Heptenophos (Ref: OMS 1845)

Heptenophos (Ref: OMS 1845)	Last updated: 15/09/2025
(Also known as: HOE 02982; AE F002982)

GENERAL INFORMATION

Description

An obsolerte organophosphate veterinary ectoparasitcide

Examples of veterinary uses

Used to control ticks, lice, mites and fleas

Examples of species treated

Farm animals; Domestic pets

Approval status

VMR 2013/2033 approval status (GB/UK)

Not approved

EU Regulatory approval status

Not approved

Chemical structure

Isomerism

Heptenophos exhibits chirality, containing two chiral centres, which allows it to exist as a racemic mixture of stereoisomers.

Chemical formula

C₉H₁₂ClO₄P

Canonical SMILES

COP(=O)(OC)OC1=C(C2C1CC=C2)Cl

Isomeric SMILES

International Chemical Identifier key (InChIKey)

GBAWQJNHVWMTLU-UHFFFAOYSA-N

International Chemical Identifier (InChI)

InChI=1S/C9H12ClO4P/c1-12-15(11,13-2)14-9-7-5-3-4-6(7)8(9)10/h3-4,6-7H,5H2,1-2H3

2D structure diagram/image available?

Yes

General status

Veterinary substance type

Ectoparasiticide

Substance groups

Organophosphate insecticide; Organophosphate acaricide

Minimum active substance purity

>93

Known relevant impurities

Substance origin

Synthetic

Mode of action

Systemic with stomach, contact and respiratory action. Acetylcholinesterase (AchE) inhibitor.

Molecular targets

[Cholinesterase, Inhibitor]

CAS RN

23560-59-0

EC number

245-737-0

CIPAC number

527

US EPA chemical code

215600

PubChem CID

62773

CLP index number

015-126-00-1

Therapeutic Class

ATCvet Code

None allocated

Controlled Drug?

Regulation 37/2010 MRL Classification

Molecular mass

250.6

PIN (Preferred Identification Name)

IUPAC name

7-chlorobicyclo[3.2.0]hepta-2,6-dien-6-yl dimethyl phosphate

CAS name

7-chlorobicyclo[3.2.0]hepta-2,6-dien-6-yl dimethyl phosphate

Forever chemical

Other status information

Marine Pollutant

Relevant Environmental Water Quality Standards

Physical state

Light brown liquid

Commercial

Property

Value

Availability status

Introduction & key dates

1971, first reported

Example manufacturers & suppliers of products using this active now or historically

Bayer CropScience
AgrEvo
Hoechst

Example products using this active

Hostaquick
Ragadan
Decisquick

Formulation and application details

Usually supplied as an emulsifiable concentrate.

Commercial production

Heptenophos is produced through a multi-step chemical process involving esterification and dehydration. The synthesis begins with the preparation of a wet crude product, which is mixed with an organic solvent and subjected to distillation and dehydration to isolate heptenophos. This is followed by spray heating or membrane evaporator heating, using the solvent as a carrier to enable continuous dehydration, blending, and packaging. In a final step, complexation with maneb and zinc is performed in the same solvent system, which facilitates crystal transformation while minimizing product decomposition and reducing impurities and dust pollution.

Impact on climate of production and use

Data for the amount of life cycle GHGs produced by heptenophos are not available in the public domain. However, whilst estimates vary, more general data suggests that between 14 and 19 kilograms of CO₂e is emitted per kilogram of insecticide produced.

ENVIRONMENTAL FATE

Property

Value

Source; quality score; and other information

Interpretation

Solubility - In water at 20 °C (mg l⁻¹)

2200

High

Solubility - In organic solvents at 20 °C (mg l⁻¹)

Miscible

Acetone

Miscible

Methanol

130

Hexane

1000

Xylene

Melting point (°C)

Not applicable

Boiling point (°C)

Degradation point (°C)

Flashpoint (°C)

152

(closed cup)

Octanol-water partition coefficient at pH 7, 20 °C

2.09 X 10⁰²

Calculated

Log P

2.32

Low

Fat solubility of residues

Solubility

Data type

Density (g ml⁻¹)

1.28

Dissociation constant pKa) at 25 °C

Vapour pressure at 20 °C (mPa)

Highly volatile. If applied directly to plants or soil, drift is a concern & mitigation is advisable

Henry's law constant at 25 °C (Pa m³ mol⁻¹)

5.73 X 10^-05

Non-volatile

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)

Refractive Index

Environmental release

Degradation

Property

Value

Source; quality score; and other information

Interpretation

Soil degradation (days) (aerobic)

DT₅₀ (typical)

1.4

Non-persistent

DT₅₀ (lab at 20 °C)

DT₅₀ (field)

1.4

Non-persistent

DT₉₀ (lab at 20 °C)

