| Identification | Back Directory | [Name]
azafenidin | [CAS]
68049-83-2 | [Synonyms]
Evolus
R 6447
C10895
IN-R 6447
Milestone
azafenidin
DPX-R 6447
2-(2,4-dichloro-5-prop-2-ynyloxyphenyl)-5,6,7,8-tetrahydro-1,2,4-triazole(4,3-a)pyridin-3(2H)-one
2-(2,4-dichloro-5-prop-2-ynyloxypnenyl)-5,6,7,8-tetrahy-dro-1,2,4-trizolo [4,3-α] pyridin-3-(2H)-one
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one, 2-[2,4-dichloro-5-(2-propyn-1-yloxy)phenyl]-5,6,7,8-tetrahydro- | [Molecular Formula]
C15H13Cl2N3O | [MDL Number]
MFCD30720402 | [MOL File]
68049-83-2.mol | [Molecular Weight]
322.194 |
| Safety Data | Back Directory | [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) |
| Hazard Information | Back Directory | [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. |
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