The following alerts are based on the data in the tables below. An absence of an alert does not imply the substance has no implications for human health, biodiversity or the environment but just that we do not have the data to form a judgement. These hazard alerts do not take account of usage patterns or exposure, thus do not represent risk.
Environmental fate
Ecotoxicity
Human health
Environmental fate High alert: Potential for particle bound transport: High
Human health High alert: Mammals acute toxicity: High; Neurotoxicant
Warning: Significant data are missing
GENERAL INFORMATION
Description
Used as an antifouling substance in marine paint and as a general anaesthetic as a sedative and analgesic drug for a variety of animals.
Example pests controlled
Barnacles; Tube worms; Fungi; Algae
Example applications
Paint additive
Efficacy & activity
-
GB regulatory status
GB COPR regulatory status
Not approved
Date COPR inclusion expires
Not applicable
GB LERAP status
No UK approval for use as a plant protection agent
EC Regulation 1107/2009 (repealing 91/414)
EC Regulation 1107/2009 status
Not approved
Dossier rapporteur/co-rapporteur
Not applicable
Date EC 1107/2009 inclusion expires
Not applicable
EU Candidate for substitution (CfS)
Not applicable
Listed in EU database
No
Approved for use (✓) under EC 1107/2009 in the following EU Member States
ATAustria
BEBelgium
BGBulgaria
CYCyprus
CZCzech Republic
DEGermany
DKDenmark
EEEstonia
ELGreece
ESSpain
FIFinland
FRFrance
HRCroatia
HUHungary
IEIreland
ITItaly
LTLithuania
LULuxembourg
LVLatvia
MTMalta
NLNetherlands
PLPoland
PTPortugal
RORomania
SESweden
SISlovenia
SKSlovakia
Approved for use (✓) under EC 1107/2009 by Mutual Recognition of Authorisation and/or national regulations in the following EEA countries
ISIceland
NONorway
Additional information
Also used in
-
Chemical structure
Isomerism
Medetomidine exhibits optical isomerism, meaning it exists as two enantiomers: dexmedetomidine and levomedetomidine. These enantiomers differ in the spatial arrangement around a chiral centre, which significantly affects their biological activity. The dex- isomer is the pharmacologically active form, it binds selectively to alpha2-adrenergic receptors, producing sedation, analgesia, and anxiolysis. In contrast, levomedetomidine has minimal clinical effect and is generally considered inactive. Commercial medetomidine used in veterinary medicine is typically a racemic mixture, containing equal parts of both enantiomers. However, in human medicine, dexmedetomidine alone is preferred for its targeted action and reduced side effects.
Example manufacturers & suppliers of products using this active now or historically
I-Tech AB Sweden
Forte Healthcare UK
VetPharma Spain
HomeLab Veterinary
Example products using this active
Selekope
Sededorm
Domior
Sedatyt
Madis
Prosed
Formulation and application details
Usually formulated as injectable solutions
Commercial production
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.
Impact on climate of production and use
Published GHG data is not available for most pharmaceuticals. However, according to industry, global averages suggest producing 1 kg of a typical active pharmaceutical ingredient can range from 10 to 100 kg CO₂e for small molecule drugs and potentially up to 1000 kg CO₂e for complex biologicals such as vaccines, depending on the drug type, its formulation, complexity of synthesis, solvent recovery, and energy sources used.
