Return to Adverse
Effects
ACTIVITY: Herbicide
(Triazolone)
Scientific
Name: 4,5-
dihydro-3-methoxy-4-methyl-5-oxo-N-[[2- (trifluoromethoxy)phenyl]sulfonyl]-1H-1,2,4-triazole-1-carboxamide,
sodium salt
Flucarbazone-sodium
breakdown product: 2-(Trifluoromethoxy)benzenesulfonamide
(metabolite of MKH 6562) (CAS No. 37526-59-3)
N-desmethyl
degradate:
4,5-dihydro-3-methoxy-5- oxo-N-[[2-( trifluoromethoxy)phenyl]sulfonyl]-1H-1,2,4-triazole-1-
carboxamide
Structure
for Flucarbazone:
Adverse
Effects:
Body
Weight Decrease
Bone
Endocrine: Thyroid
Endocrine: Uterus
Immunological effects
Liver
Stomach |
Environmental
Effects:
Potential
to Contaminate Drinking Water
With
chronic exposure, flucarbazone-sodium reduces fish growth
at 2.75 ppm |
Regulatory
Information
(only comprehensive for the US) |
US
EPA Registered: |
Yes |
US
EPA PC Code: |
114009 |
California
Chemical Code |
5803
|
US
Tolerances: |
CFR
180.562 |
Registered
use in
(includes only a limited list of countries)
|
Canada,
UK, US
Canada:
Wheat
(durum)
Wheat (spring)
|
US
Maximum Residue Levels permitted
in food commodities
|
Permitted
in or on 20 food commodities, including:
Cattle, Goats, Hogs, Horses, Milk, Sheep,
Wheat (grain, hay, straw) |
Other
Information |
Molecular
Formula: |
C12H10
F3 N4O6S ´Na |
Manufacturers: |
Bayer,
DuPont |
Other
Names: |
Everest
70 WG,
Vulcano, K2,
MKH-6562,
SJO-0498 |
Of
special interest: |
PAN
Data |
•
new - Flucarbazone-sodium:
Material Safety Data Sheets & Labels |
July
19, 2005 - Canada.
Reduced-Risk Update. Report: RR2005-02. Canada Pest Management
Regulatory Agency (PMRA).
See excerpted list of
fluorinated pesticides. |
September
29, 2000 -
Pesticide Fact Sheet.
US EPA. |
September
19, 2001 -
Canada Food and Drug
Regulations - Amendment. Schedule 1256. Maximum
Residue Limit of 0.01 ppm for Flucarbazone- sodium and its metabolite,
for Wheat. |
March
12, 2001 -
Active ingredient in
K2 herbicide. - DuPONT press
release |
See
also:
Flucarbazone |
October
2001 - Glossary
of Pesticide Chemicals. A listing
of pesticides subject to analysis of residues in foods and feeds
by the US Food and Drug Administration. |
August
2001 -
IR-4:
New Products/Transitional
Solution List - This
list contains brief descriptions of numerous new pest control
materials that have been introduced over the last several years.
Additionally, it contains information on some "older"
crop protection chemicals that are believed to have room for
new uses. This List includes: Flucarbazone-sodium |
US
Federal Register
••
Note:
The entries in the FR are too long
to list here. Click
here to see all the entries.
|
Date
Pubished |
Docket
Identification Number |
Details |
December 22, 2006 |
EPA-HQ-OPP-2006-0935 |
Arysta LifeScience.
Pesticide
tolerance. FINAL
RULE. This regulation establishes
a tolerance for combined residues
of flucarbazone-sodium, 4,5-dihydro-3-methoxy-4-methyl-5-oxo-N-[[2(trifluoromethoxy)phenyl]
sulfonyl-1H-1,2,4-triazole 1-carboxamide, sodium salt and
its N-desmethyl metabolite in or on
-- wheat, forage at 0.30 ppm
-- wheat, grain at 0.01 ppm
-- wheat, hay at 0.10 ppm
-- wheat, straw at 0.05 ppm;
and combined residues of flucarbazone-sodium and its metabolites
converted to 2-(trifluoromethoxy) benzene sulfonamide and
calculated as flucarbazone-sodium in or on
-- milk at 0.005 ppm
-- meat and meat byproducts (excluding liver) of cattle, goats,
hogs, horses, and sheep at 0.01 ppm
-- liver of cattle, goats, hogs, horses, and sheep at 1.5
ppm. |
October 20, 2006 |
EPA-HQ-OPP-2006-0789 |
Arysta
LifeScience.
Pesticide
petition: 6F7112.
