69327-76-0 Usage
Uses
Different sources of media describe the Uses of 69327-76-0 differently. You can refer to the following data:
1. Buprofezin is a insecticide which works as a chitin synthesis inhibitor. Buprofezin is used to control stubborn rice pests and is effective in controlling green leaf hoppers and white back plant hoppe
rs for long durations.
2. Insecticide.
3. Buprofezin is a contact and ingested insecticide, active against
Homoptera (whiteflies, leafhoppers, scale insects, etc.) in and on citrus,
cotton, cucumbers, tomatoes, sweet potatoes, rice, etc.
Hazard
Moderately toxic by ingestion. Low toxic-
ity by skin contact.
Agricultural Uses
Insecticide, Acaricide, Insect growth regulator: For insect control in food crops and greenhouse
ornamentals.
Trade name
APPLAUD?; NNI-750?
Pharmacology
The foregoing indicates that the modes of action of
buprofezin and benzoylureas could be similar or identical.
However, one differing biochemical effect of buprofezin is
inhibition of prostaglandin biosynthesis (33), a mechanism
that has been suggested as responsible for its ovicidal
activity. Subsequently, the in vitro and in vivo effects of
buprofezin were found to be strongly antagonized by 20-
hydroxyecdysone (34), which also affected prostaglandin
biosynthesis. Thus, inhibition of both prostaglandin and
chitin biosynthesis by buprofezin was prevented by 20-
hydroxyecdysone, so that both effects of the insecticide
are mediated via an effect on the hormone concentration
or its receptor. Consequently, buprofezin seems to inhibit
the drop in the 20-hydroxyecdysone titer that triggers
epidermal cell proliferation, old cuticle digestion, and new
cuticle deposition, but the detailed mechanism of this
action has yet to be established.
Metabolic pathway
Buprofezin gradually decomposes in soils under
flooded and upland conditions, with half-lives of
104 and 80 days, respectively. After 150 days, five
degradation products are identified as 2-tert-
butylimino-5-(4-hydroxyphenyl)-3-isopropylperhydro-
1,3,5-thiadiazin-4-one, 3-isopropyl-5-phenylperhydro-
1,3,5-thiadiazin-2,4-dione, 1-tert-butyl-3-ispropyl-5-
phenylbiuret, 1-isopropyl-3-phenylurea, and
phenylurea. As minor products, 2-tert-butylimino-5-
phenylperhydro-1,3,5-thiadiazin-4-one or buprofezin
sulfoxide are found in the flooded or in the upland
soils. Since neither formation of 14CO2 nor
hydroxylation is observed in the sterile soils,
buprofezin seems to have undergone complete
mineralization in soils under both conditions through
biological transformation by soil microorganisms.
Degradation
Buprofezin (1) was degraded under acidic conditions with half-lives
(DT50) f 6-12 days (pH 4), 34 days (pH 6) and 65 days (pH 10) at 40 °C.
Opening of the thiadiazinanone ring appeared to be the primary hydrolytic
degradation pathway, to yield 1-tert-butyl-3-isopropyl-5-phenyl-2-
thiobiuret (2) and N-isopropyl-N-phenylurea (3) as major products.
Buprofezin is stable to aqueous photolysis. The estimated DT50 of
buprofezin in distilled water when exposed to UV light was 39 days. A
more complex photodegradation pathway of buprofezin in methanol was
reported recently (Datta and Walia, 1997) with DT9 values of 4 hours and
15 days under UV and sunlight irradiation, respectively.
Check Digit Verification of cas no
The CAS Registry Mumber 69327-76-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,9,3,2 and 7 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 69327-76:
(7*6)+(6*9)+(5*3)+(4*2)+(3*7)+(2*7)+(1*6)=160
160 % 10 = 0
So 69327-76-0 is a valid CAS Registry Number.
InChI:InChI=1/C16H23N3O2S/c1-11(2)19-14(17-16(3,4)5)22-10-18(15(19)21)12-6-8-13(20)9-7-12/h6-9,11,20H,10H2,1-5H3/b17-14-
69327-76-0Relevant articles and documents
Method for continuously synthesizing buprofezin
-
, (2020/12/30)
The invention discloses a method for continuously synthesizing buprofezin, and belongs to the technical field of chemical synthesis. The method for continuously synthesizing buprofezin comprises the following steps: S1, continuously acylating N-methylaniline and phosgene in a solvent, and continuously deacidifying to obtain an acyl chloride solution; S2, carrying out continuous chlorination and continuous deacidification on the acyl chloride solution and chlorine under the action of an initiator to obtain a chloride solution; S3, adding buprothiourea, a catalyst and an acid-binding agent intothe chloride solution, carrying out continuous mixing reaction, crystallizing and drying a reaction product to obtain buprofezin of which the content is greater than or equal to 99.0% and the total yield is greater than or equal to 88% based on N-methylaniline. The method for continuously synthesizing buprofezin solves the defects caused by batch production in China, has the advantages of continuous reaction, high automation degree, small equipment size, high operation safety, few side reaction products, high conversion rate and good product quality, can effectively improve the production efficiency and reduce the production cost, and has very good popularization and application values.
Preparation method of buprofezin
-
, (2018/10/11)
The invention provides a preparation method of buprofezin, comprising the steps of 1), adding sodium thiocyanate and water into an esterification kettle until dissolution; adding tertiary butanol andhydrochloric acid to obtain a mixed ester; allowing transposition and catalytic reaction to obtain t-butyl isothiocyanate; 2), adding the t-butyl isothiocyanate into chlorobenzene, stirring, dropwiseadding isopropyl amine to obtain 1-isopropyl-3-tert-butylthiourea solution; 3), adding N-methylaniline into chlorobenzene; introducing carbonyl chloride and chlorine gas in sequence to obtain N-chloromethyl-N-benzenecarbamoylchloride solution; 4), adding sodium bicarbonate into water, and adding the resultant into chlorobenzene; adding the 1-isopropyl-3-tert-butylthiourea solution; dropwise addingthe N-chloromethyl-N-benzenecarbamoylchloride solution, filtering, allowing layering, performing high-vacuum steaming to remove the chlorobenzene, crystallizing, centrifuging, and drying to obtain buprofezin. The substitutive average yield of the preparation process of buprofezin reaches 90% and above; the content of finished buprofezin reaches 98.0% and above; the preparation process is free ofammonia nitrogen wastewater.