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
19800
E3 E = Manufacturers safety data sheets 3 = Unverified data of known source
High
Solubility - In organic solvents at 20 °C (mg l⁻¹)
3300
E3 E = Manufacturers safety data sheets 3 = Unverified data of known source
p-Xylene
-
65000
E3 E = Manufacturers safety data sheets 3 = Unverified data of known source
Acetone
-
Melting point (°C)
116
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
-
Boiling point (°C)
382
E3 E = Manufacturers safety data sheets 3 = Unverified data of known source
-
Degradation point (°C)
-
-
-
Flashpoint (°C)
191.3
Q3 Q = Miscellaneous data from online sources 3 = Unverified data of known source
-
Octanol-water partition coefficient at pH 7, 20 °C
P
7.94 X 1002
Calculated
-
Log P
2.9
E3 E = Manufacturers safety data sheets 3 = Unverified data of known source
Moderate
Fat solubility of residues
Solubility
-
-
-
Data type
-
-
-
Density (g ml⁻¹)
-
-
-
Dissociation constant pKa) at 25 °C
-
-
-
-
Vapour pressure at 20 °C (mPa)
3.5 X 10-03
E3 E = Manufacturers safety data sheets 3 = Unverified data of known source
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
-
-
-
Volatilisation as max % of applied dose lost
From plant surface
-
-
-
From soil surface
-
-
-
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
-
-
-
Surface tension (mN m⁻¹)
-
-
-
Degradation
Property
Value
Source; quality score; and other information
Interpretation
General biodegradability
-
Soil degradation (days) (aerobic)
DT₅₀ (typical)
100
E2 E = Manufacturers safety data sheets 2 = Unverified data of unknown source
Persistent
DT₅₀ (lab at 20 °C)
-
-
-
DT₅₀ (field)
-
-
-
DT₉₀ (lab at 20 °C)
-
-
-
DT₉₀ (field)
-
-
-
DT₅₀ modelling endpoint
-
-
-
Note
Literature: Slow degradation
Dissipation rate RL₅₀ (days) on plant matrix
Value
-
-
-
Note
-
Dissipation rate RL₅₀ (days) on and in plant matrix
Value
-
-
-
Note
-
Aqueous photolysis DT₅₀ (days) at pH 7
Value
-
-
-
Note
-
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
-
-
-
Note
-
Water-sediment DT₅₀ (days)
110
E3 E = Manufacturers safety data sheets 3 = Unverified data of known source
Slow
Water phase only DT₅₀ (days)
-
-
-
Sediment phase only DT₅₀ (days)
-
-
-
Air degradation
As this parameter is not normally measured directly, a surrogate measure is used: ‘Photochemical oxidative DT₅₀’. Where data is available, this can be found in the Fate Indices section below.
Decay in stored produce DT₅₀
-
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd (mL g⁻¹)
-
E3 E = Manufacturers safety data sheets 3 = Unverified data of known source
Slightly mobile
Koc (mL g⁻¹)
2460
Notes and range
Literature data range Koc 1215 to 3705 g/mL
Freundlich
Kf (mL g⁻¹)
-
-
-
Kfoc (mL g⁻¹)
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
1.22
Calculated
Low leachability
SCI-GROW groundwater index (μg l⁻¹) for a 1 kg ha⁻¹ or 1 l ha⁻¹ application rate
Value
2.77 X 10-02
Calculated
-
Note
-
Potential for particle bound transport index
High
Calculated
-
Potential for loss via drain flow
Slightly mobile
Calculated
-
Photochemical oxidative DT₅₀ (hrs) as indicator of long-range air transport risk
-
-
-
Bio-concentration factor
BCF (l kg⁻¹)
-
-
-
CT₅₀ (days)
-
-
Known metabolites
None
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 31.25
E3 E = Manufacturers safety data sheets 3 = Unverified data of known source
Rat
High
Mammals - Short term dietary NOEL
(mg kg⁻¹)
-
-
-
(ppm diet)
-
-
Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Birds - Acute LD₅₀ (mg kg⁻¹)
-
-
-
Birds - Short term dietary (LC₅₀/LD₅₀)
-
-
-
Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)
-
-
-
Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)
-
-
-
Earthworms - Chronic NOEC, reproduction (mg kg⁻¹)
-
-
-
Soil micro-organisms
-
-
-
Collembola
Acute LC₅₀ (mg kg⁻¹)
-
-
-
Chronic NOEC (mg kg⁻¹)
-
-
-
Non-target plants
Vegetative vigour ER₅₀ (g ha⁻¹)
-
-
-
Seedling emergence ER₅₀ (g ha⁻¹)
-
-
-
Honeybees (Apis spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
Unknown mode acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
Chronic
-
-
-
Notes
-
Bumblebees (Bombus spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
-
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
-
Mason bees (Osmia spp.)
Contact acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)
-
-
-
Other bee species (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
-
-
-
Mode of exposure
-
Other bee species (2)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
-
-
-
Mode of exposure
-
Beneficial insects (Ladybirds)
-
-
-
Beneficial insects (Lacewings)
-
-
-
Beneficial insects (Parasitic wasps)
-
-
-
Beneficial insects (Predatory mites)
-
-
-
Beneficial insects (Ground beetles)
-
-
-
Aquatic ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Temperate Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
-
-
-
Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)
-
-
-
Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
30.0
E3 E = Manufacturers safety data sheets 3 = Unverified data of known source
Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242
Environmental fate
Warning:
Ecotoxicity
