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alpha-endosulfan
** endosulfan I ** Translations

Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home

SUMMARY

Alpha-endosulfan is an insecticide that is not generally approved for use in the developed world. It has some potential for bio-concentration, highly toxic to mammals and a neurotoxin. Alpha-endosulfan has a low aqueous solubility and moderately. It is moderately persistent in the soil but has a low mobility. It is moderately toxic to birds and most aquatic species.

GENERAL INFORMATION Click here for an explantaion of the general chemical status information
for alpha-endosulfan

Description: An insecticide and acaricide used to control sucking, chewing and boring insects

Example pests controlled: Mites; Ticks; Tstetse fly; Colorado beetle; Aphids; White flies; Leaf hoppers

Example applications: Cotton; Potatoes; Tomatoes; Apples

Efficacy & activity: -

Availability status: Unknown

Introduction & key dates: circa 1956

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Not applicable
Date inclusion expires Not applicable
EU Candidate for substitution (CfS) Not applicable
Listed in EU database No

Approved for use () or known to be used () in the following European countries: Click to access a note on the approvals information on this site

AT

BE

BG

CY

CZ

DE

DK

EE

EL

ES

FI

FR

HR

HU

IE

IT

LT

LU

LV

MT

NL

PL

PT

RO

SE

SI

SK

UK

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C9H6Cl6O3S
Canonical SMILES C1C2C(COS(=O)O1)C3(C(=C(C2(C3(Cl)Cl)Cl)Cl)Cl)Cl
Isomeric SMILES C1[C@@H]2[C@H](COS(=O)O1)[C@@]3(C(=C([C@]2(C3(Cl)Cl)Cl)Cl)Cl)Cl
International Chemical Identifier key (InChIKey) RDYMFSUJUZBWLH-AZVNHNRSSA-N
International Chemical Identifier (InChI) InChI=1S/C9H6Cl6O3S/c10-5-6(11)8(13)4-2-18-19(16)17-1-3(4)7(5,12)9(8,14)15/h3-4H,1-2H2
2D structure diagram/image available? Yes

Click to access the Cambridge Crystallographic Data Centre (CCDC) website
Cambridge Crystallographic Data Centre diagrams:
Common Name Relationship Link
Enosulfan Unstated isomer Click here for the CCDC structure diagram

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Insecticide, Acaricide
Substance group Organochlorine
Minimum active substance purity -
Known relevant impurities -
Substance origin Synthetic
Mode of action Non-systemic with contact and stomach action, acts as a non-competitive GABA antagonist
CAS RN 959-98-8
EC number -
CIPAC number 89
US EPA chemical code -
PubChem CID 12309460
Molecular mass (g mol-1) 406.93
PIN (Preferred Identification Name) an equimolar mixture of 2 asymmetric, twisted-chair conformers of (5aR,6S,9R,9aS)-6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepine 3-oxide
IUPAC name equimolar mixture of 2 asymmetric, conformers of (5aR,6S,9R,9aS)-6,7,8,9,10,10-hexachloro-1,5,5a,6,9,9a-hexahydro-6,9-methano-2,4,3-benzodioxathiepine 3-oxide
CAS name (3α,5αβ,6α,9α,9αβ)-6,7,8,9,10,10-hexachloro-1,5,5α,6,9,9α-hexahydro-6,9-methano-2,4,3-benzodioxathiepin 3-oxide
Other status information POP candidate; OSPAR pfa/soc; WFD priority substance; Chemical subject to PIC regulations
Relevant Environmental Water Quality Standards EU Directive 2008/105/EC EQS surface waters: annual average 0.005 ug/L; max measured 0.01 ug/L
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) 2A
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance None identified
Physical state Brown crystals
Related substances & organisms -

Formulations:
Property Click here for information on the general product and branding information used on this site Value
Example manufacturers & suppliers of products using this active now or historically
  • Bayer CropScience
Example products using this active -
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details -


