Clear Search sequence regions
Bookmark Forward

QuickView for Midazolam (compound)


PubChem
Name: Midazolam
PubChem Compound ID: 11359390
Description: A short-acting hypnotic-sedative drug with anxiolytic and amnestic properties. It is used in dentistry, cardiac surgery, endoscopic procedures, as preanesthetic medication, and as an adjunct to local anesthesia. The short duration and cardiorespiratory stability makes it useful in poor-risk, elderly, and cardiac patients. It is water-soluble at pH less than 4 and lipid-soluble at physiological pH.
Molecular formula: C18H13ClFN3
Molecular weight: 328.745 g/mol
DrugBank
Identification
Name: Midazolam
Name (isomeric): DB00683
Drug Type: small molecule
Description: A short-acting hypnotic-sedative drug with anxiolytic and amnestic properties. It is used in dentistry, cardiac surgery, endoscopic procedures, as preanesthetic medication, and as an adjunct to local anesthesia. The short duration and cardiorespiratory stability makes it useful in poor-risk, elderly, and cardiac patients. It is water-soluble at pH less than 4 and lipid-soluble at physiological pH.
Synonyms:
Dea No. 2884; Midazolamum [INN-Latin]; Midazolam Hcl; Midazolam Base
Brand: Dormicum, Versed
Category: Anesthetics, Intravenous, Adjuvants, Anesthesia, Anti-anxiety Agents, GABA Modulators, Hypnotics and Sedatives
CAS number: 59467-70-8
Pharmacology
Indication: For use as a sedative perioperatively.
Pharmacology:
Midazolam is a short-acting benzodiazepine central nervous system (CNS) depressant. Pharmacodynamic properties of midazolam and its metabolites, which are similar to those of other benzodiazepines, include sedative, anxiolytic, amnesic and hypnotic activities. Benzodiazepine pharmacologic effects appear to result from reversible interactions with t...
show more »
Mechanism of Action:
It is thought that the actions of benzodiazepines such as midazolam are mediated through the inhibitory neurotransmitter gamma-aminobutyric acid (GABA), which is one of the major inhibitory neurotransmitters in the brain. Benzodiazepines increase the activity of GABA, thereby producing a calming effect, relaxing skeletal muscles, and inducing sleep...
show more »
Absorption: Rapidly absorbed after oral administration (absolute bioavailability of the midazolam syrup in pediatric patients is about 36%, and intramuscular is greater than 90%).
Protein binding: 97%
Biotransformation: Midazolam is primarily metabolized in the liver and gut by human cytochrome P450 IIIA4 (CYP3A4) to its pharmacologic active metabolite, (alpha)-hydroxymidazolam, and 4-hydroxymidazolam.
Route of elimination: Midazolam is primarily metabolized in the liver and gut by human cytochrome P450 IIIA4 (CYP3A4) to its pharmacologic active metabolite, α-hydroxymidazolam, followed by glucuronidation of the α–hydroxyl metabolite which is present in unconjugated and conjugated forms in human plasma. The α- hydroxymidazolam glucuronide is then excreted in urine. No significant amount of parent drug or metabolites is extractable from urine before beta-glucuronidase and sulfatase deconjugation, indicating that the urinary metabolites are excreted mainly as conjugates.
Half Life: 2.2-6.8 hours
Clearance: 9.3 to 11 mL/min/kg [pediatric patients (6 months to <16 years old)]
Toxicity: LD50=825 mg/kg (Orally in rats). Signs of overdose include sedation, somnolence, confusion, impaired coordination, diminished reflexes, coma, and deleterious effects on vital signs.
Affected organisms: Humans and other mammals
Interactions
Food interaction:
Grapefruit juice slows the product's absorption and significantly increases its bioavailability.
Drug interaction:
DocetaxelMidazolam may increase the serum levels and toxicity of docetaxel.
MephenytoinMephenytoin may increase the metabolism of midazolam via CYP3A4.
CimetidineCimetidine may increase the effect of the benzodiazepine, midazolam.
JosamycinThe macrolide, josamycin, may increase the effect of the benzodiazepine, midazolam.
OmeprazoleOmeprazole may increase the effect of the benzodiazepine, midazolam.
show more »

Targets


Enzymes


Transporters