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p - Toluidine, alpha,alpha,alpha - trifluoro - 2,6 - dinitro - N,N - dipropyl -

RTECS #: XU9275000

CAS #: 1582-09-8


UPDATE: May 2009 MW: 335.32 MF: C13H16F3N3O4


NOTE:

TABLE OF CONTENTS:
  1. SYNONYMS:
  2. MUTATION DATA:
  3. REPRODUCTIVE EFFECTS DATA:
  4. TUMORIGENIC DATA:
  5. ACUTE TOXICITY DATA:
  6. OTHER MULTIPLE DOSE DATA:
  7. REVIEWS:
  8. STANDARDS AND REGULATIONS:
  9. NIOSH DOCUMENTATION AND SURVEILLANCE:
  10. STATUS IN FEDERAL AGENCIES:
  11. REFERENCES:

SYNONYMS:

  1. 2,6 - Dinitro - N,N - dipropyl - 4 - (trifluoromethyl) benzenamine
  2. 2,6 - Dinitro - N,N - di - n - propyl - alpha,alpha,alpha - trifluoro - p - toluidine
  3. 2,6 - Dinitro - 4 - trifluormethyl - N,N - dipropylanilin (German)
  4. 4 - (Di - n - propylamino) - 3,5 - dinitro - 1 - trifluoromethylbenzene
  5. 4 - (Trifluoromethyl) - 2,6 - dinitro - N,N - dipropylaniline
  6. Agreflan
  7. Agriflan 24
  8. Benzenamine, 2,6 - dinitro - N,N - dipropyl - 4 - (trifluoromethyl) - (9CI)
  9. Crisalin
  10. Digermin
  11. Elancolan
  12. L - 36352
  13. Lilly 36,352
  14. N,N - Di - n - propyl - 2,6 - dinitro - 4 - trifluoromethylaniline
  15. N,N - Dipropyl - 2,6 - dinitro - 4 - trifluormethylanilin (German)
  16. N,N - Dipropyl - 2,6 - dinitro - 4 - trifluoromethylaniline
  17. N,N - Dipropyl - 4 - trifluoromethyl - 2,6 - dinitroaniline
  18. NCI - C00442
  19. Nitran
  1. Nitran K
  2. Olitref
  3. Su seguro carpidor
  4. Super - Treflan
  5. Synfloran
  6. TRI - 4
  7. Trefanocide
  8. Treficon
  9. Treflan
  10. Treflanocide elancolan
  11. Trifloran
  12. Trifluralin
  13. Trifluralina 600
  14. Trifluraline
  15. Triflurex
  16. Trikepin
  17. Tristar
  18. alpha,alpha,alpha - Trifluoro - 2,6 - dinitro - N,N - dipropyl - p - toluidine


SKIN AND EYE IRRITATION DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
N/R
N/R N/R N/R


MUTATION DATA AND REFERENCES:

SYSTEM TEST ROUTE/
ORGANISM/
TISSUE
DOSE REFERENCE
cytogenetic analysis human lymphocyte 2 ppm PATHAB 73,707,1981
cytogenetic analysis intraperitoneal
mouse
200 mg/kg EESADV 4,263,1980
dominant lethal test intraperitoneal
mouse
200 mg/kg EESADV 4,263,1980
DNA damage human lymphocyte 5 mg/L MUREAV 344,41,1995
mutation in microorganisms Salmonella typhimurium 1 mg/plate (-enzymatic activation step) ENMUDM 8(Suppl 7),1,1986
gene conversion and mitotic recombination Aspergillus nidulans 100 g/plate AISSAW 18,123,1982
sister chromatid exchange hamster ovary 160 g/L ENMUDM 7,1,1985
sister chromatid exchange human lymphocyte 1 mg/L BSIBAC 60,2149,1984
sex chromosome loss and nondisjunction Neurospora crassa 1 mg/L EVHPAZ 31,75,1979
specific locus test multiple
Drosophila melanogaster
1,000 ppm EMMUEG 25,148,1995
specific locus test oral
Drosophila melanogaster
10 mmol/L MUREAV 557,53,2004


REPRODUCTIVE EFFECTS DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
intraperitoneal
mouse
lowest published toxic dose: 200 mg/kg (1 day male) Reproductive: Effects on fertility: Pre- implantation mortality (e.g., reduction in number of implants per female; total number of implants per corpora lutea)

Reproductive: Effects on embryo or fetus: Cytological changes (including somatic cell genetic material)

Reproductive: Effects on embryo or fetus: Fetal death
EESADV 4,263,1980
oral
mouse
lowest published toxic dose: 10 gm/kg (6-15 day pregnant) Reproductive: Effects on newborn: Stillbirth TJADAB 23,33,1981
oral
rat
lowest published toxic dose: 5 gm/kg (6-15 day pregnant) Reproductive: Other effects on female

Reproductive: Effects on fertility: Post- implantation mortality (e.g., dead and/or resorbed implants per total number of implants)

Reproductive: Specific developmental abnormalities: Musculoskeletal system
FCTOD7 30,1031,1992
oral
rat
lowest published toxic dose: 21,800 mg/kg (multigeneration) Reproductive: Effects on fertility: Litter size (e.g., # fetuses per litter; measured before birth)

Reproductive: Effects on newborn: Growth statistics (e.g., reduced weight gain)
FCTOD7 30,1031,1992
oral
rat
lowest published toxic dose: 10 gm/kg (6-15 day pregnant) Reproductive: Other effects on female

Reproductive: Effects on embryo or fetus: Fetotoxicity (except death, e.g., stunted fetus)
FAATDF 26,181,1995
oral
rat
lowest published toxic dose: 47 mg/kg (multigeneration) Reproductive: Other effects on female

Reproductive: Effects on newborn: Other neonatal measures or effects
FEREAC 69,68287,2004
oral
rat
lowest published toxic dose: 316 mg/kg (multigeneration) Reproductive: Specific developmental abnormalities: Endocrine system

Reproductive: Effects on newborn: Other neonatal measures or effects
FEREAC 69,68287,2004
oral
rabbit
lowest published toxic dose: 6,500 mg/kg (6-18 day pregnant) Reproductive: Other effects on female

Reproductive: Effects on fertility: Abortion

Reproductive: Effects on embryo or fetus: Fetotoxicity (except death, e.g., stunted fetus)
FAATDF 26,181,1995


TUMORIGENIC DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
intraperitoneal
mouse
lowest published toxic dose: 2,600 g/kg/39 day- intermittent Tumorigenic: Equivocal tumorigenic agent by RTECS criteria

Blood: Lymphoma including Hodgkin's disease

Tumorigenic: Tumors at site of application
PATHAB 73,707,1981
oral
mouse
lowest published toxic dose: 180 gm/kg/78 week- continuous Tumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Liver: Tumors
NCITR* NCI-TR-34,1978
oral
mouse
toxic dose : 340 gm/kg/78 week- continuous Tumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Liver: Tumors
NCITR* NCI-TR-34,1978
subcutaneous
mouse
lowest published toxic dose: 2,600 g/kg/39 day- intermittent Tumorigenic: Equivocal tumorigenic agent by RTECS criteria

Blood: Lymphoma including Hodgkin's disease

Tumorigenic: Tumors at site of application
PATHAB 73,707,1981


ACUTE TOXICITY DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
inhalation
rat
lethal concentration (50 percent kill): 2,800 mg/m3/1 hour N/R NNGADV 16,557,1991
intraperitoneal
mouse
lethal dose (50 percent kill): 4,600 mg/kg N/R BECTA6 20,554,1978
oral
chicken
lethal dose (50 percent kill): >2 gm/kg N/R PEMNDP 9,851,1991
oral
dog
lethal dose (50 percent kill): >10 gm/kg Gastrointestinal: Hypermotility, diarrhea FCTOD7 30,1031,1992
oral
mammal (species unspecified)
lethal dose (50 percent kill): 3,700 mg/kg N/R PCOC** -,1188,1966
oral
mouse
lethal dose (50 percent kill): 3,197 mg/kg N/R NNGADV 16,557,1991
oral
rat
lethal dose (50 percent kill): 1,930 mg/kg Eye: Mydriasis (pupilliary dilation)

