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naptalam (Alanap) Herbicide Profile 3/85

                         CHEMICAL FACT SHEET FOR:
                        NAPTALAM AND NAPTALAM SODIUM
                  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
- 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
Chemical Characteristics
- 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.
- Solubility:
  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.
Toxicological Characteristics
Acute effects:
- 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.
  Category I
- Major routes of exposure:  Dermal is the major route, followed by
  ocular and inhalation.
Chronic effects:
- 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
  dose tested).
- 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.
Environmental Characteristics
- 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
Ecological Characteristics
- Hazards to birds:  Low toxicity, suggesting minimal hazards
- Hazards to fish and aquatic invertebrates:  Low toxicity, suggesting
  minimal hazards
- Potential problems with endangered species:  No hazards indicated.
Tolerance Assessment
- 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
- 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 
                                                      after publication 
                                                      the Standard)
    Description of beginning materials and            12 months
      manufacturing process
    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
   Accumulation studies
     (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
      Robert Taylor
      U.S. Environmental Protection Agency
      401 M Street S.W.
      Washington, DC  20460