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Details

Stereochemistry ACHIRAL
Molecular Formula C18H13ClFN3.ClH
Molecular Weight 362.228
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MIDAZOLAM HYDROCHLORIDE

SMILES

Cl.CC1=NC=C2CN=C(C3=C(F)C=CC=C3)C4=C(C=CC(Cl)=C4)N12

InChI

InChIKey=PLYSCVSCYOQVRP-UHFFFAOYSA-N
InChI=1S/C18H13ClFN3.ClH/c1-11-21-9-13-10-22-18(14-4-2-3-5-16(14)20)15-8-12(19)6-7-17(15)23(11)13;/h2-9H,10H2,1H3;1H

HIDE SMILES / InChI

Description

Midazolam, previously marketed under the trade name Versed, is a medication used for anesthesia, procedural sedation, trouble sleeping, and severe agitation. 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 the γ-amino butyric acid (GABA) benzodiazepine receptor in the CNS, the major inhibitory neurotransmitter in the central nervous system. The action of midazolam is readily reversed by the benzodiazepine receptor antagonist, flumazenil. Data from published reports of studies in pediatric patients clearly demonstrate that oral midazolam provides safe and effective sedation and anxiolysis prior to surgical procedures that require anesthesia as well as before other procedures that require sedation but may not require anesthesia. The most commonly reported effective doses range from 0.25 to 1 mg/kg in children (6 months to <16 years). The single most commonly reported effective dose is 0.5 mg/kg. Time to onset of effect is most frequently reported as 10 to 20 minutes. The effects of midazolam on the CNS are dependent on the dose administered, the route of administration, and the presence or absence of other medications.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
2.0 nM [Ki]
3.2 µM [Ki]
183.0 µM [Ki]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Midazolam
Primary
Midazolam
Primary
Midafresa

Cmax

ValueDoseCo-administeredAnalytePopulation
35.124 ng/mL
6 mg single, oral
MIDAZOLAM plasma
Homo sapiens
113.9 ng/mL
10 mg single, intramuscular
MIDAZOLAM plasma
Homo sapiens
54.7 ng/mL
5 mg single, nasal
MIDAZOLAM plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
30 nM*h
2 mg single, oral
MIDAZOLAM plasma
Homo sapiens
103.348 ng*h/mL
6 mg single, oral
MIDAZOLAM plasma
Homo sapiens
100.935 ng*h/mL
6 mg single, oral
MIDAZOLAM plasma
Homo sapiens
402.7 ng × h/mL
10 mg single, intramuscular
MIDAZOLAM plasma
Homo sapiens
126.2 ng × h/mL
5 mg single, nasal
MIDAZOLAM plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
3%
10 mg single, intramuscular
MIDAZOLAM plasma
Homo sapiens
3%
5 mg single, nasal
MIDAZOLAM plasma
Homo sapiens

Doses

AEs

Drug as perpetrator​

Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
Midazolam hydrochloride syrup is indicated for use as a single dose (0.25 to 1 mg/kg with a maximum dose of 20 mg) for preprocedural sedation and anxiolysis in pediatric patients. Midazolam hydrochloride syrup is not intended for chronic administration.
Route of Administration: Oral
In Vitro Use Guide
Midazolam (1 uM) decreased GABA-activated currents in acutely dissociated neurons, isolated from the medial septum/nucleus of the diagonal band (MS/nDB) of the adult rat brains.