DT₉₀ (field)

Note

General literature DT₅₀ range 0.07-1.8 days (R3)

Manure DT₅₀ (days)

Aqueous photolysis DT₅₀ (days) at pH 7

Value

Note

Aqueous hydrolysis DT₅₀ (days) at 20 °C and pH 7

Value

Non-persistent

Note

Water-sediment DT₅₀ (days)

Fast

Water phase only DT₅₀ (days)

2.1

Moderately fast

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

K_d (mL g⁻¹)

Moderately mobile

K_oc (mL g⁻¹)

163

Notes and range

Freundlich

K_f (mL g⁻¹)

K_foc (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

0.26

Calculated

Low leachability

Bio-concentration factor

BCF (l kg⁻¹)

Low risk

Based on LogP < 3

Low risk

CT₅₀ (days)

Known metabolites

None

ECOTOXICOLOGY

Terrestrial ecotoxicology

Property

Value

Source; quality score; and other information

Interpretation

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

Rat

High

Mammals - Short term dietary NOEL

(mg kg⁻¹)

Rat 2 yr

(ppm diet)

Mammals - Chronic 21d NOAEL (mg kg⁻¹ bw d⁻¹)

Birds - Acute LD₅₀ (mg kg⁻¹)

> 17

Coturnix japonica

High

Birds - Short term dietary (LC₅₀/LD₅₀)

Birds - Chronic 21d NOEL (mg kg⁻¹ bw d⁻¹)

Earthworms - Acute 14 day LC₅₀ (mg kg⁻¹)

> 98

Eisenia foetida

Moderate

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)

> 2.19

Bombus terrestris 72 hr

Moderate

Oral acute LD₅₀ (worst case from 24, 48 and 72 hour values - μg bee⁻¹)

0.53

Bombus terrestris 72 hr

High

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)

Harmful at dose 340 g ha⁻¹

Chrysoperla carnea

Beneficial insects (Parasitic wasps)

Beneficial insects (Predatory mites)

Harmful at dose 340 g ha⁻¹

Typhlodromus pyri

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)

0.056

Oncorhynchus mykiss

High

Temperate Freshwater Fish - Chronic 21 day NOEC (mg l⁻¹)

Tropical Freshwater Fish - Acute 96 hour LC₅₀ (mg l⁻¹)

Temperate Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (mg l⁻¹)

0.0022

Daphnia magna

High

Temperate Freshwater Aquatic invertebrates - Chronic 21 day NOEC (mg l⁻¹)

Tropical Freshwater Aquatic invertebrates - Acute 48 hour EC₅₀ (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 (free-floating, fonds growth, fresh) - 7 day (mg l⁻¹)

Aquatic plants (rooted, growth rate, fresh) - 14 day (mg l⁻¹)

Algae - Acute (growth rate, fresh; mg l⁻¹) (EC₅₀)

Unknown species

Low

Algae - Chronic (growth rate, fresh; mg l⁻¹) (NOEC)

25.0

Unknown species

Low

Mesocosm study data

NOEAEC mg l⁻¹

Marine bivalves

HUMAN HEALTH AND PROTECTION

General

Property

Value

Source; quality score; and other information

Interpretation

Threshold of Toxicological Concern (Cramer Class)

High (class III)

Mammals - Acute oral LD₅₀ (mg kg⁻¹)

Rat

High

Mammals - Dermal LD₅₀ (mg kg⁻¹ body weight)

2000

Rat

Mammals - Inhalation LC₅₀ (mg l⁻¹)

0.95

Rat

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

List I; List II

Exposure Routes

Public

Occupational

Mammalian dose elimination route and rate

Eliminated through hepatic metabolism, followed by renal and faecal excretion

Health issues

Specific human health issues

Carcinogen

Genotoxic

Endocrine disruptor

; ; ; ;

No data found

Reproduction / development effects

Acetyl cholinesterase inhibitor

Neurotoxicant

No data found

Respiratory tract irritant

Skin irritant

Skin sensitiser

No data found

Eye irritant

Phototoxicant

No data found

General human health issues

No further information available

Handling issues

Property

Value and interpretation

General

IMDG Transport Hazard Class 6.1

CLP classification 2013

Health: H301
Environment: H400, H410

WHO Classification

Ib (Highly hazardous)

UN Number

UN2810

Waste disposal & packaging

Packaging Group III (minor danger)

Shelf-life, storage, stability and reactivity

TRANSLATIONS

Language

Name

English

heptenophos

French

heptenophos

German

Heptenophos

Danish

heptenophos

Italian

eptenofos

Spanish

heptenofos

Greek

heptenophos

Polish

heptenofos

Swedish

Hungarian

Dutch

heptenofos

Norwegian

Record last updated:	15/09/2025
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