Remimazolam

Base Information

• Chemical Name: Remimazolam
• CAS No.: 308242-62-8
• Molecular Formula: C21H19BrN4O2
• Molecular Weight: 439.311
• UNII: 7V4A8U16MB
• DSSTox Substance ID: DTXSID20953024
• Nikkaji Number: J3.241.163K
• Wikipedia: Remimazolam
• NCI Thesaurus Code: C152187
• RXCUI: 2383941
• Pharos Ligand ID: 1XMM19JUQHBR
• Metabolomics Workbench ID: 153397
• ChEMBL ID: CHEMBL4297526
• Mol file: 308242-62-8.mol

Synonyms:CNS 7056;methyl 3-(8-bromo-1-methyl-6-(2-pyridinyl)-4H-imidazo(1,2-a)(1,4)benzodiazepin-4-yl)propanoate;ONO 2745;ONO-2745;ONO2745;remimazolam

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

Chemical Property of Remimazolam

Chemical Property:

• Boiling Point: 583.5±60.0 °C(Predicted)
• PKA: 5.58±0.60(Predicted)
• PSA: 69.37000
• Density: 1.48±0.1 g/cm3(Predicted)
• LogP: 3.61910
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 438.06914
• Heavy Atom Count: 28
• Complexity: 601

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Drug Classes: Sedatives and Hypnotics
• Canonical SMILES: CC1=CN=C2N1C3=C(C=C(C=C3)Br)C(=NC2CCC(=O)OC)C4=CC=CC=N4
• Isomeric SMILES: CC1=CN=C2N1C3=C(C=C(C=C3)Br)C(=N[C@H]2CCC(=O)OC)C4=CC=CC=N4
• Recent ClinicalTrials: Dose of Remi in Children
• Recent EU Clinical Trials: A Phase 2/3, prospective, open-label trial evaluating the efficacy, safety, and pharmacokinetics of remimazolam for intravenous sedation in paediatric patients undergoing diagnostic and/or therapeutic procedures.
• Recent NIPH Clinical Trials: A study on the efficacy of the loss of response to jaw thrust as a clinical test to assess adequate depth of anesthesia using remimazolam besylate and the dose required for the loss of response.

Technology Process of Remimazolam

There total 14 articles about Remimazolam 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: 88.0%

C21H23BrN4O3 (308243-54-1) → Remimazolam (308242-62-8)

Guidance literature:

oxalyl dichloride; With dimethyl sulfoxide; In dichloromethane; at -78 ℃; for 0.5h;

C₂₁H₂₃BrN₄O₃; In dichloromethane; at -15 ℃; for 1h;

With triethylamine; toluene-4-sulfonic acid; more than 3 stages;

Reference yield: 76.0%

3-[(S)-7-bromo-2-((R)-2-hydroxypropylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3-yl]propionic acid methyl ester (1275616-59-5) → Remimazolam (308242-62-8)

Guidance literature:

With Dess-Martin periodane; In butanone; at 30 - 43 ℃;

Reference yield:

(3S)-3-[7-bromo-2-(2,2-dimethoxypropylamino)-5-pyridin-2-yl-3H-benzo[e][1,4]diazepin-3- yl]propionic acid methyl ester → Remimazolam (308242-62-8)

Guidance literature:

With hydrogenchloride; In methanol; at 15 - 25 ℃;

upstream raw materials:

C₂₁H₂₃BrN₄O₃

2-amino-5-bromobenzoyl pyridine

(3S)-3-(7-bromo-2-oxo-5-pyridin-2-yl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)propionic acid methyl ester

3-[(S)-7-bromo-2-(2-oxopropylamino)-5-pyridin-2-yl-3H-1,4-benzodiazepin-3-yl]propionic acid methyl ester

Downstream raw materials:

3-[(4S)-8-bromo-1-methyl-6-(2-pyridinyl)-4H-imidazo[1,2-a][1,4]benzodiazepin-4-yl]propionic acid methyl ester benzenesulfonate