naptalam (Alanap) Herbicide Profile 3/85
CHEMICAL FACT SHEET FOR:
NAPTALAM AND NAPTALAM SODIUM
FACT SHEET NUMBER: 49
DATE ISSUED: MARCH 31, 1985
1. DESCRIPTION OF CHEMICAL
- Generic Name: naptalam, naptalam sodium
- Common Name: naptalam (WSSA, BSI, ISO)
- Trade Name: Alanap-L
- EPA Shaughnessy Code: 030702
- Chemical Abstracts Service (CAS) Number: 132-66-1
- Year of Initial Registration: 1949
- Pesticide Type: Herbicide
- Chemical Family: Phthalic acid
- U.S. and Foreign Producers: Uniroyal
2. USE PATTERNS AND FORMULATIONS
- Application sites: Liquid and granular naptalam are used as selective
preemergence herbicides for the control of a wide range of annual
broadleaf weeds and grasses in soybeans, peanuts, cucumbers, melons,
and established woody ornamental stock. Naptalam may also be applied
after emergence on soybeans.
- Types of formulations: Liquid and granular forms.
- Types and methods of application: Planter-mounted preemergence
herbicide sprayer, aerial spraying, or granular applicator.
Applications may be preemergence, or postemergence in soybeans and
cucurbits. One application per year, except on cucurbits, where there
may be two.
- Application rates: For the liquid formulations, rates range from 2.0-
6.0 lbs. a.i./A, except on ornamental nursery stock, where 8.0 lbs.
a.i./A may be used. For the granular formulation, the rate is 4.3
lbs. a.i./A, except on cranberries, where 8.1 lbs. a.i./A may be used.
- Usual carriers: Water is the most common carrier for liquid
3. SCIENCE FINDINGS
- Physical state: solid
- Color: purple
- Odor: no data
- Vapor pressure: not available and not required
- Melting point: 185 degrees C (acid) and 234 degrees C (sodium salt)
- Octanol/water partition coefficient: not available
- Stability: not stable above pH 9.5 or above 180 degrees C. Tends to
form the imide at elevated temperatures.
Solvent Naptalam Naptalam, Sodium
_______ ________ ________________
- Water 0.02 30.0
- Acetone 0.59 1.68
- Xylene * 0 04
- Benzene * 0.05
- Hexane * *
- Chloroform 0.01 *
- DMF 3 94 5 53
- DMSO 4.31 140 0
- Ether 0 11 0 01
- 2-propanol 0.21 2.09
- MEK 0.37 0.59
Note: * = insoluble in this solvent
- Unusual handling characteristics: Very hard water and water with low
pH may cause precipitatiDn of free acid from solution of naptalam
sodium. May be incompatible with some pesticides. High electrolyte
may be a problem in mixtures with soluble fertilizers.
- Acute oral LD50: (rats) 8.2 g/kg (naptalam), 1.7 g/kg (naptalam
sodium). Category IV
- Acute dermal LD50: not available
- Acute inhalation toxicity: not available
- Primary eye irritation: (rabbits) Corneal opacity in 5 of 6
animals; reversed in 4 of 6 animals at day 7. Conjunctival
damage in 6 of 6 animals; reversed in 3 of 6 animals at day 7.
- Major routes of exposure: Dermal is the major route, followed by
ocular and inhalation.
- Oncogenicity: Mice - negative at 5000 ppm, the highest dose tested.
Rats - data gap.
- Teratology: Sprague-Dawley rats: Increased maternal mortality and
resorptions were noted at the mid dose level and above. NOEL for
maternal and fetotoxic effects is therefore 15 mg/kg/day (lowest
- Reproduction: data gap
- Mutagenicity: data gap
- Chromosomal aberration: data gap
Physiological and Biochemical Behavioral Characteristics
- Translocation: When applied to soil, naptalam is absorbed by the
roots and translocated to the leaves.
- Mechanism of action: Blockage of indoleacetic acid (IAA) action.
- Absorption and leaching characteristics: Incomplete data indicate
that naptalam is very mobile in a fine sand, a sandy loam, and a
silt loam soil, and slightly mobile in muck soil. Retention of
naptalam by soil is correlated with CEC and organic matter content.
The submitted data are not sufficient to fill data requirements.
- Microbial breakdown: data gap
- Loss from photodegradation and/or volatilization: data gap
- Resultant average persistence: unknown
- Half-life in water: unknown
- Hazards to birds: Low toxicity, suggesting minimal hazards
- Hazards to fish and aquatic invertebrates: Low toxicity, suggesting
- Potential problems with endangered species: No hazards indicated.
- List of crops and tolerances (40 CFR 180.297): cantaloupes, cran-
berries, cucumbers, muskmelons, peanuts, peanut hulls, peanut hay,
soybeans, soybean hay, and watermelons. The tolerance for each
of the above is 0.1N (N = negligible).
- List of food contact uses: cantaloupes, cranberries, cucumbers,
muskmelons, peanuts, soybeans, and watermelons.
- Results of tolerance assessment: No ADI can be set at this time.
The Agency will recommend that the negligible (N) classification
be removed from all tolerances.
