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Registry of Toxic Effects of Chemical Substances (RTECS)

2,4-Xylidine, N,N'-(methyliminodimethylidyne)bis-

RTECS #

ZF0480000

CAS #

33089-61-1

Updated

April 2012

Molecular Weight

293.45

Molecular Formula

C19H23N3

Synonyms

1,5-Di(2,4-dimethylphenyl)-3-methyl-1,3,5-triazapenta-1,4-diene
2-Methyl-1,3-di(2,4-xylylimino)-2-azapropane
Acarac
Amitraz
Amitraz estrella
Amitraze (French)
Azadieno
Azaform
BAAM
Bipin
Boots BTS 27419
BTS 27,419
Ectodex
Edrizar
ENT 27967
Fumilat A
Kenaz
Methanimidamide, N'-(2,4-dimethylphenyl)-N-(((2,4-dimethylphenyl)imino)methyl)-N-methyl-
Mitaban
Mitac
N'-(2,4-Dimethylphenyl)-N-(((2,4-dimethylphenyl)imino)methyl)-N-methylmethanimidamide
N,N'-((Methylimino)dimethylidyne)di-2,4-xylidine
N,N-Bis(2,4-xylyliminomethyl)methylamine
N,N-Di-(2,4-xylyliminomethyl)methylamine
N-Methyl-bis(2,4-xylyliminomethyl)amine
N-Methyl-N'-2,4-xylyl-N-(N-2,4-xylylformimidoyl)formamidine
R.D. 27419
Taktic
U-36059
Upjohn U-36059

Reproductive Effects Data and References

Route/OrganismDoseEffectReference
oral/rat 140 mg/kg (7D prior to copulation)Reproductive: Effects on newborn: Delayed effectsNETEEC 16,65,1994
oral/mouse 887 mg/kg (84D male)Reproductive: Effects on fertility: Male fertility index (e.g., # males impregnating females per # males exposed to fertile nonpregnant females)TOLED5 138,253,2003
oral/mouse 455 mg/kg (84D male)Reproductive: Effects on fertility: Post- implantation mortality (e.g., dead and/or resorbed implants per total number of implants)TOLED5 138,253,2003
oral/rat 100 mg/kg (6-10D pregnant)Reproductive: Effects on fertility: Post- implantation mortality (e.g., dead and/or resorbed implants per total number of implants)TOXID9 44,229,2005
oral/rat 200 mg/kg (6-10D pregnant)Reproductive: Maternal effects: Parturition

Reproductive: Specific developmental abnormalities: Eye, ear

Reproductive: Effects on newborn: Growth statistics (e.g., reduced weight gain)
TOXID9 44,229,2005
oral/rat 190 mg/kg (1-19D pregnant)Reproductive: Other effects to embryo or fetus

Reproductive: Specific developmental abnormalities: Musculoskeletal system

Reproductive: Other developmental abnormalities
AECTCV 52,137,2007
oral/rat 570 mg/kg (1-19D pregnant)Reproductive: Effects on fertility: Post- implantation mortality (e.g., dead and/or resorbed implants per total number of implants)

Reproductive: Effects on fertility: Litter size (e.g., # fetuses per litter; measured before birth)

Reproductive: Effects on embryo or fetus: Fetal death
AECTCV 52,137,2007
oral/rat 520 mg/kg (6D preg-10D after birth)Reproductive: Effects on newborn: Biochemical and metabolicTOXID9 -,241,2009

Acute Toxicity Data and References

Route/OrganismDoseEffectReference
inhalation/rat lethal concentration (50 percent kill): 65 gm/m3/6HENTOX* -,99,2005
intramuscular/rat lowest published lethal dose: 250 mg/kgPeripheral Nerve and Sensation: Spastic paralysis with/without sensory change

