Remimazolam besylateProduct ingredient for Remimazolam

Name
Remimazolam besylate
Drug Entry
Remimazolam

Remimazolam is an ultra short-acting benzodiazepine used in the induction and maintenance of sedation during short (<30 minute) procedures.6 Recent trends in anesthesia-related drug development have touted the benefits of so-called "soft drugs" - these agents, such as remifentanil, are designed to be metabolically fragile and thus susceptible to rapid biotransformation and elimination as inactive metabolites.4 These "soft drugs" are useful in the context of surgical procedures, wherein a rapid onset/offset is desirable, enabling anesthesiologists to manipulate drug concentrations as needed.3,4 Remimazolam was the first "soft" benzodiazepine analog to be developed5 and was approved for use by the FDA in July 2020 under the brand name Byfavo.7

Accession Number
DBSALT002953
Structure
Synonyms
Remimazolam besilate / Remimazolam besylate
External IDs
CNS 7056B / GW502056X / ONO-2745BS / ONO-IN-251 / RF10007 / SP148.5
UNII
280XQ6482H
CAS Number
1001415-66-2
Weight
Average: 597.48
Monoisotopic: 596.072904
Chemical Formula
C27H25BrN4O5S
InChI Key
QMTKNJZIWGTNTE-LMOVPXPDSA-N
InChI
InChI=1S/C21H19BrN4O2.C6H6O3S/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;7-10(8,9)6-4-2-1-3-5-6/h3-6,8,10-12,17H,7,9H2,1-2H3;1-5H,(H,7,8,9)/t17-;/m0./s1
IUPAC Name
benzenesulfonic acid; methyl 3-[(7S)-12-bromo-3-methyl-9-(pyridin-2-yl)-2,5,8-triazatricyclo[8.4.0.0^{2,6}]tetradeca-1(14),3,5,8,10,12-hexaen-7-yl]propanoate
SMILES
OS(=O)(=O)C1=CC=CC=C1.COC(=O)CC[C@@H]1N=C(C2=NC=CC=C2)C2=CC(Br)=CC=C2N2C(C)=CN=C12
ChemSpider
30790854
Wikipedia
Remimazolam
Predicted Properties
PropertyValueSource
Water Solubility0.0213 mg/mLALOGPS
logP3.68ALOGPS
logP3.75Chemaxon
logS-4.3ALOGPS
pKa (Strongest Basic)5.61Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area69.37 Å2Chemaxon
Rotatable Bond Count6Chemaxon
Refractivity119.71 m3·mol-1Chemaxon
Polarizability43.08 Å3Chemaxon
Number of Rings5Chemaxon
Bioavailability1Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon