Return to
Adverse Effects
Abstracts
ACTIVITY:
Insecticide (unclassified)
CAS Name:
tetrahydro-5,5-dimethyl-2(1H)-pyrimidinone [3-[4-(trifluoromethyl)phenyl]-1-[2-[4-
(trifluoromethyl)phenyl]ethenyl]-2-propenylidene]hydrazone
Structure:
Adverse
Effects:
Amyloidosis
- Kidney
Blood
Body
Weight Decrease
(including cachexia and anorexia)
Bone
Cancer: Possible Human Carcinogen -
LUNG
Endocrine:
Adrenal
Endocrine:
Suspected Disruptor
Endocrine:
Testicular
Endocrine: Thymus
Endocrine: Uterus
Kidney
Lung
Reproductive/Developmental |
Environmental
Effects:
Potential
for accumulation in Fish
Fish:
Highly to Very Highly Toxic |
Regulatory
Information
(only comprehensive for the US) |
US
EPA Registered: |
Yes |
US
EPA PC Code: |
118401
|
California
Chemical Code |
2203 |
US
Tolerances: |
CFR
180.395 |
FDA
LMS Code: |
754 |
US
EPA Permit Date
and Registrant: |
1980,
American Cyanamid |
European
Commission: |
Not
allowed to be used as an active ingredient after July 25, 2003. |
Registered
use in
(includes only a limited list of countries)
|
Australia,
Canada, India, Netherlands, New Zealand, Philippines, Singapore,
South Africa, Tanzania, US |
US
Maximum Residue Levels permitted
in food commodities
|
Grass
(pasture & rangeland)
Grass hay (pasture & rangeland)
Pineapple |
Other
Information |
Molecular
Formula: |
C25H24
F6 N4 |
Manufacturers: |
BASF |
Other
Names: |
Pyrimidinone
Amdro Fire Ant Control
Amidinohydrazone
Maxforce
Pyramdron
Siege
Wipeout |
Of
special interest: |
PAN
BAD ACTOR - Developmental or Reproductive Toxin |
Material
Safety Data Sheets & Labels |
June
2002 - Summary
of Toxicology Data. California EPA. |
2002
- Aventis Environmental Science has agreed to acquire the Maxforce
product line from Clorox for an undisclosed sum. The
Maxforce line, based on firponil or hydramethylnon, consists
of a range of products to control ants and cockroaches, and
is sold to the professional pest control markets in over 100
countries. Clorox will continue to sell its consumer insecticies,
including the "Combat" and "Black Flag"
branded products, into the consumer markets. Aventis already
has the exclusive rights to market the Maxforce line in Europe,
whilst also selling it in South America.
Under the new agreement, Aventis will now have global rights
to sell Maxforce to the professional pest control markets.
Ref: February 2002. Agrochemical
Service. PhytoPhile. |
December
1998 - Reregistration
Eligibility Decision (RED) - US EPA
(long) |
December
1998 - RED
Fact Sheet - US EPA (short) |
TOXNET
profile from Hazardous Substances Data Bank |
June
30, 2004: Canada's Pest Management Regulatory Agency has determined
that hydramethylnon is acceptable for continuing registration
provided that some mitigation measures are implemented. Uses:
as an insecticide to kill cockroaches
or ants. Re-evaluation
Decision Document No. RRD2004-16. Canada Pest Management
Regulatory Agency. |
November
26, 2002 - European
Commission: Hydramethylnon 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 Journal...." Ref:
MIDDAY EXPRESS. News from the Press and Communication Service's
midday briefing. |
Identified
by the State of California as "Known to Cause Developmental
Toxicity" and "Male Reproductive Toxicity"
- Prop 65 |
June
2002 - In Australia when Hydramethylnon is used "In
bait trays for control of ants" no
maximum residue levels are required. Ref: June 2002. Table 5.
Uses of substances where maximum residue limits are not
necessary. Australian National Registration Authority for Agricultural
Veterinary Chemicals. The MRL Standard. Maximum residue limits
in food and animal feedstuff.
http://www.nra.gov.au/residues/mrl5.pdf
|
October
1998 -
Structural Pest Management
pesticides. FAN's
compilation of information cited on fluorine and organofluorine
pesticides published in General Pest Management, Category 7A.
A Guide for Commercial Applicators. Prepared by: Carolyn Randall,
MSU Pesticide Education Program. Published by MSU
Pesticide Education (Michigan State
University). MSU
manual number: E-2048. |
Japan:
Listed since Nov 15, 1991, as a Designated Chemical Substance.
A substance which, either in itself or
one of its degradation products, is not easily degradable or
which may be harmful to human health when ingested continuously
and which is considered to cause or expected to cause harm to
human health due to significant residues of the substance in
a wide range of areas. A person who manufactures or imports
this substance shall for every fiscal year submit a report on
manufactured or imported quantities. Division of Chem-Bio Informatics,
National Institute of Health Sciences, Japan. |
October
2001 - Glossary
of Pesticide Chemials. A listing of
pesticides subject to analysis of residues in foods and feeds
by the US Food and Drug Administration. |
Abstracts |
Insecticide
Products - partial list |
2000
Toxic Release Inventory. Brief Summary. |
Nov 14, 1996: Pyrimidinone.
Case 2585. Chemical 118401. Product
and Residue Chemistry Chapters for the Reregistration Eligibility
Decision (RED). From K. Dockter, USEPA Chemistry Branch
II to Jane Smith, USEPA Risk Characterization & Analysis
Branch. August 1, 2007, Docket EPA-HQ-OPP-2004-0154-0013. |
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:
Hydramethylnon |
Rationale
for US EPA to add Hydramethylnon to the Toxic Release Inventory
In
a 90-day dog feeding study, testicular atrophy was observed
at 6 mg/ kg/day (LOEL). The NOEL was 3 mg/kg/day. In a 90-day
rat study, dietary administration of 5 mg/kg/day (LOEL)
produced testicular atrophy. The NOEL was 2.5 mg/kg/day.
Dietary administration of 6.5 mg/kg/day for 18 months produced
testicular lesions in mice. The NOEL was 2.75 mg/kg/ day.
In a 2-year rat study, dietary administration of 5 mg/kg/day
produced decreased testicular weight and testicular atrophy.
The NOEL was 2.5 mg/kg/day. In a 3-generation rat reproduction
study, oral administration of 5 mg/kg/day produced male
infertility. The NOEL was 2.5 mg/kg/day.
Decreased
fetal weight was observed in the offspring of rats administered
30 mg/kg/day (LOEL). The NOEL was 10 mg/kg/day. Increased
post implantation loss and decreased fetal viability were
observed in the offspring of rabbits administered 15 mg/kg/day
(LOEL). The NOEL was 5 mg/kg/day. Vertebral anomalies were
seen in the offspring of rabbits administered 10 mg/kg/day
(LOEL). The NOEL was 5 mg/kg/day.
Dietary
administration of 1 mg/kg/day (LOEL) for 6 months to dogs
produced increased absolute and relative liver weights.
The NOEL was 0.33 mg/kg/day. Based on the NOEL of the study,
an oral RfD of 0.0003 mg/kg/day was derived.
EPA
believes that there is sufficient evidence for listing hydramethylnon
on EPCRA section 313 pursuant to EPCRA section 313(d)(2)(B)
based on the available reproductive, developmental, and
hepatic toxicity data for this chemical.
The
96-hour LC 50 in the Chanel Catfish was 90 ppb. Bioaccumulation
factors in bluegill sunfish are 1300 for the whole fish,
780 for the fillet, and 1900 for viscera. EPA believes that
there is sufficient evidence for listing hydramethylon on
EPCRA section 313 pursuant to EPCRA section 313(d)(2)(C)
based on the available environmental toxicity data and the
potential for bioaccumulation.
Ref:
USEPA/OPP. Support Document for the Addition of Chemicals
from Federal Insecticide, Fungicide, Rodenticide Act (FIFRA)
Active Ingredients to EPCRA Section 313. U. S. Environmental
Protection Agency, Washington, DC (1993).
As cited by US EPA in: Federal
Register: January 12, 1994. Part IV. 40 CFR Part 372.
Addition of Certain Chemicals; Toxic Chemical Release Reporting;
Community Right-to-Know; Proposed Rule.
|
|
Active
Ingredient |
Product
Name |
|
Active
Ingredient |
Product
Name |
Benefin
(also known as
Benfluralin)
|
Team,
XL 2G |
|
Hydramethylnon
|
MaxForce
Ant Killer Granular Bait,
MaxForce Roach Gel,
Siege |
Bifenthrin |
Talstar
Lawn & Tree |
|
Lambda-cyhalothrin |
Demand
CS |
Bromethalin |
Vengence |
|
Sulfuryl
fluoride |
Vikane |
Cyfluthrin |
Intruder
HPX,
Tempo 20 WP |
|
Trifluralin |
Team,
Turflan |
Fipronil |
MaxForce
Ant Station,
MaxForce Roach Station,
MaxForce FC |
|
Unknown
|
Fluorgard |
Fluazifop-butyl |
Fusilade,
Fusilade II,
Ornamec |
|
- |
US
Federal Register
••
Note: Due to length, the following is a partial
list. Click here
to see full list of FR entries.
|
Published
date |
Docket
Identification Number |
Details |
August 1, 2007 |
EPA-HQ-OPP-2004-0154 |
Proposal
to Increase tolerances. Hydramethylnon (Pyrimidinone).
