Remimazolam tosylateProduct ingredient for Remimazolam

Name
Remimazolam tosylate
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
DBSALT002954
Structure
Synonyms
Not Available
UNII
9J7J08A8LT
CAS Number
1425904-79-5
Weight
Average: 611.51
Monoisotopic: 610.088554
Chemical Formula
C28H27BrN4O5S
InChI Key
UNLWPYSYFQLJSV-LMOVPXPDSA-N
InChI
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
IUPAC Name
4-methylbenzene-1-sulfonic 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
CC1=CC=C(C=C1)S(O)(=O)=O.COC(=O)CC[C@@H]1N=C(C2=NC=CC=C2)C2=CC(Br)=CC=C2N2C(C)=CN=C12
ChemSpider
52085415
ChEMBL
CHEMBL4297324
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