Select Option
Home
A to Z
Search
Terms & Conditions
Support Information
Purchasing & Other Services
Video User Guides
GET ADDITIONAL DATA HERE!

captan (Ref: SR 406)
** captane ** captab ** ENT 26538 ** Translations

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

SUMMARY

Captan is a dicarboximide fungicide used on fruit and other crops that may be used within the EU subject to local MS approval. It has a low aqueous solubility, is not volatile and is not generally expected to leach to groundwater considering its chemical properties. It is not usually persistent in soil or water systems. It has a low mammalian toxicity but is considered to be an eye and skin irritant. Some data sources also suggest captan is carcinogenic and may also cause endocrine issues. It has a low to moderate ecotoxicity for most aquatic and terrestrial species.

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

Description: A dicarboximide fungicide widely used on fruit and other crops

Example pests controlled: Seed rot; Damping-off; Grey mould; Berry rot; Spur blight; Brown rot; Leaf spot; Downy mildew; Bunch rot; Scab

Example applications: Fruit including apples, apricots, blueberries, blackberries, cherries, grapes, raspberries, nectarines, plums, peaches; Almonds; Grasses; Roses

Efficacy & activity: -

Availability status: Current

Introduction & key dates: 1952, first reported

EC Regulation 1107/2009 (repealing 91/414):
Status Approved
Dossier rapporteur/co-rapporteur Italy
Date inclusion expires 31/07/2019
EU Candidate for substitution (CfS) No
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 A chiral molecule
Chemical formula C9H8Cl3NO2S
Canonical SMILES C1C=CCC2C1C(=O)N(C2=O)SC(Cl)(Cl)Cl
Isomeric SMILES No data
International Chemical Identifier key (InChIKey) LDVVMCZRFWMZSG-UHFFFAOYSA-N
International Chemical Identifier (InChI) InChI=1S/C9H8Cl3NO2S/c10-9(11,12)16-13-7(14)5-3-1-2-4-6(5)8(13)15/h1-2,5-6H,3-4H2
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
Captan 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 Fungicide, Bactericide
Substance group Phthalimide
Minimum active substance purity 910-930 g/kg
Known relevant impurities -
Substance origin Synthetic
Mode of action Non-systemic with protective and curative action. Multi-site activity.
CAS RN 133-06-2
EC number 205-087-0
CIPAC number 40
US EPA chemical code 081301
PubChem CID 8606
Molecular mass (g mol-1) 300.61
PIN (Preferred Identification Name) 2-[(trichloromethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
IUPAC name N-(trichloromethylthio)cyclohex-4-ene-1,2-dicarboximide
CAS name 3a,4,7,7a-tetrahydro-2-[(trichloromethyl)thio]-1H-isoindole-1,3(2H)-dione
Other status information -
Relevant Environmental Water Quality Standards -
Herbicide Resistance Classification (HRAC) Not applicable
Herbicide Resistance Classification (WSSA) Not applicable
Insecticide Resistance Classification (IRAC) Not applicable
Fungicide Resistance Classification (FRAC) M4
Examples of recorded resistance -
Physical state Dirty white powder
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
  • Makhteshim-Agan
  • Bonide Products
  • Chemtura Corp
  • Chevron
  • Stauffer
  • Pillar International
Example products using this active
  • Alpha Captan
  • Orthocide 406
  • Hexacap
  • Aacaptan
  • Merpan
  • Malvin
  • Pillarcap
UK LERAP status None
Formulation and application details Usually supplied as wettable granules or powders that are mixed with water and applied as a spray.


ENVIRONMENTAL FATE

for captan

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) 5.2 A5 Low
Solubility - In organic solvents at 20oC (mg l-1) 40 A5 - Hexane -
4000 A5 - Methanol -
9000 A5 - Xylene -
38000 A5 - Acetone -
Melting point (oC) 174 A5 -
Boiling point (oC) Decomposes before boiling A5 -
Degradation point (oC) 173 A5 -
Flashpoint (oC) Not expected to self ignite; Not highly flammable A5 -
Octanol-water partition coefficient at pH 7, 20oC P 3.16 X 1002 Calculated -
Log P 2.5 A5 Low
Bulk density (g ml-1)/Specific gravity 1.68 A5 -
Dissociation constant (pKa) at 25oC Not applicable A5 -
Note: No dissociation
Vapour pressure at 20oC (mPa) 0.0042 A5 Low volatility
Henry's law constant at 25oC (Pa m3 mol-1) 3.00 X 10-04 A5 Non-volatile
GUS leaching potential index Click here for a note on the limitations of the GUS index -0.16 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 2.99 X 10-04 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 Low
Maximum UV-vis absorption L mol-1 cm-1 Neutral solution: 243nm = 312; [Acidic solution: 243nm = 330; [Basic solution: 286nm = 195, 343nm = 12.6 A5 -
Surface tension (mN m-1) 72.4 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) 0.8 Click here to see a warning relating to modelling and this active substance A5 Non-persistent
DT50 (lab at 20oC) 0.8 A5 Non-persistent
DT50 (field) 3.7 A5 Non-persistent
DT90 (lab at 20oC) 2.5 A5 -
DT90 (field) - - -
DT50 modelling endpoint - - -
Note EU dossier lab studies DT50 range 0.44-1.09 days, DT90 range 1.46-3.62 days, field studies DT50 range 0.33-7.04 days USA
Dissipation rate RL50 on plant matrix Value 6.9 R4 -
Note Published literature RL50 range 1.0-12.8 days, 8 field and undercover grown crops, various matrices, n=13
Dissipation rate RL50 on and in plant matrix Value 1.9 R4 -
Note Published literature RL50 range 0.9-2.5 days, 3 field and undercover grown crops, various matrices, n=3
Aqueous photolysis DT50 (days) at pH 7 Value Stable A5 -
Note -
Aqueous hydrolysis DT50 (days) at 20oC and pH 7 Value 0.6 A5 Non-persistent
Note pH sensitive: 0.15 days at pH 5, 6 minutes at pH 9
Water-sediment DT50 (days) 1 A5 Fast
Water phase only DT50 (days) 0.6 E4 Fast

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 - A3 Moderately mobile
Koc 200
Notes and range Measurement difficulties - EU dossier quotes literature values between 33-600 mL/g
Freundlich Kf - - -
Kfoc -
1/n -
Notes and range -
pH sensitivity No

Key metabolites:
Metabolite Formation medium Estimated maximum occurrence fraction 1107/2009 relevancy Click here for further information on 1107/2009 relevancy
tetrahydrophthalimide This metabolite may cause environmental pollution, click here for further information Soil   0.464   Major fraction, Relevant
tetrahydrophthalamic acid This metabolite may cause environmental pollution, click here for further information Soil   0.168   Major fraction, Relevant

Other known metabolites:
Metabolite name and reference Aliases Formation medium / Rate Estimated maximum occurrence fraction Metabolising enzymes
2-cyanocyclohex-4-ene carboxylic acid THCY Soil (Anaerobic) 0.210 -
cyclohex-4-ene-1,2-dicarboxylic acid - Water - -
3-hydroxy-4,5-cyclohexene-1,2-dicarboximide 3-OH THPI Animal - -
5-hydroxy-4,5-cyclohexene-1,2-dicarboximide 5-OH THPI Animal - -
4,5-epoxy-1,2-dicarboximide THPI-epoxide Animal; Plant - -
4,5-dihydroxy-1,2-dicarboximide 4,5-diOH THPI Animal - -
6-hydroxy-1-amido-2-carboxy-4,5-cyclohexene 3-OH THP-amic acid). Animal - -
tetrahydrophthalic acid
Note: Minor metabolite
- Soil 0.032 -


