113775-47-6Relevant articles and documents
Development and validation of a chiral LC-MS method for the enantiomeric resolution of (+) and (?)-medetomidine in equine plasma by using polysaccharide-based chiral stationary phases
Karakka Kal, Abdul Khader,Nalakath, Jahfar,Kunhamu Karatt, Tajudheen,Perwad, Zubair,Mathew, Binoy,Subhahar, Michael
, p. 314 - 323 (2020)
The detection and separation of medetomidine enantiomers from the complex biological matrices poses a great analytical challenge, especially in the field of forensic toxicology and pharmacology. Couple of researchers reported resolution of medetomidine using protein-based chiral columns, but the reported method is quiet challenging and tedious to be employed for routine analysis. This research paper reported a method that enables the enantio-separation of medetomidine by using polysaccharide cellulose chiral column. The use of chiralcel OJ-3R column was found to have the highest potential for successful chiral resolution. Ammonium hydrogen carbonate was the ideal buffer salt for chiral liquid chromatography (LC) with electrospray ionization (ESI)+ mass spectrometry (MS) detection for the successful separation and detection of racemic compound. The method was linear over the range of 0 to 20 ng/mL in equine plasma and the inter-day precisions of levomedetomidine, dexmedetomidine were 1.36% and 1.89%, respectively. The accuracy of levomedetomidine was in the range of 99.25% to 101.57% and that for dexmedetomidine was 99.17% to 100.99%. The limits of quantification for both isomers were 0.2 ng/mL. Recovery and matrix effect on the analytes were also evaluated. Under the optimized conditions, the validated method can be adapted for the identification and resolution of the medetomidine enantiomers in different matrices used for drug testing and analysis.
Synthesis method of dexmedetomidine
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Paragraph 0041; 0045; 0046; 0050; 0051; 0055; 0056; 0060, (2021/06/22)
The invention discloses a synthesis method of dexmedetomidine, which comprises the following steps: by taking (2,3-dimethylphenyl)(1H-imidazol-5-yl)methanone (I) as a starting material, conducting reacting with ethyl chloroformate to obtain 4-(2,3-dimethylbenzoyl)-1H-imidazol-1-ethyl formate (II), reacting with formaldehyde to obtain ethyl 4-(1-(2, 3-dimethylbenzoyl)-1H-imidazole-1-formate (II), and conducting reacting with formaldehyde to obtain ethyl 4-(1-(2,3-dimethylphenyl)vinyl)-1H-imidazol-1-formate (III), conducting chiral catalytic reduction to obtain ethyl (S)-4-(1-(2,3-dimethylphenyl)ethyl)-1H-imidazol-1-formate (III), and conducting deprotection to obtain dexmedetomidine. The synthetic method is short in synthetic route, easy to operate and high in yield.
Intermediate for preparing medetomidine and its preparation method and use
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, (2018/08/03)
The invention provides an intermediate for preparing medetomidine. The intermediate is a compound shown in the formula (I). The invention also provides a preparation method of the intermediate, and ause of the intermediate in the preparation of medetomidine. The compound shown in the formula (I) is used for preparation of medetomidine so that the raw material is cheap and easy to obtain, synthesis processes are simple, the reaction cycle is short, the environmental pollution is avoided, operation is simple, the harsh reaction conditions are avoided, the operation and post-treatment are simple, the yield and the product purity are high, the intermediate in each step is a solid and is easy to purify, a production cost is low, and the intermediate is suitable for industrial large-scale production and conforms to the principle of green chemistry.
