Ethyl-[2-(4-phenoxyphenoxy)ethyl]carbamat
Fenoxycarb · Pyctyl · ABG-6215 · FENOXYXARB · Comply(TM) · 25%Fenoxycarb · Fenoxycarb 13C6 · [13C6]-Fenoxycarb
![Molekülstruktur von Ethyl-[2-(4-phenoxyphenoxy)ethyl]carbamat](/img/chemical/51605.png)
Identifikatoren & physikalische Daten
| CAS No. | 72490-01-8 |
|---|---|
| Summenformel | C17H19NO4 |
| Durchschnittliche Molmasse | 301,34 g/mol |
| Monoisotopische Masse | 301,13140809 g/mol |
| SMILES | CCOC(=O)NCCOc1ccc(Oc2ccccc2)cc1 |
| InChIKey | HJUFTIJOISQSKQ-UHFFFAOYSA-N |
| PubChem CID | 51605 |
| ChEMBL | CHEMBL15780 |
| ChEBI | CHEBI:5009 |
| EC No. | 276-696-7 |
| DTXSID | DTXSID7032393 |
| Lokaler Name | Ethyl-[2-(4-phenoxyphenoxy)ethyl]carbamat |
Chemische & physikalische Eigenschaften
| XLogP | 4,3 |
|---|---|
| Polarare Oberfläche (TPSA) | 56,8 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 4 |
| Frei drehbare Bindungen | 8 |
| Schwere Atome | 22 |
| Formalladung | 0 |
| Komplexität | 310 |
| Pestizide | PesticidesInsecticidesActive substance -> EU Pesticides database: Not approvedPesticides -> Other InsecticidesEnvironmental transformation -> Pesticides (parent, predecessor) |
| LogP (Verteilungskoeffizient) | log Kow = 4.30 |
| Dichte | 1.23 at 20 °C1.1222 (rough estimate) |
| Color/Form | Crystals from petroleum etherColorless to white crystals |
| Löslichkeit | In water, 6.00 mg/L at 20 °CSoluble in organic solventsslightly soluble in hexaneIn water, 5.76 ppm at 23 °CIn ethanol 510, acetone 770, toluene 630, n-hexane 5.3, n-octanol 130 (all in g/L, 25 °C)4.6g/L in organic solvents at 20 ℃7.9mg/L at 25℃ |
| Corrosivity | Non-corrosive |
| Flammpunkt | 224 °C (435 °F) |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Decomposition | When heated to decomposition it emits toxic vapors of nitrogen oxides. |
| Schmelzpunkt | 53-54 °C53-54° |
| Dampfdruck | 0.00000001 [mmHg]6.5X10-9 mm Hg at 25 °C (8.67X10-4 mPa)0Pa at 25℃ |
| Physical Description | Fenoxycarb is a white crystalline solid. Selective insecticide.Colorless to white solid[HSDB] |
| Siedepunkt | 442.47°C (rough estimate) |
| Brechungsindex | 1.5400 (estimate) |
| Lagerbedingungen | Store at -20°C |
| pKa (Säurekonstante) | 12.13±0.46(Predicted) |
| BRN | 6932817 |
| Henry-Konstante | 2.3×104 mol/(m3Pa) at 25℃, Duchowicz et al. (2020) |
| Hauptanwendungen | agricultureenvironmental |
| InChI | 1S/C17H19NO4/c1-2-20-17(19)18-12-13-21-14-8-10-16(11-9-14)22-15-6-4-3-5-7-15/h3-11H,2,12-13H2,1H3,(H,18,19) |
| InChIKey | HJUFTIJOISQSKQ-UHFFFAOYSA-N |
| SMILES | CCOC(=O)NCCOc1ccc(Oc2ccccc2)cc1 |
| LogP (Verteilungskoeffizient) | 4.07 at 25℃ |
| EPA chemische Informationen | Fenoxycarb (72490-01-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH351: Suspected of causing cancer [Warning Carcinogenicity]P203, P273, P280, P318, P391, P405, and P501 (click each P-code to see the statement)H351 (80.7%): Suspected of causing cancer [Warning Carcinogenicity] |
|---|---|
| Regulatorische Informationen | Hazard Traits - CarcinogenicityCommission Regulation (EC) No 1490/20022011/20/EU, Reg. (EU) 2022/801, Reg. (EU) No 540/2011Status: Active Update: 21-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/32460Fenoxycarb: HSNO Approval: HSR003370 Approved with controls |
| DOT-Kennzeichnung | Class 9 |
| Brandgefahren | Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: |
| Gesundheitsgefahren | Excerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]: |
| Gefahrenübersicht | A mild eye irritantLiver injury occurs in high-dose animal studies[HSDB] No evidence of effects on ruminant reproduction when used as directed in pastures or hay fields to kill fire ants[REPROTOX] TLV Basis is liver & lung damage[ACGIH] |
| Reaktive Gruppe | Carbamates |
| FIFRA-Anforderungen | The Agency does not expect the current risks associated with fenoxycarb use to differ from those identified during the fenoxycarb reregistration process. The existing stocks sales and distribution deadlines included in the December 30, 2010 cancellation order ensure that fenoxycarb sale, distribution, and use will decline and eventually cease entirely in the United States in the future. During the interim period, the Agency believes that existing stocks of fenoxycarb products may be used until depleted without causing unreasonable risk to human health and the environment. Pursuant to 40 CFR section 155.57 and 155.58, the Agency is issuing the Registration Review Final Decision, thus concluding the fenoxycarb registration review, for the reasons discussed above. The affected product registrations are subject to the terms and conditions of the December 30, 2010 cancellation order. |
Anwendungen & Verwendung
Beschreibung
Fenoxycarb is a non-neurotoxic carbamate insecticide that acts as an insect growth regulator via juvenile hormone-like activity. It inhibits terminal development of first instar and newly transformed second instar nymphs of Florida red scale (C. aonidum) when used at a concentration of 0.0125% AI. Fenoxycarb (5 and 10 mg AI/colony) reduces the colony size index of laboratory colonies of red imported fire ants (S. invicta) by 93.6 to 95.9% at 8 weeks post-treatment. It is toxic to D. magna (LC50 = 0.5 mg a.s./L) and fish including O. mykiss, L. macrochirus, C. carpio, I. punctatus, and C. variegatus (LC50s = 0.66-1.5 mg a.s./L), but is not toxic to rats (LD50 = >10,000 mg/kg). Fenoxycarb is also an antagonist of α4β40-, α4β2-, α3β4-, and α3β2-containing rat nicotinic acetylcholine receptors (nAChRs; IC50s = 3, 2.4, 1.8, and 7.6 μM, respectively) but not rat brain acetylcholinesterase (AChE; IC50 = >1,000 μM).
Verwenden
Fenoxycarb is a carbamate insect growth regulator by preventing immature insects from reaching maturity by mimicking juvenile hormone.