| ipconazole (Ref: KNF 317) |
 |
Environmental Fate - Ecotoxicology - Human Health - A to Z Index - Home
GENERAL INFORMATION 
for ipconazole
Description: Used to control a range of soil and seed borne seed diseases in a wide range of crops including root and leafy vegetables, cereals and rice
Example pests controlled: Various fungal pathogens including Zygomycetes, Ascomycetes, Basidiomycetes and Deuteromycetes
Example applications: Root vegetables including beet, carrot, parsnip and radish; Leafy vegetables including celery, fennel, lettuce, spinach and Swiss chard; Brassicas including broccoli, cabbage and kale; Rice; Cereal grains, Cotton; Sunflower
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 1994, Japan
EC Regulation 1107/2009 (repealing 91/414):
| Status | Approved |
| Dossier rapporteur/co-rapporteur | UK |
| Date inclusion expires | 31/08/2024 |
| 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 |
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Also used in: USA
Chemical structure:
| Isomerism | Ipconazole is a chiral molecule with 3 stereocenters and 4 diastereoisomers, however the commercial material is a mixture of just two (cis-,cis- and cis-, trans) in the ratio 9 :1. |
| Chemical formula | C18H24ClN3O |
| Canonical SMILES | CC(C)C1CCC(C1(CN2C=NC=N2)O)CC3=CC=C(C=C3)Cl |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | QTYCMDBMOLSEAM-UHFFFAOYSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C18H24ClN3O/c1-13(2)17-8-5-15(9-14-3-6-16(19)7-4-14)18(17,23)10-22-12-20-11-21-22/h3-4,6-7,11-13,15,17,23H,5,8-10H2,1-2H3 |
| 2D structure diagram/image available? | Yes |
General status:
| Pesticide type | Fungicide | |||
| Substance group | Triazole | |||
| Minimum active substance purity | 955 g/kg | |||
| Known relevant impurities | EU dossier - ipconazole cc 875-930g/kg; ipconazole ct 65-95g/kg | |||
| Substance origin | Synthetic | |||
| Mode of action | Systemic, broad-spectrun, inhibits sterol synthesis in fungi. | |||
| CAS RN | 125225-28-7 | |||
| EC number | - | |||
| CIPAC number | 789 | |||
| US EPA chemical code | 125628 | |||
| PubChem CID | 86211 | |||
| Molecular mass (g mol-1) | 333.9 | |||
| PIN (Preferred Identification Name) | (1E,2E,5E)-2-[(4-chlorophenyl)methyl]-5-(propan-2-yl)-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol | |||
| IUPAC name | (1RS,2SR,5RS;1RS,2SR,5SR)-2-(4-chlorobenzyl)-5-isopropyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol | |||
| CAS name | 2-[(4-chlorophenyl)methyl]-5-(1-methylethyl)-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol | |||
| Other status information | 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) | 3 | |||
| Examples of recorded resistance | - | |||
| Physical state | Colourless crystals | |||
| Related substances & organisms | - | |||
Formulations:
| Property |
Value | |||
| Example manufacturers & suppliers of products using this active now or historically |
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| Example products using this active |
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| UK LERAP status | None (may vary with mixtures) | |||
| Formulation and application details | Usually available as a microemulsion but also available as emulsifiable concentrates and suspension concentrates. Often used as a seed dressing. | |||
ENVIRONMENTAL FATE
for ipconazole
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 9.34 | A5 | Low | |
| Solubility - In organic solvents at 20oC (mg l-1) | 570000 | A5 - Acetone | - | |
| 425000 | A5 - 1,2-Dichloroethane | - | ||
| 428000 | A5 - Ethyl acetate | - | ||
| 679000 | A5 - Methanol | - | ||
| Melting point (oC) | 86 | A5 | - | |
| Boiling point (oC) | 400 | A5 | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | Not expected to self ignite; Not highly flammable | A5 | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 2.00 X 1004 | Calculated | - |
| Log P | 4.3 | A5 | High | |
| Bulk density (g ml-1)/Specific gravity | 1.2 | F3 | - | |
| Dissociation constant (pKa) at 25oC | -5.43 | A5 | - | |
| Note: | ||||
| Vapour pressure at 20oC (mPa) | 0.003 | A5 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 3.0 X 10-05 | A5 | Non-volatile | |
GUS leaching potential index  |
1.43 | Calculated | Low leachability | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 3.77 X 10-02 | Calculated | - |
| Note | - | |||
| Potential for particle bound transport index |
- | Calculated | High | |
| Maximum UV-vis absorption L mol-1 cm-1 | Neutral: 276nm=315 Acidic: 276nm=304 Basic: 276nm=312 |
A5 | - | |
| Surface tension (mN m-1) | 56.5 | A5 | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 50 | L3 | Moderately persistent |
| DT50 (lab at 20oC) | 213 | A5 | Persistent | |
| DT50 (field) | 131 | A5 | Persistent | |
| DT90 (lab at 20oC) | 709 | A5 | - | |
| DT90 (field) | 390 | A5 | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | EU dossier Lab studies DT50 range 170-294 days, DT90 range 564-977 days, Field studies DT50 range 66-228 days, DT90 range 219-757 days; Other sources: DT50 range 330 - 1386 days anaerobic, 136 to 210 days in aerobic soils & 89 to 121 days in paddy fields (F4); Other literature values DT50 range 45-54 days for upland soils and 76-80 days submerged soils (F4) | |||
