Alprazolam
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| Pronunciation | /ælˈpræzəlæm/ or /ælˈpreɪzəlæm/ |
| Trade names | Xanax, others |
| AHFS/Drugs.com | Monograph |
| MedlinePlus | a684001 |
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| Dependence liability | Very high |
| Addiction liability | High |
| Routes of administration | By mouth |
| Drug class | Benzodiazepine |
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| Pharmacokinetic data | |
| Bioavailability | 80–90% |
| Protein binding | 80% |
| Metabolism | Liver, via cytochrome P450 3A4 |
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| Onset of action | 30~60 minutes |
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| Excretion | Kidney |
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| ECHA InfoCard | 100.044.849 |
| Chemical and physical data | |
| Formula | C17H13ClN4 |
| Molar mass | 308.77 g·mol−1 |
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Alprazolam, sold under the brand name Xanax among others, is a fast-acting, potent tranquilizer of moderate duration within the triazolobenzodiazepine group of chemicals called benzodiazepines. Alprazolam is most commonly prescribed in the management of anxiety disorders, especially panic disorder and generalized anxiety disorder (GAD). Other uses include the treatment of chemotherapy-induced nausea, together with other treatments. GAD improvement occurs generally within a week. Alprazolam is generally taken orally.
Common side effects include sleepiness, depression, suppressed emotions, mild to severe decreases in motor skills, hiccups, dulling or declining of cognition, decreased alertness, dry mouth (mildly), decreased heart rate, suppression of central nervous system activity, impairment of judgment (usually in higher than therapeutic doses), marginal to severe decreases in memory formation, decreased ability to process new information, as well as partial to complete anterograde amnesia, depending on dosage. Some of the sedation and drowsiness may improve within a few days.
Benzodiazepine withdrawal symptoms may occur if use is suddenly decreased.
Alprazolam was invented by Jackson Hester Jr. at the Upjohn Company and patented in 1971 and approved for medical use in the United States in 1981. Alprazolam is a Schedule IV controlled substance and is a common drug of abuse. It is available as a generic medication. In 2022, it was the 41st most commonly prescribed medication in the United States, with more than 14 million prescriptions.