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Polychlorinated biphenyls (PCBs) are highly carcinogenic chemical compounds, formerly used in industrial and consumer products, whose production was banned in the United States by the Toxic Substances Control Act in 1976 and internationally by the Stockholm Convention on Persistent Organic Pollutants in 2001. PCBs are organochlorine compounds with the formula C12H10−xClx; they were once widely used in the manufacture of carbonless copy paper, as heat transfer fluids, and as dielectric and coolant fluids for electrical equipment. Because of their longevity, PCBs are still widely in use, even though their manufacture has declined drastically since the 1960s, when a host of problems were identified. With the discovery of PCBs' environmental toxicity, and classification as persistent organic pollutants, their production was banned for most uses by United States federal law on January 1, 1978, under Title 15 U.S.Code 2605(e) Polychlorinated biphenyls, in subsection (2)(A) established that after January 1, 1978, "no person may manufacture, process or distribute in commerce or use any PCB in any manner other than in a totally enclosed manner (...)" EPA may also regulate PCB disposal. The International Agency for Research on Cancer (IARC) rendered PCBs as definite carcinogens in humans. According to the U.S. Environmental Protection Agency (EPA), PCBs cause cancer in animals and are probable human carcinogens. Many rivers and buildings, including schools, parks, and other sites, are contaminated with PCBs and there has been contamination of food supplies with the substances. Moreover, because of their use as a coolant in electric transformers, PCBs still persist in built environments. Some PCBs share a structural similarity and toxic mode of action with dioxins. Other toxic effects such as endocrine disruption (notably blocking of thyroid system functioning) and neurotoxicity are known. The bromine analogues of PCBs are polybrominated biphenyls (PBBs), which have analogous applications and environmental concerns. An estimated 1.2 million tons have been produced globally. Though the EPA enforced the federal ban as of 1978, PCBs continued to create health problems in later years through their continued presence in soil and sediment, and from products which were made before 1979. In 1988, Japanese scientists Tanabe et al. estimated 370,000 tons were in the environment globally, and 780,000 tons were present in products, landfills, and dumps or kept in storage. Physical and chemical properties Physical properties The compounds are pale-yellow viscous liquids. They are hydrophobic, with low water solubilities: 0.0027–0.42 ng/L for Aroclors brand, but they have high solubilities in most organic solvents, oils, and fats. They have low vapor pressures at room temperature. They have dielectric constants of 2.5–2.7, very high thermal conductivity, and high flash points (from 170 to 380 °C). The density varies from 1.182 to 1.566 g/cm3. Other physical and chemical properties vary widely across the class. As the degree of chlorination increases, melting point and lipophilicity increase, and vapour pressure and water solubility decrease. PCBs do not easily break down or degrade, which made them attractive for industries. PCB mixtures are resistant to acids, bases, oxidation, hydrolysis, and temperature change. They can generate extremely toxic dibenzodioxins and dibenzofurans through partial oxidation. Intentional degradation as a treatment of unwanted PCBs generally requires high heat or catalysis (see Methods of destruction below). PCBs readily penetrate skin, PVC (polyvinyl chloride), and latex (natural rubber). PCB-resistant materials include Viton, polyethylene, polyvinyl acetate (PVA), polytetrafluoroethylene (PTFE), butyl rubber, nitrile rubber, and Neoprene. Structure and toxicity PCBs are derived from biphenyl, which has the formula C12H10, sometimes written (C6H5)2. In PCBs, some of the hydrogen atoms in biphenyl are replaced by chlorine atoms. There are 209 different chemical compounds in which one to ten chlorine atoms can replace hydrogen atoms. PCBs are typically used as mixtures of compounds and are given the single identifying CAS number 1336-36-3 . About 130 different individual PCBs are found in commercial PCB products.: 2  Toxic effects vary depending on the specific PCB. In terms of their structure and toxicity, PCBs fall into two distinct categories, referred to as coplanar or non-ortho-substituted arene substitution patterns and noncoplanar or ortho-substituted congeners. Coplanar or non-ortho The coplanar group members have a fairly rigid structure, with their two phenyl rings in the same plane. It renders their structure similar to polychlorinated dibenzo-p-dioxins (PCDDs) and polychlorinated dibenzofurans, and allows them to act like PCDDs, as an agonist of the aryl hydrocarbon receptor (AhR) in organisms. They are considered as contributors to overall dioxin toxicity, and the term dioxins and dioxin-like compounds is often used interchangeably when the environmental and toxic impact of these compounds is considered. Noncoplanar Noncoplanar PCBs, with chlorine atoms at the ortho positions can cause neurotoxic and immunotoxic effects, but only at concentrations much higher than those normally associated with dioxins. However, as they are typically found at much higher levels in biological and environmental samples they also pose health concerns, particularly to developing animals (including humans). As they do not activate the AhR, they are not considered part of the dioxin group. Because of their lower overt toxicity, they have typically been of lesser concern to regulatory bodies. Di-ortho-substituted, non-coplanar PCBs interfere with intracellular signal transduction dependent on calcium which may lead to neurotoxicity. ortho-PCBs can disrupt thyroid hormone transport by binding to transthyretin. Mixtures and trade names Commercial PCB mixtures were marketed under the following names: Aroclor mixtures The only North American producer, Monsanto Company, marketed PCBs under the trade name Aroclor from 1930 to 1977. These were sold under trade names followed by a four-digit number. In general, the first two digits refer to the product series as designated by Monsanto (e.g. 1200 or 1100 series); the second two numbers indicate the percentage of chlorine by mass in the mixture. Thus, Aroclor 1260 is a 1200 series product and contains 60% chlorine by mass. It is a myth that the first two digits referred to the number of carbon atoms; the number of carbon atoms do not change in PCBs. The 1100 series was a crude PCB material which was distilled to create the 1200 series PCB product. The exception to the naming system is Aroclor 1016 which was produced by distilling 1242 to remove the highly chlorinated congeners to make a more biodegradable product. "1016" was given to this product during Monsanto's research stage for tracking purposes but the name stuck after.... Discover the Harvard Health Publications Orca Health popular books. Find the top 100 most popular Harvard Health Publications Orca Health books.

