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Monepantel
Last updated: 28/06/2022
(Not known by any other names)

Data alerts

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.

Environmental fate Ecotoxicity Human health
Environmental fate
High alert:
Potential for particle bound transport: High
Warning:
Significant data are missing
Ecotoxicity
Moderate alert:
Earthworms chronic ecotoxicity: Moderate
Warning:
Significant data are missing
Human health
Low alert
Warning:
Significant data are missing
GENERAL INFORMATION
Description
A broad spectrum drug used to control and treat gastro-intestinal roundworms
Availability status
-
Introduction & key dates
2009, Switzerland
Examples of species treated
Sheep, Goats
Chemical structure
Isomerism
Isomeric
Chemical formula
C₂₀H₁₃F₆N₃O₂S
Canonical SMILES
CC(COC1=C(C=CC(=C1)C#N)C(F)(F)F)(C#N)NC(=O)C2=CC=C(C=C2)SC(F)(F)F
Isomeric SMILES
C[C@@](COC1=C(C=CC(=C1)C#N)C(F)(F)F)(C#N)NC(=O)C2=CC=C(C=C2)SC(F)(F)F
International Chemical Identifier key (InChIKey)
WTERNLDOAPYGJD-GOSISDBHSA-N
International Chemical Identifier (InChI)
InChI=1S/C20H13F6N3O2S/c1-18(10-28,11-31-16-8-12(9-27)2-7-15(16)19(21,22)23)29-17(30)13-3-5-14(6-4-13)32-20(24,25)26/h2-8H,11H2,1H3,(H,29,30)/t18-/m1/s1
2D structure diagram/image available?
Yes
Cambridge Crystallographic Data Centre diagrams
Common Name Relationship Link
monepantel -
General status
Veterinary substance type
Nematicide, Antiparasitic, Anthelmintic, Medicinal drug
Substance groups
Amino-acetonitrile derivative
Minimum active substance purity
-
Known relevant impurities
-
Substance origin
Synthetic
Mode of action
Paralyses worms by attacking a previously undiscovered receptor - Hco-MPTL-1 - only present in nematodes
Molecular targets
-
CAS RN
887148-69-8
EC number
-
CIPAC number
-
US EPA chemical code
-
PubChem CID
-
ATCvet Code
QP52AX09
Therapeutic Class
Antiparasitic products, insecticides & repellents: Anthelmintics
Controlled Drug?
No
Regulation 37/2010 MRL Classification
Allowed substance (Table 1: Ovine, Caprine)
Molecular mass
473.39
PIN (Preferred Identification Name)
-
IUPAC name
N-(2-cyano-1[(2S)-5-cyano-2-(trifluoromethyl)phenoxy)propan-2-yl)-4-(trifluoromethylsulfanyl)benzamide
CAS name
N-[(1S)-1-cyano-2-(5-cyano-2-fluoromethylphenoxy)-1-methylethyl]-4-trifluoromethylsulfanylbenzamid
Other status information
-
Relevant Environmental Water Quality Standards
-
Physical state
White powdery solid
Formulations
Property
Product
Manufacturer
Authorisation Route
UK Legal Class
Example products using this active
Zolvix 25 mg/ml Oral Solution for Sheep Novartis Animal Health UK Ltd EU Centralised procedure Prescription only medicine to be authorised by a veterinarian (POM-V)
Formulation and application details
Usually supplied as a non-aqueous solution for oral drench
ENVIRONMENTAL FATE
Property
Value
Source; quality score; and other information
Interpretation
Solubility - In water at 20 °C (mg l⁻¹)
0.08
E4 E = Manufacturers safety data sheets
4 = Verified data
Low
Solubility - In organic solvents at 20 °C (mg l⁻¹)
6900
E4 E = Manufacturers safety data sheets
4 = Verified data
Propylene glycol
-
7300
E4 E = Manufacturers safety data sheets
4 = Verified data
n-Octanol
-
60700
E4 E = Manufacturers safety data sheets
4 = Verified data
Ethanol
-
175000
E4 E = Manufacturers safety data sheets
4 = Verified data
Dichloromethane
-
Melting point (°C)
145
E4 E = Manufacturers safety data sheets
4 = Verified data
-
Boiling point (°C)
- - -
Degradation point (°C)
- - -
Flashpoint (°C)
- - -
Octanol-water partition coefficient at pH 7, 20 °C
P
2.82 X 1004 Calculated -
Log P
4.45
E4 E = Manufacturers safety data sheets
4 = Verified data
High
Fat solubility of residues
Solubility
- - -
Data type
- - -
Density (g ml⁻¹)
1.468
E3 E = Manufacturers safety data sheets
3 = Unverified data of known source
-
Dissociation constant pKa) at 25 °C
- - -
-
Vapour pressure at 20 °C (mPa)
2.8 X 10-06
E4 E = Manufacturers safety data sheets
4 = Verified data
Low volatility
Henry's law constant at 25 °C (Pa m³ mol⁻¹)
- - -
Maximum UV-vis absorption L mol⁻¹ cm⁻¹
- - -
Surface tension (mN m⁻¹)
- - -
Refractive Index
- - -
Degradation
Property
Value
Source; quality score; and other information
Interpretation
Soil degradation (days) (aerobic)
DT₅₀ (typical)
92
E4 E = Manufacturers safety data sheets
4 = Verified data
Moderately persistent
DT₅₀ (lab at 20 °C)
- - -
DT₅₀ (field)
- - -
DT₉₀ (lab at 20 °C)
- - -
DT₉₀ (field)
- - -
Note
DT₅₀ ranges 38-146 days, rate depends on sand fraction in soil: less sand = faster degradation
Manure DT₅₀ (days)
- - -
Aqueous photolysis DT₅₀ (days) at pH 7
Value
Stable
E4 E = Manufacturers safety data sheets
4 = Verified data
Stable
Note
Stable under normal environmental conditions
Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7
Value
Stable
E4 E = Manufacturers safety data sheets
4 = Verified data
Stable
Note
Stable under normal environmental conditions
Water-sediment DT₅₀ (days)
- - -
Water phase only DT₅₀ (days)
- - -
Soil adsorption and mobility
Property
Value
Source; quality score; and other information
Interpretation
Linear
Kd
-
E4 E = Manufacturers safety data sheets
4 = Verified data
Non-mobile
Koc
7481
Notes and range
Koc range 6082-8880 mL g⁻¹, Soils=5
Freundlich
Kf
- - -
Kfoc
-
1/n
-
Notes and range
-
pH sensitivity
-
Fate indices
Property
Value
Source; quality score; and other information
Interpretation
GUS leaching potential index
0.25 Calculated Low leachability
Bio-concentration factor
BCF (l kg⁻¹)
- - -
CT₅₀ (days)
- -
Known soil and groundwater metabolites

