62655-72-5CCC(C)c1cc([N+](=O)[O-])cc([N+](=O)[O-])c1OC(=O)OC(C)CHDWLUGYOLUHEMN-UHFFFAOYSA-NDinobuton is a C-nitro compound.
62655-72-5、973-21-7Acaricides, Fungicides
Active substance -> EU Pesticides database: Not approved
Pesticides -> Other Insecticides
CRYSTALS FROM METHANOL OR PETROLEUM ETHER
PALE YELLOW SOLID
SOL IN ALIPHATIC HYDROCARBONS, ETHANOL, FATTY OILS; HIGHLY SOL IN LOWER ALIPHATIC KETONES, AROMATIC HYDROCARBONS
In water, 0.1 mg/100 ml at 20 °C. In acetone 120, ethanol 8.3, xylene 89, n-hexane 1.9 (all in g/100 ml at 20 °C)
56-57 °C
MP: 58-60 °C; NONCORROSIVE /TECHNICAL PRODUCT, 97% PURE/
0.0000011 [mmHg]
Less than 10-5 mbar at 20 °C
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
Danger
H301: Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P273, P301+P316, P321, P330, P391, P405, and P501 (click each P-code to see the statement)
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P264, P270, P273, P301+P316, P321, P330, P391, P405, and P501 (click each P-code to see the statement)
A metabolic stimulant that causes weight loss in high-dose animal studies; NOAEL for dogs is 4.5 mg/kg daily; [HSDB] One of the nitrocresolic compounds that can cause fatal poisonings after dermal contamination; Effects include uncoupling oxidative phosphorylation, acute hyperthermia, liver and kidney injury, and yellow staining of skin; [EPA Pesticides, p. 104-5] May cause irritation, GI disturbances, and cyanosis; May cause injury to cardiovascular system, kidneys, and liver; [MSDSonline] See Dinocap.
Dinobuton
Marine pollutant
Acute Tox. 3 (100%)
Acute toxicity - category 3
Acute Tox. 3 *
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
TWENTY-EIGHT DAYS AFTER TOPICAL APPLICATION...TO APPLE FRUITS, ABOUT 75 /%/...LOST. ANALYSES OF PEEL INDICATED PRESENCE OF...2-AMINO-6-SEC-BUTYL-4-NITROPHENOL & 3-(3,5-DINITRO-2-HYDROXYPHENYL)BUTYRIC ACID.
...STUDIES WITH [RING-(14)C]DINOBUTON. TREATMENT OF WATER-SOL MATERIALS WITH BETA-GLUCOSIDASE &/OR GLUSULASE LIBERATED SIGNIFICANT PERCENTAGE OF (14)C ACTIVITY AS ETHER-EXTRACTABLE METABOLITES. TLC OF...EXTRACTS REVEALED PRESENCE OF DINOSEB, 4-AMINO-6-NITRO-2-SEC-BUTYLPHENOL, 6-AMINO-4-NITRO-2-SEC-BUTYLPHENOL, & OTHER UNIDENTIFIED PRODUCTS.
AFTER INJECTION OF DINOBUTON INTO STEMS OF BEAN PLANTS, DNBP /DINITRO-ORTHO-SEC-BUTYLPHENOL/, 4-NH2-NBP /4-AMINO-6-NITRO-2-SEC-BUTYLPHENOL/, & 6-NH2-NBP /6-AMINO-4-NITRO-2-SEC-BUTYLPHENOL/...OBSERVED IN CONJUGATED FORM AS BETA-GLUCOSIDES. SOME CO2 RELEASED BY HYDROLYSIS...WAS ALSO INCORPORATED INTO PLANT MATERIALS.
IN FRESH SHEEP RUMEN FLUID, DINOBUTON WAS RAPIDLY DECOMPOSED. SIMULTANEOUSLY, AMT OF 6-ANBP INCR. DIAMINOPHENOL (DABP) WAS END PRODUCT OF RUMINAL METABOLISM.
For more Metabolism/Metabolites (Complete) data for DESSIN (6 total), please visit the HSDB record page.
[CARBONYL-(14)C]DINOBUTON...WAS RAPIDLY HYDROLYZED IN ORALLY TREATED MICE & RATS... RATS EXCRETED VIRTUALLY ALL OF DOSE OF [PHENYL-(14)C] DINOBUTON IN 72 HR, BUT MICE EXCRETED LESS (74%); MORE THAN ONE-HALF OF URINARY LABEL IN BOTH...WAS POLAR MATERIAL...BUT SMALL AMT OF TWO AMINO-PHENOLS & TWO CARBOXYLIC ACIDS...IDENTIFIED
Used as non-systemic acaricide, fungicide, and miticide; [HSDB]
Farming (Pesticides) [Category: Industry]
NON-SYSTEMIC ACARICIDE & FUNGICIDE
Miticide
Non-systemic acaricide, principally for control of motile stages of spider mites, with secondary fungicidal activity. Used for the control of spider mites in fruit, vegetable, hop, and vine cultivation. Control of powdery mildew on pome fruit and cucumbers. Also recommended for glasshouse use.
현재 필터 조건에 해당하는 반응 기록이 없습니다.
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DTXSID4040268CHEMBL1358468CHEBI:81914Dinobuton is easily converted by hydrolysis into the corresponding dinitrophenol (dinoseb) which is even more toxic than the original product. Incineration is suggested at 1000 °C (2.0 sec minimum) with adequate scrubbing equipment for the removal of NO(x). Recommendable method: Incineration. Not recommendable method: Hydrolysis.
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 6800(SRC), determined from a structure estimation method(2), indicates that Dessin will be immobile in soil(SRC). Dessin may biodegrade under anaerobic conditions; in ruminal fluid, this compound was rapidly degraded(3). In alkaline water, this compound should hydrolyze to dinoseb(4). Volatilization of Dessin is not expected from moist soil surfaces(SRC) given an estimated Henry's Law constant of 1.6X10-8 atm-cu m/mole(SRC), using a recommended regression equation(5). Volatilization should not occur from dry soil surfaces(SRC), based on an estimated vapor pressure of 1.1X10-6 mm Hg(SRC), determined from a fragment constant method(6). Photodegradation of Dessin on soil surfaces may occur; dessin, exposed to sunlight on bean foliage, formed several degradation products(7).
AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 6800(SRC), determined from a structure estimation method(2), indicates that Dessin should adsorb to suspended solids and sediment in water(SRC). Dessin may biodegrade under anaerobic conditions; in ruminal fluid, this compound was rapidly degraded(3). In alkaline water, this compound should hydrolyze to the parent compound, dinoseb(4). Dessin is not expected to volatilize from water surfaces based on an estimated Henry's Law constant of 1.6X10-8 atm-cu m/mole(SRC), developed from a fragment constant estimation method(5). An estimated BCF value of 580(1,SRC), from an estimated log Kow(6,SRC), suggests that Dessin will bioconcentrate in aquatic organisms(SRC), according to a classification scheme(7).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), Dessin, which has an estimated vapor pressure of 1.1X10-6 mm Hg at 25 °C(2,SRC), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase Dessin is degraded in the atmosphere by reaction with photochemically produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be about 2 days(3,SRC). Particulate-phase Dessin may be physically removed from the air by dry deposition(SRC).
Using a structure estimation method based on molecular connectivity indices(1), the Koc for Dessin can be estimated to be about 6800(SRC). According to a recommended classification scheme(2), this estimated Koc value suggests that Dessin will be immobile in soil(SRC).
STATE OF IMMUNOLOGICAL REACTIVITY IN 70 FEMALE HOTHOUSE WORKERS WITH PROLONGED EXPOSURE TO PESTICIDES WAS EVALUATED. ANALYSIS OF INDICES OF NONSPECIFIC IMMUNITY SHOWED INCR MICROBIAL DISSEMINATION OF THE SKIN. THE DEGREE OF DISSEMINATION WAS CORRELATED WITH DURATION OF EXPOSURE TO PESTICIDES. WORKERS WITH OVER 2 YR EXPOSURE HAD SIGNIFICANTLY DECR PHAGOCYTIC ACTIVITY OF NEUTROPHILS. SPECIFIC INCR OF BLAST TRANSFORMATION OF PERIPHERAL BLOOD LYMPHOCYTES IN RESPONSE TO ACREX (DINOBUTON) WAS DETECTED IN 47-52% OF WORKERS WITH OVER 5 YR EXPOSURE. GENERAL MORBIDITY INCREASED WITH INCREASE OF DURATION OF EXPOSURE: ALLERGIC SKIN DISEASES WERE MORE FREQUENT AMONG WORKERS WITH 1-5 YR EXPOSURE, WHILE BRONCHIAL ASTHMA, LIVER & KIDNEY DISEASES WERE MORE FREQUENT AMONG WORKERS WITH OVER 5 YR EXPOSURE.