EPA is increasing the following commodity tolerances in 40
CFR 180.395(a):
``grass (pasture and rangeland)'' from 0.05
ppm to 2.0 ppm
and revising the terminology to ``grass, forage''
and ``grass, hay;'' based on
available field trial data which show residues of hydramethylnon
above the current tolerance level and label amendments
which reflect parameters of use patterns for which field trials
are available; (i.e., reflect a 0 day post harvest interval)
since the Agency no longer allows a PHI (post harvest interval)
restriction on grass. The tolerance for ``grass hay (pasture
and rangeland)'' was recommended to be increased from 0.05
ppm to 0.1 ppm, based on available field trial data previously
discussed and label amendments which reflect a 0 day post
harvest interval. However, because the terminology should
be revised to ``grass, hay,'' that tolerance at 0.1 ppm is
no longer needed since it would be a duplicate covered by
the proposed tolerance at 2.0 ppm. Therefore, EPA is removing
the tolerance in 40 CFR 180.395(a) for grass hay (pasture
and rangeland).
After the hydramethylnon RED was completed in 1998, a permanent
tolerance was established in 40 CFR 180.395(a) on pineapple
(68 FR 48302, August 13, 2003)(FRL-7319-5). Since the proposal
of August 4, 2004 (69 FR 47051), the time-limited tolerance
for hydramethylnon residues on pineapple in 40 CFR 180.395(b),
for section 18 emergency exemptions, expired on June 30, 2005.
The Agency did not propose in a notice for comment to remove
the text and table with the expired tolerance and reserve
40 CFR 180.395(b). However, section 553(b)(3)(B) of the Administrative
Procedure Act provides that notice and comment is not necessary
``when the agency for good cause finds (and incorporates the
finding and a brief statement of reasons therefore in the
rules issued) that notice and public procedure thereon are
impracticable, unnecessary, or contrary to the public interest.''
Consequently, for good cause, EPA is
removing the text and table from 40 CFR 180.395(b) and reserving
that section for emergency exemptions in this document. The
reason for taking this action is because such action has no
practical impact on the use of or exposure to the pesticide
active ingredient, hydramethylnon, since the sole time-limited
tolerance in 40 CFR 180.395(b) had expired and, as
it no longer needs to be codified in that section, should
be removed for the sake of clarity.
•• Document made available with this notice:
Nov 14, 1996: Pyrimidinone. Case 2585. Chemical 118401. Product
and Residue Chemistry Chapters for the Reregistration Eligibility
Decision (RED). From K. Dockter, USEPA Chemistry Branch
II to Jane Smith, USEPA Risk Characterization & Analysis
Branch. August 1, 2007, Docket EPA-HQ-OPP-2004-0154-0013. |
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 |
000241
TX-01-0016 |
Amdro
Fire Ant Insecticide |
|
Oct
27, 2004 |
OPP-2004-0338 |
Cancellation
of Pesticides for Non-payment of Year 2004 Registration Maintenance
Fees.
Table
1.--Section 24(c) Registrations Canceled for Non-Payment
of
Maintenance Fee |
Name
of Pesticide |
Product
Name |
Registrant |
SLN
No. |
Hydramethylnon |
Amdro
Fire Ant Insecticide |
BASF
Corporation |
000241
HI-02-0003 |
Hydramethylnon |
Amdro
Fire Ant Insecticide |
BASF
Corporation |
000241
HI-02-0009. |
|
August
4, 2004 |
OPP-
2004-0154 |
Tolerances
increased and terminology revision. EPA is proposing to
increase the tolerance in 40 CFR 180.395(a) on ``grass (pasture
and rangeland)'' from 0.05 to 2.0 ppm
and revise the terminology to ``grass, forage'' and ``grass,
hay;'' based on available field
trial data which show residues of hydramethylnon above the
current tolerance level and label amendments which
reflect parameters of use patterns for which field trials
are available; i.e., reflect a zero day post harvest interval
since that the Agency no longer allows a PHI restriction on
grass.
Section
180.395 is amended by revising the table in paragraph
(a) to read as follows: |
Commodity |
Parts
per million |
Grass,
forage |
2.0 |
Grass,
hay |
2.0 |
Pineapple |
0.05 |
|
Nov
26, 2003 |
OPP-2003-0358 |
Pesticide
Emergency Exemption. A ``specific exemption'' authorizes
use of a pesticide against specific pests on a limited acreage
in a particular State.
-- Hawaii Department of Agriculture.