ENVIRONMENTAL FATE

for alpha-endosulfan

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) 0.32 E3 Low
Solubility - In organic solvents at 20oC (mg l-1) 200000 C3 - Ethyl acetate -
6500 C3 - Ethanol -
24000 C3 - Hexane -
200000 C3 - Toluene -
Melting point (oC) 109.2 E3 -
Boiling point (oC) 401.28 E3 -
Degradation point (oC) - - -
Flashpoint (oC) - - -
Octanol-water partition coefficient at pH 7, 20oC P 5.50 X 1004 Calculated -
Log P 4.74 E3 High
Bulk density (g ml-1)/Specific gravity - - -
Dissociation constant (pKa) at 25oC - - -
Note:
Vapour pressure at 20oC (mPa) 8.3 E3 Moderately volatile
Henry's law constant at 25oC (Pa m3 mol-1) 1.48 L3 Moderately volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.10 Calculated Low leachability
SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate Click here for a note on the limitations of the SCI-GROW index Value 5.35 X 10-03 Calculated -
Note Estimated concentrations of chemicals with Koc values greater than 9995 ml g-1 are beyond the scope of the regression data used in SCI-GROW development. If there are concerns for such chemicals, a higher tier groundwater exposure assessment should be considered, regardless of the concentration returned by SCI-GROW
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated High
Maximum UV-vis absorption L mol-1 cm-1 - - -
Surface tension (mN m-1) - - -

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
General biodegradability -
Soil degradation (days) (aerobic) DT50 (typical) 50 L3 Moderately persistent
DT50 (lab at 20oC) 39 L3 Moderately persistent
DT50 (field) 86 L3 Moderately persistent
DT90 (lab at 20oC) - - -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note: -
Dissipation rate RL50 on plant matrix Value 1.5 R4 -
Note Published data RL50 range 0.7-2.2 days, 4 field grown crops inc. peppers & tomatoes, various matrices, n=6
Dissipation rate RL50 on and in plant matrix Value 1.4 R4 -
Note Published data RL50 range 0.2-2.7 days, 3 field grown crops inc. peppers & tea, various matrices, n=4
Aqueous photolysis DT50 (days) at pH 7 Value - - -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 20 C3 Non-persistent
Note -
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 - L3 Non-mobile
Koc 11500
Notes and range -
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity -

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
endosulfan sulfate Soil   -   -


ECOTOXICOLOGY

for alpha-endosulfan

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) 2755 F3 Whole fish Threshold for concern
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 38 L3 Rat High
Mammals - Short term dietary NOEL (mg kg-1) - - -
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 111 L3 Anas platyrhynchos Moderate
Birds - Short term dietary (LC50/LD50) - - -
Fish - Acute 96 hour LC50 (mg l-1) 0.002 F3 Oncorhynchus mykiss High
Fish - Chronic 21 day NOEC (mg l-1) - - -
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 0.44 F3 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) - - -
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 0.24 F3 Americamysis bahia Moderate
Sediment dwelling organisms - Acute 96 hour LC50 (mg l-1) 0.1 F2 Chironomus riparius, 2 day Moderate
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) 2.15 F3 Anabaena doliolum Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) 7.81 C3 Moderate
Oral acute 48 hour LD50 (μg bee-1) - - -
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 14 C3 Eisenia foetida Moderate
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 alpha-endosulfan

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) 38 L3 Rat High
Mammals - Dermal LD50 (mg kg-1 body weight) > 500 R3 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.013 L3 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) - - -
ARfD - Acute Reference Dose (mg kg-1bw day-1) - - -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) - - -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 List I - -
Exposure Limits - - -
Exposure Routes Public -
Occupational Can be absorbed following ingestion, inhalation and skin contact
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) - - -

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

-

-

Respiratory tract irritant Skin irritant Skin sensitiser Eye irritant Phototoxicant

-

-

-

-

-

General human health issues Mutagenic potential
Highly toxic
Endocrine toxicant

: 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 Corrosive
CLP classification 2013 -
EC Risk Classification Click here to view information omn the EU risk phrases T+ - Very toxic: R26/28
Xn - Harmful: R21
N - Dangerous for the environment: R50, R53
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S28, S36/37, S45, S60, S61, S63
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) I - Danger - Highly toxic
UN Number -
Waste disposal & packaging Click here for a description of UN packaging marks -


TRANSLATIONS

for alpha-endosulfan

Language Name
English alpha-endosulfan
French alphaendosulfan
German alpha-Endosulfan
Danish alpha-endosulfan
Italian alfaendosulfan
Spanish alfaendosulfan
Greek alfa endosulphan
Slovenian alfa-endosulfan
Polish alfa-endosulfan
Swedish -
Hungarian alpha endoszulfan
Dutch alfa-endosulfan

Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk