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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

Molecular Formula C13H16N2
Molecular Weight 200.2795
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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
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
Training-induced plasticity of auditory localization in adult mammals.
2006 Apr
IFN-lambda (IFN-lambda) is expressed in a tissue-dependent fashion and primarily acts on epithelial cells in vivo.
2008 Mar 14
EphrinB2 induces tyrosine phosphorylation of NR2B via Src-family kinases during inflammatory hyperalgesia.
2008 Sep 22
New class of monoclonal antibodies against severe influenza: prophylactic and therapeutic efficacy in ferrets.
2010 Feb 8
Physiology and mRNA expression in rainbow trout (Oncorhynchus mykiss) after long-term exposure to the new antifoulant medetomidine.
2011 Sep
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.
Substance Class Chemical
Created
by admin
on Sat Dec 16 15:52:50 GMT 2023
Edited
by admin
on Sat Dec 16 15:52:50 GMT 2023
Record UNII
MR15E85MQM
Record Status Validated (UNII)
Record Version
  • Download
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
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
Code System Code Type Description
RXCUI
52016
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
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
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID6048258
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
PRIMARY
INN
5697
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PRIMARY
DAILYMED
MR15E85MQM
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
PRIMARY
PUBCHEM
68602
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
PRIMARY
FDA UNII
MR15E85MQM
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
PRIMARY
NCI_THESAURUS
C81367
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
PRIMARY
EVMPD
SUB08691MIG
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
PRIMARY
MERCK INDEX
m7128
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
Medetomidine
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
PRIMARY
ChEMBL
CHEMBL77921
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
PRIMARY
MESH
D020926
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
PRIMARY
CAS
86347-14-0
Created by admin on Sat Dec 16 15:52:51 GMT 2023 , Edited by admin on Sat Dec 16 15:52:51 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
SHORT-ACTING
SALT/SOLVATE -> PARENT
ENANTIOMER -> RACEMATE
Related Record Type Details
ACTIVE MOIETY