Annex II
Entry 1691
CMR11/11/2022
Imazamox (ISO); (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid
Imazamox (ISO); (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid is listed in Annex II as a prohibited substance for cosmetic products placed on the EU market.
Prohibited substance— Annex II, EU Regulation 1223/2009
Entry: 1691
CMR
Chemical identity and properties
CAS 114311-32-9PubChem CID 86137
Imazamox
2-(4-isopropyl-4-methyl-5-oxo-4,5-dihydro-1H-imidazol-2-yl)-5-(methoxymethyl)nicotinic acid is a pyridinemonocarboxylic acid that is nicotinic acid which is substituted substituted at position 5 by a methoxymethyl group and at position 2 by a 4,5-dihydro-1H-imidazol-2-yl group, that in turn is substituted by isopropyl, methyl, and oxo groups at positions 4, 4, and 5, respectively. It is an imidazolone, an ether, a pyridinemonocarboxylic acid and a member of imidazolines. — ChEBI
- IUPAC name
- 5-(methoxymethyl)-2-(4-methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)pyridine-3-carboxylic acid
- Molecular formula
- C15H19N3O4
- Molecular weight
- 305.33 g/mol
- Exact mass
- 305.13755610 Da
- XLogP3
- 0.9
- Topological polar surface area
- 101.0 Ų
- Hydrogen-bond donors
- 2
- Hydrogen-bond acceptors
- 6
- Covalent units
- 1
- Defined stereocentres
- 0
Also known as
PulsarRaptorRaptor (herbicide)(+-)-ImazamoxUG6793ON5FAC 299263CL 299263SWEEPER 70DG
16 more reported names
AC-299263CL-2992632-(4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-5-(methoxymethyl)-3-pyridinecarboxylic acid2-[4,5-Dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-(methoxymethyl)-3-pyridinecarboxylic acid3-Pyridinecarboxylic acid, 2-[4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl]-5-(methoxymethyl)-5-Methoxymethyl-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)nicotinic acid3-Pyridinecarboxylic acid, 2-(4,5-dihydro-4-methyl-4-(1-methylethyl)-5-oxo-1H-imidazol-2-yl)-5-(methoxymethyl)-5-(methoxymethyl)-2-[4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl]pyridine-3-carboxylic acid5-(methoxymethyl)-2-(4-methyl-5-oxo-4-(propan-2-yl)-4,5-dihydro-1H-imidazol-2-yl)pyridine-3-carboxylic acidRefChem:790602CHEBI:81857Imazamox [ISO]CL29926;(+/-)-ImazamoxHSDB 7013UNII-UG6793ON5FEINECS Annex I Index 613-208-00-7
External database identifiers
- ChEBI:CHEBI:83742
- ChEMBL:CHEMBL1881028
- EPA DTXSID:DTXSID3034664
- PubMed:23611293
- PubMed:22565269
- PubMed:22431132
- PubMed:22307918
- PubMed:22290852
- PubMed:22287955
- PubMed:22110615
- PubMed:21421378
- PubMed:21365918
- PubMed:21308964
- PubMed:21251949
- PubMed:19763864
Evidence from additional scientific databases
NIH PubChem PUG-View
Exact identifier match86137
Attributed physical-property, hazard, environmental and use annotations.
