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Details

Stereochemistry RACEMIC
Molecular Formula C13H16N2
Molecular Weight 200.2795
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MEDETOMIDINE

SMILES

CC(C1=CN=CN1)C2=CC=CC(C)=C2C

InChI

InChIKey=CUHVIMMYOGQXCV-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/2571177

Domitor (medetomidine hydrochloride) is indicated for use in dogs: for restraint, sedation and analgesia associated with clinical examinations and procedures, minor surgery, pre-anaesthesia and as a premedicant before thiopentone-halothane general a naesthesiaand as a premedicant before general anaesthesia with propofol. In combination with butorphanol for sedation and analgesia, and as a premedicant prior to thiopentone anaesthesia. In cats: for restraint and sedation. Medetomidine is a potent and highly selective alpha2-adrenoreceptor agonist with both central and peripheral activity, and acting both presynaptically and postsynaptically. Its primary effects are sedative and analgesic resulting from its central depressant activity. It has no local anaesthetic properties. Like other compounds of its class there are secondary effects, including bradycardia. Blood pressure is increased but then returns to normal or just below. Body temperature is decreased in a dose dependent manner and intestinal motility is also reduced. The drug has been developed by Orion Pharma. It is currently approved for dogs in the United States, and distributed in the United States by Pfizer Animal Health and by Novartis Animal Health in Canada under the product name Domitor. The marketed product is a racemic mixture of two stereoisomers; dexmedetomidine is the isomer with more useful effects, and is now marketed as Dexdomitor.

CNS Activity

Curator's Comment: Medetomidine is a potent and highly selective alpha2-adrenoreceptor agonist with both central and peripheral activity, and acting both presynaptically and postsynaptically. Its primary effects are sedative and analgesic resulting from its central depressant activity. It has no local anaesthetic properties

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
DOMITOR

Approved Use

Dogs: For restraint, sedation and analgesia associated with clinical examinations and procedures, minor surgery, pre-anaesthesia and as a premedicant before thiopentone-halothane general a naesthesiaand as a premedicant before general anaesthesia with propofol. Cats: For restraint and sedation.
PubMed

PubMed

TitleDatePubMed
Effects of anticholinergic treatment on the cardiac and respiratory systems in dogs sedated with medetomidine.
1991 Oct 5
Comparison of neurologic responses to the use of medetomidine as a sole agent or preanesthetic in laboratory beagles.
1992
Acute aortic rupture in a dog with spirocercosis following the administration of medetomidine.
2005 Sep
Radiosensitising effect of electrochemotherapy with bleomycin in LPB sarcoma cells and tumors in mice.
2005 Sep 16
Serotonin transporter genotype modulates social reward and punishment in rhesus macaques.
2009
The non-lemniscal auditory cortex in ferrets: convergence of corticotectal inputs in the superior colliculus.
2010
Manufacturing and in vivo inner ear visualization of MRI traceable liposome nanoparticles encapsulating gadolinium.
2010 Dec 18
Tissue restoration after implantation of polyglycolide, polydioxanone, polylevolactide, and metallic pins in cortical bone: an experimental study in rabbits.
2010 Jul
Lysophosphatidylcholine as an adjuvant for lentiviral vector mediated gene transfer to airway epithelium: effect of acyl chain length.
2010 Jun 23
Patents

Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: Intended for injection by intramuscular, intravenous and subcutaneous routes in the dog, and by the intramuscular or subcutaneous route in the cat.
for animals: Dog: 10-30 µg/kg Slight sedation; 30-80 µg/kg Moderate to deep sedation and analgesia; 10-20 µg/kg Pre-anaesthesia Cat: 50-100 µg/kg Moderate sedation; 100-150 µg/kg Deep sedation;
Route of Administration: Other
In Vitro Use Guide
Rat pineal glands were incubated in oxygenated Krebs-Ringer solution in perifusion chambers, and perifused for 30 min with alpha(2)-adrenoceptor ligands. The melatonin concentrations were measured from the perifusate by radioimmunoassay. Medetomidine (>/=10(-5) M) increased melatonin release.
Name Type Language
MEDETOMIDINE
GREEN BOOK   INN   MI  
INN  
Official Name English
(±)-4-(.ALPHA.,2,3-TRIMETHYLBENZYL)IMIDAZOLE
Systematic Name English
medetomidine [INN]
Common Name English
MEDETOMIDINE [GREEN BOOK]
Common Name English
1H-IMIDAZOLE, 4-(1-(2,3-DIMETHYLPHENYL)ETHYL)-, (±)-
Systematic Name English
MEDETOMIDINE [MI]
Common Name English
Classification Tree Code System Code
WHO-VATC QN05CM91
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
NCI_THESAURUS C29709
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Code System Code Type Description
RXCUI
52016
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PRIMARY RxNorm
DRUG CENTRAL
1655
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PRIMARY
DRUG BANK
DB11428
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PRIMARY
CHEBI
48552
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PRIMARY
SMS_ID
100000081989
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PRIMARY
EPA CompTox
DTXSID6048258
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PRIMARY
INN
5697
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PRIMARY
DAILYMED
MR15E85MQM
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PRIMARY
PUBCHEM
68602
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PRIMARY
FDA UNII
MR15E85MQM
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PRIMARY
NCI_THESAURUS
C81367
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PRIMARY
EVMPD
SUB08691MIG
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PRIMARY
MERCK INDEX
m7128
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PRIMARY Merck Index
WIKIPEDIA
Medetomidine
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PRIMARY
ChEMBL
CHEMBL77921
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PRIMARY
MESH
D020926
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PRIMARY
CAS
86347-14-0
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PRIMARY