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Butorphanol

Butorphanol is a synthetic from the class, specifically a at mu- receptors and an at kappa- receptors, used for the relief of moderate to severe pain and headaches in both and . It is available in injectable and formulations, with the (formerly branded as Stadol NS) approved for self-administration in treating acute migraines. Approved by the U.S. Food and Drug Administration in 1978 as a Schedule IV controlled substance, butorphanol exhibits a lower potential for abuse and dependence compared to full mu-opioid agonists like morphine, due to its antagonist properties at mu receptors at higher doses. Its onset of action is rapid—within minutes for intravenous administration and 15 minutes for intramuscular or intranasal routes—with effects lasting 3 to 5 hours, making it suitable for short-term pain management or as an adjunct to anesthesia. Clinically, it is indicated for pain unresponsive to non-opioid analgesics, preoperative sedation, and obstetric analgesia during labor, though it is contraindicated in patients with hypersensitivity to the drug and should be used with caution in those with narcotic dependence due to the risk of precipitating withdrawal. Common adverse effects include sedation, dizziness, nausea, and potential respiratory depression, particularly when combined with other central nervous system depressants. Pharmacologically, butorphanol binds to receptors in the as a partial and . It undergoes hepatic with primary via the kidneys, necessitating dose adjustments in patients with hepatic or renal . Despite its efficacy, butorphanol's use has declined with the availability of alternative analgesics, but it remains an option for patients requiring therapy with balanced activity.

Uses

Human Medicine

Butorphanol is approved for use in human medicine primarily as an opioid analgesic for the management of moderate to severe pain when alternative treatments are inadequate. The parenteral formulation is indicated for relief of acute pain, including postoperative pain and pain during labor, while the intranasal spray is specifically used for treating migraine headaches. Additionally, it serves as a supplement to balanced anesthesia in surgical settings. Clinical studies have also demonstrated its utility in preventing postoperative shivering. Clinical trials supporting its 1978 FDA approval demonstrated that butorphanol provides efficacy equivalent to meperidine for postoperative , with a lower incidence of significant respiratory depression. In these studies, 2 mg of butorphanol was comparable to 80 mg of meperidine in duration and intensity of relief, typically lasting 3 to 4 hours. Efficacy data also indicate that butorphanol is more effective for relief in women than in men, attributed to greater kappa-opioid receptor-mediated in females. Furthermore, in surgical contexts, parenteral administration of butorphanol has been shown to reduce the overall requirement for additional opioids during and after procedures. The intranasal formulation provides rapid onset of analgesia, typically within 15 minutes, making it suitable for acute attacks, with effects persisting for 3 to 4 hours in many patients. For postoperative prevention, intravenous doses of 0.02 to 0.03 mg/kg have proven effective in reducing incidence and severity, particularly in elderly patients undergoing . Recommended dosages emphasize short-term use to minimize potential. For moderate to severe , the initial parenteral dose is 1 mg intravenously or 2 mg intramuscularly, repeated every 3 to 4 hours as needed, with an effective range of 0.5 to 2 mg per dose. For treatment, an initial intranasal dose of 1 mg (one spray in one nostril) may be followed by a second 1 mg dose (one spray in the other nostril) after 60 to 90 minutes if needed; additional doses may then be given every 3 to 4 hours, not to exceed 16 mg per day. During labor, 1 to 2 mg intramuscularly or 0.5 to 1 mg intravenously every 4 hours is typical. As a preanesthetic supplement, 2 mg intramuscularly 60 to 90 minutes before is standard, and for postoperative , lower doses are titrated based on response.

Veterinary Medicine

Butorphanol is commonly employed in for and analgesia in horses, , and , as well as for its properties in small animals. In horses, it is frequently used to facilitate examinations and minor procedures by providing visceral analgesia of short to moderate duration, often in combination with alpha-2 agonists to enhance effects. In and , it aids and serves as a premedicant, typically combined with drugs like or to improve , analgesia, and muscle relaxation prior to surgery. Species-specific dosing protocols reflect butorphanol's pharmacokinetic profile, with intravenous administration preferred for rapid onset. In , a standard dose of 0.1 mg/kg induces lasting 30-60 minutes, offering faster onset than when combined with romifidine for elective procedures. In and , 0.2-0.4 mg/kg administered or provides mild to moderate analgesia for use, with effects typically enduring 1-4 hours depending on the route and combination. Oral tablets, available for veterinary use despite low (less than 20% due to extensive first-pass ), are mainly indicated for antitussive effects in and rather than systemic analgesia. Efficacy studies underscore butorphanol's reliability in mammals, with intravenous or improving superficial and signs across species, including in over 80% of without inducing significant when dosed at 0.1 mg/kg. A 2014 clinical evaluation confirmed its antinociceptive limitations in reptiles at mammalian doses, contrasting with established benefits in , , and for acute and . Recent research, including a 2024 trial in undergoing ovariohysterectomy, demonstrates butorphanol's action in protocols, significantly reducing post-operative incidence compared to alternatives like or . Injectable formulations predominate for acute applications, while oral options suit chronic cough suppression in small animals.