- Color/Form: Off-white powdered solid Source: Hazardous Substances Data Bank (HSDB)
- Density: 1.39 g/mL Source: Hazardous Substances Data Bank (HSDB)
- Dissociation Constants: pKa1 = 2.3; pKa2 = 3.3 Source: Hazardous Substances Data Bank (HSDB)
- Dissociation Constants: pKa = 2.3, 3.3 and 10.8; the active ingredient will exist primarily in the singly ionized form in the pH range 5-9 Source: Hazardous Substances Data Bank (HSDB)
- LogP: log Kow = 0.73 (pH 5 & 6, corrected) Source: Hazardous Substances Data Bank (HSDB)
- Melting Point: 166.0 to 166.7 °C Source: Hazardous Substances Data Bank (HSDB)
- Odor: Odorless Source: Hazardous Substances Data Bank (HSDB)
- Physical Description: Off-white odorless solid; [HSDB] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Solubility: In water, 4,160 ppm (mg/L) at 20 °C /deionized water/ Source: Hazardous Substances Data Bank (HSDB)
- Solubility: In water, 116 (pH 5), >626 (pH 7), >628 (pH 9) (all in g/l, 25 °C) Source: Hazardous Substances Data Bank (HSDB)
- Solubility: In water, 4,113 (ppm) mg/L at 20 °C /deionized water/ Source: Hazardous Substances Data Bank (HSDB)
- Solubility: Hexane 0.0006; methanol 6.68; acetonitrile 1.85; toluene 0.21; acetone 2.93; dichloromethane 14.3; ethyl acetate 1.02 (all g/100 mL) Source: Hazardous Substances Data Bank (HSDB)
- Vapor Pressure: Vapor pressure: <1.3X10-2 mPa at 25 °C (9.75X10-11 mm Hg) Source: Hazardous Substances Data Bank (HSDB)
- pH: 2.35, 1% aqueous suspension (w:v) at 24.5 °C Source: Hazardous Substances Data Bank (HSDB)
- Carcinogen Classification: No indication of carcinogenicity to humans (not listed by IARC). Source: Toxin and Toxin Target Database (T3DB)
- Signal: Warning Source: Regulation (EC) No 1272/2008 of the European Parliament and of the Council
- GHS Hazard Statements: H361d: Suspected of damaging the unborn child [Warning Reproductive toxicity]; H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]; H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard] Source: Regulation (EC) No 1272/2008 of the European Parliament and of the Council
- Precautionary Statement Codes: P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement) Source: Regulation (EC) No 1272/2008 of the European Parliament and of the Council
- Signal: Warning Source: European Chemicals Agency (ECHA)
- GHS Hazard Statements: H361 (16.8%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]; H361d (15.4%): Suspected of damaging the unborn child [Warning Reproductive toxicity]; H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]; H410 (100%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard] Source: European Chemicals Agency (ECHA)
- Precautionary Statement Codes: P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement) Source: European Chemicals Agency (ECHA)
- ECHA C&L Notifications Summary: Aggregated GHS information provided per 214 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.; Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. Source: European Chemicals Agency (ECHA)
- Signal: Warning Source: Hazardous Chemical Information System (HCIS), Safe Work Australia
- GHS Hazard Statements: H361d: Suspected of damaging the unborn child [Warning Reproductive toxicity]; H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard] Source: Hazardous Chemical Information System (HCIS), Safe Work Australia
- Precautionary Statement Codes: P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement) Source: Hazardous Chemical Information System (HCIS), Safe Work Australia
- Signal: Warning Source: Hazardous Substances Data Bank (HSDB)
- GHS Hazard Statements: H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]; H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard] Source: Hazardous Substances Data Bank (HSDB)
- Toxicity Summary: IDENTIFICATION AND USE: Imazamox is off-white powdered solid. It is a herbicide applied post-emergence in soybean. HUMAN STUDIES: In an in vitro study, human embryonic stem cells were treated with imazamox at a concentration of 0, 1, 10 or 100 umol/L, incubation did not induce cytotoxicity. ANIMAL STUDIES: In the acute toxicity studies, the substance has low acute toxicity when administered orally, dermally or by inhalation to rats. It is not a significant skin or eye irritant or a skin sensitizer. Imazamox showed no short-term and long-term toxicity after oral exposure to rats, mice and dogs up to the limit top dose level tested in each study. Based on available genotoxicity studies imazamox is unlikely to be genotoxic. The substance showed no carcinogenic potential in both species. In the multigeneration toxicity study, fertility and overall reproductive performance was not impaired. In developmental toxicity studies maternal toxicity in rats and in rabbits was observed. No developmental toxicity was observed in rats whereas agenesis of the intermediate lobe of lung and cervical hemivertebra was observed in rabbits. ECOTOXICITY STUDIES: Imazamox is practically nontoxic to avian s Source: Hazardous Substances Data Bank (HSDB)
