122666-95-9CC1=C[C@H]2C(=O)O[C@H]3C[C@@H](C/C=C(\C)C[C@@H](C)/C=C/C=C4\CO[C@H]([C@@H]1O)[C@@]42O)O[C@@]1(CC[C@H](C)[C@@H](C)O1)C3ZLBGSRMUSVULIE-GSMJGMFJSA-NMilbemycin A3 is a milbemycin.
Insecticides
Active substance -> EU Pesticides database: Approved
Nematicides, Acaricides, Insecticides
Pesticide (Milbemectin) -> USDA PDB
Milbemycin A3: In methanol 64.8, ethanol 41.9, acetone 66.1, n-hexane 1.4, benzene 143.1, ethyl acetate 69.5 (all in g/L, 20 °C). Milbemycin A4: In methanol 458.8, ethanol 234.0, acetone 365.3, n-hexane 6.5, benzene 524.2, ethyl acetate 320.4 (all in g/L, 20 °C).
Milbemycin A3: In water 0.88 ppm (20 °C). Milbemycin A4: In water 7.2 ppm (20 °C)
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P261, P264, P270, P271, P273, P301+P317, P304+P340, P317, P319, P330, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 33 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
European Commission/Health & Consumer protection Directorate-General; Commission Working Document on Milbemectin (04 April 2005). Available from: http://ec.europa.eu/food/plant/protection/evaluation/newactive/milbemectin_draft_review_report.pdf as of February 21, 2008.
California Environmental Protection Agency/Department of Pesticide Regulation; Toxicology Data Review Summaries. Available from: http://www.cdpr.ca.gov/docs/risk/toxsums/toxsumlist.htm on Milbemectin as of February 7, 2008.
International Maritime Organization: UN 1993, Flammable liquid, n.o.s. (contains cyclohexanone and aromatic hydrocarbons), 3, PGIII, Marine Pollutant /Ultiflora Miticide/[Gowan Company LLC; Technical MSDS's on Ultiflora p.4 (1/10/2007). Available from, as of February 22, 2008: http://www.gowanco.com/default.aspx]
Extensively metabolised /in animals/ (no parent compound in faeces or bile at low dose) mainly by hydroxylation, also evidence for minor glucuronidation pathway. /From table/
Fifty-three Fischer 344 rats (5/sex/group) were dosed with (14)C-Milbemycin A4 ((14)C-E187) orally by gavage ... The major metabolite found in plasma, liver, and kidney samples was 13-hydroxy A4, accounting for up to 60.2, 52.4, and 66.7% of the total radioactive residue, respectively. The following metabolites were characterized from the feces: dihydroxylated A4s (3 metabolites); and trihydroxylated A4s (2 metabolites). The major urinary metabolite was dihydroxylated A4s (0.95 to 4.38% of admin dose).
Agents that kill parasitic worms. They are used therapeutically in the treatment of HELMINTHIASIS in man and animal.
Substances used in the treatment or control of nematode infestations. They are used also in veterinary practice.
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.
Absorption, distribution, excretion and metabolism in mammals: At least 47% /absorbed/ at single low dose (2.5 mg/kg), based on biliary and urinary excretion. Widely distributed; highest residues in adrenals, kidneys, pancreas, lymph nodes, and reproductive fat. No evidence for accumulation. /24 hr excretion/ urinary 5 to 9%; fecal 85 to 100%. /From table/
Fischer 344 rats (5/sex/group) were dosed with (14)C-Milbemycin A4 (14C-E187) orally by gavage at dose levels of 2.5 mg/kg (low dose) and 25 mg/kg (high dose) according to the following regimen: (1) single low dose; (2) 14-day repeated nonlabelled dose followed by a single carbon-14 low dose; (3) single high dose; (4) single low dose to monitor pharmacokinetics; and (5) single high dose for pharmacokinetics. Tissue distribution studies were conducted using 9 rats/sex/group by administering single oral low and high doses. Bile cannulation studies were conducted using 4 rats/sex/group by admin single oral low and high doses. For the single oral low and high dose and repeated dose groups, the mean total recoveries of the admin (14)C ranged from 93.7 to 106%, with 81.5 to 100% eliminated in feces and 3.28 to 9.29% in urine. The amt in the remaining tissues were < 0.44% of the total radioactive residue (TRR). Excretion of carbon-14 was rapid with most being excreted within 24 hr of admin. The amt of carbon-14 detected in bile and urine indicated that ca 50% (at low dose) and 30% (at high dose) of carbon-14 was absorbed. Following the oral dose, the plasma concn of carbon-14 peaked after 2 to 3 hr post-dose. Most of the carbon-14 in tissues was found in the gastrointestinal tract or in the liver ...
