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Emamectin Benzoate

HCID 11650986
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GrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
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Grundinformationen

CAS
137512-74-4
Standard-SMILES
CC[C@H](C)[C@H]1O[C@]2(C=C[C@@H]1C)C[C@@H]1C[C@@H](C/C=C(\C)[C@@H](O[C@H]3C[C@H](OC)[C@@H](O[C@H]4C[C@H](OC)[C@@H](NC)[C@H](C)O4)[C@H](C)O3)[C@@H](C)/C=C/C=C3\CO[C@@H]4[C@H](O)C(C)=C[C@@H](C(=O)O1)[C@]34O)O2.O=C(O)c1ccccc1
InChIKey
ISGYOHXFFCGHKT-LZTRAZQASA-N
Summenformel
C56H81NO15
Durchschnittliche Molmasse
1.008,2 g/mol
Monoisotopische Masse
1.007,56062088

Überblick

Emamectin benzoate (Proclaim) is an avermectin class insecticide developed for the control of lepidopteron insects. This class of pesticide consists of homologous semi-synthetic macrolides that are derived from the natural fermentation products of Streptomyces bacteria. It kills insects by disrupting neurotransmitters, causing irreversible paralysis. It is more effective when ingested, but it also somewhat effective on contact. When sprayed to foliage, emamectin benzoate penetrates the leaf tissue and forms reservoir within treated leaves, which provides residual activity against pests that ingest the substance when feeding. Emamectin is widely used in the US and Canada as an insecticide because of its chloride channel activation properties. It is approved by the EPA for use in prevention of emerald ash borer in ash trees. Emamectin has also shown promising applications in the eradication of fish lice and in fish farming.

Namen und Bezeichner

Bevorzugter Name
Emamectin Benzoate
IUPAC
benzoic acid;(1'R,2R,3S,4'S,6S,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-2-[(2S)-butan-2-yl]-21',24'-dihydroxy-12'-[(2R,4S,5S,6S)-4-methoxy-5-[(2S,4S,5S,6S)-4-methoxy-6-methyl-5-(methylamino)oxan-2-yl]oxy-6-methyloxan-2-yl]oxy-3,11',13',22'-tetramethylspiro[2,3-dihydropyran-6,6'-3,7,19-trioxatetracyclo[15.6.1.14,8.020,24]pentacosa-10,14,16,22-tetraene]-2'-one
Englischer Name
Emamectin benzoate
Summenformel
C49H77NO13
Molmasse
888.13

Namen und Synonyme

Emamectin benzoate155569-91-8ProclaimDenimSliceShot-WanMethylamino abamectin benzoateEmamectin benzoate (salt)MK-244MK 244Avermectin b1, 4''-deoxy-4''-(methylamino)-, (4''R)-, benzoate (salt)4''-deoxy-4''-epi-N-methylaminoavermectin b1 benzoate
Weitere Namen anzeigen
Emamectine BenzoateEMaMectin Benzoate TechSch 58854Proclaim 5SGPROCLAIM(BANLEPTM)EMAMECTIN MIN.:90%EMAMECTIN MIN,:60%Avermectin Benzoate
HVM3G4A01WDTXSID0034566RefChem:590735CHEBI:39233SCH-58854(2S,3S,4S,6S)-6-(((2S,3S,4S,6R)-6-((1'R,2S,4'S,5S,6R,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-6-((2S)-butan-2-yl)-21',24'-dihydroxy-5,11',13',22'-tetramethyl-5,6-dihydro-3',7',19'-trioxaspiro(pyran-2,6'-tetracyclo(15.6.1.14,8.020,24)pentacosane)-10',14',16',22'-tetraen-2'-oneoxy)-4-methoxy-2-methyloxan-3-yl)oxy)-4-methoxy-N,2-dimethyloxan-3-aminium benzoateEmamectin B1 Benzoate137512-74-4

Eigenschaften

Berechnete Struktureigenschaften

Polarare Oberfläche (TPSA)
199 Ų
H-Brücken-Donoren
4
H-Brücken-Akzeptoren
16
Frei drehbare Bindungen
10
Schwere Atome
72
Formalladung
0
Komplexität
1.850

Experimentelle und physikochemische Eigenschaften

PesticidesPesticide (Emamectin benzoate) -> USDA PDB

Physikochemische Eigenschaften

Schmelzpunkt
146 · 146-150°C
Dampfdruck
4 x · 4 x 10-7mPa
storage temp.
Refrigerator
Löslichkeit
Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand
Solid
pka
4.2 · 4.2; 7.6(at 25℃)
Wasserlöslichkeit
320 mg · 320 mg l-1 (pH 5), 24 mg l-1 (pH 7), 0.1 mg l-1 (pH 9)
Farbe
Pale Yellow to Light Yellow

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H301: Toxic if swallowed [Danger Acute toxicity, oral]

P260, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P354+P338, P308+P316, P316, P317, P319, P321, P330, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 1% (1 of 105) of reports.

Danger

H301+H311+H331 (98.1%): Toxic if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]

Gefahrenhinweise

Regulatory Information · 2 Einträge

Emamectin Benzoate is listed in the dataset of EPA Human Health Benchmarks for Pesticides under the Safe Drinking Water Act (40 eCFR 141)

Emamectin benzoate: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and Categories · 4 Einträge

Acute Tox. 3 (99%)

Acute toxicity (Oral) - Category 3

Acute toxicity (Dermal) - Category 3

Acute Tox. 3

Toxikologische Informationen

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
RAIS Toxicity Values · 4 Einträge

0.0025

OPP

0.0025

OPP

EPA Human Health Benchmarks for Pesticides

Chemie und Industrie

Pharmakologische Informationen

MeSH Pharmacological Classification · 2 Einträge

Drugs used to treat or prevent parasitic infections.

Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.

Verwendung und Herstellung

UsesThis is a man-made compound that is used as a pesticide.
Use ClassificationVeterinary Drug -> VETERINARY_DRUG -> JECFA Functional Classes

Anwendungen

VerwendenEmamectin benzoate is a second-generation avermectin insecticide highly effective against a broad range of lepidopteran larvae and certain other insects.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

Abamectin

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Datenbank-Bezeichner

CAS
137512-74-4、155569-91-8
PubChem CID
11650986
ChEMBL
CHEMBL1883852、CHEMBL2289747
EC Number
605-015-1
· 6 Einträge

Emamectin Benzoate

0.0025

17

Children

0.0025

15

Sicherheitsdaten

Toxizität
LD50 in mallard ducks, northern bobwhite quail (mg/kg): 76, 264 orally (Chukwudebe)