New Tolerance proposes to establish a tolerance for residues
of flucarbazone sodium: in or on the raw agricultural commodities
(RACs):
-- Wheat, forage at 0.30 ppm
-- Wheat, grain at 0.01 ppm
-- Wheat, hay at 0.10 ppm
-- Wheat, straw at 0.05 ppm
and combined residues of flucarbazone-sodium and its metabolites
converted to 2-(trifluoromethoxy)benzene sulfonamide and calculated
as flucarbazone-sodium in or on the RACs:
-- Milk at 0.005 ppm
-- Meat and meat byproducts except liver (cattle, goats, sheep,
horses, hogs) at 0.01 ppm
-- Liver (cattle, goats, sheep, horses, hogs) at 1.50 ppm |
Nov 9,
2005 |
OPP-2005-0254 |
Arysta
LifeScience.
Time-Limited Pesticide
Tolerance. FINAL RULE. The
time limited-tolerance previously issued September 29, 2000,
will be extended for 13 months and will expire on November
30, 2006.
A time-limited tolerance will be issued
due to outstanding studies (independent laboratory validations
of: Analytical Method for the Determination O-Desmethyl
MKH 6562 (Metabolite of MKH 6562 in Soil by High Performance
Liquid Chromatography Tandem Mass Spectrometry), Analytical
Method for the Determination of MKH 6562 and Metabolites NODT
(N,O-dimethyltriazolinone), Sulfonic Acid and Sulfonamide
in Soil by High Performance Liquid Chromatography Tandem Mass
Spectrometry, and Analytical Method for the Determination
of MKH 6562 and Three Metabolites in Groundwater by High Performance
Liquid Chromatography Tandem Mass Spectrometry) will
be submitted to the Agency by the registrant in January 2006.
•
A
summary of the toxicological endpoints for flucarbazone-sodium
used for human risk assessment is discussed in final rule
published in the Federal
Register of September 29, 2000.
•
the estimated environmental concentrations (EECs) of flucarbazone-sodium
for acute exposures are estimated to
be 1.42 parts per billion (ppb) or surface water and 0.2
ppb for ground water. The EECs for chronic exposures are estimated
to be 1.25 ppb for surface water and 0.2 ppb for ground water.
•
A default Maximum Residue Limit (MRL)
of 0.01 ppm has been established in Canada for residues of
flucarbazone-sodium and its N-desmethyl metabolite on wheat
grain. This value is consistent with the
tolerance being established in the United States on wheat
grain.
Sec.
180.562 Flucarbazone-sodium; tolerances for residues.
(a) General. (1) Time-limited tolerances are established
for combined residues of the herbicide flucarbazone-sodium
and its N-desmethyl metabolite in or on the following
food commodities: |
Commodity
|
Parts
per million |
Expiration/Revocation
Date |
Wheat,
forage |
0.30 |
11/30/06 |
Wheat,
grain |
0.01 |
11/30/06 |
Wheat,
hay |
0.10 |
11/30/06 |
Wheat,
straw |
0.05 |
11/30/06 |
(2)
Time-limited tolerances are established for combined
residues of the herbicide flucarbazone-sodium and
its metabolites converted to 2-(trifluoromethoxy)benzene
sulfonamide and calculated as flucarbazone-sodium
in or on the following food commodities:
|
Commodity
|
Parts
per million |
Expiration/Revocation
Date |
Cattle,
liver |
1.50 |
11/30/06 |
Cattle,
meat |
0.01 |
11/30/06 |
Cattle,
meat byproducts except liver. |
0.01 |
11/30/06 |
Goat,
liver |
1.50 |
11/30/06 |
Goat,
meat |
0.01 |
11/30/06 |
Goat,
meat byproducts except liver. |
0.01 |
11/30/06 |
Hog,
liver |
1.50 |
11/30/06 |
Hog,
meat |
0.01 |
11/30/06 |
Hog,
meat byproducts except liver. |
0.01 |
11/30/06 |
Horse,
liver |
1.50 |
11/30/06 |
Horse,
meat |
0.01 |
11/30/06 |
Horse,
meat byproducts except liver. |
0.01 |
11/30/06 |
Milk |
0.005 |
11/30/06 |
Sheep,
liver |
1.50 |
11/30/06 |
Sheep,
meat |
0.01 |
11/30/06 |
Sheep,
meat byproducts except liver. |
0.01 |
11/30/06 |
|
August
3, 2005 |
OPP-2005-0201 |
Cancellation
of Pesticides for Non-payment of Year 2005 Registration Maintenance
Fees.
Section
24(c) Registrations canceled for non-payment of the
2005
maintenance fee are shown in the following Table 1:
Table
1.--Section 24(c) Registrations Canceled for Non-Payment
of Maintenance Fee |
SLN no. |
Product
Name |
066330
ID-04-0005 |
Everest
70% Water Dispersible Granular Herbicide |
066330
MN-04-0004 |
Everest
70% Water Dispersible Granular Herbicide |
066330
ND-04-0002 |
Everest
70% Water Dispersible Granular Herbicide |
066330
WA-04-0025 |
Everest
70% Water Dispersible Granular Herbicide |
|
July
27, 2005 |
OPP-2005-0139 |
Arvesta
Corporation - Pesticide
Petition: PP 5F6949. Petition to establish pesticide tolerance.
The
proposed tolerance expression is parent flucarbazone-sodium
and N-desmethyl flucarbazone-sodium.
•
An
acute neurotoxicity screening study in rats established an
overall NOAEL for males and females of 500 mg/kg based on
transient neurobehavioral effects.
•
Reproductive
and developmental toxicity. Himalayan
rabbits were administered flucarbazone-sodium at levels of
0, 100, 300, 500, or 1,000 mg/kg/bwt by oral gavage days 6
through 28 post coitum in a test for developmental toxicity.
A maternal NOAEL of 100 mg/kg bwt/day was established based
on clinical findings, body weight loss, decreased feed consumption,
gastrointestinal changes, increased liver weights, and fatty
liver changes at 300 mg/kg bwt/day. The
gestation rate NOAEL of 100 mg/kg bwt/day was based on one
abortion (assessed
as secondary due to maternal toxicity) at 300 mg/kg bwt/day.
The NOAEL for fetal parameters of 300
mg/kg bwt/day was based on decreased fetal weights and delayed
ossification at 500 mg/kg bwt/day.
•
Subchronic toxicity. A 28-day
dermal rabbit study established a systemic NOAEL of >1,000
mg/kg bwt/day (the dermal limit dose) for males and females.
The local dermal effects, skin thickening, seen at 1,000 mg/kg
were regarded as a result of mechanical friction and of no
toxicological relevance.
--
A 90-day rat feeding study defined a NOAEL
at 250
ppm (17.6 mg/ kg bwt/day) for males and 1,000 ppm (101.7
mg/kg bwt/day) for females
based
on a decreased spleen weight in males
at 1,000 ppm and on immunologic changes at 4,000 ppm in
females.
-- A 90-day feeding study with male
and female B6C3F1 mice established
a NOAEL of 7,000 ppm (equivalent to >2,083, and 3,051
mg/kg bwt/day for males and females, respectively). The
dose of 7,000 ppm was the HDT.
-- A 90-day dog
feeding study at levels of 0, 1,000, 5,000, and 50,000 ppm
established a NOAEL of 1,000 ppm (equivalent to 33.8 mg/kg
bwt/day in males and 35.2 mg/kg bwt/day in females) based
on decreased thyroxine levels and
increased thyroxine-binding capacity, macroscopic and microscopic
effects on the gastric mucosa and an eosinophilic hepatocellular
cytoplasm occurring at 5,000 ppm and above. The liver
enzyme induction at 1,000 ppm was assessed as a slight adaptive
response in the detoxification process of flucarbazone-sodium
but not as an adverse effect, due to the absence of clinical
chemical changes that would indicate liver damage and due
to the absence of any histopathologic liver changes at this
dietary level.
-- A
28-day (6 hours/day; 5 days/week) subacute inhalation toxicity
study was conducted with male and female Wistar rats
exposed
to mean actual concentrations of 5.2, 30.0, 180.1 and 513.3
mg/m3 air. A NOAEL of 5.2 mg/m3 air
was established based on histopathological changes observed
at 30 mg/m3 air and above.
To
establish a tolerance for residues of flucarbazone-sodium:
4,5-dihydro-3-methoxy-4-methyl-5-oxo-N-[[2-(trifluoromethoxy)phenyl]sulfonyl]-1H-1,2,4-triazole
1-carboxamide, sodium salt; and its N-desmethyl metabolite
in or on the raw agricultural commodities (RACs): |
Commodity
|
Parts
per million |
Wheat,
forage |
0.30 |
Wheat,
grain |
0.01 |
Wheat,
hay |
0.10 |
Wheat,
straw |
0.05 |
And
combined
residues of flucarbazone-sodium and its metabolites converted
to 2-(trifluoromethoxy)benzene sulfonamide and
calculated as flucarbazone-sodium in or on the raw agricultural
commodities: |
Commodity
|
Parts
per million |
Milk |
0.005 |
Meat
and meat byproducts except liver
(cattle, goats, sheep, horses, hogs) |
0.01 |
Liver
(cattle, goats, sheep, horses, hogs) |
1.50 |
|
••
Note:
The entries in the FR are too long
to list here. Click
here to see all the entries.
|
|