ECOTOXICOLOGY

for captan

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) 140 A5 Whole fish Threshold for concern
CT50 (days) 2 -
Mammals - Acute oral LD50 (mg kg-1) > 2000 A5 Rat Low
Mammals - Short term dietary NOEL (mg kg-1) 60 A5 Rat High
(ppm diet) - -
Birds - Acute LD50 (mg kg-1) > 2000 A5 Anas platyrhynchos Low
Birds - Short term dietary (LC50/LD50) > 1040 mg kg bw-1 day-1 A5 Anas platyrhynchos -
Fish - Acute 96 hour LC50 (mg l-1) 0.186 A5 Oncorhynchus mykiss Moderate
Fish - Chronic 21 day NOEC (mg l-1) 0.18 J3 Oncorhynchus mykiss, 3 day Moderate
Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) 7.1 J4 Daphnia magna Moderate
Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) 0.56 A5 Daphnia magna Moderate
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) 12.7 F2 Lemna gibba, 7 day Low
Non-target plants - - -
- - -
Algae - Acute 72 hour EC50, growth (mg l-1) 1.18 A5 Raphidocelis subcapitata Moderate
Algae - Chronic 96 hour NOEC, growth (mg l-1) > 10 F4 Green algae, population Low
Honeybees Contact acute 48 hour LD50 (μg bee-1) > 200 A5 Low
Oral acute 48 hour LD50 (μg bee-1) > 100 A5 Low
Unknown mode acute 48 hour LD50 (μg bee-1) - - -
Earthworms - Acute 14 day LC50 (mg kg-1) > 519 A5 Eisenia foetida Moderate
Earthworms - Chronic 14 day NOEC, reproduction (mg kg-1) 12.2 A5 Eisenia foetida Moderate
Other soil macro-organisms - e.g. Collembola LR50 / EC50 / NOEC / % Effect - - -
Other arthropod (1) LR50 g ha-1 - - -
% Effect 100 Mortality
Dose: 0.6 kg ha-1
A5 Aphidius rhopalosiphi, adult
-
Other arthropod (2) LR50 g ha-1 - - -
% Effect 7.2 Mortality
Dose: 1.49 kg ha-1
A5 Typhlodromus pyri, protonymph
-
Soil micro-organisms Nitrogen mineralisation: No significant adverse effect
Carbon mineralisation: No significant adverse effect
A3
Dose: Not stated
-
Mesocosm study data NOEAEC mg l-1 - - -
NOEAEC mg l-1 - - -


HUMAN HEALTH AND PROTECTION

for captan

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) > 2000 A5 Rat Low
Mammals - Dermal LD50 (mg kg-1 body weight) > 2000 A5 Rat -
Mammals - Inhalation LC50 (mg l-1) 0.67 A5 Rat -
Other Mammal toxicity endpoints - -
ADI - Acceptable Daily Intake (mg kg-1bw day-1) 0.1 A5 SF=100 -
ARfD - Acute Reference Dose (mg kg-1bw day-1) 0.3 A5 -
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) - - -
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) 0.1 A5 SF=100 -
Dermal penetration studies (%) 10 A5 -
Dangerous Substances Directive 76/464 - - -
Exposure Limits [UK LT TWA 8 hr: 5 mg/m3], [UK STEL 15 mins:15 mg/m3] UK EA QS database, 2018 -
Exposure Routes Public Acute risk to consumer identified from top fruit but established MRLs will mitigate this risk
Occupational -
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 May cause contact dermatitis
IARC Group 3 carcinogen
Endocrine issues - Inhibition of estrogen action

: 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 explosive
IMDG Transport Code is variable depending upon product, often either 6.1 or 9
CLP classification 2013 Health: H317, H318, H331, H351
Environment: H400
EC Risk Classification Click here to view information omn the EU risk phrases Carcinogen category 3: R40
T - Toxic: R23
Xn - Harmful: R43, R41
N - Dangerous for the environment: R50
EC Safety Classification Click here to view information omn the EU safety phrases S1/2, S26, S29, S36/37/39, S45, S61
WHO Classification U - Unlikely to present an acute hazard
US EPA Classification (formulation) IV - Caution - Not acutely toxic
UN Number Variable with product, usually 2588 or 3077
Waste disposal & packaging Click here for a description of UN packaging marks Packaging Group III (minor danger)


TRANSLATIONS

for captan

Language Name
English captan
French captane
German Captan
Danish captan
Italian captano
Spanish captan
Greek captan
Slovenian kaptan
Polish kaptan
Swedish -
Hungarian kaptan
Dutch captan

Record last updated: Tuesday 30 October 2018
Contact: aeru@herts.ac.uk