procymidone (Ref: S 7131) |
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GENERAL INFORMATION
for procymidone
Description: A fungicide widely used in horticulture as a seed dressing, pre-harvest spray or post-harvest dip for the control of various fungal diseases
Example pests controlled: Grey mould; Neck rot; Brown rot; Blosson blight; Twig wilt
Example applications: Vegetables including onions; Fruit including peaches, plums and cherries; Ornamentals
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 1976, first reported
EC Regulation 1107/2009 (repealing 91/414):
Status | Not approved |
Dossier rapporteur/co-rapporteur | France |
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:
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 | A molecule with two chiral features. |
Chemical formula | C13H11Cl2NO2 |
Canonical SMILES | CC12CC1(C(=O)N(C2=O)C3=CC(=CC(=C3)Cl)Cl)C |
Isomeric SMILES | No data |
International Chemical Identifier key (InChIKey) | QXJKBPAVAHBARF-UHFFFAOYSA-N |
International Chemical Identifier (InChI) | InChI=1S/C13H11Cl2NO2/c1-12-6-13(12,2)11(18)16(10(12)17)9-4-7(14)3-8(15)5-9/h3-5H,6H2,1-2H3 |
2D structure diagram/image available? | Yes |
Cambridge Crystallographic Data Centre diagrams:
Common Name | Relationship | Link |
Procymidone | Unstated isomer | ![]() |
Pesticide type | Fungicide | |||
Substance group | Dicarboximide | |||
Minimum active substance purity | 985 g/Kg | |||
Known relevant impurities | EU dossier - None declared | |||
Substance origin | Synthetic | |||
Mode of action | Systemic with protective and curative properties. Osmotic signal transduction. | |||
CAS RN | 32809-16-8 | |||
EC number | 251-233-1 | |||
CIPAC number | 383 | |||
US EPA chemical code | 129044 | |||
PubChem CID | 36242 | |||
Molecular mass (g mol-1) | 284.14 | |||
PIN (Preferred Identification Name) | - | |||
IUPAC name | N-(3,5-dichlorophenyl)-1,2-dimethylcyclopropane-1,2-dicarboximide | |||
CAS name | 3-(3,5-dichlorophenyl)-1,5-dimethyl-3-azabicyclo(3.1.0)hexane-2,4-dione | |||
Other status information | Chemical subject to PIC regulations | |||
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) | 2 | |||
Examples of recorded resistance | - | |||
Physical state | White granular powder | |||
Related substances & organisms | - |
Formulations:
ENVIRONMENTAL FATE
for procymidone
Key metabolites:
Metabolite | Formation medium | Estimated maximum occurrence fraction | 1107/2009 relevancy ![]() |
|
2-(3,5-dichlorophenyl-carbamoyl)-1,2-dimethyl(cyclopropanecarboxylic acid) ![]() |
Soil | 0.281 | Major fraction, Relevancy unknown |
Other known metabolites:
Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
3,5-dichloroanaline Note: Rat LD50 oral = 820 mg kg-1 bw |
3,5-DCA | Rat | - | - |
- | CCA | Water (Hydrolysis) | - | - |
HUMAN HEALTH AND PROTECTION
for procymidone
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) | > 5000 | A5 Rat | Low | |
Mammals - Dermal LD50 (mg kg-1 body weight) | > 5000 | A5 Rat | - | |
Mammals - Inhalation LC50 (mg l-1) | > 1.5 | A5 Rat | - | |
Other Mammal toxicity endpoints | - | - | ||
ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.0028 | A5 | - | |
ARfD - Acute Reference Dose (mg kg-1bw day-1) | 0.012 | A5 | - | |
AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | 0.012 | A5 | - | |
Dermal penetration studies (%) | - | - | - | |
Dangerous Substances Directive 76/464 | - | - | - | |
Exposure Limits | - | - | - | |
Exposure Routes | Public | - | ||
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 | Possible liver and testes toxicant, androgen; USEPA - probable human carcinogen Endocrine issues - Competitive binding to androgen receptor |
: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found
Handling issues:
Language | Name |
English | procymidone |
French | procymidone |
German | Procymidone |
Danish | procymidon |
Italian | procimidone |
Spanish | procimidona |
Greek | - |
Slovenian | procimidon |
Polish | procymidon |
Swedish | - |
Hungarian | procimidon |
Dutch | - |
Record last updated: Wednesday 31 October 2018
Contact: aeru@herts.ac.uk
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