Blood: Hemorrhage

Skin: After systemic exposure: Dermatitis, other
VHTODE 41,355,1999
intraperitoneal/mouse lowest published toxic dose: 150 mg/kgBrain and Coverings: Other degenerative changesTXAPA9 93,319,1988
intraperitoneal/mouse lowest published lethal dose: 600 mg/kgTXAPA9 93,319,1988
intraperitoneal/rat lowest published toxic dose: 40 mg/kgNutritional and Gross Metabolic: Body temperature decreaseLSPPAT 23,2509,1978
intraperitoneal/rat lowest published toxic dose: 80 mg/kgBiochemical: Metabolism (intermediary): Effect on inflammation or mediation of inflammationLSPPAT 23,2509,1978
intraperitoneal/rat lethal dose (50 percent kill): 800 mg/kgDEVEAA 33,66,1979
intravenous/woman lowest published toxic dose: 0.1 mL/kgBehavioral: Coma

Cardiac: Change in rate

Lung, Thorax, or Respiration: Respiratory depression
JTCTDW 43,113,2005
oral/child lowest published toxic dose: 0.625 mL/kgBehavioral: Somnolence (general depressed activity)

Behavioral: Change in psychophysiological tests

Cardiac: Change in rate
HETOEA 22,95,2003
oral/Dog lethal dose (50 percent kill): 100 mg/kgSPEADM 78-1,22,1978
oral/duck lethal dose (50 percent kill): 7 gm/kgPEMNDP 9,28,1991
oral/guinea pig lethal dose (50 percent kill): >400 mg/kgDEVEAA 33,66,1979
oral/human lowest published toxic dose: 0.36 mL/kgEye: Miosis (pupilliary constriction)

Cardiac: Change in rate

Lung, Thorax, or Respiration: Respiratory depression
JTCTDW 44,19,2006
oral/man lowest published toxic dose: 0.286 mL/kgGastrointestinal: Nausea or vomiting

Vascular: BP lowering not characterized in autonomic section

Behavioral: Coma
BCLPT* 97,185,2005
oral/man lowest published toxic dose: 3571 mg/kgBehavioral: Ataxia

Behavioral: Coma

Cardiac: Pulse rate decreased with fall in BP
HETOEA 16,600,1997
oral/mouse lethal dose (50 percent kill): 1085 mg/kgMTPEEI (4),36,1995
oral/mouse lowest published toxic dose: 15 mg/kgBiochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Phosphatases

Biochemical: Metabolism (intermediary): Other
HETOEA 22,99,2003
oral/mouse lowest published toxic dose: 45 mg/kgNutritional and Gross Metabolic: Changes in: Ca

Nutritional and Gross Metabolic: Changes in: P

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Transaminases
HETOEA 22,99,2003
oral/quail lethal dose (50 percent kill): 788 mg/kgFMCHA2 -,C20,1991
oral/rabbit lethal dose (50 percent kill): >100 mg/kgDEVEAA 33,66,1979
oral/rat lethal dose (50 percent kill): 400 mg/kg85KYAH 11,80,1989
oral/rat lowest published toxic dose: 20 mg/kgNutritional and Gross Metabolic: Weight loss or decreased weight gainAECTCV 52,137,2007
oral/rat lowest published lethal dose: 40 mg/kgAECTCV 52,137,2007
oral/rat lowest published toxic dose: 260 mg/kgLiver: Changes in liver weight

Kidney, Ureter, and Bladder: Changes in kidney weight

Blood: Changes in bone marrow not included in above
HETOEA 26,441,2007
oral/rat lowest published lethal dose: 360 mg/kgLiver: Changes in liver weight

Kidney, Ureter, and Bladder: Changes in kidney weight

Endocrine: Changes in spleen weight
HETOEA 26,441,2007
oral/rat lowest published lethal dose: 510 mg/kgLiver: Changes in liver weight

Endocrine: Changes in spleen weight

Related to Chronic Data: Changes in testicular weight
HETOEA 26,441,2007
oral/woman lowest published lethal dose: 200 µL/kgBrain and Coverings: Other degenerative changes

Cardiac: Other changes

Kidney, Ureter, and Bladder: Changes in tubules (including acute renal failure, acute tubular necrosis)
AJEMEN 6,510,1988
skin/rabbit lethal dose (50 percent kill): >200 mg/kgDEVEAA 33,66,1979
skin/rat lethal dose (50 percent kill): >1600 mg/kgENTOX* -,99,2005
unreported route/rat lethal dose (50 percent kill): 600 mg/kgJJTOEX 2,289,1989

Other Multiple Dose Data and References

Route/OrganismDoseEffectReference
intraperitoneal/rat lowest published toxic dose: 30 mg/kg/3D- intermittentBiochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other oxidoreductasesFCTOD7 42,1785,2004
intraperitoneal/rat lowest published toxic dose: 75 mg/kg/3D- intermittentLiver: Changes in liver weight

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Hepatic microsomal mixed oxidase (dealkylation, hydroxylation, etc.)

