Medetomidine

Base Information

• Chemical Name: Medetomidine
• CAS No.: 86347-14-0
• Molecular Formula: C13H16N2
• Molecular Weight: 200.283
• Hs Code.: 2933290090
• European Community (EC) Number: 811-718-6
• UNII: MR15E85MQM
• DSSTox Substance ID: DTXSID6048258
• Nikkaji Number: J134.038G,J403.261F
• Wikipedia: Medetomidine
• Wikidata: Q427179
• NCI Thesaurus Code: C81367
• Metabolomics Workbench ID: 152626
• ChEMBL ID: CHEMBL77921
• Mol file: 86347-14-0.mol

Synonyms:Hydrochloride, Medetomidine;Levomedetomidine;Medetomidine;Medetomidine Hydrochloride;MPV 785;MPV-785;MPV785

Chemical Property of Medetomidine

Chemical Property:

• Vapor Pressure: 1.08E-05mmHg at 25°C
• Melting Point: 151.5 - 152.5oC
• Refractive Index: 1.569
• Boiling Point: 381.9 °C at 760 mmHg
• PKA: 14.29±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
• Solubility.: Soluble in DMSO
• 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

Medetomidine >99% ^*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
• 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). Medetomidine is used in method for synthesizing Medetomidine using 2,3-Dimethylphenylmagnesium Bromide.
• 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.
• 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.

Technology Process of Medetomidine

There total 66 articles about Medetomidine 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: 100.0%

1-(2,3-dimethylphenyl)ethanol (60907-90-6) + 1-(Trimethylsilyl)imidazole (18156-74-6) → medetomidine (86347-14-0)

Guidance literature:

1-(Trimethylsilyl)imidazole; With titanium tetrachloride; In chloroform; for 2h; Cooling with ice;

1-(2,3-dimethylphenyl)ethanol; In chloroform; at 20 ℃; for 6h; Cooling with ice;

DOI:10.1080/00304948.2015.1005985

Reference yield: 89.0%

5-(1-(2,3-dimethylphenyl)ethyl)-4-tosyl-4,5-dihydrooxazole (1416172-11-6) → medetomidine (86347-14-0)

Guidance literature:

With ammonia; In ethanol; at 110 ℃; for 3h;

Reference yield: 89.0%

(±)-4-[1-(2,3-dimethylphenyl)ethyl]-1H-imidazole hydrochloride (86347-15-1) → medetomidine (86347-14-0)

Guidance literature:

With sodium hydroxide; In water; acetone; at 55 - 60 ℃; for 1h;

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:

(±)-4-[1-(2,3-dimethylphenyl)ethyl]-1H-imidazole hydrochloride

medetomidine hydrochloride

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

dexmedetomidine

Refernces

• 1、 -. "Preparation method of high-purity dexmedetomidine hydrochloride". Paragraph 0054-0056; 0061-0062. . Retrieved 2021/06/22.
• 2、 -. "Synthetic process of dexmedetomidine hydrochloride". Paragraph 0004; 0016-0019. . Retrieved 2020/08/27.