| 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 | 495 | F4 | Stable |
| Note | pH sensitive: pH5 = 330 days, pH7 = 495 days, pH9 = 257 days, all at 25° C | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | 64 | F3 - (natural sunlight) | Moderately persistent |
| Note | No degradation in the dark | |||
| Water-sediment DT50 (days) | 344 | A5 | Slow | |
| Water phase only DT50 (days) | 2.4 | A5 | Moderately fast | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | - | - |
| Koc | - | |||
| Notes and range | - | |||
| Freundlich | Kf | 67 | A5 | Slightly mobile |
| Kfoc | 2431 | |||
| 1/n | 0.81 | |||
| Notes and range | Kf range 5.2-108 mL/g, Kfoc range 1724-3124 mL/g, 1/n range 0.78-0.86, Soils=6 | |||
| pH sensitivity | No | |||
Key metabolites:
| Metabolite | Formation medium | Estimated maximum occurrence fraction | 1107/2009 relevancy |
|
| 1,2,4-triazole (Ref: CGA 71019) |
Soil | 0.237 | Relevant, Major fraction | |
Other known metabolites:
| Metabolite name and reference | Aliases | Formation medium / Rate | Estimated maximum occurrence fraction | Metabolising enzymes |
| - | triazole alanine | Plants | - | - |
| (Ref: KNF-317-M-21) | triazole acetic acid | Plants | - | - |
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 350 | F4 | Threshold for concern |
| CT50 (days) | Not available | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | 888 | A5 Rat | Moderate | |
| Mammals - Short term dietary NOEL | (mg kg-1) | - | - | - |
| (ppm diet) | - | - | ||
| Birds - Acute LD50 (mg kg-1) | > 962 | A5 Colinus virginianus | Moderate | |
| Birds - Short term dietary (LC50/LD50) | > 300 mg kg-1 BW/day | A5 Colinus virginianus | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | > 1.5 | A5 Oncorhynchus mykiss | Moderate | |
| Fish - Chronic 21 day NOEC (mg l-1) | > 0.76 | F3 Oncorhynchus mykiss, LOAEC | Moderate | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | 1.7 | A5 Daphnia magna | Moderate | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | 0.13 | F4 Daphnia magna, LOAEC | 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) | 3.25 | A5 Chironomus riparius | Moderate | |
| Aquatic plants - Acute 7 day EC50, biomass (mg l-1) | - | - | - | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | 0.62 | A5 Pseudokirchneriella subcapitata | Moderate | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | - | - | - | |
| Honeybees | Contact acute 48 hour LD50 (μg bee-1) | > 100 | 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) | 597 | A5 | 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 | 17.4 | 7-day A5 Typhlodromus pyri |
- |
| % Effect | - | - | - | |
| Other arthropod (2) | LR50 g ha-1 | 35.1 | 48 hours A5 Aphidius rhopalosphophi |
- |
| % Effect | - | - | - | |
| Soil micro-organisms | Nitrogen mineralisation: No significant adverse effect Carbon mineralisation: No significant adverse effect |
A5 Dose: 2.88mg kg-1 soil, 28 days |
- | |
| Mesocosm study data | NOEAEC mg l-1 | - | - | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for ipconazole
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) | 888 | A5 Rat | Moderate | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | > 2000 | A5 Rat | - | |
| Mammals - Inhalation LC50 (mg l-1) | > 3.53 | A5 Rat | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | 0.015 | A5 Dog, SF=100 | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | 0.015 | A5 Rat, SF=200 | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | 0.015 | A5 Rat, SF=200 | - | |
| Dermal penetration studies (%) | 5% | A5 Undiluted & co-applied with water | - | |
| Dangerous Substances Directive 76/464 | - | - | - | |
| Exposure Limits | - | - | - | |
| Exposure Routes | Public | Low for proposed uses | ||
| Occupational | Calculated risks for seed treatment handlers are low | |||
| 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 | |||
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | Possible stomach toxicant May cause eye damage |
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: Yes, known to cause a problem
: No, known not to cause a problem
: Possibly, status not identified
- : No data found
Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
Not explosive or oxidising | |||
| CLP classification 2013 | Health: H302, H361d, H373 Environment: H410 |
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| EC Risk Classification |
Reproduction risk category 3: R63 Xn - Harmful: R22 Xi - Irritant: R48 |
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| EC Safety Classification |
- | |||
| WHO Classification | NL | - | Not listed | |
| US EPA Classification (formulation) | No consensus across products or no products available | - | - | |
| UN Number | - | |||
| Waste disposal & packaging |
- | |||
| Language | Name |
| English | ipconazole |
| French | - |
| German | - |
| Danish | - |
| Italian | - |
| Spanish | - |
| Greek | - |
| Slovenian | - |
| Polish | ipkonazol |
| Swedish | - |
| Hungarian | - |
| Dutch | - |
Record last updated: Friday 14 September 2018
Contact: aeru@herts.ac.uk