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Registry of Toxic Effects of Chemical Substances (RTECS)

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

RTECS #

XU9275000

CAS #

1582-09-8; 39300-53-3; 52627-52-8; 61373-95-3; 75635-23-3

Updated

December 2011

Molecular Weight

335.32

Molecular Formula

C13H16F3N3O4

Synonyms

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

Mutation Data and Reference

System TestRoute/Organism/TissueDoseReference
Cytogenetic Analysisintraperitoneal/mouse200 mg/kgEESADV 4,263,1980
Cytogenetic Analysislymphocyte/human2 ppmPATHAB 73,707,1981
DNA Damagelymphocyte/human5 mg/LMUREAV 344,41,1995
Dominant Lethal Testintraperitoneal/mouse200 mg/kgEESADV 4,263,1980
gene conversion and mitotic recombination/Aspergillus nidulans100 µg/plateAISSAW 18,123,1982
micronucleus testmultiple/other fish1 µg/L/3D-continuousEMMUEG 49,434,2008
mutation in microorganisms/Salmonella typhimurium1 mg/plate (-enzymatic activation step)ENMUDM 8(Suppl 7),1,1986
sex chromosome loss and nondisjunction/Neurospora crassa1 mg/LEVHPAZ 31,75,1979
sister chromatid exchangeovary/hamster160 µg/LENMUDM 7,1,1985
sister chromatid exchangelymphocyte/human1 mg/LBSIBAC 60,2149,1984
specific locus testoral/Drosophila melanogaster10 mmol/LMUREAV 557,53,2004
specific locus testmultiple/Drosophila melanogaster1000 ppmEMMUEG 25,148,1995

Reproductive Effects Data and References

Route/OrganismDoseEffectReference
intraperitoneal/mouse 200 mg/kg (1D 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/rabbit 6500 mg/kg (6-18D 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
oral/rat 47 mg/kg (multigeneration)Reproductive: Other effects on female

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

Reproductive: Effects on newborn: Other neonatal measures or effects
FEREAC 69,68287,2004
oral/rat 5 gm/kg (6-15D 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 21800 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 10 gm/kg (6-15D pregnant)Reproductive: Other effects on female

Reproductive: Effects on embryo or fetus: Fetotoxicity (except death, e.g., stunted fetus)
FAATDF 26,181,1995
oral/mouse 10 gm/kg (6-15D pregnant)Reproductive: Effects on newborn: StillbirthTJADAB 23,33,1981

Tumorigenic Data and References

Route/OrganismDoseEffectReference
intraperitoneal/mouse lowest published toxic dose: 2600 µg/kg/39D- intermittentTumorigenic: 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/78W- continuousTumorigenic: Carcinogenic by RTECS criteria

Lung, Thorax, or Respiration: Tumors

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

Lung, Thorax, or Respiration: Tumors

Liver: Tumors
NCITR* NCI-TR-34,1978
subcutaneous/mouse lowest published toxic dose: 2600 µg/kg/39D- intermittentTumorigenic: 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/OrganismDoseEffectReference
inhalation/rat lethal concentration (50 percent kill): 2800 mg/m3/1HNNGADV 16,557,1991
intraperitoneal/mouse lethal dose (50 percent kill): 4600 mg/kgBECTA6 20,554,1978
intraperitoneal/rat lowest published toxic dose: 50 mg/kgBehavioral: Change in psychophysiological tests

Biochemical: Metabolism (intermediary): Other
FCLPH* 22(Suppl 2),66,2008
intraperitoneal/rat lowest published toxic dose: 50 mg/kgBehavioral: Antianxiety

Biochemical: Metabolism (intermediary): Other
FCLPH* 22(Suppl 2),66,2008
oral/chicken lethal dose (50 percent kill): >2 gm/kgPEMNDP 9,851,1991
oral/Dog lethal dose (50 percent kill): >10 gm/kgGastrointestinal: Hypermotility, diarrheaFCTOD7 30,1031,1992
oral/mammal (species unspecified) lethal dose (50 percent kill): 3700 mg/kgPCOC** -,1188,1966
oral/mouse lethal dose (50 percent kill): 3197 mg/kgNNGADV 16,557,1991
oral/rabbit lethal dose (50 percent kill): >2 gm/kgPEMNDP 9,851,1991
oral/rat lethal dose (50 percent kill): 1930 mg/kgEye: Mydriasis (pupilliary dilation)

Behavioral: Somnolence (general depressed activity)

Skin and Appendages: Other: Hair
FCTOD7 30,1031,1992
skin/rat lethal dose (50 percent kill): >5 gm/kgWRPCA2 9,119,1970
unreported route/mammal (species unspecified) lowest published lethal dose: 5 gm/kg85JCAE -,604,1986

Other Multiple Dose Data and References

Route/OrganismDoseEffectReference
inhalation/rat lowest published toxic concentration: 1006 mg/m3/6H/30D- intermittentLung, Thorax, or Respiration: DyspneaFEREAC 69,68287,2004
inhalation/rat lowest published toxic concentration: 1006 mg/m3/6H/30D- intermittentLung, 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/3D- intermittentLiver: 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: 1387 mg/kg/1Y- intermittentLiver: Changes in liver weightFEREAC 69,68287,2004
oral/Dog lowest published toxic dose: 14600 mg/kg/1Y- intermittentLiver: Other changes

Kidney, Ureter, and Bladder: Other changes

Blood: Other changes
FEREAC 69,68287,2004
oral/Dog lowest published toxic dose: 14600 mg/kg/1Y- intermittentLiver: Other changes

