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azamethiphos (Ref: GCA 18809)
** OMS 1825 ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
Further data may be found in the PPDB

SUMMARY

Azamethiphos is an organophosphate used as an insecticide and as an antiparasitic agent for veterinary use. It does not have EU approval for use. It is highly soluble in water, volatile and not expected to leach to groundwater. Not a great deal is known about its environmental persistence. It is modertaley toxic to mammals and not expected to bioaccumulate. It is a mutagen, neurotoxicant and an acetyl cholinesterase inhibitor. Azamethiphos is highly toxic to birds and aquatic invertebrates and moderately toxic to fish.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for azamethiphos

Description: Used in fish farming to control external parasites on Atlantic Salmon and for parasite control on other animals

Availability status: Current

Introduction & key dates: 1970

Examples of species treated: Salmon; Dogs; cats

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C9H10ClN2O5PS
Canonical SMILES COP(=O)(OC)SCN1C2=NC=C(C=C2OC1=O)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) VNKBTWQZTQIWDV-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C9H10ClN2O5PS/c1-15-18(14,16-2)19-5-12-8-7(17-9(12)13)3-6(10)4-11-8/h3-4H,5H2,1-2H3
2D structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Veterinary substance type Antiparasitic
Substance group Organophosphate
Minimum active substance purity >95%
Known relevant impurities -
Substance origin Synthetic
Mode of action Contact and stomach action, rapid knockdown. Acetylcholinesterase (AChE) inhibitor.
Molecular targets Cholinesterase, inhibitor
CAS RN 35575-96-3
EC number 252-626-0
CIPAC number 8022
US EPA chemical code -
PubChem CID 71482
ATCvet Code QP53AF17
Therapeutic Class Antiparasitic products, insecticides & repellents: Ecoparasiticides, insecticides & repellents
Controlled Drug? No
Regulation 37/2010 MRL Classification Allowed substance (Table 1: Salmonidae)
Molecular mass (g mol-1) 324.68
PIN (Preferred Identification Name) S-[(6-chloro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3(2H)-yl)methyl] O,O-dimethyl phosphorothioate
IUPAC name S-6-chloro-2,3-dihydro-2-oxo-1,3-oxazolo[4,5-b]pyridin-3-ylmethyl O,O-dimethyl phosphorothioate
CAS name S-[(6-chloro-2-oxooxazolo[4,5-b]pyridin-3(2H)-yl)methyl] O,O-dimethyl phosphorothioate
Other status information -
Relevant Environmental Water Quality Standards UK non-statutory standard for protection of freshwater and saltwater aquatic life 0.02 ug/L as annual average, 0.05 as max acceptable conc.
Physical state Colourless to grey cystalline solid
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Product Manufacturer Authorisation Route UK Legal Class
Example products using this active Salmosan Powder for Suspension for Fish Treatment Fish Vet Group UK National authorisation Prescription only medicine to be authorised by a veterinarian (POM-V)
Formulation and application details Often supplied as a wettable powders, direct use bait formulations and as bath additives.


ENVIRONMENTAL FATE

for azamethiphos

Property Click here for information on the parameters used to describe environmental fate on this site Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with fate data Interpretation Click here for information on the way in which we interpret environmental fate data
Solubility - In water at 20oC (mg l-1) 1100 E3 High
Solubility - In organic solvents at 20oC (mg l-1) 610000 L3 - Dichloromethane -
130000 L3 - Benzene -
100000 L3 - Methanol -
5800 L3 - n-Octanol -
Melting point (oC) 89 L3 -
Boiling point (oC) Decomposes before boiling Q3 -
Degradation point (oC) - - -
Flashpoint (oC) 150 L3 -
Octanol-water partition coefficient at pH 7, 20oC P 1.12 X 1001 Calculated -
Log P 1.05 L3 Low
Bulk density (g ml-1)/Specific gravity 1.6 L3 -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 20oC (mPa) 0.0049 E3 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 1.45 X 10-06 L3 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -1.57 Calculated Low leachability
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -
Refractive Index - - -