Behavioral: Somnolence (general depressed activity)

Skin and Appendages: Other: Hair
FCTOD7 30,1031,1992
oral
rabbit
lethal dose (50 percent kill): >2 gm/kg N/R PEMNDP 9,851,1991
skin
rat
lethal dose (50 percent kill): >5 gm/kg N/R WRPCA2 9,119,1970
unreported route
mammal (species unspecified)
lowest published lethal dose: 5 gm/kg N/R 85JCAE -,604,1986


OTHER MULTIPLE DOSE DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
inhalation
rat
lowest published toxic concentration: 1,006 mg/m3/6 hour/30 day- intermittent Lung, Thorax, or Respiration: Dyspnea FEREAC 69,68287,2004
inhalation
rat
lowest published toxic concentration: 1,006 mg/m3/6 hour/30 day- intermittent Lung, Thorax, or Respiration: Dyspnea

Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol)
FEREAC 69,68287,2004
intraperitoneal
rat
lowest published toxic dose: 300 mg/kg/3 day- intermittent Liver: Other changes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.)
TXAPA9 193,66,2003
oral
dog
lowest published toxic dose: 34,216 mg/kg/26 week- continuous Liver: Changes in liver weight

Endocrine: Changes in spleen weight

Blood: Changes in erythrocyte (RBC) count
FCTOD7 30,1031,1992
oral
dog
lowest published toxic dose: 91,728 mg/kg/1 year- continuous Blood: Methemoglobinemia- Carboxhemoglobinemia

Blood: Changes in erythrocyte (RBC) count

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Phosphatases
FCTOD7 30,1031,1992
oral
dog
lowest published toxic dose: 27,375 mg/kg/3 year- intermittent Liver: Changes in liver weight NNGADV 16,557,1991
oral
dog
lowest published toxic dose: 1,387 mg/kg/1 year- intermittent Liver: Changes in liver weight FEREAC 69,68287,2004
oral
dog
lowest published toxic dose: 14,600 mg/kg/1 year- intermittent Liver: Other changes

Kidney, Ureter, and Bladder: Other changes

Blood: Other changes
FEREAC 69,68287,2004
oral
dog
lowest published toxic dose: 14,600 mg/kg/1 year- intermittent Liver: Other changes

Kidney, Ureter, and Bladder: Other changes
FEREAC 69,68287,2004
oral
mouse
lowest published toxic dose: 54,964 mg/kg/13 week- continuous Liver: Changes in liver weight

Blood: Methemoglobinemia- Carboxhemoglobinemia

Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol)
FCTOD7 30,1031,1992
oral
mouse
lowest published toxic dose: 60,060 mg/kg/1 year- continuous Blood: Methemoglobinemia- Carboxhemoglobinemia

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Transaminases
FCTOD7 30,1031,1992
oral
mouse
lowest published toxic dose: 394 gm/kg/2 year- continuous Liver: Changes in liver weight

Kidney, Ureter, and Bladder: Interstitial nephritis

Kidney, Ureter, and Bladder: Changes in bladder weight
NNGADV 16,557,1991
oral
rat
lowest published toxic dose: 24,570 mg/kg/45 day- intermittent Blood: Pigmented or nucleated red blood cells

Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol)

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Transaminases
KHZDAN 21,253,1978
oral
rat
lowest published toxic dose: 35,672 mg/kg/13 week- continuous Liver: Changes in liver weight

Blood: Pigmented or nucleated red blood cells

Blood: Changes in erythrocyte (RBC) count
FCTOD7 30,1031,1992
oral
rat
lowest published toxic dose: 154 gm/kg/2 year- continuous Liver: Changes in liver weight

Blood: Pigmented or nucleated red blood cells

Nutritional and Gross Metabolic: Weight loss or decreased weight gain
FCTOD7 30,1031,1992
oral
rat
lowest published toxic dose: 9,937 mg/kg/26 week- intermittent Liver: Other changes

Blood: Pigmented or nucleated red blood cells

Blood: Changes in leukocyte (WBC) count
KHZDAN 21,253,1978
oral
rat
lowest published toxic dose: 5,460 mg/kg/2 week- continuous Kidney, Ureter, and Bladder: Other changes in urine composition

Kidney, Ureter, and Bladder: Other changes
FEREAC 69,68287,2004
oral
rat
lowest published toxic dose: 35,280 mg/kg/90 day- continuous Liver: Changes in liver weight

Blood: Other changes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Multiple enzyme effects
FEREAC 69,68287,2004
oral
rat
lowest published toxic dose: 37,890 mg/kg/90 day- continuous Behavioral: Food intake (animal)

Liver: Changes in liver weight

Nutritional and Gross Metabolic: Weight loss or decreased weight gain
FEREAC 69,68287,2004
oral
rat
lowest published toxic concentration: 123,370 mg/kg/2 year- continuous Nutritional and Gross Metabolic: Weight loss or decreased weight gain FEREAC 69,68287,2004
oral
rat
lowest published toxic concentration: 3,840.2 mg/kg/91 day- continuous Kidney, Ureter, and Bladder: Changes in tubules (including acute renal failure, acute tubular necrosis)

Kidney, Ureter, and Bladder: Urine volume increased

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Multiple enzyme effects
FEREAC 69,68287,2004
skin
rat
lowest published toxic dose: 6,200 mg/kg/31 day- intermittent Skin: After topical application: Corrosive

Biochemical: Metabolism (intermediary): Effect on inflammation or mediation of inflammation
FEREAC 69,68287,2004
skin
rat
lowest published toxic dose: 21,000 mg/kg/21 day- intermittent Skin: After topical application: Corrosive

Biochemical: Metabolism (intermediary): Effect on inflammation or mediation of inflammation
FEREAC 69,68287,2004
skin
rabbit
lowest published toxic dose: 21 gm/kg/21 day- intermittent Blood: Changes in other cell count (unspecified)

Blood: Changes in leukocyte (WBC) count

Blood: Changes in platelet count
NNGADV 16,557,1991


REVIEWS:

ORGANIZATION STANDARD
REFERENCE

International Agency for Research on Cancer (IARC) Cancer Review Animal Limited Evidence IMEMDT 53,515,1991
International Agency for Research on Cancer (IARC) Cancer Review Human Inadequate Evidence IMEMDT 53,515,1991
International Agency for Research on Cancer (IARC) Cancer Review Group 3 IMEMDT 53,515,1991
TOXICOLOGY REVIEW
MUREAV 613,17,2006
TOXICOLOGY REVIEW
ENTOX* -,388,2005
TOXICOLOGY REVIEW
MUREAV 584,1,2005
TOXICOLOGY REVIEW
HETOEA 25,413,2006
TOXICOLOGY REVIEW
JTEHD6 7,1,2004
TOXICOLOGY REVIEW
FEREAC 71,24615,2006
TOXICOLOGY REVIEW
FEREAC 71,54423,2006
TOXICOLOGY REVIEW
JTPAE7 19,1,2006
TOXICOLOGY REVIEW
HTOPA* 1,501,2002


STANDARDS AND REGULATIONS:

ORGANIZATION STANDARD
REFERENCE

Environmental Protection Agency (EPA) Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC 54,7740,1989
Environmental Protection Agency (EPA) Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) 1998 STATUS OF PESTICIDES: RED Completed RBREV* -,155,1998
Occupational Exposure Limit - RUSSIA short term exposure limit 3 mg/m3, Skin, JUN2003


NIOSH DOCUMENTATION AND SURVEILLANCE:

ORGANIZATION STANDARD or SURVEY
REFERENCE

National Occupational Hazard Survey 1974 National Occupational Hazard Survey 1974: Hazard Code: 84719;
Number of Industries 1;
Total Number of Facilities 112;
Number of Occupations 2;
Total Number of Employees Exposed 371