Kidney, Ureter, and Bladder: Other changes
FEREAC 69,68287,2004
oral/Dog lowest published toxic dose: 34216 mg/kg/26W- continuousLiver: 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: 91728 mg/kg/1Y- continuousBlood: 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: 27375 mg/kg/3Y- intermittentLiver: Changes in liver weightNNGADV 16,557,1991
oral/mouse lowest published toxic dose: 54964 mg/kg/13W- continuousLiver: 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: 60060 mg/kg/1Y- continuousBlood: 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/2Y- continuousLiver: Changes in liver weight

Kidney, Ureter, and Bladder: Interstitial nephritis

Kidney, Ureter, and Bladder: Changes in bladder weight
NNGADV 16,557,1991
oral/mouse lowest published toxic dose: 1500 mg/kg/30D- intermittentCardiac: Other changes

Blood: Other changes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Dehydrogenases
BCLPT* 101,90,2007
oral/mouse lowest published toxic dose: 2600 mg/kg/90D- intermittentBiochemical: Enzyme inhibition, induction, or change in blood or tissue levels: PhosphokinaseBCLPT* 101,90,2007
oral/rat lowest published toxic dose: 5460 mg/kg/2W- continuousKidney, Ureter, and Bladder: Other changes in urine composition

Kidney, Ureter, and Bladder: Other changes
FEREAC 69,68287,2004
oral/rat lowest published toxic dose: 35280 mg/kg/90D- continuousLiver: 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: 37890 mg/kg/90D- continuousBehavioral: 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 dose: 24570 mg/kg/45D- intermittentBlood: 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: 35672 mg/kg/13W- continuousLiver: 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/2Y- continuousLiver: 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: 9937 mg/kg/26W- intermittentLiver: Other changes

Blood: Pigmented or nucleated red blood cells

Blood: Changes in leukocyte (WBC) count
KHZDAN 21,253,1978
oral/rat lowest published toxic concentration: 123370 mg/kg/2Y- continuousNutritional and Gross Metabolic: Weight loss or decreased weight gainFEREAC 69,68287,2004
oral/rat lowest published toxic concentration: 3840.2 mg/kg/91D- continuousKidney, 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
oral/rat lowest published toxic dose: 6174 mg/kg/2W- continuousLiver: Other changes

Endocrine: Other changes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other transferases
TOLED5 180,38,2008
oral/rat lowest published toxic dose: 1200 mg/kg/4D- intermittentLiver: Changes in liver weight

Endocrine: Other changes
TOXID9 -,32,2009
skin/rabbit lowest published toxic dose: 21 gm/kg/21D- intermittentBlood: Changes in other cell count (unspecified)

Blood: Changes in leukocyte (WBC) count

Blood: Changes in platelet count
NNGADV 16,557,1991
skin/rat lowest published toxic dose: 6200 mg/kg/31D- intermittentSkin: After topical application: Corrosive

Biochemical: Metabolism (intermediary): Effect on inflammation or mediation of inflammation
FEREAC 69,68287,2004
skin/rat lowest published toxic dose: 21000 mg/kg/21D- intermittentSkin: After topical application: Corrosive

Biochemical: Metabolism (intermediary): Effect on inflammation or mediation of inflammation
FEREAC 69,68287,2004

Reviews

OrganizationStandardReference
International Agency for Research on Cancer (IARC)Cancer Review:Animal Limited EvidenceIMEMDT 53,515,1991
International Agency for Research on Cancer (IARC)Cancer Review:Human Inadequate EvidenceIMEMDT 53,515,1991
International Agency for Research on Cancer (IARC)Cancer Review:Group 3IMEMDT 53,515,1991
TOXICOLOGY REVIEWMUREAV 613,17,2006
TOXICOLOGY REVIEWENTOX* -,388,2005
TOXICOLOGY REVIEWMUREAV 584,1,2005
TOXICOLOGY REVIEWHETOEA 25,413,2006
TOXICOLOGY REVIEWJTEHD6 7,1,2004
TOXICOLOGY REVIEWFEREAC 71,24615,2006
TOXICOLOGY REVIEWFEREAC 71,54423,2006
TOXICOLOGY REVIEWJTPAE7 19,1,2006
TOXICOLOGY REVIEWHTOPA* 1,501,2002
TOXICOLOGY REVIEWMUREAV 675,1,2009

Standards and Regulations

OrganizationStandardReference
Environmental Protection Agency (EPA) Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATIONFEREAC 54,7740,1989
Environmental Protection Agency (EPA) Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA) 1998 STATUS OF PESTICIDESRED CompletedRBREV* -,155,1998
Occupational Exposure Limit-RUSSIAshort term exposure limit 3 mg/m3, Skin, JUN2003

NIOSH Documentation and Surveillance

OrganizationStandardReference
National Occupational Hazard Survey 1974Hazard 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

OrganizationReference
EPA GENETOX PROGRAM 1988, Inconclusive: B subtilis rec assay; E coli polA without S9
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, Positive/limited: Carcinogenicity-mouse/rat
EPA GENETOX PROGRAM 1988, Positive: N crassa-aneuploidy
EPA GENETOX PROGRAM 1988, Weakly Positive: S cerevisiae-homozygosis
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001
NCI Carcinogenesis Bioassay (feed);clear evidence:mouseNCITR* NCI-TR-34,1978
NCI Carcinogenesis Bioassay (feed);no evidence:ratNCITR* NCI-TR-34,1978
On EPA IRIS database
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