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122666-95-9、51570-36-6、51596-10-2DTXSID1058391CHEMBL2272396、CHEMBL499030CHEBI:39228DOT Classification: UN 1993, Flammable liquid, n.o.s. (contains cyclohexanone and aromatic hydrocarbons), 3, PGIII /Ultiflora Miticide/[Gowan Company LLC; Technical MSDS's on Ultiflora p.4 (1/10/2007). Available from, as of February 22, 2008: http://www.gowanco.com/default.aspx]
International Civil Aviation Organization: UN 1993, Flammable liquid, n.o.s. (contains cyclohexanone and aromatic hydrocarbons), 3, PGIII /Ultiflora Miticide/[Gowan Company LLC; Technical MSDS's on Ultiflora p.4 (1/10/2007). Available from, as of February 22, 2008: http://www.gowanco.com/default.aspx]
Appropriate Extinguishing Media: CO2, dry chemical, foam, water. Fire Fighting Guidance: Move containers from fire area if it can be done without risk. Isolate hazard area; avoid inhalation of smoke and fumes. Contain runoff by diking to prevent entry into sewers or waterways. /Ultiflora Miticide/
Do not use or store near heat or open flame. Store in original container and keep closed. Store in a cool, dark place. Do not contaminate other pesticides, fertilizers, water, foodstuffs, or feed by storage and disposal. /Ultiflora Miticide/
Keep material out of streams and sewers. Dike to confine spill and absorb with an absorbent such as clay, sand or soil. Vacuum, shovel or pump wastes into a drum for later disposal. Wash area with water and detergent thoroughly and collect washwaters into a drum for later disposal. /Ultiflora Miticide/
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Do not contaminate water, foodstuff or feed by disposal. Open dumping or burning of this product or its packaging is prohibited. Burning in an incinerator can be made in accordance with local relevant laws and regulations. However, the appropriate regulatory agencies should be contacted prior to disposal, because acceptable methods of disposal may vary by location, and regulatory requirements may change. ... /Ultiflora Miticide/
This product is toxic to fish ... Drift or runoff from treated area may be hazardous to aquatic organisms in neighboring aquatic site. Do not contaminate water when disposing of equipment washwaters. /Ultiflora Miticide/
... Pesticide Disposal: Wastes resulting from the use of this product may be disposed of ... at an approved waste disposal facility. ... /Ultiflora Miticide/
... Container Disposal: Triple rinse (or equivalent). Then offer for recycling or reconditioning, or puncture and dispose of in a sanitary landfill, or incineration or, if allowed by state and local authorities, by burning. If burned, stay out of smoke. /Ultiflora Miticide/
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
Personal protective equipment (PPE): Some materials that are chemical-resistant to this product are listed below. If you want more options, follow the instructions for category F on an EPA chemical resistance category selection chart. Mixers, loaders, applicators and other handlers must wear: Long-sleeved shirt and long pants; Chemical-resistant gloves, such as barrier laminate, butyl or nitrile rubber or Viton; Shoes plus socks. Follow manufacturer's instructions for cleaning/maintaining PPE. If no such instructions for washables, use detergent and hot water. Keep and wash PPE separately from other laundry. /Ultiflora Miticide/
LC50 Lepomis macrochirus (bluegill) 0.028 mg/L/96 hr; flow-through /Milbemectin technical/ /From table/
LC50 Oncorhynchus mykiss (rainbow trout) 0.0044 mg/L/96 hr; flow-through /Milbemectin technical/ /From table/
LC50 Oncorhynchus mykiss (rainbow trout) 0.0048 mg/L/96 hr; flow-through /Milbeknock 1% EC/ /From table/
LC50 Oncorhynchus mykiss (rainbow trout) 0.0057 mg/L/96 hr; static /Milbeknock 1% EC/ /From table/
For more Ecotoxicity Values (Complete) data for MILBEMECTIN (15 total), please visit the HSDB record page.
