ChemicalBook--->CAS DataBase List--->86347-14-0

86347-14-0

86347-14-0 Structure

86347-14-0 Structure
IdentificationBack Directory
[Name]

Medetomidine
[CAS]

86347-14-0
[Synonyms]

DoMtor
CS-849
Medetomidin
Medetomidine
Medetomidina
Medetomidinum
dl-Medetomidine
Medetomidine-D5
Medetomidine, BR
Medetomidina [spanish]
Medetomidine [inn:ban]
Chlorinated TERT butane
Medetomidine,Medetomidine
86347-15-1 (Hydrochloride)
Dexmedetomidine Impurity 38
Dexmedetomidine Impurity 36
(Rs)-4-(alpha,2,3-trimethylbenzyl)imidazol
( -)-4-(alpha,2,3-Trimethylbenzyl)imidazole
Medetomidine HCl Hydrochloride Medetomidine
4-[1-(2,3-Dimethylphenyl)ethyl]-1H-imidazole
1H-IMidazole,5-[1-(2,3-diMethylphenyl)ethyl]-
1H-Imidazole, 4-(1-(2,3-dimethylphenyl)ethyl)-
RAC-4-[1-(2 3-DIMETHYLPHENYL)ETHYL]-1H-I MIDAZOLE
[EINECS(EC#)]

1592732-453-0
[Molecular Formula]

C13H16N2
[MDL Number]

MFCD00864346
[MOL File]

86347-14-0.mol
[Molecular Weight]

200.28
Questions And AnswerBack Directory
[Adverse Reactions]

As with all α2-agonists, the potential for isolated cases of hypersensitivity, including paradoxical response (excitation), exists. Incidents of prolonged sedation, bradycardia, cyanosis, vomiting, apnea, death from circulatory failure with severe congestion of lungs, liver, kidney and recurrence of sedation after initial recovery have been reported.
Chemical PropertiesBack Directory
[Boiling point ]

381.9±11.0 °C(Predicted)
[density ]

1.053
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Soluble in DMSO
[form ]

Powder
[pka]

14.29±0.10(Predicted)
[color ]

White to off-white
[InChI]

InChI=1S/C13H16N2/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)
[InChIKey]

CUHVIMMYOGQXCV-UHFFFAOYSA-N
[SMILES]

C1NC(C(C2=CC=CC(C)=C2C)C)=CN=1
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)Health Hazard (GHS08)Environment (GHS09)
GHS06,GHS08,GHS09
[Signal word ]

Danger
[Hazard statements ]

H300-H330-H336-H370-H372-H410
[Precautionary statements ]

P264-P270-P301+P310-P321-P330-P405-P501-P260-P271-P284-P304+P340-P310-P320-P403+P233-P405-P501-P261-P271-P304+P340-P312-P403+P233-P405-P501-P260-P264-P270-P307+P311-P321-P405-P501-P260-P264-P270-P314-P501-P273-P391-P501
Hazard InformationBack Directory
[Description]

Medetomidine is a synthetic compound used as a surgical anesthetic and analgesic. It is normally found as its hydrochloride salt, medetomidine hydrochloride. Medetomidine is an intravenously available alpha-2 adrenergic agonist. The drug has been developed by Orion Pharma. In the United States, it is currently approved for its veterinary use in dogs and distributed by Pfizer Animal Health. In Canada, medetomidine is distributed by Novartis Animal Health. The marketed product is a racemic mixture of two stereoisomers from which dexmedetomidine is the main active isomer.
[Uses]

Analgesic (veterinary); sedative (veterinary).
[Definition]

ChEBI: Medetomidine is a member of imidazoles.
[Indications]

Medetomidine Hydrochloride is indicated for use as a sedative and analgesic in dogs over 12 weeks of age to facilitate clinical examinations, clinical procedures, minor surgical procedures not requiring muscle relaxation, and minor dental procedures where intubation is not required. The IV route of administration is more efficacious for dental care.
[Production Methods]

Medetomidine is synthesised through a multi-step organic process that typically begins with the preparation of a substituted imidazole derivative. One efficient route involves a nucleophilic addition reaction between 1-trityl imidazole-4-formaldehyde and 2,3-dimethylphenylmagnesium bromide to form a key intermediate. This is followed by a Wittig olefination step to introduce an alkenyl group, which is then subjected to hydrogenation to yield racemic medetomidine. The final product may be purified and resolved into its enantiomers, most notably dexmedetomidine, using chiral separation techniques such as crystallisation with (+)-tartaric acid.
[Mechanism of action]

A non-narcotic alpha2-adrenoreceptor agonist
[Clinical Use]

Medetomidine is a potent non-narcotic α2-adrenoreceptor agonist which produces sedation and analgesia. These effects are dose dependent in depth and duration. Profound sedation and recumbency, with reduced sensitivity to environmental stimuli (sounds, etc.), are seen with medetomidine.
[Side effects]

Bradycardia with occasional atrioventricular blocks will occur together with decreased respiratory rates. Body temperature is slightly or moderately decreased. Urination typically occurs during recovery at about 90 to 120 minutes posttreatment. In approximately 10% of treated dogs, occasional episodes of vomiting occur between 5 to 15 minutes posttreatment. An increase in blood glucose concentration is seen due to α2-adrenoreceptor-mediated inhibition of insulin secretion.
[Veterinary Drugs and Treatments]

Medetomidine is labeled for use as a sedative and analgesic in dogs over 12 weeks of age to facilitate clinical examinations and procedures, minor surgical procedures not requiring muscle relaxation, and minor dental procedures not requiring intubation. The manufacturer recommends the IV route of administration for dental procedures. Medetomidine has also been used in cats, primarily in Europe. But there is apparently much less data available to evaluate its use; caution is advised.
[storage]

Store at -20°C
[Precautions]

In extremely nervous or excited dogs, levels of endogenous catecholamines are high due to the animal’s state of agitation. The pharmacological response elicited by α2-agonists (e.g., medetomidine) in such animals is often reduced, with depth and duration of sedative/analgesic effects ranging from slightly diminished to nonexistent. Highly agitated dogs should therefore be put at ease and allowed to rest quietly prior to receiving Medetomidine Hydrochloride. Allowing dogs to rest quietly for 10 to 15 minutes after injection may improve the response to Medetomidine Hydrochloride. In dogs not responding satisfactorily to treatment with Medetomidine Hydrochloride, repeat dosing is not recommended. 
[Pesticide Type]

Veterinary substance
Spectrum DetailBack Directory
[Spectrum Detail]

Medetomidine(86347-14-0)1HNMR
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