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dimethipin (Ref: N 252)
** UNI N252 ** oxidimethiin ** oxydimethiin ** tetrathiin ** Translations

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

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

Description: A plant growth regulator and defoliant used on a range of crops

Example pests controlled: Growth

Example applications: Potatoes; Cotton; Rubber trees; Nursery stock

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1974, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Not approved
Dossier rapporteur/co-rapporteur Greece
Date inclusion expires Expired
EU Candidate for substitution (CfS) -
Listed in EU database Yes

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

Also used in: Australia, USA

Chemical structure: Click here for further information on the general chemical status information used on this site
Isomerism -
Chemical formula C6H10O4S2
Canonical SMILES CC1=C(S(=O)(=O)CCS1(=O)=O)C
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) PHVNLLCAQHGNKU-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C6H10O4S2/c1-5-6(2)12(9,10)4-3-11(5,7)8/h3-4H2,1-2H3
Structure diagram/image available? Yes

General status: Click here for further information on the general chemical status information used on this site
Pesticide type Herbicide, Plant growth regulator
Substance group Unclassified
Minimum active substance purity 965 g/kg
Known relevant impurities EU dossier - None declared
Substance origin Synthetic
Mode of action Interferes with protein synthesis in the plant epidermis, functions by stressing the plantís stomatal system causing it to lose water and defoliate/desiccate.
CAS RN 55290-64-7
EC number 259-572-7
CIPAC number 689
US EPA chemical code 118901
PubChem CID 41385
Molecular mass (g mol-1) 210.27
PIN (Preferred Identification Name) 5,6-dimethyl-2,3-dihydro-1gamma6,4gamma6-dithiine-1,1,4,4-tetrone
IUPAC name 2,3-dihydro-5,6-dimethyl-1,4-dithiine 1,1,4,4-tetraoxide
CAS name 2,3-dihydro-5,6-dimethyl-1,4-dithiin 1,1,4,4-tetraoxide
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Z
Herbicide Resistance Classification (WSSA) -
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) Not applicable
Examples of recorded resistance -
Physical state White crystalline solid
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
  • UniRoyal
Example products using this active
  • Harvade 25F
UK LERAP status No UK approval for use as a pesticide under EC Regulation 1107/2009
Formulation and application details Often available as a suspension concentrate that is diluted with water and used as a spray.


ENVIRONMENTAL FATE

for dimethipin

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) 1843 A5 High
Solubility - In organic solvents at 20oC (mg l-1) 20 A5 - Heptane -
3600 A5 - Xylene -
10000 A5 - Methanol -
122000 A5 - Acetone -
Melting point (oC) 168 A5 -
Boiling point (oC) - - -
Degradation point (oC) - - -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 6.76 X 10-01 Calculated -
Log P -0.17 A5 Low
Bulk density (g ml-1)/Specific gravity 1.59 L3 -
Dissociation constant (pKa) at 25oC 10.9 A5 -
Note: Very weak acid
Vapour pressure at 20oC (mPa) 0.051 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 2.33 X 10-11 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index 8.79 Calculated High 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 3.55 X 10+02 Calculated -
Note -
Potential for particle bound transport index Click here for a note on the limitations of the potential for particle bound transport index - Calculated Medium
Maximum UV-vis absorption L mol-1 cm-1 No maxima detected A3 -
Surface tension (mN m-1) 68.7 A5 at 20oC -

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) 183 A3 Persistent
DT50 (lab at 20oC) 431 A5 Very persistent
DT50 (field) 183 A5 Persistent
DT90 (lab at 20oC) 1025 A5 -
DT90 (field) 932 A5 -
DT50 modelling endpoint - - -
Note EU dossiers lab studies DT50 range 157-673 days, DT90 range 521-2236 days, field studies 2 soils DT50 range 168-198 days USA, DT90 range 658-1206 days
Dissipation rate RL50 on plant matrix Value - - -
Note -
Dissipation rate RL50 on and in plant matrix Value - - -
Note -
Aqueous photolysis DT50 (days) at pH 7 Value 330 A5 Stable
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value Stable A5 -
Note Stable at pH 5 to pH 9 at 22 degC
Water-sediment DT50 (days) - - -
Water phase only DT50 (days) 470 A5 Stable