Degradation:
Property Click here for information on the parameters used to describe substance degradation Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with degradation data Interpretation Click here for information on the way in which we interpret substance degradation data
Soil degradation (days) (aerobic) DT50 (typical) 0.25 Click here to see a warning relating to modelling and this active substance L3 Non-persistent
DT50 (lab at 20oC) - - -
DT50 (field) - - -
DT90 (lab at 20oC) - - -
DT90 (field) - - -
Note Best available data, Industry data DT50 in loamy sand circa 6 hours (E3)
Manure DT50 (days) - - -
Aqueous photolysis DT50 (days) at pH 7 Value - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 11 L3 Non-persistent
Note pH sensitive ranging from 33 days at pH 5 to 4.3 hrs at pH 9
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) - - -

Soil adsorption and mobility:
Property Click here for information on the parameters used to describe substance adsorption and mobility Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with adsorption and mobility data Interpretation Click here for information on the way in which we interpret substance adsorption and mobility
Linear Kd - S1 Mobile
Koc 25
Notes and range Estimated
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -


ECOTOXICOLOGY

for azamethiphos

Property Click here for information on the parameters used to describe substance ecotoxicology Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with ecotoxicology data Interpretation Click here for information on the way in which we interpret substance ecotoxicology
Bio-concentration factor BCF (l kg-1) 1.56 Q2 Estimated Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 1180 L3 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 2 L3 Rat High
(ppm diet) 20 -
Birds - Acute LD50 (mg kg-1) > 30.2 L3 Colinus virginianus High
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) > 0.115 L3 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.00067 L3 Daphnia magna High
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) - - -
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) - - -
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) - - -
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees (Apis spp.) Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) > 0.10 L3 High
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) - - -
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 -
Earthworms - Acute 14 day LC50 (mg kg-1) - - -
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) - - -
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect - - -
Other arthropod (2) LR50 g ha-1 - - -
% Effect - - -
Soil micro-organisms - - -
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for azamethiphos

General:
Property Click here for information on the parameters used to describe human health and protection issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with human health and protection data Interpretation Click here for information on the way in which we interpret human health and protection data
Threshold of Toxicological Concern (Cramer Class) Click here for a note on the limitations of the Cramer class High (class III) - -
Mammals - Acute oral LD50 (mg kg-1) 1180 L3 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2150 L3 Rat -
Mammals - Inhalation LC50 (mg l-1) > 0.56 L3 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.003 UK ACP 2001 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.01 UK ACP 2001 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.1 UK ACP 2001 ST -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 List I; List II - -
Exposure Routes Public -
Occupational -
Elimination route and rate For rats azamethiphos is excreted via faeces, urine & in expelled air. For fish adsorption after topical application is slow and low. Excretion is rapid in all species. A4 -

Health issues:
Carcinogen Genotoxic Endocrine disrupter Reproduction / development effects Cholinesterase inhibitor Neurotoxicant

-

A3; B3; C3; D0; E1

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

-

General human health issues Mutagenic potential
Key: Genotoxicity
A: Chromosome aberration (EFSA database)
B: DNA damage/repair (EFSA database)
C: Gene mutation (EFSA database)
D: Genome mutation (EFSA database)
E: Unspecified genotoxicity type (miscellaneous data source)
0: No data
1: Positive
2: Mixed/ambiguous results
3: Negative
Key: Other
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found

Handling issues:
Property Click here for information on the parameters used to describe substance handling issues Value Source/Quality Score/Other Information Click here for information on the primary data sources used to populate this database with data on handling issues Interpretation Click here for information on the way in which we interpret data on handling issues
General Click here for a description of the International Maritime Dangerous Goods (IMDG) codes IMDG Transport Code is 6.1
CLP classification 2013 Health: H302, H317, H332
Environment: H400, H410
EC Risk Classification Click here to view information omn the EU risk phrases Xn - Harmful: R22
Xi - Irritant: R36
EC Safety Classification Click here to view information omn the EU safety phrases S26
WHO Classification II - Moderately hazardous
UN Number 2783
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for azamethiphos

Language Name
English azamethiphos
French azametiphos
German Azamethiphos
Danish azamethiphos
Italian azametifos
Spanish azametifos
Greek -
Slovenian azametifos
Polish azametifos
Swedish azametifos
Hungarian -
Dutch azamethifos

Record last updated: Friday 28 June 2019
Contact: aeru@herts.ac.uk