azafenidin Chemical Properties

Melting point:

168-168.5°

Boiling point:

468.9±55.0 °C(Predicted)

Density 

1.43±0.1 g/cm3(Predicted)

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

2.45±0.20(Predicted)

color 

Brown to Dark Brown

EPA Substance Registry System

Azafeniden (68049-83-2)

Safety Information

Hazard Codes 

T,N

Risk Statements 

61-48/22-62-50/53

Safety Statements 

53-45-60-61

Toxicity

LD50 in rats, mice, bobwhite quail, mallard duck (mg/kg): >5000, >5000, >2500, >2500 orally; in rabbits (mg/kg): >2000 dermally.; LC50 in rats, rainbow trout, blue gill sunfish (mg/l): >5.3, 33, 48 (Amuti)

azafenidin Usage And Synthesis

Uses

Azafenidin is a weed controlling herbicide used in various crops.

Uses

Herbicide.

Definition

ChEBI: Azafenidin is a triazolopyridine that is 5,6,7,8-tetrahydro[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one which is substituted at position 2 by a 2,4-dichloro-5-(prop-2-yn-1-yloxy)phenyl group. A protoporphyrinogen oxidase inhibitor, it is used as a herbicide to control weeds in fruit crops such as pineapple, citrus, melons, and grapes. Not approved for use within the European Union. It has a role as an EC 1.3.3.4 (protoporphyrinogen oxidase) inhibitor. It is a triazolopyridine, a terminal acetylenic compound and a dichlorobenzene.

Metabolic pathway

A common degradation reaction of azafenidin in light, plants and soil is O-dealkylation, and interesting minor reactions in soil are the subsequent methylation of the O-dealkylated degradation product and the reduction of the propynyl group under anaerobic conditions. In soil and light, azafenidin is also readily split to form the triazolinone heterocycle. Azafenidin is readily metabolized in rats and lactating goats through O-dealkylation, hydroxylation of the triazolinone ring in several positions, and glucuronide and sulfate conjugation.

azafenidin(68049-83-2)Related Product Information

• (3-ETHYL-PHENYL)-HYDRAZINE HYDROCHLORIDE
• (4-CHLORO-3-METHYL-PHENYL)-HYDRAZINE HYDROCHLORIDE
• 2-IMINOPIPERIDINE HYDROCHLORIDE
• 4,5-DIETHYL-2,4-DIHYDRO 1,2,4-TRIAZOL-3 ONE
• azafenidin
• 2-(2,4-DICHLORO-PHENYL)-5-METHYL-2,4-DIHYDRO-[1,2,4]TRIAZOL-3-ONE
• Azafenidin-13C6