None

Other known metabolites
Metabolite name and reference
Aliases
Formation medium / Rate
Estimated maximum occurrence fraction
Metabolising enzymes
monepantel sulfone - - - -
ECOTOXICOLOGY
Terrestrial ecotoxicology
Property
Value
Source; quality score; and other information
Interpretation
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 2000
E4 E = Manufacturers safety data sheets
4 = Verified data
Rat
Low
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)
2.4
E4 E = Manufacturers safety data sheets
4 = Verified data
Eisenia foetida 56 days
Moderate
Soil micro-organisms
[No impact up to 0.3 mg kg⁻¹ soil]
E4 E = Manufacturers safety data sheets
4 = Verified data
-
Collembola
Acute LC₅₀ (mg kg⁻¹)
- - -
Chronic NOEC (mg kg⁻¹)
- - -
Non-target plants
- - -
- - -
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
- - -
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 pollinators (1)
Acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg insect⁻¹)
- - -
Mode of exposure
-
Other pollinators (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
Fish - Acute 96 hour LC₅₀ (mg l⁻¹)
-
E2 E = Manufacturers safety data sheets
2 = Unverified data of unknown source
Non-toxic
-
Fish - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)
-
E2 E = Manufacturers safety data sheets
2 = Unverified data of unknown source
Non-toxic
-
Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)
- - -
Aquatic crustaceans - Acute 96 hour LC₅₀ (mg l⁻¹)
-
E2 E = Manufacturers safety data sheets
2 = Unverified data of unknown source
Non-toxic
-
Sediment dwelling organisms - Acute 96 hour LC₅₀ (mg l⁻¹)
- - -
Sediment dwelling organisms - Chronic 28 day NOEC, static, water (mg l⁻¹)
- - -
Sediment dwelling organisms - Chronic 28 day NOEC, sediment (mg kg⁻¹)
- - -
Aquatic plants - Acute 7 day EC₅₀, biomass (mg l⁻¹)
- - -
Algae - Acute 72 hour EC₅₀, growth (mg l⁻¹)
- - -
Algae - Chronic 96 hour NOEC, growth (mg l⁻¹)
- - -
Mesocosm study data
NOEAEC mg l⁻¹
- - -
NOEAEC mg l⁻¹
- - -
HUMAN HEALTH AND PROTECTION
General
Property
Value
Source; quality score; and other information
Interpretation
Threshold of Toxicological Concern (Cramer Class)
- - -
Mammals - Acute oral LD₅₀ (mg kg⁻¹)
> 2000
E4 E = Manufacturers safety data sheets
4 = Verified data
Rat
Low
Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)
2000
E4 E = Manufacturers safety data sheets
4 = Verified data
Rat
-
Mammals - Inhalation LC₅₀ (mg l⁻¹)
- - -
Other Mammal toxicity endpoints
- - -
ADI - Acceptable Daily Intake (mg kg⁻¹ bw day⁻¹)
- - -
ARfD - Acute Reference Dose (mg kg⁻¹ bw day⁻¹)
- - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg⁻¹ bw day⁻¹)
- - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg⁻¹ bw day⁻¹)
- - -
Dermal penetration studies (%)
- - -
Dangerous Substances Directive 76/464
- - -
Exposure Routes
Public
-
Occupational
May be absorbed through the skin
Mammalian dose elimination route and rate
Excretion was mainly via the faeces as metabolites following intravenous administration, but over 50% remains in unchanged form following oral administration
E4 E = Manufacturers safety data sheets
4 = Verified data
-
Health issues
Specific human health issues
Carcinogen
Genotoxic
Endocrine disruptor
XNo, known not to cause a problem
A0 A = Chromosome aberration (EFSA database)
0 = No data
;
B0 B = DNA damage/repair (EFSA database)
0 = No data
;
C0 C = Gene mutation (EFSA database)
0 = No data
;
D0 D = Genome mutation (EFSA database)
0 = No data
;
E3 E = Unspecified genotoxicity type (miscellaneous data source)
3 = Negative
No data found
Reproduction / development effects Acetyl cholinesterase inhibitor Neurotoxicant
XNo, known not to cause a problem
No data found No data found
Respiratory tract irritant Skin irritant Skin sensitiser
No data found
Yes, known to cause a problem
?Possibly, status not identified
Eye irritant Phototoxicant  
Yes, known to cause a problem
No data found  
General human health issues
Possible liver and kidney toxicant
Handling issues
Property
Value and interpretation
General
No information available
CLP classification 2013
-
WHO Classification
None - not a ppp
UN Number
-
Waste disposal & packaging
-
TRANSLATIONS
Language
Name
English
monepantel
French
monepantel
German
-
Danish
-
Italian
-
Spanish
-
Greek
-
Polish
-
Swedish
-
Hungarian
-
Dutch
-

Record last updated: 28/06/2022
Contact: aeru@herts.ac.uk
Please cite as: 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