Specific. EPA authorized the use of hydramethylnon
on pineapple to control
big-headed and Argentine ants; June 6, 2003 to June 24, 2004.
|
Aug
13, 2003 |
OPP-2003-0251 |
BASF.
Pesticide Tolerance
for Pineapple at 0.05 ppm. FINAL
RULE.
The US EPA Cancer Peer Review Committee
classified hydramethylnon as a Group C-possible human carcinogen,
and recommended that, for the purpose of risk characterization,
the Reference Dose approach should be used for quantification
of human risk. This classification was
based upon statistically significant increases in lung adenomas
and combined lung adenomas/carcinomas in female mice.
Subchronic,
Chronic, and Other Toxicity (from Table 1.) |
Study
Type |
Results |
Rat
-
Subchronic Feeding |
NOAEL = 2.5 mg/kg/ - Rat day LOAEL = 5.0 mg/kg/ day -
decreased testicular weights (34%),
and testicular atrophy. |
Dog
- Subchronic Gavage |
NOAEL
= 3 mg/kg/ day - LDT; decreased
food consumption (11%/ 20%, males/ females) and
body weight gain (11%/ 9%, males/ females). LOAEL
= not defined Lethal Dose = 6 mg/kg/day - decreased
food consumption and body
weight gain, ↑SGPT,
cachexia,
wasting of muscle and subcutaneous fat, testicular atrophy,
and death. |
Rabbit
-
21-Day Dermal |
NOAEL
= 250 mg/kg/day (HDT) Food consumption was depressed as
much as 38% and 45% in the high- dose males and females,
compared to controls. The high-dose
males and females weighed as much as 8% and 9% less than
the controls. The platelet count in the high-dose females
at termination was 54% less than controls, but was not
considered adverse because it is a common finding following
skin abrasion. |
Rat
- Developmental Toxicity |
Maternal
NOEL = 3 mg/kg/day Maternal NOAEL = 10 mg/kg/day - 8%
decrease in body weight and yellowish
discoloration of the fat. Maternal LOAEL = 30 mg/kg/day
- 16% decrease in body weight;
increased incidence of nasal mucus, alopecia, soft stools,
staining of the anogenital fur, yellowish
discoloration of the fat, and small thymus. Developmental
NOEL = 10 mg/kg/ day Developmental LOAEL = 30 mg/kg/ day
- decreased mean fetal weights and
increased incidence of rudimentary structures and incompletely
ossified supraoccipitals. At 30 mg/kg/day, a 16%
decrease in maternal body weight, increased incidence
of clinical signs (nasal mucus, alopecia, soft stool,
staining of anogenital fur), yellowish discoloration of
the fat, and small thymus
were observed. |
Rabbit
- Developmental Toxicity |
...
Developmental NOAEL = 5 mg/kg/ day - decreased
fetal weight (8%). Developmental LOAEL = 10 mg/kg/
day - abortions, decreased fetal
weight (16%). |
Rat
-
2-Generation Reproductive Toxicity |
Reproductive/
Systemic NOAEL = 25 ppm (1.66/2.01 mg/kg/day, male/ female)
Reproductive/ Systemic LOAEL = 50 ppm (3.32 / 4.13 mg/kg/day,
male/female) (degeneration of the
germinal epithelium (1/29) and aspermia (1/ 29) |
Mouse
-
Carcinogenicity Feeding (18 months)
|
NOAEL
= 25 ppm (3.57 mg/kg/day) in males NOAEL = not defined
in females. LOAEL = 50 ppm (6.93 mg/kg/day)
in males (testicular lesions) LOAEL = 25 ppm (4.45
mg/kg/day) in females (LDT; combined
lung adenomas and carcinomas) The high-dose females
were sacrificed after 5 weeks due to high mortality. |
Rat
-
Chronic Feeding Toxicity/ Carcinogenicity |
NOAEL
= 50 ppm (2.4 mg/kg/day in males, 3.0 mg/kg/ day in females)
LOAEL = 100 ppm (4.9 mg/kg/day in males, 6.2 mg/kg/ day
in females) (small, soft testes, decreased
testicular weights, and testicular atrophy in males; decreased
body weight gain in females) |
Conditions
The following studies are required to further characterize the
environmental effects of hydramethylnon:
-- Estuarine/marine fish LC50
(72-1),
-- Estuarine/marine invertebrate EC50 (72-2), and
-- Sediment Toxicity Testing (Harmonized guidelines 850.1735
and 850.1740).
In addition, the following studies are required for any future
expansion of hydramethylnon uses:
-- Aquatic Photodegradation (161- 2),
-- Aerobic Aquatic Metabolism (162-4), and
-- Terrestrial Field Dissipation (164-1).
|
••
Note: Due to length, the above is a partial list.
Click here
to see full list of FR entries.
|
|