Pharmacology

Pharmacodynamics

Butorphanol is a at the μ-opioid receptor () and an at the κ-opioid (KOR), as determined from radioligand binding and functional assays in models. It functions as a at the σ receptor, contributing to its overall mixed -antagonist profile. These affinities were measured using techniques such as [³H] displacement in receptor-expressing cell lines and G-protein activation assays, highlighting butorphanol's higher selectivity for KOR over in some preparations. The involves coupling to inhibitory G-proteins (Gi/o) upon receptor binding, which inhibits adenylate cyclase, reduces neuronal excitability through hyperpolarization via increased potassium conductance and decreased calcium influx, and ultimately produces analgesia and . The partial at KOR mediates dysphoric effects and limits respiratory depression compared to full MOR agonists like , as KOR activation attenuates the ventilatory suppression typically seen with pure μ-agonists. In animal models, such as rats and rhesus monkeys, butorphanol's KOR activity produces dose-dependent antinociception with reduced due to the partial efficacy, which caps the intensity of rewarding effects. Functionally, butorphanol increases cardiac work and through KOR-mediated sympathetic activation, distinguishing it from pure MOR agonists that often cause . Its lower abuse potential stems from the aversive dysphoric effects of KOR partial agonism, which counteract the euphoric properties of MOR activation. Unlike full μ-agonists such as , butorphanol exhibits a ceiling effect on respiratory , where higher doses do not further impair , as evidenced in and studies.

Pharmacokinetics

Butorphanol exhibits route-dependent characteristics. Following administration, it is immediately available in the systemic circulation, with typically within 2 to 3 minutes. injection results in rapid , achieving peak concentrations in 20 to 40 minutes, while intranasal administration yields mean peak levels of 0.9 to 1.04 ng/mL at 30 to 60 minutes after a 1 mg dose, with an absolute of 60% to 70%. Oral is low at 5% to 17% due to extensive first-pass hepatic metabolism, which limits its use in humans to parenteral and intranasal formulations. The drug is highly lipophilic, facilitating rapid crossing of the blood-brain barrier to exert central effects. Its volume of distribution ranges from 305 to 901 L (approximately 4 to 13 L/kg), indicating extensive tissue distribution. Butorphanol is approximately 80% bound to serum proteins, independent of concentrations up to 7 ng/mL. Butorphanol undergoes extensive hepatic metabolism primarily via cytochrome P450 3A4 to inactive metabolites, including the major hydroxybutorphanol and minor norbutorphanol. Metabolism profiles are similar across IV, IM, and intranasal routes. Elimination occurs mainly through the urine (70% to 80% of dose) as metabolites, with about 15% excreted in feces; less than 5% of the parent drug appears unchanged in urine. Total body clearance is 52 to 154 L/h (approximately 0.7 to 2.2 L/h/kg). The elimination half-life averages 4.6 hours following IV administration, ranging from 2 to 9 hours overall. Parenteral routes ( and ) achieve peak levels within 0.5 to 1 hour, while intranasal delivery provides comparable but avoids first-pass , enhancing relative to . With repeated dosing every 6 hours, steady-state concentrations of the parent drug are reached within 2 days, with minimal accumulation (mean 1.8-fold increase over single-dose levels, up to 3-fold maximum). In special populations, are altered. Elderly patients exhibit a prolonged of 5.6 to 6.6 hours and reduced clearance (approximately 82 L/h), with lower in women (48%) compared to men (75%). Hepatic impairment triples the to about 16.8 hours and halves clearance (approximately 92 L/h), resulting in roughly twofold higher drug exposure. Renal impairment ( clearance <30 mL/min) doubles the to 10.5 hours and approximately halves clearance, potentially leading to accumulation with repeated dosing.

