145108-58-3 Usage
Description
Dexmedetomidine was launched in the US as an i.v. infusion for sedation of initially
intubated and mechanically ventilated patients during treatment in an intensive care unit,
This imidazole derivative is the (S)-enantiomer of medetomidine that can be obtained via
fractional crystallization of the tartrate salt of the racemic mixture. Dexmedetomidine is a
full agonist of α2 adrenoceptors with 1300-fold selectivity versus α1 compared to the less
selective partial α2 agonist clonidine, a veterinary hypnotic. Dexmedetomidine is unique
compared with currently available sedatives in that it provides sedation, analgesia and
anxiolysis with the ability of patients to be easily awakened. Besides, it causes minimal
respiratory depression unlike other available drugs such as benzodiazepines or opioids.
Pharmacological studies in transgenic mice showed that the sedative, anesthetic and
analgesic effects of dexmedetomidine are specifically due to the stimulation of the a2A
subtype receptor. Like other α2 adrenoceptor agonists, dexmedetomidine can provoke
hypotension and bradycardia probably because of its non-selective action on peripheral
a2B subtype receptors in vascular smooth muscle. Dexmedetomidine is extensively
metabolized into methyl and glucuronide conjugates which are mainly eliminated by renal
excretion. It was found to be a CYP2D6 inhibitor but less potent than the clinically relevant
standard quinidine.
Uses
Different sources of media describe the Uses of 145108-58-3 differently. You can refer to the following data:
1. Dexmedetomidine hydrochloride has been used to study its effects on primary neonatal rat cardiomyocytes under hypoxic/reoxygenation conditions. It has also been used to study the effects of dexmedetomidine pretreatment on lipopolysaccharide-induced acute lung injury in mice.
2. highly selective, potent α2-adrenoceptor agonist, analgesic, anxiolytic, bradycardic, hypotensive, sedative, hypothermic
Brand name
Precedex
Biological Activity
Active isomer of Medetomide (4-[1-(2,3-Dimethylphenyl)ethyl]-1H-imidazolehydrochloride ), a potent, highly selective α 2 -adrenoceptor agonist (K i values are 1.08 and 1750 nM for α 2 - and α 1 -adrenoceptors respectively). Displays greater selectivity over α 1 -adrenoceptors than clonidine and UK 14,304 (1620-, 220- and 300-fold respectively). Active in vivo ; displays hypotensive, bradycardic, sedative, anxiolytic, hypothermic and analgesic effects.
Biochem/physiol Actions
Dexmedetomidine hydrochloride is a highly potent and selective α2-adrenergic agonist with analgesic and sedative properties, the (+)-isomer of medetomidine. Dexmedetomidine hydrochloride is used clinically as an anesthetic agent to reduce anxiety and tension and promote relaxation and sedation without causing respiratory depression.
Check Digit Verification of cas no
The CAS Registry Mumber 145108-58-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,5,1,0 and 8 respectively; the second part has 2 digits, 5 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 145108-58:
(8*1)+(7*4)+(6*5)+(5*1)+(4*0)+(3*8)+(2*5)+(1*8)=113
113 % 10 = 3
So 145108-58-3 is a valid CAS Registry Number.
InChI:InChI=1/C13H16N2.ClH/c1-9-5-4-6-12(10(9)2)11(3)13-7-14-8-15-13;/h4-8,11H,1-3H3,(H,14,15);1H/t11-;/m0./s1
145108-58-3Relevant articles and documents
Preparation method of dexmedetomidine hydrochloride
-
, (2020/06/20)
The invention discloses a preparation method of dexmedetomidine hydrochloride. The method comprises the following steps: taking 2,3-dimethyl-chloroethylbenzene as a raw material, and reacting with magnesium to prepare a Grignard reagent; carrying out addition reaction with formaldehyde to obtain 2-(2, 3-dimethylphenyl) propanol, and carrying out oxidizing through potassium dichromate to obtain 2-(2,3-dimethylphenyl) propionaldehyde; then, reacting with a methanol solution of ammonia gas to obtain imine, performing Van Leusen reaction with p-toluenesulfonylmethyl Isocyanide to obtain medetomidine; and finally, performing tartaric acid chiral resolution to obtain the dexmedetomidine hydrochloride. The method is simple in reaction condition, easy to meet and convenient to operate; and the preparation method is safe and reliable, does not involve high-risk reactions such as alkyl lithium dehydrogenation, catalytic hydrogenation and the like in the prior art, is high in safety coefficient,and has important significance in process safety of the chemical industry where safety production is taken as a first gripper and production accidents happen frequently.
Industrial preparation method of dexmedetomidine hydrochloride
-
, (2017/08/28)
The invention discloses an industrial preparation method of dexmedetomidine hydrochloride, and belongs to the field of medicines. The method comprises the following steps: directly carrying out a Friedel-Crafts alkylation reaction on initial raw materials comprising 1-(2,3-dimethylphenyl)ethanol not subjected to a chlorination (thionyl chloride) reaction and protected imidazole under the catalysis of a Lewis acid to obtain racemic dexmedetomidine, carrying out pre-resolution purification on the racemic dexmedetomidine through a chiral acid, carrying out chiral acid resolution and alkali dissociation, and adding a hydrochloric acid organic solvent to form a salt in order to obtain the dexmedetomidine hydrochloride. The method avoids use of the toxic and corrosive regent thionyl chloride, allows the above product with high chiral and chemical purity to be obtained and the yield to be high, and is suitable for industrial production.
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