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Hexamidine
Hexamidine is an antiseptic and disinfectant. Hexomedine is the trade name of a diisethionate solution (1/1.000) of hexamidine. Hexamidine is used primarily as its diisethionate salt, which is more water-soluble than the dihydrochloride. The dihydrochloride was first synthesized and patented as a trypanocide for May & Baker in 1939. Its amoebicidal properties emerged in the 1990s. The exact mechanism of its biocidal action is unknown, but presumed similar to quaternary ammonium compounds, involving binding to the negatively charged lipid membranes of pathogens. Hexamidine and its shorter congener, propamidine, are used as antiseptics and preservatives in pharmaceuticals and cosmetics. They are particularly used for the topical treatment of acanthamoebiasis (Acanthamoeba keratitis ''Acanthamoeba'' keratitis (AK) is a rare disease in which amoebae of the genus ''Acanthamoeba'' invade the clear portion of the front (cornea) of the eye. It affects roughly 100 people in the U ...
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Isethionic Acid
Isethionic acid is an organosulfur compound containing an alkane, alkylsulfonic acid located beta to a hydroxyl, hydroxy group. Its discovery is generally attributed to Heinrich Gustav Magnus, who prepared it by the action of solid sulfur trioxide on ethanol in 1833. It is a white solubility, water-soluble solid used in the manufacture of certain surfactants and in the industrial production of taurine. It is most commonly available in the form of its sodium salt (Sodium 2-hydroxyethyl sulfonate, sodium isethionate). Synthesis Its original synthesis, by the reaction of sulfur trioxide on ethanol, has largely been surpassed. It may be produced by the hydrolysis of carbyl sulfate, which is obtained by the sulfonation of ethylene. : However the most common route is the reaction of ethylene oxide with aqueous sodium bisulfite, which produces the sodium salt (Sodium 2-hydroxyethyl sulfonate, sodium isethionate): : Reactions Isethionic acid is used as a starting material in the indust ...
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Acanthamoeba Keratitis
''Acanthamoeba'' keratitis (AK) is a rare disease in which amoebae of the genus ''Acanthamoeba'' invade the clear portion of the front (cornea) of the eye. It affects roughly 100 people in the United States each year. ''Acanthamoeba'' are protozoa found nearly ubiquitously in soil and water and can cause infections of the skin, eyes, and central nervous system. Infection of the cornea by ''Acanthamoeba'' is difficult to treat with conventional medications, and AK may cause permanent visual impairment or blindness, due to damage to the cornea or through damage to other structures important to vision. Recently, AK has been recognized as an orphan disease and a funded project, orphan diseases ''Acanthamoeba'' keratitis (ODAK), has tested the effects of a diverse range drugs and biocides on AK. Pathogenesis In the United States, ''Acanthamoeba'' keratitis is nearly always associated with soft contact lens use. ''Acanthamoeba'' spp. is most commonly introduced to the eye by contact l ...
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Antiseptic
An antiseptic (from Greek ἀντί ''anti'', "against" and σηπτικός ''sēptikos'', "putrefactive") is an antimicrobial substance or compound that is applied to living tissue/skin to reduce the possibility of infection, sepsis, or putrefaction. Antiseptics are generally distinguished from ''antibiotics'' by the latter's ability to safely destroy bacteria within the body, and from ''disinfectants'', which destroy microorganisms found on non-living objects. Antibacterials include antiseptics that have the proven ability to act against bacteria. Microbicides which destroy virus particles are called viricides or antivirals. Antifungals, also known as antimycotics, are pharmaceutical fungicides used to treat and prevent mycosis (fungal infection). Surgery The widespread introduction of antiseptic surgical methods was initiated by the publishing of the paper ''Antiseptic Principle of the Practice of Surgery'' in 1867 by Joseph Lister, which was inspired by Louis Pasteur's ...
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Disinfectant
A disinfectant is a chemical substance or compound used to inactivate or destroy microorganisms on inert surfaces. Disinfection does not necessarily kill all microorganisms, especially resistant bacterial spores; it is less effective than sterilization, which is an extreme physical or chemical process that kills all types of life. Disinfectants are generally distinguished from other antimicrobial agents such as antibiotics, which destroy microorganisms within the body, and antiseptics, which destroy microorganisms on living tissue. Disinfectants are also different from biocides—the latter are intended to destroy all forms of life, not just microorganisms. Disinfectants work by destroying the cell wall of microbes or interfering with their metabolism. It is also a form of decontamination, and can be defined as the process whereby physical or chemical methods are used to reduce the amount of pathogenic microorganisms on a surface. Disinfectants can also be used to destroy m ...