Adverse Effects

In Humans

Butorphanol use in humans is associated with a range of adverse effects, primarily due to its opioid agonist-antagonist properties. The most common side effects include sedation or drowsiness (43-49%), nausea and vomiting (8-13%), and dizziness (19-23%). Dysphoria or hallucinations are reported infrequently (<1%). Serious risks encompass respiratory depression, which is generally less severe than with full mu-opioid agonists due to butorphanol's activity and ceiling effect, though it remains possible at high doses exceeding 2 mg . Cardiovascular effects may include elevations in , alongside potential or in some patients. Withdrawal symptoms upon abrupt cessation can occur after prolonged use, such as anxiety, irritability, sweating, and gastrointestinal upset, reflecting the drug's potential for . Contraindications include known to butorphanol, significant respiratory , acute or severe bronchial in unmonitored settings, and paralytic or gastrointestinal obstruction. Concurrent use with monoamine oxidase inhibitors (MAOIs) is contraindicated due to risks of severe interactions, including or . Precautions are advised in patients with , as butorphanol may obscure neurological assessments by elevating or masking symptoms; those with or other pulmonary conditions, where it could exacerbate respiratory issues; and during pregnancy, where prolonged use can result in neonatal opioid withdrawal syndrome (NOWS), with limited human data but animal studies indicating potential fetal harm—use only if benefits outweigh risks. Severe hepatic or renal impairment warrants dose reduction, as clearance is prolonged, increasing risk. Monitoring , particularly and , is essential during intravenous administration to detect early signs of . Butorphanol has lower abuse potential compared to Schedule II opioids like , attributed to its Schedule IV classification and reduced abuse liability.

Overdose and Dependence

Overdose of butorphanol can manifest as profound progressing to or , respiratory with , , , skeletal muscle flaccidity, cold and clammy skin, constricted pupils, and in severe cases, cardiovascular insufficiency or . Seizures may occur, particularly in patients with a history of such events, though they are less common than other manifestations. involves immediate supportive care, including establishment of a patent airway, assisted ventilation with oxygen, and circulatory support using vasopressors if needed to address . , an , is administered to partially reverse respiratory and due to butorphanol's mixed profile, but repeated doses may be required as naloxone's duration of action is shorter than butorphanol's elimination ; full reversal may not occur. Patients should be monitored closely for at least 24-48 hours post-overdose, with consideration of prolonged effects due to butorphanol's . Butorphanol carries a moderate potential for physical dependence and abuse, classified as a Schedule IV controlled substance under the U.S. , reflecting lower liability compared to full μ-opioid agonists like or . Its abuse potential is diminished relative to pure μ-agonists due to agonism, which can produce dysphoric effects that deter reinforcing use, though misuse has been reported, particularly via the intranasal route with the formulation, albeit infrequently compared to more euphoric opioids. Animal self-administration studies indicate lower reinforcing efficacy than , with butorphanol supporting responding at rates approximately 20-40% below those for full agonists in rhesus models, supporting its moderate abuse profile. In humans, can develop with chronic therapeutic use, leading to symptoms upon abrupt discontinuation that resemble those of mild opioids, including anxiety, , , , sweats, , and in rare cases, or hallucinations. Tolerance to butorphanol develops rapidly with repeated administration, particularly for its effects, necessitating dose escalation for maintained pain relief, while to respiratory evolves more slowly. In opioid-tolerant patients, guidelines recommend gradual tapering of the dose over several days to weeks to minimize risks, with monitoring for signs of dependence and consideration of switching to a full μ-agonist if severe impairs .