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 38,600(SRC), determined from a log Kow of 5.9(2) and a regression-derived equation(3), indicates that milbemectin is expected to be immobile in soil(SRC). Volatilization of milbemectin from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.8X10-15 atm-cu m/mole(SRC), using a fragment constant estimation method(4). Milbemectin is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 9.8X10-11 mm Hg at 20 °C(5). The half-life of milbemectin in soil was reported to range from 16 to 33 days(2).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 38,600(SRC), determined from a log Kow of 5.9(2) and a regression-derived equation(3), indicates that milbemectin is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 3.8X10-15 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 7000(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). Biodegradation data for milbemectin in water were not located(SRC, 2008); however, a biodegradation half-life of 16-33 days in soil(2) suggests biodegradation in natural water may be an important environmental fate process(SRC). Milbemectin is reported to hydrolyze in alkaline media(2); however, no rate for this reaction was reported.
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), milbemectin, which has a vapor pressure of 9.8X10-11 mm Hg at 20 °C(2), is expected to exist solely in the particulate phase. Particulate-phase milbemectin may be removed from the air by wet or dry deposition(SRC). Milbemectin contains chromophores that absorb at wavelengths >290 nm and therefore may be susceptible to direct photolysis by sunlight(3).
/OTHER TERRESTRIAL SPECIES/ Apis mellifera (honeybee) cage study with Milbeknock 1% EC - endpoints: mortality, foraging, brood - dosages: 27.9 active substance (as)/hectare (ha) (exposure to dried residues), 2.96 g as/ha (direct spray) and 7.5 g as/ha (direct spray) - effects: no effects at the three tested dosages. /Milbeknock 1% EC/ /From table/
The Koc of milbemectin is estimated as 38,600(SRC), using a log Kow of 5.9(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that milbemectin is expected to be immobile in soil(SRC).
Milbemectin's production may result in its release to the environment through various waste streams; its use as an acaricide and insecticide(1) will result in its direct release to the environment(SRC). Milbemectin is a mixture of homologues milbemycin A3 (methyl) and milbemycin A4 (ethyl) in the ratio 3 to 7(1).
An estimated BCF of 7,000 was calculated in fish for milbemectin(SRC), using a log Kow of 5.9(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is very high(SRC), provided the compound is not metabolized by the organism(SRC).
The Henry's Law constant for milbemectin is estimated as 3.8X10-15 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that milbemectin is expected to be essentially nonvolatile from water surfaces(2). Milbemectin's estimated Henry's Law constant indicates that volatilization from moist soil surfaces is not expected to be an important environmental fate process(SRC). Milbemectin is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 9.8X10-11 mm Hg at 20 °C(3).
/LABORATORY ANIMALS: Acute Exposure/ May cause slight eye irritation. Not a dermal irritant. Not a skin sensitizer. /Ultiflora Miticide/
/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ E-187 ( ... purity = 93.7%) was admin to 4 beagle dogs per sex per dose by gelatin capsule at dose levels of 0 (empty capsule), 3, 10, or 30 mg/kg/day once a day 7 days/wk for 13 wk. No animals died. Treatment-related tremor of the head, sedation, salivation, staggering gait, and eye discharge were observed in both sexes at 30 mg/kg/day. A treatment-related decr in bw and a treatment-related incr in mean relative adrenal weight were observed in males at 30 mg/kg/day. Microscopic examination revealed treatment-related C-cell hyperplasia in females at 30 mg/kg/day. Possible adverse effect: tremor of the head. NOEL (M/F)= 10 mg/kg/day based on clinical signs.
