dithianon (Ref: BAS 216F) |
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GENERAL INFORMATION
for dithianon
Description: A dicarbonitrile fungicide for control of scab and other foliar diseases excluding powdery mildew
Example pests controlled: Scab (reduction); Downy mildew
Example applications: Apples; Pears; Grapes (table & wine); Blackcurrants
Efficacy & activity: -
Availability status: Current
Introduction & key dates: circa 1965
EC Regulation 1107/2009 (repealing 91/414):
Status | Approved |
Dossier rapporteur/co-rapporteur | Austria/Spain |
Date inclusion expires | 31/05/2021 |
EU Candidate for substitution (CfS) | No |
Listed in EU database | Yes |
Approved for use () or known to be used (
) in the following European countries:
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
Isomerism | - |
Chemical formula | C14H4N2O2S2 |
Canonical SMILES | C1=CC=C2C(=C1)C(=O)C3=C(C2=O)SC(=C(S3)C#N)C#N |
Isomeric SMILES | No data |
International Chemical Identifier key (InChIKey) | PYZSVQVRHDXQSL-UHFFFAOYSA-N |
International Chemical Identifier (InChI) | InChI=1S/C14H4N2O2S2/c15-5-9-10(6-16)20-14-12(18)8-4-2-1-3-7(8)11(17)13(14)19-9/h1-4H |
2D structure diagram/image available? | Yes |
Pesticide type | Fungicide | |
Substance group | Quinone | |
Minimum active substance purity | 930 g/kg | |
Known relevant impurities | EU dossier - None declared | |
Substance origin | Synthetic | |
Mode of action | Protectant with some curative activity. Multi-site activity. | |
CAS RN | 3347-22-6 | |
EC number | 222-098-6 | |
CIPAC number | 153 | |
US EPA chemical code | 099201 | |
PubChem CID | 18771 | |
Molecular mass (g mol-1) | 296.32 | |
PIN (Preferred Identification Name) | 5,10-dioxo-5,10-dihydronaphtho[2,3-b][1,4]dithiine-2,3-dicarbonitrile | |
IUPAC name | 5,10-dihydro-5,10-dioxonaphtho[2,3-b]-1,4-dithiine-2,3-dicarbonitrile | |
CAS name | 5,10-dihydro-5,10-dioxonaphtho(2,3-b)-1,4-dithiin-2,3-dicarbonitrile | |
Other status information | Marine pollutant; PAN listed Highly Hazardous Chemical | |
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) | M9 | |
Examples of recorded resistance | - | |
Physical state | Dark brown fibrous crystals | |
Related substances & organisms |
Formulations:
ENVIRONMENTAL FATE
for dithianon
Other known metabolites:
Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
2-amino-1,4-naphthoquinone | dithianon metabolite D33 | Rat (Faeces) | - | - |
phthalic acid Note: Not genotoxic |
- | Soil (Photolysis, Anaerobic); Plant | - | - |
phthadialdehdye | - | Water (Hydrolysis, Photolysis) | - | - |
1,2-benzenedimethanol | - | Water (Hydrolysis, Photolysis) | - | - |
- | - | - | - | - |
- | - | - | - | - |
(Ref: CL 1017911) | - | Water (Hydrolysis) | - | - |
(Ref: CL 1025) | dithianon metabolite D2 | Soil (Anaerobic) | - | - |
(Ref: CL 153880) | dithianon metabolite D5 | Soil (Anaerobic) | 0.046 | - |
(Ref: CL 231509) | - | Plant | - | - |
4,9-dioxo-4,9-dihydronaphtho(2,3-b)thiophene-2,3-dicarbonitrile (Ref: CL 902198) |
dithianon metabolite D8 | a = Rat (Faeces); b = Soil (Aerobic) | b=0.039 | - |
(Ref: CL 902200) | dithianon metabolite D15 | Soil (Anaerobic); Plant | - | - |
HUMAN HEALTH AND PROTECTION
for dithianon
General:
Property ![]() |
Value | Source/Quality Score/Other Information ![]() |
Interpretation ![]() |
|
Threshold of Toxicological Concern (Cramer Class) ![]() |
High (class III) | - | - | |
Mammals - Acute oral LD50 (mg kg-1) | 300 | A5 Rat | Moderate | |
Mammals - Dermal LD50 (mg kg-1 body weight) | > 2000 | A5 Rat | - | |
Mammals - Inhalation LC50 (mg l-1) | 0.31 | A5 Rat | - | |
Other Mammal toxicity endpoints | - | - | ||
ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.01 | A5 Rat, SF=100 | - | |
ARfD - Acute Reference Dose (mg kg-1bw day-1) | 0.12 | A5 Rat, SF=100 | - | |
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | 0.0135 | A5 Dog, SF=100 | - | |
Dermal penetration studies (%) | 0.26-3.1 | A5 concentration dependent | - | |
Dangerous Substances Directive 76/464 | - | - | - | |
Exposure Routes | Public | No unacceptable risks to bystanders identified | ||
Occupational | Possible risk to operators identified even with PPE Minimal risk to other workers with PPE |
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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; A5 | - |
Health issues:
Carcinogen | Genotoxic | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
A2; B2; C3; D0; E0 | - |
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Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
- |
- |
|
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General human health issues | Toxic Possible liver and kidney toxicant May cause nausea, vomiting and diarrhea if ingested USEPA - possible human carcinogen |
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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![]() ![]() ![]() - : No data found |
Handling issues:
Language | Name |
English | dithianon |
French | dithianon |
German | Dithianon |
Danish | dithianon |
Italian | ditianon |
Spanish | ditianona |
Greek | dithianon |
Slovenian | ditianon |
Polish | ditianon |
Swedish | ditianon |
Hungarian | ditianon |
Dutch | dithianon |
Record last updated: Tuesday 25 June 2019
Contact: aeru@herts.ac.uk
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