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Micarbazone(Dinamic

Amicarbazone

CAS: 129909-90-6

Molecular Formula: C10H19N5O2

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Micarbazone(Dinamic - Names and Identifiers

Name Amicarbazone
Synonyms Dinamic
MKH3586
Micarbazone
Amicarbazone
Micarbazone(Dinamic
AMICARBAZONE SOLUTION
Amine azole metribuzin
AMine azole Metribuzin
4-amino-5-oxo-3-propan-2-yl-n-tert-butyl-1,2,4-triazole-1-carboxamide
4-amino-N-tert-butyl-5-oxo-3-(propan-2-yl)-4,5-dihydro-1H-1,2,4-triazole-1-carboxamide
4-Amino-N-(1,1-dimethylethyl)-4,5-dihydro-3-(1-methylethyl)-5-oxo-1H-1,2,4-triazole-1-carboxamide
CAS 129909-90-6
InChI InChI=1/C10H19N5O2/c1-6(2)7-13-15(9(17)14(7)11)8(16)12-10(3,4)5/h6H,11H2,1-5H3,(H,12,16)

Micarbazone(Dinamic - Physico-chemical Properties

Molecular FormulaC10H19N5O2
Molar Mass241.29
Density1.12
Melting Point137.5°
Boling Point350℃ at 101.3kPa
Solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
Vapor Presure0-0Pa at 20-25℃
AppearanceSolid
ColorWhite to Off-White
pKa17.04±0.20(Predicted)
Storage Condition2-8°C(protect from light)
StabilityAir Sensitive
Refractive Index1.586

Micarbazone(Dinamic - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk Codes20/22 - Harmful by inhalation and if swallowed.
ToxicityLD50 in rats (mg/kg): 1015 orally; >2000 dermally; LC50 in rats (4 hr): 2.242 mg/l air; LC50 in bluegill sunfish, rainbow trout (96 hr): >129, >120 mg/l (Philbrook)

Micarbazone(Dinamic - Reference Information

LogP1.18 at 25℃
surface tension 62mN/m at 1g/L and 20 ℃
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
triazolinone herbicide amidazolinone is a triazolinone herbicide, which was successfully developed by the plant protection department of Bayer pharmaceutical company in Germany in 1988. amidazolinone is an inhibitor of photosynthesis. the typical symptoms of sensitive plants are chlorination, stop growth, yellow tissue and final death, it has cross resistance with other photosynthesis inhibitors (such as triazine herbicides), mainly through root and leaf absorption. The main annual broadleaf weeds on maize and sugarcane and many annual gramineous weeds on sugarcane can be effectively controlled. On corn, it has excellent control effect on Abutilon, Chenopodium, Wild Amaranth, Penn Xanthium and Sweet Potato, with an application amount of 500g ai/hm2; It can also effectively prevent and control Ze lacquer, sweet potato, forearm grass and Tribulus terrestris on sugarcane, with an application amount of 500g ~ 1200g ai/hm2. Its contact killing and holding effect determine that it has a wide application period, and it can be conveniently selected for soil use before planting or before budding. When used for sugarcane, it can also be applied after budding. It is used for less cultivated land, and its dosage is about 1/3~1/2 of atrazine. Amidoxafone is expected to partially or completely replace high-dose herbicides that control dicotyledonous broadleaf weeds and herbicides that are restricted to protect arable land. Aminazolidone can be mixed with many commercial herbicides to further expand the control spectrum and improve the efficacy.
fig. 1 is the chemical structural formula of amazolone.
toxicity female rats acute oral LD50>1015mg/kg, rats acute percutaneous LD50>2000mg/kg, no teratogenic, carcinogenic, mutagenic and regenerative toxicity. Acute oral LD50 of quail> 2000 mg/kg, LC50 of blue gill fish (96h)>129mg/L, and oral LD50 of bee> 24.8 μg/bee.
synthesis method 1, synthesis of tert-butyl isocyanate
add 73g of tert-butylamine and 100mL of o-dichlorobenzene to 1000 mL of a three-mouth flask with stirrer, thermometer and dropping funnel. after dissolution, add a solution composed of 96 g NaOH and 400 mL of water, 120g phosgene solution dissolved in 300mL of o-dichlorobenzene was added dropwise at 0~5 ℃ for 1 h, then reacted under severe stirring for 1 h, let it stand for stratification, and rectified to obtain 73g of tert-butyl isocyanate with 73% yield. 2. synthesis of diazolone
add 44.1g(0.5 mol) isobutyric acid and 100mL toluene to a 500mL three-mouth flask with a stirrer, thermometer and dropping funnel, add 30g(0.6mol) hydrazine hydrate dropwise at room temperature under stirring, add catalyst isopropoxytitanium, heat reflux with water, filter to remove catalyst, add 200mL toluene into filtrate, within 2h, 60g of phosgene was introduced and desoluted under reduced pressure to obtain 62.4g of diazolone with 97.5% yield. 3, 4-amino -3-isopropyl -5-oxygen -1-H-1,2,4-triazole (triazolinone) synthesis
in a three-mouth flask with a stirrer, thermometer and dropping funnel, add 53g(1.05mol) hydrazine hydrate, add 15.6g(0.195mol)50% NaOH solution dropwise under stirring, and heat to reflux within 1h after dropping, 132g(1.0mol diazolone) was added dropwise, reacted at 100 ℃ for 5h, cooled, toluene and water were added, pH was adjusted to 7 with sulfuric acid, filtered, the filter cake was washed with toluene and water respectively and vacuum dried at 60 ℃ to obtain 138g triazolinone with 93% yield. 4. synthesis
72.8g of triazolinone (0.5 mol), 0.8gKOH, 0.5gLiCl and 500mL of methyl acetate were added to the reaction bottle, heated to 60 ℃, 54g of tert-butyl isocyanate (0.55 mol) was added dropwise, refluxed for 3h, cooled, filtered to remove the catalyst, the filtrate was dedissolved, and the residue was vacuum dried at 60 ℃. 122g of amidoxone was obtained with 93.2% content and 94% yield.
Biological activity Amicarbazone(BAY-MKH3586; BAY314666) becomes an effective inhibitor of photosynthetic electron transport by combining with the Qb domain of photosystem II(PSII); herbicide with broad-spectrum weed control.
toxic substance data information provided by: pubchem.ncbi.nlm.nih.gov (external link)
Last Update：2024-04-09 20:49:11
Micarbazone(Dinamic
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Product Name: Amicarbazone Request for quotation
CAS: 129909-90-6
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Mobile: 0086 189 4982 3763
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Product Name: Amicarbazone Visit Supplier Webpage Request for quotation
CAS: 129909-90-6
Tel: 18301782025
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Micarbazone(Dinamic
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