/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ F344 rats (80 rats/sex/group) were fed E-187 technical ( ... purity ca 94.5 % ai); in the diet at concn of 0, 15, 150, 750 ppm (1500 ppm up to wk 7)((M): 0, 0.71, 6.81, 32.64 (120.91 at 1500 ppm) mg/kg/day, (F): 0, 0.92, 8.77, 44.41 (132.39 at 1500 ppm) mg/kg/day) for 104 wk. Symptoms such as stained eyelids, and marked overgrowth of incisors were observed at the beginning of admin at 1500 ppm. Animals in both sexes at 750 ppm showed a high incidence of thin hair and enlargement of hair follicles. The bw of females were slightly suppressed from wk 78 till the end of the admin at the highest dose tested. Incr in the relative weights of liver and kidneys were consistently observed in both sexes at the highest dose tested. Incidence of chronic nephrosis (moderate) and reduction in mineral deposition in the cortico-medullar junction were observed in the males and females, respectively at the highest dose tested. There were no incr in non-neoplastic and neoplastic lesions, abnormalities in food efficiency, urinary changes, or ophthalmological changes observed during the study that could be attributed to admin of the test material. Survival was unaffected by the admin. ... Chronic NOEL (M/F): 150 ppm (M: 6.81 mg/kg/day, F: 8.77 mg/kg/day) (based on reduced bw and thinning hair at 750 ppm) ...
/LABORATORY ANIMALS: Chronic Exposure or Carcinogenicity/ Forty-eight Beagle dogs (6/sex/group) were admin orally E-187 Technical ( ... 95.6 % ai (A3, 21.8 %; A4, 73.8 %)) by gelatin capsule at doses of 0, 3, 10, 30 mg/kg/day for 1 yr. No mortality was observed during the study. No treatment-related abnormalities were found in any of the parameters in either sex at 3 mg/kg/day. The bw of female were depressed in 10 mg/kg/day group from wk 13, and at 30 mg/kg/day from wk 1. The mean weights of female were 0.9 and 1.6 kg lower than the control value in the 10 and 30 mg/kg/day treatment groups, respectively, at wk 52. The absolute and relative liver weights were significantly incr in males at 10 and 30 mg/kg/day. Other observations reported at 30 mg/kg/day dose level were lower food consumption, incidences of vomiting, sedation, staggering gait, tremors, and salivation in the females. Significant incr in cholesterol and calcium values were observed in the males at wk 26 and 52. Also, sedation and staggering gait were observed in one male. ... No abnormal histopathological changes were detected in the treatment groups. Chronic NOEL (M/F): 10 mg/kg/day (based on clinical signs at 30 mg/kg/day) ...
Milbemectin was reported as unstable in alkaline media(1) and is expected to undergo hydrolysis in the environment since it contains functional groups that hydrolyze under environmental conditions(2); however, the rate of this reaction is not known(SRC). Milbemectin contains chromophores that absorb at wavelengths >290 nm and therefore may be susceptible to direct photolysis by sunlight(2).
For Milbemectin (USEPA/OPP Pesticide Code: 090105) 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./
Acaricide, insecticide. For use on apples, pears, strawberries, cotton, and ornamentals. Control of citrus red mites and pink citrus rust mites on citrus, Kanzawa spider mites on tea, land spider mites on aubergines.
Trade name: Milbeknock (milbemectin 1% EC)
Trade name: Ultiflora/Ultiflora Miticide (Milbemectin (1 % w/w))
Milbemectin is formulated as an emulsifiable concentrate (EC) or wettable powder (WP)
개요Milbemycin A3 is a member of a complex family of macrocyclic lactones that contain a characteristic spiroketal group produced from the fermentation of soil bacterium S. hygroscopicus subsp. aureolacrimosus. As a compound that potentiates glutamate and GABA-gated chloride-channel opening, milbemycin A3 is used as a nematocide and insecticide. The acaricidal and nematocidal activity of a mixture of milbemycin A3 and milbemycin A4 against adult spider mites, spider mite eggs, and C. elegans are reported at IC50 values of 5.3, 41.1, and 9.5 μg/ml.
용도Milbemycins are a complex family of macrocyclic lactones containing a highly characteristic spiroketal group, produced by Streptomyces hydroscopicus subsp. aureolarcrimosus. Milbemycin A3 is a major member of a group of analogues containing a 25-methyl substituent. Milbemycin A3 is a highly selective and potent nematocide and insecticide. Like the closely related avermectins, milbemycins are thought to act on chloride-gated ion channels.
For more Non-Human Toxicity Excerpts (Complete) data for MILBEMECTIN (15 total), please visit the HSDB record page.