- Environmental Bioconcentration: Imazamox concentrations in whole and edible bluegill fish tissue were below the quantification limit, and the BCF for inedible tissue was less than 1X the concentration tested(1). An estimated BCF of 3.2 was calculated in fish for imazamox(SRC), using a log Kow of 0.73(2) and a regression-derived equation(3). According to a classification scheme(4), this BCF data suggests the potential for bioconcentration in aquatic organisms is low(SRC). Source: Hazardous Substances Data Bank (HSDB)
- Environmental Fate: TERRESTRIAL FATE: Based on a classification scheme(1), Koc values ranging from 5 to 143(2) indicate that imazamox is expected to have very high mobility in soil(SRC). The pKa values of imazamox have been reported as 2.3, 3.3 and 10.8(3), indicating that this compound will exist entirely in anion form in the environment and anions generally do not adsorb as strongly to soils containing organic carbon and clay as their neutral counterparts(4). Volatilization of imazamox is not expected to be an important fate process(SRC) because this chemical expected to exist as an anion in the environment and anions do not volatilize. Imazamox is primarily degraded by microbes in soil under aerobic conditions(2,3); essentially no degradation occurs under anaerobic conditions(2). Imazamox is considered moderately persistent with half-lives ranging between 15 to 142 days(2,3); its limited persistence will restrict leaching of imazamox into groundwater(2). Source: Hazardous Substances Data Bank (HSDB)
- Environmental Fate: TERRESTRIAL FATE: In a field study with 5 soils, terrestrial dissipation half-lives ranged between 15 and 130 days(1). Leaching was found to be very limited in field studies(2). Source: Hazardous Substances Data Bank (HSDB)
- Environmental Fate: AQUATIC FATE: Based on a classification scheme(1), Koc values ranging from 5 to 143(2) indicate that imazamox is not expected to adsorb to suspended solids and sediment(SRC). The pKa values of imazamox have been reported as 2.3, 3.3 and 10.8(3) indicating imazamox will exist entirely in the anion form at pH values of 5 to 9 and, therefore, volatilization from water surfaces is not expected to be an important fate process(SRC). According to a classification scheme(4), an estimated BCF of 3.2(SRC), from its log Kow of 0.73(5) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Photodegradation can be rapid with a half-life of 6.8 hours observed in laboratory studies(2,3); this rate is only applicable at the surface of the water with rates decreasing with water depth. Imazamox is stable to hydrolysis at pH 5, 7 and 9(2). Imazamox is considered moderately persistent in soil with half-lives ranging between 15 to 142 days(2,3). Source: Hazardous Substances Data Bank (HSDB)
- Environmental Fate: ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), imazamox, which has an estimated vapor pressure of 1.26X10-11 mm Hg at 25 °C determined from a fragment constant method(2), is expected to exist solely in the particulate phase in the ambient atmosphere. Particulate-phase imazamox may be removed from the air by wet and dry deposition(SRC). Imazamox photolytically decays with reported half-lives of 6.8 hours (or 0.3 days)(5,6) and 78 minutes (or 3 days)(7) for primary degradation in aqueous media. Direct aqueous photolysis results in several stable degradates(7). Photolysis in soil is a slower process with a half-life of 65 days(6). The rate of photodegradation decreases in the presence of Cu(II) and Ca(II) salts which form stable complexes with imazamox(7). Source: Hazardous Substances Data Bank (HSDB)
- Sources/Uses: Used as broad spectrum post-emergence herbicide for soybeans; [HSDB] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Industrial Processes with risk of exposure: Farming (Pesticides) [Category: Industry] Source: Haz-Map, Information on Hazardous Chemicals and Occupational Diseases
- Uses: For imazamox (USEPA/OPP Pesticide Code: 129171) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./ Source: Hazardous Substances Data Bank (HSDB)
- Uses: Herbicide Source: Hazardous Substances Data Bank (HSDB)
- Uses: This is a man-made compound that is used as a pesticide. Source: Toxin and Toxin Target Database (T3DB)
Mapped by: Existing checksum-valid CAS to unique PubChem CID match. Retrieved: 2026-08-31. Open source record
Scientific classifications and hazard annotations provide context and do not replace the market-specific regulatory decision shown above.