STATUS IN FEDERAL AGENCIES:

ORGANIZATION
REFERENCE

EPA GENETOX PROGRAM 1988, Positive: N crassa-aneuploidy
EPA GENETOX PROGRAM 1988, Weakly Positive: S cerevisiae-homozygosis
EPA GENETOX PROGRAM 1988, Positive/limited: Carcinogenicity-mouse/rat
EPA GENETOX PROGRAM 1988, Negative: D melanogaster Sex-linked lethal
EPA GENETOX PROGRAM 1988, Negative: In vitro UDS-human fibroblast; TRP reversion
EPA GENETOX PROGRAM 1988, Inconclusive: B subtilis rec assay; E coli polA without S9
Used as a selective preemergence herbicide
On EPA IRIS database
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001
NCI Carcinogenesis Bioassay (feed);clear evidence:mouse NCITR* NCI-TR-34,1978
NCI Carcinogenesis Bioassay (feed);no evidence:rat NCITR* NCI-TR-34,1978


REFERENCES:

CODEN
REFERENCE

85JCAE "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986
AISSAW Annali dell'Istituto Superiore di Sanita. (Istituto Poligrafico e Zecca dello Stato, Piazza Verdi, 10 Rome, Italy) V.1- 1965-
BECTA6 Bulletin of Environmental Contamination and Toxicology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1966-
BSIBAC Bolletino della Societe Italiana di Biologia Sperimentale. (Casa Editrice Idelson, Via A. de Gasperi, 55, 80133 Naples, Italy) V.2- 1927-
EESADV Ecotoxicology and Environmental Safety. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1977-
EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987-
ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG.
ENTOX* Encyclopedia of Toxicology: Reference Book, Elsevier, 2005
EVHPAZ EHP, Environmental Health Perspectives. (U.S. Government Printing Office, Supt of Documents, Washington, DC 20402) No.1- 1972-
FAATDF Fundamental and Applied Toxicology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1-40, 1981-97. For publisher information, see TOSCF2
FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982-
FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936-
HETOEA Human & Experimental Toxicology. (Macmillan Press Ltd., Brunel Road, Houndmills, Basingstoke, Hampshire, RG21 2XS, UK) V.9- 1990-
HTOPA*
IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972-
JTEHD6 Journal of Toxicology and Environmental Health. (Hemisphere Pub., 1025 Vermont Ave., NW, Washington, DC 20005) V.1- 1975/76-
JTPAE7 Journal of Toxicologic Pathology. (Nihon Dokusei Byori Gakkai, editor, 3-25-8 Nishi- shinbashi, Minato-ku, Tokyo 105, Japan) V.1- 1988
KHZDAN Khigiena i Zdraveopazvane. Hygiene and Sanitation. (Hemus, Blvd. Russki 6, Sofia, Bulgaria) V.9- 1966-
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964-
NCITR* National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD) No.0-205. For publisher information, see NTPTR*.
NNGADV Nippon Noyaku Gakkaishi. Journal of the Pesticide Science Society of Japan. (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170, Japan) V.1- 1976-
PATHAB Pathologica. (Via Alessandro Volta, 8 Casella Postale 894, 16128 Genoa, Italy) V.1- 1908-
PCOC** Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. (Topeka, KS)
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968-
RBREV* Status of Pesticides in Registration, Reregistration, and Special Review (Rainbow Report), Special Review and Reregistration Division Office of Pesticide Programs U.S. Environmental Protection Agency, 401 M. Street, S.W., Washington, D.C. 20460, Spring 1998
TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968-
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959-
WRPCA2 World Review of Pest Control. (London, UK) V.1-10, 1962-71. Discontinued.

Used as a selective preemergence herbicide

RTECS Compound Description:
   Agricultural Chemical
   Tumorigen
   Mutagen
   Reproductive Effector
   Human Data

ALT CAS #: 39300-53-3
ALT CAS #: 52627-52-8
ALT CAS #: 61373-95-3
ALT CAS #: 75635-23-3
Click Here for Additional Information about RTECS

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