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  • Sudden Cardiac Arrest synopsis, comments

    Sudden Cardiac Arrest

    Anthony L. Komaroff, MD, Reena L. Pande, MD, P.J. Skerrett, Carolyn Schatz & Orca Health

    The television image of a heart attack a man suddenly clutches his chest and keels over is actually a picture of sudden cardiac arrest. This frightening and often deadly event us...

  • Heart Attack synopsis, comments

    Heart Attack

    Anthony L. Komaroff, MD, Reena L. Pande, MD, P.J. Skerrett, Carolyn Schatz & Orca Health

    Heart attack (the technical term is myocardial infarction) is still a lifeanddeath situation. But treatment is becoming more and more effective and routine thanks to laboratory and...

  • Bypass Surgery synopsis, comments

    Bypass Surgery

    Anthony L. Komaroff, MD, Reena L. Pande, MD, P.J. Skerrett, Carolyn Schatz & Orca Health

    Not that long ago, little could be done when a blocked or severely narrowed coronary artery cut off blood flow to part of the heart. Coronary arteries are key blood vessels that su...

  • Heart Failure synopsis, comments

    Heart Failure

    Anthony L. Komaroff, MD, Reena L. Pande, MD, P.J. Skerrett, Carolyn Schatz & Orca Health

    Fifty years ago, the diagnosis of heart failure was akin to a death sentence. Only weak medicines were available to fight fluid buildup, or make the heart pump harder. Thanks to re...

  • Atrial Fibrillation synopsis, comments

    Atrial Fibrillation

    Anthony L. Komaroff, MD, Reena L. Pande, MD, P.J. Skerrett, Carolyn Schatz & Orca Health

    To circulate blood effectively and efficiently, the heart's four chambers must beat in a steady, coordinated way. Trouble brews when they don't. Take atrial fibrillation, the most ...

  • Mitral Valve Prolapse synopsis, comments

    Mitral Valve Prolapse

    Anthony L. Komaroff, MD, Reena L. Pande, MD, P.J. Skerrett, Carolyn Schatz & Orca Health

    The mitral valve sits between the upper and lower chambers on the left side of the heart. Its two small flaps play a key role: making sure that each contraction of the heart pumps ...

  • Angioplasty synopsis, comments

    Angioplasty

    Anthony L. Komaroff, MD, Reena L. Pande, MD, P.J. Skerrett, Carolyn Schatz & Orca Health

    The treatment of heart disease has come a long way in the past halfcentury. One of the many remarkable advances has been the development of angioplasty. This procedure lets a docto...

  • Atrial Fibrillation synopsis, comments

    Atrial Fibrillation

    Anthony L. Komaroff, MD, Reena L. Pande, MD, P.J. Skerrett, Carolyn Schatz & Orca Health

    To circulate blood effectively and efficiently, the heart's four chambers must beat in a steady, coordinated way. Trouble brews when they don't. Take atrial fibrillation, the most ...

  • Mitral Valve Prolapse synopsis, comments

    Mitral Valve Prolapse

    Anthony L. Komaroff, MD, Reena L. Pande, MD, P.J. Skerrett, Carolyn Schatz & Orca Health

    The mitral valve sits between the upper and lower chambers on the left side of the heart. Its two small flaps play a key role: making sure that each contraction of the heart pumps ...

  • Angina synopsis, comments

    Angina

    Anthony L. Komaroff, MD, Reena L. Pande, MD, P.J. Skerrett, Carolyn Schatz & Orca Health

    The coronary arteries, the arteries that nourish the heart, are prone to becoming clogged with cholesterol–filled plaque. One common sign of this problem is chest pain that comes o...

  • Atherosclerosis synopsis, comments

    Atherosclerosis

    Anthony L. Komaroff, MD, Reena L. Pande, MD, P.J. Skerrett, Carolyn Schatz & Orca Health

    Humans are born with supple, flexible arteries that effortlessly deliver blood to the furthest reaches of the body. Over time, prompted by a poor diet, lack of physical activity, s...

  • Bypass Surgery synopsis, comments

    Bypass Surgery

    Anthony L. Komaroff, MD, Reena L. Pande, MD, P.J. Skerrett, Carolyn Schatz & Orca Health

    Not that long ago, little could be done when a blocked or severely narrowed coronary artery cut off blood flow to part of the heart. Coronary arteries are key blood vessels that su...