Additional source coverage and match status
| Source | Result | Checked |
|---|---|---|
| NIH PubChem PUG-View | Exact match | 2026-08-31 |
A recorded no-match is useful evidence that the source was checked; it is not a claim that the substance does not exist elsewhere.
Retrieved from NIH PubChem on 2026-09-02 by checksum-valid CAS matching. Chemical properties do not replace the regulatory decision on this page.
Record details
Chemical name
Imazamox (ISO); (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid
Chemical / IUPAC name
Imazamox (ISO); (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid
Regulatory information
CMR
| Category | Carcinogenic | Mutagenic | Reprotoxic |
|---|---|---|---|
| Cat. 2 | — | — | ✓ |
Key data
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What Annex II means for Imazamox (ISO); (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid
Imazamox (ISO); (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid is listed as a prohibited substance under Annex II of EU Cosmetics Regulation 1223/2009 and must not be intentionally added. Article 17 separately addresses unintended small quantities that are technically unavoidable under good manufacturing practice and compatible with the Article 3 safety requirement.
Formulators must screen their ingredients and raw materials to ensure none contain this substance. Suppliers should provide documentation confirming absence when requested.
The page also surfaces 12 related annex records with overlapping identifiers, annex logic or naming patterns.
Compliance checklist
- Verify this substance is absent from all raw materials and finished formulations.
- Request absence confirmation or CoA from raw material suppliers.
- Document the screening result in the Product Information File (PIF).
- This substance has CMR classification. Review the CMR table above and verify current Annex II/III status before use.
Frequently asked questions
Yes. Imazamox (ISO); (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid is listed in Annex II of EU Cosmetics Regulation 1223/2009 and is prohibited as an intentionally added cosmetic ingredient. Article 17 provides a narrow exception for unintended small quantities that are technically unavoidable under good manufacturing practice, provided the product remains safe under Article 3.
CAS 114311-32-9 is the unique numerical identifier assigned to Imazamox (ISO); (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid by the Chemical Abstracts Service. In cosmetic compliance work, the CAS number is used to cross-reference the substance across regulatory databases, raw material specifications and safety assessment reports. Multiple EU annex entries may share the same CAS number if the same substance appears under different conditions or in different annexes.
Imazamox (ISO); (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid has a CMR (carcinogenic, mutagenic or reprotoxic) classification under EU CLP Regulation. Under Article 15 of EU Cosmetics Regulation 1223/2009, CMR substances of category 1A or 1B are prohibited in cosmetics unless specifically permitted. Category 2 CMR substances may be used only if assessed safe by the SCCS. Always verify current annex status and any applicable derogations before use.
Use the INCI Checker tool on this site to paste your full ingredient list (INCI) and scan it against all Annex II–VI entries. The tool highlights any ingredients that match restricted, prohibited or allergen-flagged records. This is useful for rapid compliance screening of finished product formulas or raw material declarations.
Source note for Annex II record Imazamox (ISO); (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid
This page summarizes one Annex II record for Imazamox (ISO); (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid from public European Commission cosmetic materials and adds linked inventory or identifier matches when available.
Use this record page to review Annex II conditions for Imazamox (ISO); (RS)-2-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-5-methoxymethylnicotinic acid, but confirm any final regulatory decision against the current official annex wording and source files.
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