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Azimsulfuron

Azimsulfuron structure

CAS No:
120162-55-2
Formula:
C13H16N10O5S
Chemical Name:
Azimsulfuron
Synonyms:
1H-Pyrazole-5-sulfonamide,N-[[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]-1-methyl-4-(2-methyl-2H-tetrazol-5-yl)-;N-[[(4,6-Dimethoxy-2-pyrimidinyl)amino]carbonyl]-1-methyl-4-(2-methyl-2H-tetrazol-5-yl)-1H-pyrazole-5-sulfonamide;DPX 47;IN-A 8947;Azimsulfuron;DPX-A 8947;Gulliver;1198427-77-8
Categories:
Agrochemicals > Herbicides

Description

Solid

Azimsulfuron is an N-sulfonylurea that is urea in which a nitrogen attached to one of the nitrogens has been replaced by a 4,6-dipyrimidin-2-yl group while a hydrogen attached to the other urea nitrogen has been replaced by a [1-methyl-4-(2-methyl-2H-tetrazol-5-yl)-1H-pyrazol-5-yl]sulfonyl group. An acetolactate synthase inhibitor, it is used as a herbicide for the control of a variety of broad-leaved and sedge weeds in paddy fields and other aquatic situations. It has a role as a herbicide and an EC 2.2.1.6 (acetolactate synthase) inhibitor. It is an aromatic ether, a biaryl, a N-sulfonylurea, a member of tetrazoles and a pyrazole pesticide.

Azimsulfuron Basic Attributes

Molecular Weight：

424.4

Exact Mass：

424.40

EC Number：

601-676-5

UNII：

R959I3139C

DSSTox ID：

DTXSID8041614

HScode：

29350090

Characteristics

PSA：

189

XLogP3：

0.65

Appearance：

Solid

Density：

1.74±0.1 g/cm3(Predicted)

Melting Point：

170 °C

Refractive Index：

1.760

Water Solubility：

Solubility in organic solvents (g/l at 25 °C) Acetone 26.4 Acetonitrile 13.9 Ethyl acetate 13.0 Dichloromethane 65.9 n‐Hexane <0.2 Methanol 2.1 Toluene 1.8;Solubility in water (g/l at 20 °C): 0.072 (pH 5) 1.050 (pH 7) 6.536 (pH 9).

Storage Conditions：

0-6°C

Vapor Pressure：

3.00e-11 mmHg

Toxicity：

LD50 in rats, bobwhite quail, mallard duck (mg/kg): >5000, >2250, >2250 orally; in rats (mg/kg): >2000 dermally (Marquez); LC50 (96 hr) in carp, bluegill sunfish, rainbow trout (ppm): >300, >1000, 154 (Marquez)

Safety Information

Transport codes：

UN 3077 9 / PGIII

hazard class code：

50/53

safety instructions：

60-61

Marks：

Precautionary statement(s)：

P273-P391-P501

Hazard Statements：

H410

GHS Classification：

|Warning|H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|P273, P391, and P501|H400 (100%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]|Aggregated GHS information provided by 208 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

Toxicity

Mobility：

77.62 L/kg

Drug Information

MeSH：

Pesticides used to destroy unwanted vegetation, especially various types of weeds, grasses (POACEAE), and woody plants. Some plants develop HERBICIDE RESISTANCE. (See all compounds classified as Herbicides.)

MeSH Entry Terms：

A 8947|azimsulfuron

Azimsulfuron Use and Manufacturing

Methods of Manufacturing

Using malononitrile as the starting material, it reacts with trimethyl orthoformate and condenses with methylhydrazine to obtain pyrazolamide, which is then reacted with sodium azide to undergo methylation, diazotization, sulfonylation, and amination. Finally, it is condensed with pyrimidine carbamic acid phenyl ester, and the desired product can be obtained by post-treatment.

Uses

Herbicide.

Use Classification：

Agrochemicals -> Herbicides

Computed Properties

Molecular Weight:424.40
XLogP3:0.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:11
Rotatable Bond Count:6
Exact Mass:424.10258482
Monoisotopic Mass:424.10258482
Topological Polar Surface Area:189
Heavy Atom Count:29
Complexity:665
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes