| ancymidol (Ref: EL 531) |
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SUMMARY
Ancymidol is a plant growth regulator that is not approved for use in the EU. It is volatile and highly soluble in water. It is not persistent in soil systems and generally not persistent in water. It is moderately mobile and so there is a risk of leaching to groundwater under some conditions. It has a moderate mammalian toxicity but is not expected to bioaccumulate. Ancymidol is moderately toxic to fish, aquatic invertebrates, aquatic plants and honey bees. However it is less toxic to algae and birds. GENERAL INFORMATION 
for ancymidol
Description: A plant growth inhibitor used to produce more compact horticultural, non-food plants
Example pests controlled: Growth - internodal elongation to improve plant shape
Example applications: Ornamentals particularly container grown herbaceous plants and woody shrubs
Efficacy & activity: -
Availability status: Current
Introduction & key dates: 1973, USA
EC Regulation 1107/2009 (repealing 91/414):
| Status | Not approved |
| Dossier rapporteur/co-rapporteur | - |
| 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 |
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Also used in: USA
Chemical structure:
| Isomerism | A chiral molecule |
| Chemical formula | C15H16N2O2 |
| Canonical SMILES | COC1=CC=C(C=C1)C(C2CC2)(C3=CN=CN=C3)O |
| Isomeric SMILES | No data |
| International Chemical Identifier key (InChIKey) | HUTDUHSNJYTCAR-UHFFFAOYSA-N |
| International Chemical Identifier (InChI) | InChI=1S/C15H16N2O2/c1-19-14-6-4-12(5-7-14)15(18,11-2-3-11)13-8-16-10-17-9-13/h4-11,18H,2-3H2,1H3 |
| 2D structure diagram/image available? | Yes |
Cambridge Crystallographic Data Centre diagrams:
| Common Name | Relationship | Link |
| Ancymidol | Unstated isomer |  |
General status:
| Pesticide type | Plant growth regulator | |||
| Substance group | Pyrimidinyl carbinol | |||
| Minimum active substance purity | - | |||
| Known relevant impurities | - | |||
| Substance origin | Synthetic | |||
| Mode of action | Absorbed by leaves and roots, acts via the inhibition of gibberellin biosynthesis: Gibberellin antagonist | |||
| CAS RN | 12771-68-5 | |||
| EC number | 235-814-7 | |||
| CIPAC number | 8017 | |||
| US EPA chemical code | 108601 | |||
| PubChem CID | 25572 | |||
| Molecular mass (g mol-1) | 256.30 | |||
| PIN (Preferred Identification Name) | rac-(R)-cyclopropyl(4-methoxyphenyl)(pyrimidin-5-yl)methanol | |||
| IUPAC name | (RS)-α-cyclopropyl-4-methoxy-α-(pyrimidin-5-yl)benzyl alcohol | |||
| CAS name | α-cyclopropyl-α-(4-methoxyphenyl)-5-pyrimidinemethanol | |||
| 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) | Not applicable | |||
| Examples of recorded resistance | - | |||
| Physical state | White crystalline solid | |||
| 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 | No UK approval for use as a pesticide under EC Regulation 1107/2009 | |||
| Formulation and application details | Usually supplied as a soluble concentrate. | |||
ENVIRONMENTAL FATE
for ancymidol
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Solubility - In water at 20oC (mg l-1) | 650 | H4 | High | |
| Solubility - In organic solvents at 20oC (mg l-1) | 250000 | L3 - Methanol | - | |
| 250000 | L3 - Acetone | - | ||
| 37000 | L3 - Hexane | - | ||
| Melting point (oC) | 110.5 | L3 | - | |
| Boiling point (oC) | Decomposes before boiling | F4 | - | |
| Degradation point (oC) | - | - | - | |
| Flashpoint (oC) | Not expected to self ignite; Not highly flammable | F4 | - | |
| Octanol-water partition coefficient at pH 7, 20oC | P | 8.13 X 1001 | Calculated | - |
| Log P | 1.91 | H4 | Low | |
| Bulk density (g ml-1)/Specific gravity | 0.42 | F4 | - | |
| Dissociation constant (pKa) at 25oC | - | - | - | |
| Note: | ||||
| Vapour pressure at 20oC (mPa) | 0.13 | H4 | Low volatility | |
| Henry's law constant at 25oC (Pa m3 mol-1) | 1.58 X 10-06 | H4 | Non-volatile | |
GUS leaching potential index  |
2.45 | Calculated | Transition state | |
| SCI-GROW groundwater index (μg l-1) for a 1 kg ha-1 or 1 l ha-1 application rate |
Value | 9.19 X 10-02 | Calculated | - |
| Note | - | |||
| Potential for particle bound transport index |
- | Calculated | Low | |
| Maximum UV-vis absorption L mol-1 cm-1 | - | - | - | |
| Surface tension (mN m-1) | - | - | - | |
Degradation:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
General biodegradability | - |
| Soil degradation (days) (aerobic) | DT50 (typical) | 15 | H4 | Non-persistent |
| DT50 (lab at 20oC) | 120 | Q3 | Persistent | |
| DT50 (field) | 15 | H4 | Non-persistent | |
| DT90 (lab at 20oC) | - | - | - | |
| DT90 (field) | - | - | - | |
| DT50 modelling endpoint | - | - | - | |
| Note | Some studies quote DT50 as high as 120 days (US3) | |||
| 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 | - | - | - |
| Note | - | |||
| Aqueous hydrolysis DT50 (days) at 20oC and pH 7 | Value | 30 | W4 | Moderately persistent |
| Note | Hydrolysis is not pH sensitive in range 5-9, 25 degC | |||
| Water-sediment DT50 (days) | - | - | - | |
| Water phase only DT50 (days) | - | - | - | |
Soil adsorption and mobility:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Linear | Kd | - | H3 | Moderately mobile |