Summary Science Statement
4. SUMMARY OF REGULATORY POSITION AND RATIONALE
- Use classification: Not a restricted use pesticide. Low toxicity.
- Groundwater monitoring: Not required at this time. Data may be
required later if warranted by environmental fate data.
- New uses: The Agency will not approve new tolerances for significant
new crops until data gaps regarding acute toxicity, teratogenicity,
oncogenicity, plant and an1mal metabolism, storage stability,
reproductive effects, and environmental fate are filled.
- Use, formulation, or geographic restrictions: Manufacturing-use
products (of which there are none registered at this time) may only be
formulated into end-use products intended for use an a herbicide on
cucurbits, soybeans, peanuts, cranberries, or woody ornamental stock.
- Unique label warning statements
- Use pattern statements:
- Labels of all MPs must bear the statement: For formulation into
end-use herbicide products intended only for use on soybeans,
peanuts, cucurbits, cranberries, or woody nursery stock.
- Precautionary statements. Labels of MPs and EPs must bear the
- Hazards to humans statement: DANGER. Harmful if swallowed.
Corrosive. Causes irreversible eye damage. Do not get in eyes
or on clothing. Wear a face shield or goggles. Wash thoroughly
with soap and water after handling and before eating or smoking.
Remove contaminated clothing and wash before reuse.
- Statements of practical treatment:
- If in eyes: Flush with water for fifteen minutes. Call a
- If swallowed: Call a physician or Poison Control Center. Drink
promptly a large quantity of milk, gelatin solution, or, if
these are not available, drink large quantities of water. Avoid
alcohol. NOTE TO PHYSICIAN: Probable mucosal damage may
contraindicate the use of gastric lavage.
- Environmental hazard statements:
- The following specific statements must appear on the labels of
all MPs: Do not discharge effluent containing this product into
lakes, streams, ponds, estuaries, oceans, or public waters
unless this product is specifically identified and addressed in
an NPDES permit. Do not discharge effluent containing this
product to sewer systems without previously notifying the sewage
treatment plant authority. For guidance, contact your State
Water Board or Regional Office of the EPA.
- The labels of EPs intended for outdoor use must bear one of the
following statements, depending on the formulation of the
- Granular products must bear the statement: Do not apply
directly to water. In case of spills, collect for reuse or
properly dispose of the granules. Do not contaminate water
by cleaning of equipment or disposal of wastes.
- Non-granular products must bear the statement: Do not apply
directly to water. Do not contaminate water by cleaning of
equipment or disposal of wastes.
- Grazing restrictions statement:
- The label of all EPs registered for use on peanuts must bear
the statement: Do not graze or feed forage or hay from
peanuts to livestock.
- The label of all EPs registered for use on soybeans must
the statement: Do not harvest soybeans or soybean hay
than 90 days posttreatment. Do not graze or feed soybean
or hay from treated fields to livestock.
- The labels of all products must bear the appropriate container
disposal statement. See Appendix IV-4 oP the guidance package.
- The required statements listed in the Standard must appear on
labels of all MPs and EPs released for shipment after March 1,
The labels of all MPs and EPs currently in the channels of trade
must be modified to include all the listed statements by March
1987. After review of data to be submitted under the Standard,
Agency may impose additional label requirements.
5. Summary of Major Data Gaps
- Data Required Due date (time
Description of beginning materials and 12 months
Discussion of formation of unintentional 12 months
Preliminary analysis of samples 6 months
Certification of limits 6 months
Odor 6 months
Density, bulk density, or specific gravity 6 months
Dissociation constant 6 months
pH 6 months
Livestock metabolism 24 months
Plant metabolism 24 months
Storage stability data 24 months
Magnitude of the residue for each food use 24 months
(confined rotational crops) 24 months
(in fish) 6 months
(in non-target aquatic organisms) 6 months
Dermal toxicity 6 months
Inhalation toxicity 6 months
90-day feeding (rodent, non-rodent) 12 months
Chronic toxicity 4 years
Reproduction (2-generation) 22 months
Chromosomal aberration 10 months
Other genotoxic effects (DNA repair) 10 months
- Data Required Under a Data Call-in Approximate Due
Letter Sent October 31, 1984
Hydrolysis August 1, 1985
Photodegradation (water, soil) August 1, 1985
Metabolism studies in lab November 1, 1987
Mobility studies - leaching and absorption/ August 1, 1985
Dissipation studies in field (soil, water) November 1, 1987
Octanol/water partition coefficient August 1, 1985
Oncogenicity November 1, 1988
Teratogenicity January 1, 1987
Water solubility August 1, 1985
Vapor pressure August 1, 1985
6. Contact Person at EPA
U.S. Environmental Protection Agency
401 M Street S.W.
Washington, DC 20460
DISCLAIMER: THE INFORMATION PRESENTEO IN THIS CHEMICAL INFORMATION FACT
IS FOR INFORMATIONAL PURPOSES ONLY AND NOT TO BE USED TO FULFILL
DATA REQUIREMENTS FOR PESTICIDE REGISTRATION AND REREGISTRATION.