Related to Chronic Data: Changes in uterine weight
FCTOD7 42,1785,2004
intraperitoneal/rat lowest published toxic dose: 150 mg/kg/3D- intermittentLung, Thorax, or Respiration: Changes in lung weight

Kidney, Ureter, and Bladder: Changes in kidney weight

Nutritional and Gross Metabolic: Weight loss or decreased weight gain
FCTOD7 42,1785,2004
intraperitoneal/rat lowest published toxic dose: 150 mg/kg/3D- intermittentBehavioral: Alteration of operant conditioningFAATDF 9,131,1987
intraperitoneal/rat lowest published toxic dose: 200 mg/kg/4D- intermittentLiver: Other changes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Multiple enzyme effects
ARTODN 82,729,2008
oral/mouse lowest published toxic dose: 455.28 mg/kg/12W- continuousBehavioral: Fluid intake

Reproductive: Paternal effects: Prostate, seminal vesicle, Cowper's gland, accessory glands
TOLED5 138,253,2003
oral/mouse lowest published toxic dose: 887.04 mg/kg/12W- continuousReproductive: Paternal effects: Spermatogenesis (including genetic material, sperm morphology, motility, and count)

Nutritional and Gross Metabolic: Weight loss or decreased weight gain

Related to Chronic Data: Changes in testicular weight
TOLED5 138,253,2003
oral/mouse lowest published toxic dose: 1712.76 mg/kg/12W- continuousReproductive: Paternal effects: Testes, epididymis, sperm ductTOLED5 138,253,2003
oral/rat lowest published toxic dose: 200 mg/kg/5D- intermittentEndocrine: Change in LHTOXID9 44,229,2005
oral/rat lowest published toxic dose: 400 mg/kg/5D- intermittentBiochemical: Metabolism (intermediary): Other

Biochemical: Neurotransmitters or modulators (putative): Dopamine in striatum

Biochemical: Neurotransmitters or modulators (putative): Dopamine at other sites
TOXID9 90,304,2006
oral/rat lowest published toxic dose: 190 mg/kg/19D- intermittentLung, Thorax, or Respiration: Other changes

Gastrointestinal: Changes in structure or function of salivary glands

Nutritional and Gross Metabolic: Weight loss or decreased weight gain
AECTCV 52,137,2007
oral/rat lowest published toxic dose: 570 mg/kg/19D- intermittentLung, Thorax, or Respiration: Other changes

Nutritional and Gross Metabolic: Weight loss or decreased weight gain

Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field
AECTCV 52,137,2007
oral/rat lowest published toxic dose: 212 mg/kg/28D- continuousLiver: Changes in liver weightHETOEA 26,441,2007
oral/rat lowest published toxic dose: 422 mg/kg/28D- continuousBlood: Other changesHETOEA 26,441,2007
oral/rat lowest published toxic dose: 530 mg/kg/28D- continuousLiver: Changes in liver weight

Endocrine: Changes in adrenal weight

Immunological Including Allergic: Decreased immune response
HETOEA 26,441,2007

Reviews

OrganizationStandardReference
TOXICOLOGY REVIEWTOLED5 142,207,2003
TOXICOLOGY REVIEWMUTAEX 21,93,2006
TOXICOLOGY REVIEWENTOX* -,99,2005
TOXICOLOGY REVIEWFEREAC 72,32570,2007
TOXICOLOGY REVIEWFEREAC 72,53449,2007
TOXICOLOGY REVIEWJTPAE7 19,1,2006

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* -,85,1998

Status in Federal Agencies

OrganizationReference
On EPA IRIS database
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