GmbH (now part of ) as part of a aimed at developing new with improved profiles over existing agents like . The compound, chemically 1-isopropyl-3-[(4-m-toluidino-3-pyridyl)sulfonyl]urea, emerged from efforts to create derivatives that target the Na-K-2Cl cotransporter in the thick ascending limb of the , with an early emphasis on minimizing common side effects such as and excessive excretion observed in earlier . Clinical development advanced through phase III trials in the 1980s, which demonstrated torasemide's superior duration of action and bioavailability compared to furosemide, leading to more consistent diuresis and reduced kaliuresis without increased risk of electrolyte imbalances. These studies highlighted torasemide's advantages in managing edema associated with heart failure and renal conditions, paving the way for regulatory submissions. Initial approval was granted in Germany in 1991 under the brand name Unat for the treatment of edema. In the United States, the FDA approved torasemide in 1993 as Demadex for edema due to congestive heart failure, renal disease, or hepatic disease, and for hypertension, marking Boehringer Mannheim's first new drug application success in the diuretic class. Subsequent milestones include its inclusion on the World Health Organization's Model List of in 2023 for , , and anuria or , recognizing its role as a therapeutic equivalent to in resource-limited settings. In May 2024, the FDA issued a conditional approval for the first veterinary formulation, UpCard-CA1 (torsemide oral solution), for managing in dogs with congestive , with potential for full approval after further effectiveness data; as of November 2025, it remains conditionally approved on an annual renewal basis. Ongoing research, such as the genotype-blinded UMOD trial and the TEQUILA study, continues to explore torasemide's efficacy in and chronic , respectively. The UMOD trial focuses on blood pressure response in resistant , while the TEQUILA study (NCT06117722) examines torsemide's effects on quality of life and clinical parameters in chronic patients receiving , highlighting its prolonged action.

Availability and usage

Torasemide is available in oral tablet formulations ranging from 5 mg to 200 mg strengths, as well as an intravenous solution at a concentration of 10 mg/mL in 2 mL or 5 mL ampoules, allowing for flexible dosing in both outpatient and settings. Following the expiry of its original patents around 2007, versions of torasemide have become widely available, increasing accessibility and reducing costs compared to branded products like Demadex. Globally, torasemide is classified as a prescription-only in most countries, requiring medical supervision due to its potent effects and potential for imbalances. It was added to the World Health Organization's Model List of in 2023 for the treatment of , oedema, and or , facilitating its inclusion in programs and in low- and middle-income countries. This status has enhanced availability in resource-limited settings through affordable suppliers, though access disparities persist in some developing regions primarily due to limited healthcare infrastructure and physician awareness rather than regulatory barriers. In terms of clinical utilization, torasemide ranked as the 193rd most prescribed medication in the United States in 2023, with approximately 2.5 million outpatient prescriptions dispensed annually, often as an alternative to for managing oedema in patients. Usage appears higher in , where it is frequently recommended as a first-line for due to its superior and longer duration of action compared to alternatives, with studies indicating better outcomes in reducing hospitalizations. Economically, torasemide is inexpensive, with U.S. prices averaging around $0.10 to $0.30 per tablet for common strengths, making it a cost-effective option for chronic therapy. In , torasemide is controlled as a prescription , with conditional FDA approval in 2024 for oral solution use in dogs with congestive alongside other therapies like ; as of 2025, full approval is pending further data. In , it falls under of the Drugs and Rules, mandating a valid prescription for dispensing to ensure safe use.