1H-Imidazole, 5-[1-(2,3-dimethylphenyl)ethyl]-, hydrochloride (1:1)
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![1H-Imidazole, 5-[1-(2,3-dimethylphenyl)ethyl]-, hydrochloride (1:1) structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/107d612421d84a4ca0c56270fe056211.png "1H-Imidazole, 5-[1-(2,3-dimethylphenyl)ethyl]-, hydrochloride (1:1)")
1H-Imidazole, 5-[1-(2,3-dimethylphenyl)ethyl]-, hydrochloride (1:1)
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CAS No:
86347-15-1
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Formula:
C13H16N2.ClH
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Chemical Name:
1H-Imidazole, 5-[1-(2,3-dimethylphenyl)ethyl]-, hydrochloride (1:1)
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Synonyms:
1H-Imidazole,5-[1-(2,3-dimethylphenyl)ethyl]-,hydrochloride (1:1);1H-Imidazole,4-[1-(2,3-dimethylphenyl)ethyl]-,monohydrochloride;Medetomidine hydrochloride;Domitor;MPV 785;Zalopine;119264-93-6
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CAS No:
Description
Medetomidine Hydrochloride is an agonist of adrenergic alpha-2 receptor, which is used in veterinary medicine for its analgesic and sedative properties.Target: Adrenergic alpha-2 ReceptorMedetomidine, acting at alpha(2A) adrenoceptors, must be present during the encoding process to decrease discrete cue fear memory; however, its ability to suppress contextual memory is likely the result of blocking the consolidation process [1]. Medetomidine had no analgesic effects in alpha(2A)-adrenoce
Medetomidine hydrochloride is a hydrochloride.|An agonist of RECEPTORS, ADRENERGIC ALPHA-2 that is used in veterinary medicine for its analgesic and sedative properties. It is the racemate of DEXMEDETOMIDINE.
1H-Imidazole, 5-[1-(2,3-dimethylphenyl)ethyl]-, hydrochloride (1:1) Basic Attributes
236.74
236.108032
2017-001-1
DTXSID3045691
2942000000
Characteristics
28.7
3.98030
White or off white crystalline powder
164-166°C
381.9°C at 760 mmHg
191.3ºC
Refrigerator
Safety Information
P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P322, P330, P363, P501
H302
|Danger|H300+H330 (20%): Fatal if swallowed or if inhaled [Danger Acute toxicity, oral; acute toxicity, inhalation]|P201, P202, P260, P261, P263, P264, P270, P271, P273, P280, P281, P284, P301+P310, P302+P352, P304+P340, P305+P351+P338, P307+P311, P308+P313, P310, P311, P312, P314, P320, P321, P322, P330, P337+P313, P361, P363, P391, P403+P233, P405, and P501|Aggregated GHS information provided by 6 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Drug Information
Compounds that bind to and activate ADRENERGIC ALPHA-2 RECEPTORS. (See all compounds classified as Adrenergic alpha-2 Receptor Agonists.)|Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)|A subclass of analgesic agents that typically do not bind to OPIOID RECEPTORS and are not addictive. Many non-narcotic analgesics are offered as NONPRESCRIPTION DRUGS. (See all compounds classified as Analgesics, Non-Narcotic.)
Hydrochloride, Medetomidine
1H-Imidazole, 5-[1-(2,3-dimethylphenyl)ethyl]-, hydrochloride (1:1) Use and Manufacturing
Preparation of 5-[1-(2, 3-dimethylphenyl)ethyl]-1H-imidazole hydrochloride hydrate 5-[1-(2, 3-dimethylphenyl)vinyl]-1H-imidazole (80.0 g, 0.406 mol) and methanol (800 mL) were mixed in a 2-liter beaker. The reaction mixture was poured into a stirred laboratory autoclave. Palladium catalyst (1.9 g of 5percent Pd/C) was weighed and immediately suspended in water (25 mL). The suspension was poured into the autoclave. The autoclave was closed and flushed 2 times with hydrogen to 0.21.x.10To a SS pressure reactor is added intermediate 2, 1154g, 4.53 mol, formamidine acetate, 939g, 9.02 mol, ethanol, 5280g and finally 25percent aqueous ammonia, 3050g, 44.9 mol. The mixture is heated at 120°C for 2h. Ethanol and ammonia is stripped at atmospheric pressure and the residue dissolved in 1200ml water and 700ml ethyl acetate. pH is adjusted to 9-10 with sodium carbonate and the water phase separated. The product is extracted to water by three successive washes with diluted hydrochloric acid. The pH of the acidic aqueous phase is adjusted to 9- 10 with sodium carbonate and the product extracted to 500ml ethyl acetate. The water phase is separated and the ethyl acetate removed at reduced pressure. The residual oil is dissolved in acetone, 4L, and the product precipitated as the HCl salt by addition of 37 percent hydrochloric acid to pH 6. Filtration and washing with acetone gives 366g of Medetomidine x HCl. A second crop of product, 96g, was isolated by distilling the solvent from the mother liquor followed by the addition of water free acetone. In total, 462g, 1.95 mol, 43percent, of pure Medetomidine x HCl was isolated.
α2-Adrenergic agonist. Sedative; analgesic.
Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
Computed Properties
Molecular Weight:236.74
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:2
Exact Mass:236.1080262
Monoisotopic Mass:236.1080262
Topological Polar Surface Area:28.7
Heavy Atom Count:16
Complexity:205
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:2
Compound Is Canonicalized:Yes
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