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Details

Stereochemistry ABSOLUTE
Molecular Formula C21H19BrN4O2.C7H8O3S
Molecular Weight 611.507
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of REMIMAZOLAM TOSYLATE

SMILES

CC1=CC=C(C=C1)S(O)(=O)=O.COC(=O)CC[C@@H]2N=C(C3=NC=CC=C3)C4=C(C=CC(Br)=C4)N5C(C)=CN=C25

InChI

InChIKey=UNLWPYSYFQLJSV-LMOVPXPDSA-N
InChI=1S/C21H19BrN4O2.C7H8O3S/c1-13-12-24-21-17(7-9-19(27)28-2)25-20(16-5-3-4-10-23-16)15-11-14(22)6-8-18(15)26(13)21;1-6-2-4-7(5-3-6)11(8,9)10/h3-6,8,10-12,17H,7,9H2,1-2H3;2-5H,1H3,(H,8,9,10)/t17-;/m0./s1

HIDE SMILES / InChI

Description

Remimazolam is an intravenous benzodiazepine sedative-hypnotic with rapid onset and offset of action. This compound undergoes organ-independent metabolism to an inactive metabolite. Like other benzodiazepines, remimazolam can be reversed with flumazenil to rapidly terminate sedation and anesthesia. Phase I and II clinical trials have shown that remimazolam is safe and effective when used for procedural sedation. Phase III clinical trials have been completed investigating efficacy and safety in patients undergoing bronchoscopy and colonoscopy. The developer of this drug has suggested that intensive care unit sedation (beyond 24 hours) could be another possible indication for further development, since it is unlikely that prolonged infusions or higher doses of remimazolam would result in accumulation and extended effect.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Cmax

ValueDoseCo-administeredAnalytePopulation
189.2 ng/mL
0.01 mg/kg single, intravenous
REMIMAZOLAM plasma
Homo sapiens
1882 ng/mL
0.1 mg/kg single, intravenous
REMIMAZOLAM plasma
Homo sapiens
6095 ng/mL
0.3 mg/kg single, intravenous
REMIMAZOLAM plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
11.49 ng × h/mL
0.01 mg/kg single, intravenous
REMIMAZOLAM plasma
Homo sapiens
105.3 ng × h/mL
0.1 mg/kg single, intravenous
REMIMAZOLAM plasma
Homo sapiens
339.3 ng × h/mL
0.3 mg/kg single, intravenous
REMIMAZOLAM plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
0.597 h
0.01 mg/kg single, intravenous
REMIMAZOLAM plasma
Homo sapiens
0.794 h
0.1 mg/kg single, intravenous
REMIMAZOLAM plasma
Homo sapiens
0.72 h
0.3 mg/kg single, intravenous
REMIMAZOLAM plasma
Homo sapiens

Doses

AEs

Drug as perpetrator​

Drug as victim

Tox targets