Midazolam maleateProduct ingredient for Midazolam

Name
Midazolam maleate
Drug Entry
Midazolam

Midazolam is a short-acting hypnotic-sedative drug with anxiolytic, muscle relaxant, anticonvulsant, sedative, hypnotic, and amnesic properties.6 It belongs to a class of drugs called benzodiazepines. This drug is unique from others in this class due to its rapid onset of effects and short duration of action.6 Midazolam is available by oral, rectal, intranasal, intramuscular (IM), and intravenous (IV) routes and has been used in various biomedical applications, including dentistry, cardiac surgery, and endoscopic procedures as pre-anesthetic medication, and as an adjunct to local anesthesia.21

This drug was initially approved by the US FDA in 1985, and has been approved for various indications since.19 In late 2018, the intramuscular preparation was approved by the FDA for the treatment of status epilepticus in adults.19 In May 2019, the nasal spray of midazolam was approved for the acute treatment of distinctive intermittent, stereotypic seizure episodes in patients 12 years of age and older.8 Midazolam is considered a schedule IV drug in the United States due to the low potential for abuse and low risk of dependence.10

Accession Number
DBSALT002303
Structure
Synonyms
Not Available
UNII
77520S18SE
CAS Number
59467-94-6
Weight
Average: 441.84
Monoisotopic: 441.0891619
Chemical Formula
C22H17ClFN3O4
InChI Key
XYGVIBXOJOOCFR-BTJKTKAUSA-N
InChI
InChI=1S/C18H13ClFN3.C4H4O4/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;5-3(6)1-2-4(7)8/h2-9H,10H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1-
IUPAC Name
(2Z)-but-2-enedioic acid; 12-chloro-9-(2-fluorophenyl)-3-methyl-2,4,8-triazatricyclo[8.4.0.0^{2,6}]tetradeca-1(14),3,5,8,10,12-hexaene
SMILES
OC(=O)\C=C/C(O)=O.CC1=NC=C2CN=C(C3=CC=CC=C3F)C3=CC(Cl)=CC=C3N12
ChemSpider
4531564
ChEMBL
CHEMBL2106922
Wikipedia
Midazolam
Predicted Properties
PropertyValueSource
Water Solubility0.00987 mg/mLALOGPS
logP3.89ALOGPS
logP3.97Chemaxon
logS-4.5ALOGPS
pKa (Strongest Basic)6.57Chemaxon
Physiological Charge0Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area30.18 Å2Chemaxon
Rotatable Bond Count3Chemaxon
Refractivity99.43 m3·mol-1Chemaxon
Polarizability32.72 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon