Abstracts
Florasulam
CAS No. 145701-23-1

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Adverse Effects

ACTIVITY: Herbicide (Triazolopyrimidine )

Chemical Name: N-(2,6-difluorophenyl)-8-fluoro-5 methoxy [1,2,4] triazolo [1,5-c] pyrimidine-2-sulfonamide

Structure:


October 6, 2004 - REPORT
CANADA: Proposed Regulatory Decision Document PRDD2004-4. The technical grade active ingredient florasulam associated end-use product EF-1343 Suspension Concentrate Herbicide for the control of broadleaf weeds in spring wheat, including durum, spring barley and oats (tank-mix only) are eligible for full registration under Section 13 of the Pest Control Products (PCP) Regulations. These products were granted temporary registration as per Regulatory Note REG2001-12. This Proposed Regulatory Decision Document (PRDD) provides a summary of the data reviewed and the rationale for the proposed regulatory decision. The Canadian Pest Management Regulatory Agency (PMRA) will accept written comments on the proposal up to 45 days from the date of publication of this document. EF-1343 Suspension Concentrate Herbicide "is to be used only in the prarie provinces and the Peace River region of British Columbia, which are the major cereal production areas of Canada (page 4)." (See also the Sept 27, 2001, report from the Canadian PMRA.) (102 pages)


September 18, 2002 - REPORT
Review report for the active substance florasulam. European Commission Health & Consumer Protection Directorate-General.
 (18 pages)

September 21, 2001 - REPORT
Florasulam EF-1343 Suspension Concentrate Herbicide. REF2001-12. .Canadian Pest Management Regulatory Agency (PMRA). Health Canada. (91 pages)

 

http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=15149133

Commun Agric Appl Biol Sci. 2003;68(4 Pt A):381-90.

Study of the selectivity of PRIMSTAR (fluroxypyr + florasulam) in two key grass species (FESRU & LOLPE) grown for seed production.

Rijckaert G, Lepiece D.

Depart. Plant Genetics and Breeding, B 9090 Melle, Belgium.

PRIMSTAR is a SE (Suspo-Emulsion) formulation containing 2.5 g florasulam & 100 g fluroxypyr-MHE per liter. PRIMSTAR is registered in Belgium since beginning 2003 as selective herbicide to control the most important broadleaved weeds in wheat & barley. The weed-spectrum of this product is now completely evaluated. Nevertheless, it was interesting to study this product in grass seed production. The prime objective of this study was to investigate the crop safety of PRIMSTAR applied on the two key species of grass produced for seed. The two species in the study were:
1) FESRU--Creeping fescue Festuca rubra rubra cv. NEVSKI sown at 15 kg/ha, June 6, 2001.
2) LOLPE--Perrenial ryegrass Lolium perenne cv. MERBO sown at 17.5 kg/ha, October 5, 2001.
The trial was a randomized complete bloc design in 4 reps. The contractor was REDEBEL, a GEP registered independent company. The trial site was located in Melle, Belgium.
TREATMENTS: PRIMUS 100 mL, PRIMUS 200 mL, PRIMSTAR 1.05 L/ha, PRIMSTAR 2.1 L/ha, BASAGRAN DP 3 L/ha, BASAGRAN DP 6 L/ha. The treatments were applied March 29, 2002 on a maintained weed-free field.
CONCLUSION: PRIMSTAR appeared to be highly selective in FESRU & LOLPE intended for seed production. All evaluations observed were positive. Only some light visual crop injuries were possible, but mostly negligible and the symptoms disappeared very soon within 35 DAA. Treatments with PRIMSTAR had no effect at all on the main seed yield characteristics i.e. seed yield, thousand seed weight and germination power. Treatments with the reference BASAGRAN DP (bentazone + dichlorprop) brought about a more aggressive action in comparison with the PRIMSTAR treatments in terms of vegetative crop inhibition (reduced straw yield for perennial ryegrass).

PMID: 15149133 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=12425099

Meded Rijksuniv Gent Fak Landbouwkd Toegep Biol Wet. 2001;66(2b):747-52.

Selectivity of florasulam in 4 grass species during the seed harvest year.

Rijckaert G, Lepiece D.

Dept. Plant Genetics and Breeding-CLO-Gent, Caritasstraat 21, B-9090 Melle, Belgium.

Results from one year indicated that florasulam (Primus) and its combination with fluorxypyr applied in spring of the seed harvest year, were completely selective in seed crops of 4 grass species; namely Agrostis stolonifera, Festuca rubra rubra, Koeleria macrantha and Lolium multiflorum. Experimental treatments also included a reference product i.e. bentazone + dichlorprop-P and an untreated control; in total 7 treatments were involved. The prime objective of this study was to investigate not only the effect on vegetative crop growth, but also the impact on generative growth. The main topics were: visual phytotoxicity, lodging, seed yield, straw yield, thousand seed weight, germination capacity, cleaning efficiency, harvest index, seed number per unit area and ear density. The reference treatments (bentazone + dichlorprop-P) were insufficiently selective in Koeleria spp. for vegetative parameters and seed yield, and less selective in Festuca spp. during establishment year but without any effect on seed yield. The so-called "non-sitting" seed crops following above treatments in creeping fescue and Italian ryegrass could be attributed to an inhibition effect.

PMID: 12425099 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=12425093

Meded Rijksuniv Gent Fak Landbouwkd Toegep Biol Wet. 2001;66(2b):681-704.

Primus (florasulam 50 G/L), a new triazolopyrimidine sulfonanilide herbicide to control broad-leaved weeds in maize when applied in early postemergence (1 to 6 leaf stage of maize). Preliminary results.

Lepiece D, Salembier JF, Thompson A.

Dow AgroSciences, Belgium.

OBJECTIVE: PRIMUS was developed in maize in Belgium in 1999 and 2000 in the course of research into limiting or replacing the use of triazines in maize. One of the imperatives of this research was to find the lowest possible residue content (MRL).
SELECTIVITY TEST: An application of florasulam, at the dose of 5 g of active substance (a.s.) at the 2 to 3 leaf stage of the maize was found to be selective on 132 (in 1999) and 126 (in 2000) varieties of maize.
EFFICACY TEST: Florasulam was tested at doses of between 1 and 5 g a.s./hectare. The treatments were applied in early postemergence at the 3-5 leaf stage of the maize or in 2 separate applications: at the 1 leaf stage with a dose of 2 g a.s. florasulam at the 4 leaf stage with a dose of 2 g a.s. florasulam The herbicide was fully effective on the sensitive flora. A summary of the results is presented. A detailed weed spectrum is defined.
PROGRAMMES: Herbicide programmes were developed on the basis of these findings. The results showed that the best partners for florasulam were triketones (sulcotrione and mesotrione) in very low doses. Sulcotrione was applied at doses of 75 to 150 g a.s./ha and mesotrione at 25 to 50 g a.s./ha. Triple mixes of florasulam + triketone + nicosulfuron in very low doses and 1 or 2 applications were also tested. The results were highly encouraging and this work should lead to practical recommendations.
PHYTOTOXICITY: Phytotoxicity was observed on some occasions. The phytotoxicity results for the different figures seem, however, to depend more on the climate (difference between daytime and night-time temperatures just before and after the treatment) than on the products tested in the mixes. However, the florasulam + nicosulfuron (sulfonyl-urea antigrasses) may sometimes cause serious problems with selectivity. The phytotoxicity noted in the tests was usually short-lived (30 days).
CONCLUSION: The results of the tests show that it is possible to consider replacing atrazine-based programmes with very low doses of modern herbicides applied at early stages of the maize. A mixture of active substances is vital. Repeated very low doses at the 1/2 and 4/5 leaf stages of the maize were found to be the most effective.

PMID: 12425093 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=12233189

Pest Manag Sci. 2002 Sep;58(9):964-6.

Establishment of the baseline sensitivity and monitoring response of Papaver rhoeas populations to florasulam.

Paterson EA, Shenton ZL, Straszewski AE.

Dow AgroSciences Ltd, 3 Milton Park, Abingdon, Oxon OX14 4RN, UK.

In accordance with the EPPO guideline for the efficacy evaluation of plant protection products, resistance risk analysis PP 1/213(1), a method was established to determine the baseline sensitivity of key weed species to florasulam, a new triazolopyrimidine sulfonanilide herbicide for post-emergence control of dicotyledonous weeds in cereals. The aim of the baseline monitoring project was to understand the natural variation in response to florasulam of diverse populations of Papaver rhoeas at the time of product launch. The method entailed seed collection from representative agricultural areas throughout Europe. The seed was subjected to glasshouse tests where dose-response studies were conducted and ED80 values generated. This enabled a sensitivity index to be calculated for each country, giving an indication of the variation in P rhoeas response to florasulam in the populations tested.

PMID: 12233189 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=11052731

J Agric Food Chem. 2000 Oct;48(10):4757-66.

Effect of temperature and moisture on the degradation and sorption of florasulam and 5-hydroxyflorasulam in soil.

Krieger MS, Pillar F, Ostrander JA.

Dow AgroSciences, Environmental Chemistry Laboratory, 9330 Zionsville Road, Indianapolis, Indiana 46268, USA. mkrieger@dowagro.com

The degradation rate and sorption characteristics of the triazolopyrimidine sulfonanilide herbicide florasulam and its principal degradation product 5-hydroxyflorasulam (5-OH-florasulam) were determined as a function of temperature and moisture in three different soils. The half-life for degradation of florasulam ranged from 1.0 to 8.5 days at 20-25 degrees C and from 6.4 to 85 days at 5 degrees C. The half-life for degradation of 5-OH-florasulam ranged from 8 to 36 days at 20-25 degrees C and from 43 to 78 days at 5 degrees C. The degradation rate of both compounds was strongly influenced by temperature, with activation energies ranging from 57 to 95 kJ/mol for florasulam and from 27 to 74 kJ/mol for 5-OH florasulam. Soil moisture content had negligible impact on the degradation rate. Apparent (nonequilibrium) sorption coefficients for florasulam and 5-OH-florasulam at 0 days after treatment (DAT) were 0.1-0.6 L/kg and increased linearly with time for both florasulam and 5-OH-florasulam (r(2) > 0.90) to levels as high as 12-23 L/kg. Heats of adsorption were calculated on one soil as a function of time. Heat of adsorption values for both florasulam and 5-OH-florasulam increased as incubation time increased and the amount of each compound decreased; values were near 0 kJ/mol initially and increased to a maximum of 91 and 66 kJ/mol for florasulam and 5-OH-florasulam, respectively.

PMID: 11052731 [PubMed - indexed for MEDLINE]


http://www.ncbi.nlm.nih.gov/entrez/query.fcgi?cmd=Retrieve&db=pubmed&dopt=Abstract&list_uids=10956175

J Agric Food Chem. 2000 Aug;48(8):3710-7.
 
Photolytic degradation of florasulam on soil and in water.

Krieger MS, Yoder RN, Gibson R.

Dow AgroSciences, Environmental Chemistry Laboratory, Indianapolis, Indiana 46268, USA. mkrieger@dowagro.com

The rate and pathway of degradation in the presence of light for the triazolopyrimidine herbicide florasulam was determined on soil and in aqueous systems. Florasulam was exposed to natural sunlight for up to 32 days; solar irradiance was measured with either chemical actinometers or by radiometry. The quantum yield for direct photodegradation in a sterile, buffered aqueous solution was determined to be 0.096; an analogous quantum yield for the sum of direct and indirect photodegradation on soil was 0.245. The quantum yields were used to estimate half-lives due to photodegradation as a function of season and temperature. Estimated half-lives due to photodegradation in summer at 40 degrees N latitude were 14 days on soil and 36 days in sterile, buffered water. Photodegradation was much faster in a natural water system, with a measured half-life of 3.3 days in summer at 51.5 degrees N latitude, indicating that indirect photolytic processes will be important contributors to photodegradation of florasulam in aqueous environments.

PMID: 10956175 [PubMed - indexed for MEDLINE]


From Toxline at Toxnet

MEDEDELINGEN FACULTEIT LANDBOUWKUNDIGE EN TOEGEPASTE BIOLOGISCHE WETENSCHAPPEN UNIVERSITEIT GENT; 63 (3A). 1998. 735-749.

Florasulam Primus, a new selective triazolopyrimidine sulfonanilide (ALS) herbicide to control broad-leaved weeds in cereals; Belgian results from 1994 to 1997.

LEPIECE D, THOMPSON A, MCREATH A

Dow Agro-Sci., Laarstr. 17, B-2610 Wilrijk, Belgium.

BIOSIS COPYRIGHT: BIOL ABS. Florasulam was evaluated for 3 years under Belgian climatic conditions. Florasulam was consistently highly selective in cereals and proved very effective when applied at very low rates on many dicot weeds such as Galium aparine, Stellaria media, Matricaria spp. and other members of the Compositae & Cruciferae weeds. Florasulam has no activity on grass weeds. Florasulam has a wide window of application and may be applied from BBCH 14 until BBCH 39 and even later of the cereal crop. Florasulam can be applied in tank mixture with a range of other herbicides: phenoxies, PPO inhibitors, DFF, HBN, ACCase inhibitors such as clodinafop, ALS inhibitors, substituted ureas. Florasulam may also be tank-mixed with mineral oil or pure liquid fertilizer. Those two combinations increase the effectiveness of florasulam and the speed in which symptoms appear. Florasulam was tested for 4 years at the University of Gent to evaluate the persistence in soil. The product was not persistent an [abstract truncated]


From Toxline at Toxnet

Source: 218TH NATIONAL MEETING OF THE AMERICAN CHEMICAL SOCIETY, PARTS 1 AND 2, NEW ORLEANS, LOUISIANA, USA, AUGUST 22-26, 1999.YABSTRACTS OF PAPERS AMERICAN CHEMICAL SOCIETY; 218 (1-2). 1999. AGRO 129.

Comparative uptake, translocation, and metabolism of florasulam in wheat and broadleaf weeds.

DEBOER GJ, THORNBURGH S, CLEVELAND J, EHR RJ

Discovery Research, Dow AgroSciences, 9330 Zionsville Road, Indianapolis, IN, USA.

BIOSIS COPYRIGHT: BIOL ABS. RRM COMPARATIVE UPTAKE, TRANSLOCATION, AND METABOLISM OF FLORASULAM IN WHEAT AND BROADLEAF WEEDSYMEETING ABSTRACT WHEAT WEED BROADLEAFED PESTICIDES BIOCHEMISTRY AND BIOPHYSICS FLORASULAM HERBICIDE UPTAKE TRANSLOCATION METABOLISM HPLC HIGH PERFORMANCE LIQUID CHROMATOGRAPHY NMR SPECTROSCOPY ANALYTICAL METHOD LIQUID CHROMATOGRAPHY SPECTROSCOPIC TECHNIQUES: CB


 

 
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