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Testing Status of 3,3',4,4'-Tetrachloroazobenzene M882486

 

CASRN: 14047-09-7

Formula: C12-H6-Cl4-N2

Synonyms/Common Names

  • Diazene, bis(3,4-dichlorophenyl)- (9CI)
  • TCAB

Known Uses

Impurity in dichloroaniline and herbicides derived from DCA. 3,3',4,4'-TCAB is not commercially manufactured but is formed as an unwanted byproduct in the manufacture of 3,4-DCA & its herbicidal derivatives. In addition, environmental contamination by 3,3',4,4'-TCAB occurs from the degradation of chloranilide herbicides & the photolysis and biolysis of 3,4-DCA.

Chemical Properties

Toxicity Effects (HSDB)

Short-Term Toxicity

  • 18 days (Gavage)  (C29323)  Completed 
    • Pilot neurobehavioral study
    • Rats: Sprague Dawley
    • Dose: 0, 1.0, 3.0, OR 10.0 MG/KG/DAY THROUGH PND 4-21/3 LITTERS PER GROUP.
  • 2 weeks (Gavage)  (C88148)  Completed 
    • Rats: F344/N; Mice: B6C3F1
    • Dose: R: 12.5, 32, 80, 200 OR 500 MG/KG BODY WEIGHT DAY; M: 1, 3.2, 10, 32 OR 100 MG/KG BODY WEIGHT DAY PLUS CONTROLS (M&F; 5/GROUP).
  • 5 days (Gavage)  (C88486)  On Test 
    • 5-Day Transcriptomic Dose-Response Studies
    • Rats: Harlan Sprague-Dawley
    • Dose: Male rats: 0, 0.1, 0.3, 1, 3, 10, 30, 100, 200, or 400 mg/kg; N=4.
  • 5 weeks (Gavage)  (C29323)  Completed 
    • Developmental toxicity
    • Rats: Sprague Dawley
    • Dose: FEMALE RATS: 0, 1.0, 3.0, OR 10 MG/KG/DAY/30 PER GROUP (PREBREED); 25 PER GROUP (TIMED-MATED).
  • 13 weeks (Gavage)  (C88148B)  Completed 
    • Rats: Harlan Sprague-Dawley
    • Dose: 0, .1, .3, 1, 10, 30, OR 100 MG/KG; 10/SEX/DOSE.
  • 13 weeks (Gavage)  (C88148)  Completed 
    • Rats: F344/N; Mice: B6C3F1
    • Dose: R&M: 0, 0.1, 1.0, 3.0, 10, OR 30 MG/KG BODY WEIGHT (M&F; 10/GROUP).

Long-Term Carcinogenicity

  • 2 years (Gavage)  (C88148C)  Completed 
    • TR-558 (NIH Number: 11-5899)  (Peer Review Approval 02/25/2009A )
      Toxicology and Carcinogenesis Studies of 3,3',4,4'-Tetrachloroazobenzene (CASRN 14047-09-7) in Harlan Sprague-Dawley Rats and B6C3F1 Mice (Gavage Studies)
    • Rats: Harlan Sprague-Dawley; Mice: B6C3F1/N
    • Carcinogenesis Results
      • Male Rats Clear Evidence 
      • Female Rats Clear Evidence 
      • Male Mice Clear Evidence 
      • Female Mice Clear Evidence 
    • Dose: R: 0, 10, 30, OR 100 MG/KG AND M: 0, 3, 10, OR 30 MG/KG; 50/SEX/SPECIES/DOSE.

Special Studies

  • Absorption Disposition Metabolism Elimination (Gavage)  (S0295)  Completed 
    • Male Rats: F344/N
    • Dose: 320, 32, 3.2 MG/KG.
  • Metabolism (Gavage)  (S0596)  Completed 
    • Citation: Pillai UA, Ziegler TL, Wang DX, Kattnig MJ, McClure T, Liebler DC, Mayersohn M, Sipes IG. 3,3',4,4'-tetrachloroazobenzene absorption, disposition, and metabolism in male Fischer 344 rats. Drug Metab Dispos. 1996 Feb;24(2):238-44.Pubmed Abstract
    • Rats: F344/N
  • Toxicokinetic Study (Gavage)  (S0665)  Completed 
    • Female Rats: SPRAGUE DAWL

Genetic Toxicology

  • Micronucleus  (A43252)  Completed 
    • Citation: Witt, K.L., Zeiger, E., Tice, R.R., and van Birgelen, A.P.J.M. The genetic toxicity of 3,3',4,4'-tetrachloroazobenzene and 3,3',4,4'-tetrachloroazoxybenzene: discordance between acute mouse bone marrow and subchronic mouse peripheral blood micronucleus test results. Mutation Res. Vol. 472 (2000) 147-154
    • Mice: B6C3F1
    • Male Negative 
  • Micronucleus  (A95885)  Completed 
    • Citation: Witt, K.L., Zeiger, E., Tice, R.R., and van Birgelen, A.P.J.M. The genetic toxicity of 3,3',4,4'-tetrachloroazobenzene and 3,3',4,4'-tetrachloroazoxybenzene: discordance between acute mouse bone marrow and subchronic mouse peripheral blood micronucleus test results. Mutation Res. Vol. 472 (2000) 147-154
    • Mice: B6C3F1
    • Male Positive 
    • Female Positive 
  • Salmonella  (A17768)  Completed 
    •  Negative 
  • Salmonella  (A30420)  Completed 
    •  Negative 
  • Salmonella  (A71232)  Completed 
    •  Positive 

Organ Systems Toxicity

  • Neurobehavioral & immunologic function assessment; F0 (~54 days); F1 male (18 days); F1 female (39 days) Developmental Toxicity (Gavage)  (R88486B)  Completed 
    • Neurobehavioral & immunologic function
    • Male and Female Rats: Crl:CD (SD)
    • Dose: 0, 0.1, 1, or 10 mg/kg/day.
  • 28 days Immunotoxicity (Gavage)  (I88486B)  Completed 
    • Female Rats: Crl:CD (SD)
    • Dose: 0, 0.1, 1 or 10 mg/kg/day.
  • 28 days Immunotoxicity (Gavage)  (I88486)  Data in Review 
    • Female Rats: Sprague Dawley
    • Dose: 0, 0.1, 0.5, 1, 5, or 10 mg/kg/day.
  • 1st generation Continuous Breeding (Legacy) (Gavage)  (RACB20101)  Completed 
    • Citation: 3,3',4,4'-Tetrachloroazobenzene (TCAB): Reproductive Assessment by Continuous Breeding When Administered to Sprague-Dawley Rats by Oral Gavage. December 2004.
    • Male and Female Rats: Sprague Dawley
    • Dose: 0, 0.1, 1, 3, OR 10 MG/KG.
  • approximately 36 days Conventional Teratology (Gavage)  (R88486)  Completed 
    • Female Rats: Crl:CD (SD)
    • Dose: 0 or 10 mg/kg/day.

Toxicogenomics

  • 5 days Transcriptome Sequencing (Gavage)  (T88486)  On Test 
    • 5-Day Transcriptomic Dose-Response Studies
    • Rats: Harlan Sprague-Dawley