158237-07-1 Usage
Description
FENTRAZAMIDE is a potent herbicide that is widely utilized in agricultural practices for effective weed control. It is characterized by its long-term residual activity and excellent safety towards rice crops, making it a preferred choice for paddy herbicide applications.
Uses
Used in Agricultural Industry:
FENTRAZAMIDE is used as a herbicide for the control of annual grass weeds (Echinochloa spp., C. difformis, S. juncoides) and broadleaf weeds (L. pyxidaria, M. vaginalis). It is particularly effective in controlling barnyard grass at the zeroto three-leaf stage, with application rates of 200–300 g ha?1.
FENTRAZAMIDE is also used as a component in one-shot paddy herbicides, which are applied simultaneously at the time of transplanting. This innovative approach has made FENTRAZAMIDE the first paddy herbicide to be used in this manner. The mixture partners of FENTRAZAMIDE in these one-shot paddy herbicides include sulfonylureas such as bensulfuron-methyl (Innova?) or pyrazosulfuron-ethyl (Doublestar?) and 4-HPPD inhibitors like benzobicyclon (Smart?).
In Southeast Asian countries, FENTRAZAMIDE is used in combination with propanil (Lecspro?) to treat direct-seeded rice, further showcasing its versatility and effectiveness in various agricultural applications.
Additionally, FENTRAZAMIDE is a useful herbicide for proteomics research, contributing to the advancement of scientific understanding and the development of new agricultural solutions.
Preparation
The synthetic pathway employed in the production of fentrazamide is shown in Figure 6. The reaction of 2-chlorophenyl isocyanate 8 and sodium azide in the presence of a catalytic amount of aluminum trichloride in dimethylformamide produces 1-(2-chlorophenyl)-5(4H)-tetrazolinone 9 in high yields. The tetrazolinone 9 is then mixed with N-cyclohexyl-N-ethylcarbamoyl chloride 10 in the presence of potassium carbonate and a catalytic amount of 1-dimethylaminopyridine (DMAP) in toluene to afford fentrazamide in high yields.
Following the disclosure of fentrazamide, several companies entered the herbicidal tetrazolinone chemistry race, and as a consequence many compounds of this class were prepared. The main agents included carbamoyl tetrazolinones with either a heterocycle group, a cycloalkyl group, or a heterocycle methyloxy group at the 1-position of the tetrazolinone ring, thiocarbamoyl tetrazolinones, carbamoyl tetrazolinones with tetrahydro-2H-pyran-4-yl group in the carbamoyl moiety, and hydrazine carbamoyl tetrazolinones. To date, none of these compounds have achieved commercial status.
Check Digit Verification of cas no
The CAS Registry Mumber 158237-07-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,8,2,3 and 7 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 158237-07:
(8*1)+(7*5)+(6*8)+(5*2)+(4*3)+(3*7)+(2*0)+(1*7)=141
141 % 10 = 1
So 158237-07-1 is a valid CAS Registry Number.
InChI:InChI=1/C16H20ClN5O2/c1-2-20(12-8-4-3-5-9-12)15(23)22-16(24)21(18-19-22)14-11-7-6-10-13(14)17/h6-7,10-12H,2-5,8-9H2,1H3
158237-07-1Relevant articles and documents
TETRAZOLONES AS INHIBITORS OF FATTY ACID SYNTHASE
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Page/Page column 154, (2011/11/13)
Provided herein are tetrazolone FASN inhibitors of the formula (I): or a pharmaceutically acceptable form thereof; wherein the variables RA, RB and RC are defined herein. Also provided herein are pharmaceutical compositions of the compounds provided herein as well as methods of their use for the treatment of various disorders such as hyperproliferative disorders, inflammatory disorders, obesity-related disorders and microbial infections.
Agrochemical formulations for water surface application
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, (2008/06/13)
New agrochemical formulations for application to the water of paddy fields, which formulations comprise A) at least one solid core material having an apparent specific density of less than 1 and a particle diameter within the range from about 300 μm to about 1,400 μm, and B) a coating layer comprising at least one biologically active compound, at least one substance having the ability to reduce the interfacial tension between water and air, at least one oily substance and, if appropriate, one or more additives, and the use of such agrochemical formulations for applying biologically active compounds to the water of paddy fields.
Sulphonylaminophenyluracil herbicides for paddy field
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, (2008/06/13)
A herbicide for paddy field comprising sulphonylaminophenyluracil derivative as an active ingredient which is represented by the formula (I): STR1 wherein R1 represents hydrogen or methyl, R2 represents C1-5 alkyl, fluro-substituted C1-2 alkyl or C3-6 cycloalkyl, optionally applied in combination with another herbicide.
