Flupoxam
CAS No. 119126-15-7
 
 

Activity: Herbicide (amide; triazole)

CAS Name: 1-[4-chloro-3-[(2,2,3,3,3-pentafluoropropoxy)methyl]phenyl]-5-phenyl-1H-1,2,4-triazole-3-carboxamide

Strucuture:

Regulatory Information
(only comprehensive for the US)
US EPA Registered: No 
European Commission:

Not allowed to be used as an active ingredient after July 25, 2003.

Other Information
Molecular Formula: C19H14Cl F5 N4O2 
Entry Year: 1989 
Inventing Company: Kureha 
Manufacturers: Monsanto 
Other Names: KNW-739
MON-18500
Ovation
Quatatim
Of special interest:
PAN Data 
November 26, 2002 - European Commission: Flupoxam is one of 320 pesticides to be withdrawn in July 2003. "Some 320 substances used in plant protection products (PPPs) – including insecticides, fungicides and herbicides – are to be withdrawn from the market by 25 July 2003 as part of the European Commission’s new approach to the evaluation of active substances in plant protection products. This aims to improve safeguards to ensure that all such products in use are safe for the environment and human health. Users, wholesalers and retailers of plant protection products will need to be aware of whether the products they use or sell are likely to be withdrawn, so as to prevent them being left with stocks of unusable material. Those concerned should contact their national authority to check the authorisation status for any particular product. The Regulation (n° 2076/2002 of 20 November 2002), with the list of the 320 substances, has now been published in the Offical Journa. Ref: MIDDAY EXPRESS. News from the Press and Communication Service's midday briefing. 
Glossary of Pesticide Chemicals, October 2001. A listing of pesticides subject to analysis of residues in foods and feeds by the US Food and Drug Administration. 

Health Effects:

As of Nov 2002: no tox data available

Environmental Effects

As of Nov 2002: no tox data available


PubMed Abstract:

Protoplasma 2001;216(1-2):80-93

Ultrastructural effects of cellulose biosynthesis inhibitor herbicides on developing cotton fibers.

Vaughn KC, Turley RB.

Southern Weed Science Research Unit, USDA Agricultural Research Service, P.O. Box 350, Stoneville, MS 38776, USA.

Cotton fibers are often utilized as a model system to investigate cellulose biosynthesis and cell wall elongation. In this study, we grew cotton fibers in vitro, with ovules dissected at day zero post anthesis as the explant source, in the presence of three herbicides that inhibit cellulose biosynthesis. Cultures were sampled for electron microscopy and immunocytochemistry 1-2 days after beginning the treatments. After dichlobenil treatment, the fibers were much shorter than the controls and assumed a variety of abnormal shapes, from shortened versions of the control fiber to nearly spherical. The inner layers of the fiber wall often contained juxtaposed electron-translucent and -transparent areas; this layer reacted strongly with antibodies to callose. Cellulase-gold labeling in these newly developed fibers grown in the presence of dichlobenil was present at only about 3% of the control labeling. After treatment with either isoxaben or flupoxam, the fibers assumed spherical shapes and frequently (more than 60% of fibers) exhibited a new cell plate within the fiber, indicating that cell division had occurred, a process that rarely occurred in the controls. Unlike the dichlobenil-treated fibers, fibers grown in the presence of isoxaben or flupoxam contained an extensive accumulation of chiefly deesterified pectins, replacing the entire wall with an elaborated version of the pectin sheath found in control cotton fibers. These data indicate that all three herbicides are effective disrupters of cellulose biosynthesis and cause radical changes in cell wall structure and composition. Moreover, these data indicate that the composition of the walls may influence indirectly cell cycle kinetics, keeping these fiber cells in a more meristematic mode.

 

 

 
Fluoride Action Network | Pesticide Project | 315-379-9200 | pesticides@fluoridealert.org