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QuickView for Alprazolam (compound)


PubChem
Name: Alprazolam
PubChem Compound ID: 2118
Description: A triazolobenzodiazepine compound with antianxiety and sedative-hypnotic actions, that is efficacious in the treatment of PANIC DISORDERS, with or without AGORAPHOBIA, and in generalized ANXIETY DISORDERS. (From AMA Drug Evaluations Annual, 1994, p238)
Molecular formula: C17H13ClN4
Molecular weight: 308.765 g/mol
Synonyms:
Intensol; Tricalma; U-31889; Unilan; DEA No. 2882; Cassadan; Alpronax; nchembio747-comp35; BRN 1223125; 4H-[1,2,4]Triazolo[4,3-a][1,4]benzodiazepine, 8-chloro-1-methyl-6-phenyl-.
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DrugBank
Identification
Name: Alprazolam
Name (isomeric): DB00404
Drug Type: small molecule
Description: A triazolobenzodiazepine compound with antianxiety and sedative-hypnotic actions, that is efficacious in the treatment of PANIC DISORDERS, with or without AGORAPHOBIA, and in generalized ANXIETY DISORDERS. (From AMA Drug Evaluations Annual, 1994, p238)
Synonyms:
TUS-1
Brand: Alviz, Tranquinal, Cassadan, Tafil, Alplax, Frontal, Bestrol, Intensol, Niravam, Trankimazin, Tranax, Xanax, Alpronax, Solanax, Esparon, Restyl, Xanor, Constan, Xanax XR, D 65MT
Category: Benzodiazepines, Anti-anxiety Agents, GABA Modulators, Hypnotics and Sedatives
CAS number: 28981-97-7
Pharmacology
Indication: For the management of anxiety disorder or the short-term relief of symptoms of anxiety and for the treatment of panic disorder, with or without agoraphobia.
Pharmacology:
Alprazolam, a benzodiazepine, is used to treat panic disorder and anxiety disorder. Unlike chlordiazepoxide, clorazepate, and prazepam, alprazolam has a shorter half-life and metabolites with minimal activity. Like other triazolo benzodiazepines such as triazolam, alprazolam may have significant drug interactions involving the hepatic cytochrome P-...
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Mechanism of Action:
Benzodiazepines bind nonspecifically to benzodiazepine receptors BNZ1, which mediates sleep, and BNZ2, which affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABAA) receptors, this enhances the effects of GABA by increas...
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Absorption: Readily absorbed from the gastrointestinal tract. Bioavailability is 80-90%.
Protein binding: 80% (mainly to albumin)
Biotransformation: Hepatic. Hydroxylated in the liver to α-hydroxyalprazolam, which is also active. This and other metabolites are later excreted in urine as glucuronides.
Route of elimination: Alprazolam and its metabolites are excreted primarily in the urine.
Half Life: 6.3-26.9 hours
Clearance: 2.13 +/- 0.54 mL/min/kg [CYP3A inducers] 0.90 +/- 0.21 mL/min/kg [without CYP3A inducers]
Toxicity: Oral, mouse: LD50=1020 mg/kg. Symptoms of overdose include confusion, coma, impaired coordination, sleepiness, and slowed reaction time.
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Avoid alcohol.
Avoid taking with grapefruit juice.
Avoid excessive quantities of coffee or tea (Caffeine).
Take with food.
Drug interaction:
ErythromycinThe macrolide, erythromycin, may increase the effect of the benzodiazepine, alprazolam.
DigoxinThe benzodiazepine, alprazolam, may increase the effect of digoxin.
AmprenavirAmprenavir may increase the effect and toxicity of the benzodiazepine, alprazolam.
TipranavirTipranavir may decrease the metabolism and clearance of Alprazolam. Consider alternate therapy or monitor for Alprazolam toxic effects if Tipranavir is initiated or dose increased.
DelavirdineThe antiviral agent, delavirdine, may increase the effect and toxicity of the benzodiazepine, alprazolam.
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