Dessin, was rapidly metabolized when incubated with bovine ruminal fluid. Metabolites tentatively identified were 2-amino-6-sec-butyl-4-nitrophenol and the 2,4-diamino-6-sec-butylphenol. The latter compound apparently is the end product of the ruminal metabolism of dessin(1).
An estimated BCF value of 580 was calculated for Dessin(SRC), using an estimated log Kow of 3.94(1,SRC) and a recommended regression-derived equation(2). According to a classification scheme(3), this BCF value suggests that bioconcentration in aquatic organisms is high(SRC).
The Henry's Law constant for Dessin is estimated as 1.6X10-8 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This value indicates that Dessin will not volatilize from water surfaces(2,SRC). Dessin's estimated values for vapor pressure, 1.1X10-6 mm Hg(3,SRC) and Henry's Law constant(1,SRC) indicate that volatilization from dry and moist soil surfaces should not occur(SRC).
MAX 'NO EFFECT' LEVEL FOR DOGS IS 4.5 MG/KG DAILY, FOR RATS 3-6 MG/KG DAILY. IT ACTS AS METABOLIC STIMULANT, HIGH DOSES CAUSING LOSS OF BODY WT.
PROLONGED FEEDING OF ACREX (FODDER CONTAINING 30% EMULSIFIABLE CONCN FOR 2 MO TO SHEEP; DAILY DOSE OF 35 MG/KG-GROUP 1, 16.6 MG/KG-GROUP 2, OR 8.3 MG/KG-GROUP 3) INDUCED HYPEREMIA OF ORAL MUCOSA, SPLOTCHY LIVER COLORING, CATARRHAL INFLAMMATION OF STOMACH & INTESTINE, HEMORRHAGIC FOCI IN HEART MUSCLE, & ATRIAL HYPOTROPHY. EXPOSURE ALSO RESULTED IN DECR OF RED BLOOD COUNT & TOTAL PROTEIN IN BLOOD SERUM.
The rate constant for the vapor-phase reaction of Dessin with photochemically-produced hydroxyl radicals has been estimated as 7.3X10-12 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1,SRC). This corresponds to an atmospheric half-life of about 2 days at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1,SRC). Anthraquinone enhanced the photodegradation of dessin(2). Bean leaves sprayed with both rotenone and Dessin and then exposed to sunlight for 1 hour gave a 14-C-dessin recovery of 80.8, 67.2, and 29.9% at rotenone concentrations of 0, 10, and 100 ppm, respectively; this suggests that rotenone may act as a photosensitizer to Dessin(3). Dessin, exposed to sunlight on bean foliage, formed several degradation products including dinoseb, one unknown ester and two unknown phenol compounds(4). This compound decomposes under alkaline conditions to dinoseb(5).
...BY CONDENSATION OF ALKALI SALT OF DINOSEB WITH ISOPROPYL CHLOROFORMATE.
Production is by esterification of 2-sec-butyl-4,6-dinitrophenol with isopropyl chloroformate.
IT IS NON-CORROSIVE BUT, TO PREVENT HYDROLYSIS, ALKALINE COMPONENTS MUST BE AVOIDED IN ITS FORMULATION. IT IS COMPATIBLE WITH NON-ALKALINE PESTICIDES BUT IT IS DEACTIVATED BY CARBARYL.
NON-SYSTEMIC ACARICIDE & IS A FUNGICIDE ACTIVE AGAINST POWDERY MILDEWS. GLASSHOUSE & FIELD USE AGAINST RED SPIDER MITES & POWDERY MILDEW OF APPLES, COTTON, AND VEGETABLES AT 0.05%.
용도Dinobuton is a non-systemic fungicide, active against powdery mildews in apples, cotton and vegetables.