| Koc | 83 | |||
| Notes and range | Best available data | |||
| Freundlich | Kf | - | - | - |
| Kfoc | - | |||
| 1/n | - | |||
| Notes and range | - | |||
| pH sensitivity | - | |||
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| Bio-concentration factor | BCF (l kg-1) | 8.38 | Q2 Estimated | Low potential |
| CT50 (days) | Not available | - | ||
| Mammals - Acute oral LD50 (mg kg-1) | 1721 | F4 Rat | Moderate | |
| Mammals - Short term dietary NOEL | (mg kg-1) | - | L3 Rat | - |
| (ppm diet) | 8000 | - | ||
| Birds - Acute LD50 (mg kg-1) | 5192 | F2 Colinus virginianus | Low | |
| Birds - Short term dietary (LC50/LD50) | - | - | - | |
| Fish - Acute 96 hour LC50 (mg l-1) | > 100 | F4 Oncorhynchus mykiss | Low | |
| Fish - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| Aquatic invertebrates - Acute 48 hour EC50 (mg l-1) | > 100 | F4 Daphnia magna | Low | |
| Aquatic invertebrates - Chronic 21 day NOEC (mg l-1) | - | - | - | |
| 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) | 0.193 | F3 Lemna gibba | Moderate | |
| Non-target plants | - | - | - | |
| - | - | - | ||
| Algae - Acute 72 hour EC50, growth (mg l-1) | 26.9 | F3 Pseudokirchneriella subcapitata | Low | |
| Algae - Chronic 96 hour NOEC, growth (mg l-1) | - | - | - | |
| Honeybees (Apis spp.) | Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | > 100 | F4 | Low |
| Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - | |
| Unknown mode acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - | |
| Bumblebees (Bombus spp.) | Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - |
| - | ||||
| Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - | |
| - | ||||
| Mason bees (Osmia spp.) | Contact acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - |
| Oral acute LD50 (worst case from 24 , 48 and 72 hour values - μg bee-1) | - | - | - | |
| Other pollinators (1) | Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) | - | - | - |
| Mode of exposure | - | |||
| Other pollinators (2) | Acute LD50 (worst case from 24 , 48 and 72 hour values - μg insect-1) | - | - | - |
| Mode of exposure | - | |||
| Earthworms - Acute 14 day LC50 (mg kg-1) | - | - | - | |
| Earthworms - Chronic NOEC, reproduction (mg kg-1) | - | - | - | |
| Other soil macro-organisms | Acute LC50 (mg kg-1) | - | - | - | Chronic NOEC (mg kg-1) | - | - | - |
| Other arthropod (1) | LR50 g ha-1 | - | - | - |
| % Effect | - | - | - | |
| Other arthropod (2) | LR50 g ha-1 | - | - | - |
| % Effect | - | - | - | |
| Soil micro-organisms | - | - | - | |
| Mesocosm study data | NOEAEC mg l-1 | - | - | - |
| NOEAEC mg l-1 | - | - | - | |
HUMAN HEALTH AND PROTECTION
for ancymidol
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) | 1721 | F4 Rat | Moderate | |
| Mammals - Dermal LD50 (mg kg-1 body weight) | 200 | L3 Rabbit | - | |
| Mammals - Inhalation LC50 (mg l-1) | 5.6 | L3 Rat | - | |
| Other Mammal toxicity endpoints | - | - | ||
| ADI - Acceptable Daily Intake (mg kg-1bw day-1) | - | - | - | |
| ARfD - Acute Reference Dose (mg kg-1bw day-1) | - | - | - | |
| AAOEL - Acute Acceptable Operator Exposure Level (mg kg-1 bw day-1) | - | - | - | |
| AOEL - Acceptable Operator Exposure Level - Systemic (mg kg-1bw day-1) | - | - | - | |
| Dermal penetration studies (%) | - | - | - | |
| Dangerous Substances Directive 76/464 | - | - | - | |
| Exposure Routes | Public | Due to usage pattern the risk to bystanders and consumers is negligible | ||
| Occupational | - | |||
| European MRLs | Click here for the EU MRL pesticide database | |||
| Drinking Water Standards | - | - | - | |
| Drinking Water MAC (μg l-1) | - | - | - | |
Health issues:
| Carcinogen | Genotoxic | Endocrine disrupter | Reproduction / development effects | Cholinesterase inhibitor | Neurotoxicant | |||
- |
A0; B0; C0; D0; E0 |
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| Respiratory tract irritant | Skin irritant | Skin sensitiser | Eye irritant | Phototoxicant | ||||
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| General human health issues | Moderately toxic May cause respiratory problems Physical dependence may develop |
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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 : Yes, known to cause a problem  : No, known not to cause a problem  : Possibly, status not identified - : No data found |
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Handling issues:
| Property |
Value | Source/Quality Score/Other Information |
Interpretation |
|
| General |
Incompatible with strong oxidizing agents and acids | |||
| CLP classification 2013 | Not classified: Obsolete | |||
| EC Risk Classification |
Xn - Harmful: R20/21/22 | |||
| EC Safety Classification |
S24/25, S36/37/39 | |||
| WHO Classification | III | - | Slightly hazardous | |
| UN Number | - | |||
| Waste disposal & packaging |
- | |||
| Language | Name |
| English | ancymidol |
| French | ancymidole |
| German | Ancymidol |
| Danish | ancymidol |
| Italian | ancimidol |
| Spanish | ancimidol |
| Greek | - |
| Slovenian | ancimidol |
| Polish | ancymidol |
| Swedish | - |
| Hungarian | - |
| Dutch | - |
Record last updated: Tuesday 02 July 2019
Contact: aeru@herts.ac.uk