Society and Culture

History and Development

Butorphanol was synthesized in the early by researchers at Bristol-Myers Company as part of efforts to develop synthetic s derived from structures, aiming to provide effective analgesia with a reduced risk of euphoria and abuse compared to full mu- s like . The compound emerged from modifications to 14-hydroxydihydromorphinone scaffolds, building on prior work with mixed s to balance pain relief and antagonist properties at receptors. Key development milestones included the filing of the initial U.S. on December 29, 1971, with U.S. 3,819,635 granted on , 1974, to inventors Irwin J. Pachter and Monkovic, assigned to Bristol-Myers, covering the preparation and use of butorphanol as an . Early pharmacological evaluations in the mid-1970s demonstrated its potency and safety profile, with studies comparing butorphanol to showing it to be approximately 5 to 16 times more potent on a milligram basis for postoperative relief while exhibiting similar side effects but lower psychotomimetic activity. These preclinical and clinical trials positioned butorphanol as a viable alternative in research focused on minimizing respiratory depression and dependence potential. The U.S. (FDA) approved the injectable formulation of butorphanol tartrate (marketed as Stadol) on February 8, 1978, for the management of moderate to severe , marking its entry into human medicine. An intranasal spray formulation, Stadol NS, received FDA approval on December 26, 1991, specifically for short-term treatment of headaches when other measures failed, offering a non-invasive delivery option that bypassed first-pass . Due to emerging reports of abuse, particularly with the nasal spray, the placed butorphanol into Schedule IV of the effective October 31, 1997, reflecting its lower potential for abuse relative to Schedule III substances. Post-approval developments included the availability of injectable butorphanol starting in 1998, expanding access for both and veterinary use. versions of the intranasal spray followed in 2002, further broadening its application in . As of November 2025, no major regulatory updates have occurred since 2024, though ongoing research continues to explore butorphanol's role in and analgesia, particularly in combination therapies for animals.

Names, Formulations, and Availability

Butorphanol is marketed under several brand names globally, with Stadol serving as the original in the United States, where it was introduced for human use but has since been discontinued in favor of generic versions as of 2025. Other US brands included Veramorph, though availability is now primarily through generics. Internationally, variants include Butrum in , Stadol and Stadol NS in countries such as , Ecuador, , and the , Bunol and Busphen in , and Moradol or Beforal in select markets. The drug is formulated as the tartrate salt in several pharmaceutical forms suitable for human and veterinary administration. Common human formulations include injectable solutions at concentrations of 1 mg/mL or 2 mg/mL for intravenous, intramuscular, or subcutaneous use, and a nasal spray delivering 10 mg/mL in a metered-dose device for intranasal administration. Veterinary formulations primarily consist of 1 mg tablets for oral use in animals like dogs, cats, and horses, alongside the injectable and nasal forms; no sustained-release formulations exist for butorphanol in any market. Oral tablets are restricted to veterinary applications worldwide due to the drug's low bioavailability (approximately 5-17%) from extensive first-pass metabolism, which limits efficacy for human analgesia. Butorphanol is widely available by prescription and countries, with generic versions approved by the FDA starting for injectable forms and available since then for . , it is supplied by manufacturers such as and Hikma, though periodic shortages have occurred due to manufacturing issues. is more limited in some countries owing to stringent regulations, but it remains accessible in markets including , , , and parts of Asia and as of 2025. Human use has declined in recent years, with a shift toward non-opioid analgesics amid broader efforts to reduce prescriptions. Butorphanol is classified as a Schedule IV controlled substance in the United States under the , assigned the DEA Alpha Controlled Substance Code Number (ACSCN) 9720. This classification requires a valid prescription for dispensing, with refills limited to no more than five within a six-month period unless reauthorized by the prescriber. It was placed in Schedule IV effective October 31, 1997, following a comprehensive review by the (DEA) and (FDA) that assessed its potential for abuse, concluding that such abuse may lead to limited physical or relative to substances in Schedule III. Prior to this placement, butorphanol was unscheduled federally despite emerging reports of misuse, particularly via intranasal administration of the formulation; the proposed rule in July 1997 suggested placement into Schedule IV based on increasing diversion incidents, and the final determination confirmed Schedule IV due to evidence of lower dependence liability. The scheduling decision incorporated data from state surveys, mentions, and reports showing abuse patterns but overall limited severity compared to higher-scheduled opioids. Internationally, butorphanol is not subject to control under the 1961 or the 1971 . Its regulatory status varies by country, often treated as a prescription-only with controls aligned to national laws. In the , it is regulated at the member-state level as a controlled , requiring prescriptions and adherence to narcotic handling protocols; for instance, it is explicitly listed among controlled substances in under national legislation. In certain Asian markets, such as the , it is authorized as a without additional international scheduling but subject to local pharmaceutical oversight. For veterinary applications, butorphanol remains a in the US, requiring DEA registration for practitioners and secure storage, though it is exempt from some human-specific aggregate production quotas and is widely used in animal health under prescription. This status facilitates its role in veterinary analgesia while maintaining oversight. Regulatory monitoring emphasizes abuse prevention, with assessments indicating butorphanol's lower diversion and illicit use rates relative to Schedule II opioids, attributed to its partial agonist profile and limited euphoric effects.