National Toxicology Program

CASRN: 35691-65-7

Formula: C6 H6 BR2 N2

Synonyms/Common Names:

• 2-BROMO-2-(BROMOMETHYL)GLUTARONITRILE
• 2-BROMO-2-(BROMOMETHYL)-PENTANEDINITRILE (9CI)
• DIBROMODICYANOBUTANE
• METACIDE 38
• METHYLDIBROMOGLUTARONITRILE
• TEKTAMER 38

Known Uses:

AS A PRESERVATIVE IN PAINTS, EMULSIONS, DISPERSED PIGMENTS, ADHESIVES, JOINT CEMENTS, METALWORKING FLUIDS, PAPER, INKS, WAXES, HOUSEHOLD PRODUCTS, AND COSMETICS. AS A BIOCIDE PROTECTS WATER-BASED SYSTEMS FROM BACTERIA, FUNGI, YEAST AND ALGAE. (EXEC SUM)

Nomination Background

Short-Term Toxicity

• 2-WEEK (Topical Application)  (C97003B) Completed 
  • Rats: F344/N; Mice: B6C3F1
  • Dose: R: 0, 37, 75, 150, 300, OR 600 MG/KG (GIVEN IN TWO DOSES); M: 0, 75, 150, 300, 600, OR 1200 MG/KG; 5/SEX/SPECIES/DOSE
• 2-WEEK (Gavage)  (C97003) Completed 
  • Rats: F344/N; Mice: B6C3F1
  • Dose: R: 0, 37, 75, 150, 300, OR 600 MG/KG; M: 0, 75, 150, 300, 600, OR 1200 MG/KG; 5/SEX/SPECIES/DOSE
• 13-WEEK (Topical Application)  (C97003C) Subchronic Toxicology Review 
  •   (Peer Review 02/27/2008) Citation: Toxicology and Carcinogenesis Studies of 1,2-Dibromo-2,4-dicyanobutane (CAS No. 35691-65-7) in F344/N Rats and B6C3F1 Mice (Dermal Studies)
  • Rats: F344/N; Mice: B6C3F1
  • Dose: R&M: 0, 0.2, 0.6, 2, 6, OR 18 MG/KG, 5X PER WEEK; 10/SEX/DOSE

Long-Term Carcinogenicity

• 2-YEAR (Topical Application)  (C97003D) Report Draft 
  • TR-555   (Peer Review 02/27/2008)
    Toxicology and Carcinogenesis Studies of 1,2-Dibromo-2,4-dicyanobutane (CAS No. 35691-65-7) in F344/N Rats and B6C3F1 Mice (Dermal Studies)
  • Rats: F344/N; Mice: B6C3F1
  • Carcinogenesis Results
  • Male Rats No Evidence 
  • Female Rats No Evidence 
  • Male Mice No Evidence 
  • Female Mice No Evidence 
  • Dose: R: 0, 2, 6, OR 18 MG/KG AND M: 0, 0.6, 2, OR 6 MG/KG; 50/SEX/SPECIES/D0SE

Special Studies

• Mechanisms  (S0783) Completed 
  • Citation: SAUER, J.M., SMITH, R.L., BAO, JK, KATTNIG, M.J., KUESTER, R.K., & SIPES, G.I. METABOLIC ANC DISPOSITIONAL FATE OF 1,2-DIBROMO-2,4-DICYANOBUTANE ON THE MALE FISCHER 344 RAT. DRUG METABOLISM AND DISPOSITION. VOL 26, NO 5, 429-436, 1998
  • M Rats: F344/N
• Mechanisms  (S0784) Completed 
  • Citation: BAO, J., SAUER, J.M., SMITH, R.L., KUESTER, R.K., KATTNIG, M.J., & SIPES, I.G. SULFHYDRYL-DEPENDENT BIOTRANSFORMATION AND MACROMOLECULAR BINDING OF 1,2-DIBROMO-2,4-DICYANOBUTANE IN BLOOD. DRUG METABOLISM AND DISPOSITION, VOL 26, N0 10, 1001-1007, 1998
  • M Rats: F344/N
• Metabolism (Intravenous)  (S0806) Completed 
  • Citation: BAO J, SAUER J, SMITH R, KUESTER R, KATTNIG M, SIPES IG. SULFHYDRYL-DEPENDENT BIOTRANSFORMATION AND MACROMOLECULAR BINDING OF 1,2-DIBROMO-2,4-DICYANOBUTANE IN BLOOD. DRUG METABOLISM AND DISPOSITION, VOL. 26, NO. 10, 1001-1007. 1998
  • M Rats: F344/N
  • Dose: [14C]BCB (80 mg/kg, 120 uCi/kg, 2 ml/kg), in a vehicle of 10% emulphor/15% ethanol/75% saline solution was administered via the indwell-ing jugular vein cannula.
• Metabolism (Intravenous; Gavage; Topical Application)  (S0807) Completed 
  • Citation: SAUER J, SMITH R, BAO J, KATTNIG M, KUESTER R, SIPES IG. METABOLIC AND DISPOSITIONAL FATE OF 1,2-DIBROMO-2,4-DICYANOBUTANE IN THE MALE FISCHER 344 RAT. DRUG METABOLISM AND DISPOSITION, VOL. 26, NO. 5, 429-436. 1998
  • M Rats: F344/N; M Rats: F344/N; M Rats: F344/N
  • Dose: [14C]BCB (8 mg/kg, 120 uCi/kg), in emulphor/ethanol/saline, 3:4:12 (v/v/v) was administered via a jugular vein cannula; [14C]BCB (80 mg/kg, 100 uCi/kg) in corn oil (5 ml/kg) was administered orally by gavage; 100 ul of [14C]BCB (25 mg/kg, 50 uCi/kg) in ethanol/propylene glycol, 3:7 (v/v) was applied to the shaved backs of the animals.

Genetic Toxicology

• Micronucleus  (A65692) Completed 
  • Mice: B6C3F1
  • Male Negative 
  • Female Negative 
• Salmonella  (A11889) Completed 
  •  Negative 
• Salmonella  (A92777) Completed 
  •  Negative