Midazolam

Base Information Edit

Chemical Name:Midazolam
CAS No.:59467-70-8
Molecular Formula:C18H13 Cl F N3
Molecular Weight:325.773
Hs Code.:2933910000
European Community (EC) Number:261-774-5
UNII:R60L0SM5BC
DSSTox Substance ID:DTXSID5023320
Nikkaji Number:J31.859K
Wikipedia:Midazolam
Wikidata:Q423071
NCI Thesaurus Code:C62049
RXCUI:6960
Pharos Ligand ID:LUCNP2N4UMZ5
Metabolomics Workbench ID:42997
ChEMBL ID:CHEMBL655
Mol file:59467-70-8.mol

Synonyms:Dormicum;Hydrochloride, Midazolam;Maleate, Midazolam;Midazolam;Midazolam Hydrochloride;Midazolam Maleate;Ro 21 3981;Ro 21-3981;Ro 213981;Versed

This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Midazolam Edit

Chemical Property:

Appearance/Colour:white crystallized powder
Vapor Pressure:5.21E-10mmHg at 25°C
Melting Point:> 290ºC
Boiling Point:496.9 °C at 760 mmHg
PKA:pKa 1.7±0.1;6.15± 0.1 (Uncertain)
Flash Point:254.3 °C
PSA：104.78000
Density:1.35 g/cm3
LogP:3.47160
Storage Temp.:Controlled Substance, -20°C Freezer
Solubility.:Practically insoluble in water, freely soluble in acetone and in ethanol (96 per cent), soluble in methanol.
Water Solubility.:54mg/L(24 oC)
XLogP3:2.5
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:325.0782033
Heavy Atom Count:23
Complexity:471

Purity/Quality:

Safty Information:

Pictogram(s): F,T
Hazard Codes:F,T
Statements: 11-23/24/25-39/23/24/25
Safety Statements: 7-16-36/37-45

MSDS Files:: SDS file from LookChem

Useful:

Drug Classes:Benzodiazepines, Antianxiety Agents
Canonical SMILES:CC1=NC=C2N1C3=C(C=C(C=C3)Cl)C(=NC2)C4=CC=CC=C4F
Recent ClinicalTrials:A Phase 1/2, Study Evaluating the Safety, Tolerability, PK, and Efficacy of Sotorasib (AMG 510) in Subjects With Solid Tumors With a Specific KRAS Mutation (CodeBreaK 100)
Recent EU Clinical Trials:PAIN CONTROL WITH THE USE OF WALANT IN TOTAL TRAPEZECTOMY. RANDOMIZED CLINICAL TRIAL
Recent NIPH Clinical Trials:midazolam / fentanyl combined in EBUS-TBNA
Description Midazolam is the most commonly used parenteral sedative in anaesthetic practice. The structure of midazolam is altered by local changes in pH (tautomerism), and the two different forms confer either water or lipid solubility to the drug . At pH<4 the benzodiazepine nucleus opens because of an ionisable amine group in the molecule's structure, and this increases water solubility. At plasma pH the amine group is incorporated back into the unionised ring form of the molecule, which is highly lipid soluble and diffuses rapidly into the brain. A concentrated preparation (5mgml ?1 ) is available for i.m. injection and absorption is rapid compared with diazepam.
Uses In many countries this product is controlled. An import permit may be required. Anesthetic; anticonvulsant; sedative; hypnotic Anti-Depressant
Therapeutic Function Anesthetic
Clinical Use Benzodiazepine: Sedation with amnesia in conjunction with local anaesthesia, premedication, induction Status epilepticus (unlicensed)
Drug interactions Potentially hazardous interactions with other drugs Antibacterials: concentration increased by erythromycin, clarithromycin and telithromycin (profound sedation); metabolism possibly accelerated by rifampicin. Antidepressants: concentration of oral midazolam possibly reduced by St John’s wort. Antifungals: concentration increased by itraconazole, fluconazole, ketoconazole, posaconazole and voriconazole (prolonged sedative effect). Antipsychotics: increased sedative effects; increased risk of hypotension, bradycardia and respiratory depression when parenteral benzodiazepines are given with IM olanzapine. Antivirals: concentration increased by atazanavir, boceprevir, efavirenz, indinavir, fosamprenavir, ritonavir, saquinavir and telaprevir increase risk of prolonged sedation; avoid with oral midazolam. Ciclosporin: in vitro studies suggested that ciclosporin could inhibit the metabolism of midazolam. However, blood ciclosporin concentrations in patients given ciclosporin to prevent graft rejection were considered too low to result in an interaction. Cobicistat: avoid with oral midazolam. Cytotoxics: concentration increased by crizotinib and nilotinib; concentration reduced by enzalutamide. Sodium oxybate: enhanced effects of sodium oxybate - avoid.

Technology Process of Midazolam

There total 33 articles about Midazolam which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

: 59468-56-3
Desmethylmidazolam

: 74-88-4
methyl iodide

: 59467-70-8
Midazolam

Guidance literature:: Desmethylmidazolam; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; hexane; at -78 - 25 ℃; for 24h; Inert atmosphere;
DOI:10.1007/s13738-018-1555-0

Reference yield: 87.0%

: 59467-69-5
8-chloro-6-(2-fluoro-phenyl)-1-methyl-3a,4-dihydro-3H-benzo[f]imidazo[1,5-a][1,4]diazepine

: 59467-70-8
Midazolam

Guidance literature:: With enzyme-containing bacterial cell from Arthrobacter sp.; In aq. phosphate buffer; at 25 ℃; for 15h; pH=6; pH-value; Temperature; Enzymatic reaction;