Dexmedetomidine

Base Information

• Chemical Name: Dexmedetomidine
• CAS No.: 113775-47-6
• Molecular Formula: C13H16N2
• Molecular Weight: 200.283
• Hs Code.: 2933290090
• UNII: 67VB76HONO
• DSSTox Substance ID: DTXSID10873388
• Nikkaji Number: J263.999H
• Wikipedia: Dexmedetomidine
• Wikidata: Q412133
• NCI Thesaurus Code: C47479
• RXCUI: 48937
• Pharos Ligand ID: AL7DRZ8JDMAQ
• Metabolomics Workbench ID: 42956
• ChEMBL ID: CHEMBL778
• Mol file: 113775-47-6.mol

Synonyms:Dexmedetomidine;Dexmedetomidine Hydrochloride;Hydrochloride, Dexmedetomidine;MPV 1440;MPV-1440;MPV1440;Precedex

Chemical Property of Dexmedetomidine

Chemical Property:

• Vapor Pressure: 1.08E-05mmHg at 25°C
• Melting Point: 146-149°C
• Refractive Index: 1.569
• Boiling Point: 381.9 °C at 760 mmHg
• PKA: 13.89±0.10(Predicted)
• Flash Point: 191.3 °C
• PSA: 28.68000
• Density: 1.053 g/cm³
• LogP: 3.17830
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 200.131348519
• Heavy Atom Count: 15
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

Dexmedetomidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)C(C)C2=CN=CN2)C
• Isomeric SMILES: CC1=C(C(=CC=C1)[C@H](C)C2=CN=CN2)C
• Recent ClinicalTrials: Efficacy of Dexmedetomidine VS Magnesium Sulphate With Bupivacaine in Erector Spinae Block for Thoracotomy Pain
• Recent EU Clinical Trials: Evaluation of the effect of Opioid-Free Anesthesia on oxygenation in bariatric surgery
• Recent NIPH Clinical Trials: Comparison of intranasal and intravenous dexmedetomidine for prevention of post spinal shivering in patients undergoing lower limb orthopedic surgery
• Uses: Dexmedetomidine is a sedative drug that has many benefits when given to children under anesthesia, such as improved pain relief and reduced agitation following their surgery. The FDA-approved indications for dexmedetomidine are sedation of intubated and mechanically ventilated patients in the intensive care unit (ICU) and peri-procedural (or peri-operative) sedation of non-intubated patients.

Technology Process of Dexmedetomidine

There total 22 articles about Dexmedetomidine 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: 94.2%

medetomidine (86347-14-0) → dexmedetomidine (113775-47-6)

Guidance literature:

medetomidine; With L-Lysine ethyl ester; In ethanol; at 75 ℃; for 3h;

With sodium hydroxide; In water; at 100 ℃; Temperature; enantioselective reaction;

Reference yield: 89.0%

4-<1-(2,3-dimethylphenyl)-1-hydroxyethyl>-1-(triphenylmethyl)imidazole (176721-03-2) → dexmedetomidine (113775-47-6)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at -10 - 20 ℃;

Reference yield: 85.82%

(S)-4-(1-(2,3-dimethylphenyl)ethyl)-1H-imidazole-1-carboxylic acid ethyl ester → dexmedetomidine (113775-47-6)

Guidance literature:

With hydrogen bromide; acetic acid; In dichloromethane; at 20 ℃; for 4h;

upstream raw materials:

4-<1-(2,3-dimethylphenyl)-1-hydroxyethyl>-1-(triphenylmethyl)imidazole

2,3-dimethylbromobenzene

4-<(2,3-dimethylphenyl)carbonyl>-1-(triphenylmethyl)imidazole

4-<(2,3-dimethylphenyl)hydroxymethyl>-1-(triphenylmethyl)imidazole

Downstream raw materials:

(S)-4-[1-(2,3-dimethylphenyl)ethyl]-3H-imidazole hydrobromide

(S)-dexmedetomidine-L-(+)-tartrate

Rezatomidine

Refernces

• 1、 Cordi, Alex A.,Persigand, Thierry,Lecouve, Jean-Pierre. "Efficient synthesis of (S)-4(5)-[1-(2,3-dimethylphenyl) ethyl]imidazole tartrate, the potent α2 adrenoceptor agonist dexmedetomidine". . p. 1585 - 1593. Retrieved 1996.
• 2、 -. "Synthesis method of dexmedetomidine". . . Retrieved 2021/06/22.