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 - A5 Very mobile
Koc 2.0
Notes and range EU dossier Koc range 1.0 (sand/loam) - 3.2 (clay) mL/g; Other sources: 10 mL/g (DW3)
Freundlich Kf 0.12 R4 Very mobile
Kfoc 4.6
1/n 1.02
Notes and range 2 USA/Canadian soils. Kf range 0.04-0.2, Kfoc range 2.7-7.1, 1/n range1.02-1.03, Soils=2
pH sensitivity No

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
cysteinyl-glycine - Rat (Urinary) - -
- N-acetyl-cysteinyl conjugates Rat (Urinary) - -


ECOTOXICOLOGY

for dimethipin

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) 4.3 A5 Low potential
CT50 (days) Not available -
Mammals - Acute oral LD50 (mg kg-1) 458 A5 Rat Moderate
Mammals - Short term dietary NOEL (mg kg-1) 2 L2 Rat, 2 year High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) 896 A5 Anas platyrhynchos Moderate
Birds - Short term dietary (LC50/LD50) 1173 mg kg bw-1 day-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 52.8 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 3.3 A5 Oncorhynchus mykiss Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 29.9 A5 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.61 A5 Daphnia magna Moderate
Aquatic crustaceans - Acute 96 hour LC50 (mg l-1) 11.8 F3 Americamysis bahia Moderate
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) 2.1 A5 Lemna gibba Moderate
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 22 A5 Scenedemus subspicatus Low
Algae - Chronic 96 hour NOEC, growth (mg l-1) - - -
Honeybees Contact acute 48 hour LD50 (μg bee-1) - - -
Oral acute 48 hour LD50 (μg bee-1) 64.7 A5 Moderate
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) 102 A5 Eisenia foetida Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 2.17 A5 Eisenia foetida, 56 days Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 3750 >, as mL product ha-1 (Havade 25F: Conc 250 g/L)
A5 Aphidius rhopalosiphi
-
% Effect - - -
Other arthropod (2) LR50 g ha-1 2398 as mL product ha-1 (Havade 25F: Conc 250 g/L)
A5 Typhlodromus pyri
-
% Effect - - -
Soil micro-organisms Nitrogen mineralisation: Chronic effect
Biopolymer degradation: Chronic effect
A4
Dose: Not stated, 63 days
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for dimethipin

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) 458 A5 Rat Moderate
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.88 A5 Rat (nose only) -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.009 A2, SF=200 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) None allocated A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.031 A2 Rat, 90 day, SF=100 -
Dermal penetration studies (%) - - -
Dangerous Substances Directive 76/464 - - -
Exposure Limits - - -
Exposure Routes Public No unacceptable risks to bystanders identified
Negligible risk of dietary exposure
Occupational Risk of exposure acceptable under label recommendations for use for personal protection clothing and equipment
European MRLs Click here for the EU MRL pesticide database
Drinking Water Standards - - -
Drinking Water MAC (μg l-1) 0.1 EU Dir 89/778/EC limit; Calc MAC=27.0 μg l-1; A5 -

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 USEPA - possible human carcinogen

: 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 Not oxidising or explosive
IMDG Transport Code is usually 6.1
CLP classification 2013 -
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
T - Toxic: R23
Xn - Harmful: R22, R43
Xi - Irritant: R36
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S13, S25, S36, S37, S45, S61
WHO Classification II - Moderately hazardous
US EPA Classification (formulation) I, III - Danger - Highly toxic, Caution - Slightly toxic
UN Number Usualy 2811
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for dimethipin

Language Name
English dimethipin
French dimethipin
German Dimethipin
Danish dimethipin
Italian dimetipin
Spanish dimetipin
Greek -
Slovenian dimetipin
Polish dimetypina
Swedish -
Hungarian dimethipin
Dutch -

Record last updated: Wednesday 23 May 2018
Contact: aeru@herts.ac.uk