153 4,4'-Methylenebis(2-chloroaniline) 4,4'-Methylenebis(2-chloroaniline) (MBOCA) is a synthetic chemical used primarily to make polyurethane products. It may be found in gears, gaskets, sport boots, roller skate wheels, shoe soles, rolls and belt drives in cameras, computers and copy machines, wheels and pulleys for escalators and elevators, components in home appliances, and various military applications. It is also used as a coating in chemical reactions to set glues, plastics, and adhesives. (L891) 101-14-4 7543 C13H12Cl2N2 266.037750 White powder. 110°C 0.0139 mg/mL at 24 °C [VOORMAN,R & PENNER,D (1986A)] Oral (L891) ; inhalation (L891) ; dermal (L891) Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 (Q9UL51) Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 4 (Q9Y3Q4) Sodium/potassium-transporting ATPase subunit alpha-1 (P05023) Sodium/potassium-transporting ATPase subunit alpha-2 (P50993) Sodium/potassium-transporting ATPase subunit alpha-3 (P13637) Sodium/potassium-transporting ATPase subunit alpha-4 (Q13733) Sodium/potassium-transporting ATPase subunit beta-1 (P05026) Sodium/potassium-transporting ATPase subunit beta-2 (P14415) Sodium/potassium-transporting ATPase subunit beta-3 (P54709) Sodium/potassium-transporting ATPase gamma chain (P54710) Calcium-transporting ATPase type 2C member 1 (P98194) Calcium-transporting ATPase type 2C member 2 (O75185) Plasma membrane calcium-transporting ATPase 1 (P20020) Plasma membrane calcium-transporting ATPase 2 (Q01814) Plasma membrane calcium-transporting ATPase 3 (Q16720) Plasma membrane calcium-transporting ATPase 4 (P23634) Sarcoplasmic/endoplasmic reticulum calcium ATPase 1 (O14983) Sarcoplasmic/endoplasmic reticulum calcium ATPase 2 (P16615) Sarcoplasmic/endoplasmic reticulum calcium ATPase 3 (Q93084) Calmodulin (P62158) Estrogen receptor (P03372) Estrogen receptor beta (Q92731) Androgen receptor (P10275) (T10) MBOCA's carcinogenicity is thought to be a result of its ability to bind to DNA, hemoglobin, and serum albumin. One metabolite in particular, N-hydroxy-N,N’-diacetyl MBOCA, is known to bind nucleic acids, forming DNA adducts. Other N-oxidized MBOCA metabolites, such as n-hydroxy MBOCA and mononitroso-MBOCA, have been shown to form hemoglobin adducts. (T10, L891) 4,4'-Methylenebis(2-chloroaniline) may be absorbed via oral, inhalation, or dermal exposure. It distributes throughout the body, concentrating in the liver, kidney, and adipose tissue. Metabolism involves N-acetylation, N-hydroxylation (which may be followed by n-oxidation), and ring hydroxylation. The mainy enzymes involves are phenobarbital-inducible cytochrome P-450 enzymes. MBOCA and its metabolites are excreted mainly in the urine. (L891) LD50: >5 g/kg (Dermal, Rabbit) (T14) LD50: 400 mg/kg (Oral, Guinea Pig) (T14) LD50: 64 mg/kg (Intraperitoneal, Mouse) (T14) 1, carcinogenic to humans. (L135) 4,4'-Methylenebis(2-chloroaniline) is used primarily to make polyurethane products. It may be found in gears, gaskets, sport boots, roller skate wheels, shoe soles, rolls and belt drives in cameras, computers and copy machines, wheels and pulleys for escalators and elevators, components in home appliances, and various military applications. It is also used as a coating in chemical reactions to set glues, plastics, and adhesives. (L891) Chronic Oral: 0.003 mg/kg/day (L134) 4,4'-Methylenebis(2-chloroaniline) is a known human carcinogen. It may also damage the liver and kidneys. (L891) 2009-03-06T18:58:10Z 2014-12-24T20:21:13Z Cytochrome P450 2A6 (P11509) (L892) C10999 25520 34-DICHLOROANILINE D008753 4,4'-Methylenebis(2-chloroaniline) 882 true Cytochrome P450 2A6 (P11509) (L892) NC1=CC=C(CC2=CC=C(N)C(Cl)=C2)C=C1Cl C13H12Cl2N2 InChI=1S/C13H12Cl2N2/c14-10-6-8(1-3-12(10)16)5-9-2-4-13(17)11(15)7-9/h1-4,6-7H,5,16-17H2 InChIKey=IBOFVQJTBBUKMU-UHFFFAOYSA-N 267.154 266.037753808 Exogenous Solid