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Trypanocide
A trypanocidal agent is an antiprotozoal agent that acts upon trypanosome parasites. Examples include: * Aminoquinuride * benzonidazole * blasticidin S * DAPI * diminazene * diminazene aceturate * eflornithine * ethidium * isometamidium chloride * lonidamine * melaminylthioarsenate * melarsoprol * nifurtimox * pentamidine * posaconazole * puromycin * quinapyramine * salicylhydroxamic acid * suramin * tetraphenylporphine sulfonate Resistance 17 or 18 African countries had confirmed resistant parasite populations, and that was up to 21. Multiply resistant populations are an increasing problem in the Adamawa Region of Cameroon and south east Mali. The Gibe River Valley in southwest Ethiopia showed universal resistance (in '' T. congolense'' isolated from Boran cattle) between July 1989 and February 1993. This likely indicates a permanent loss of function in this area for the tested trypanocides, Diminazene aceturate, Isometamidium chloride, and Homidium chloride. See ...
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May & Baker
May & Baker was a British chemical company founded by John May and William Gerrard Baker in Wandsworth, London in 1839. They initially specialized in the manufacture of chemicals derived from mercury and bismuth. Over the years they diversified into other chemical fields including photographic chemicals, pharmaceuticals, agrochemicals, and chemicals for research and development. The company was bought by Établissements Poulenc Frères (later to become Société des Usines Chimiques Rhône-Poulenc) in 1922, and subsequently moved to Dagenham, Essex, although it continued to trade under the May & Baker name. During this time May & Baker branched into pharmaceuticals, with one of their major discoveries being sulphapyridine (M&B 693), first produced in 1937. This compound, May & Baker's most famous product, was one of the first generation of sulfonamide antibiotics. During WW2, M&B 693 saved many thousands of lives, including Sir Winston Churchill who was treated with it for p ...
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Amoebicidal
An amebicide (or amoebicide) is an agent that is destructive to amoeba, especially parasitic amoeba that cause amoebiasis. Entamoeba * Metronidazole, or a related drug such as Tinidazole, Secnidazole or Ornidazole, is used to destroy amoebae that have invaded tissue. * Several drugs are available for treating intestinal infections, the most effective of which has been shown to be Paromomycin (also known as Humatin). ''E. histolytica'' infections occur in both the intestine and (in people with symptoms) in tissue of the intestine and/or liver. As a result, both tissue and luminal drugs are needed to treat the infection, one for each location. Metronidazole is usually given first, followed by Paromomycin or Diloxanide. ''E. dispar'' does not require treatment, but many laboratories (even in the developed world) do not have the facilities to distinguish this from ''E. histolytica''. Tissue amebicides Metronidazole, or a related drug such as tinidazole, secnidazole or ornidazole, is ...
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Quaternary Ammonium Cation
In chemistry, quaternary ammonium cations, also known as quats, are positively charged polyatomic ions of the structure , R being an alkyl group or an aryl group. Unlike the ammonium ion () and the primary, secondary, or tertiary ammonium cations, the quaternary ammonium cations are permanently charged, independent of the pH of their solution. Quaternary ammonium salts or quaternary ammonium compounds (called quaternary amines in oilfield parlance) are salts of quaternary ammonium cations. Polyquats are a variety of engineered polymer forms which provide multiple quat molecules within a larger molecule. Quats are used in consumer applications including as antimicrobials (such as detergents and disinfectants), fabric softeners, and hair conditioners. As an antimicrobial, they are able to inactivate enveloped viruses (such as SARS-CoV-2). Quats tend to be gentler on surfaces than bleach-based disinfectants, and are generally fabric-safe. Synthesis Quaternary ammonium compo ...
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Lipid Membrane
The lipid bilayer (or phospholipid bilayer) is a thin polar membrane made of two layers of lipid molecules. These membranes are flat sheets that form a continuous barrier around all cells. The cell membranes of almost all organisms and many viruses are made of a lipid bilayer, as are the nuclear membrane surrounding the cell nucleus, and membranes of the membrane-bound organelles in the cell. The lipid bilayer is the barrier that keeps ions, proteins and other molecules where they are needed and prevents them from diffusing into areas where they should not be. Lipid bilayers are ideally suited to this role, even though they are only a few nanometers in width, because they are impermeable to most water-soluble (hydrophilic) molecules. Bilayers are particularly impermeable to ions, which allows cells to regulate salt concentrations and pH by transporting ions across their membranes using proteins called ion pumps. Biological bilayers are usually composed of amphiphilic phospholip ...
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Propamidine
Propamidine is an antiseptic and disinfectant. Propamidine isethionate, the salt of propamidine with isethionic acid, is used in the treatment of ''Acanthamoeba ''Acanthamoeba'' is a genus of amoebae that are commonly recovered from soil, fresh water, and other habitats. ''Acanthamoeba'' has two evolutive forms, the metabolically active trophozoite and a dormant, stress-resistant cyst. Trophozoites are ...'' infection. Propamidine is a member of the aromatic diamidine group of compounds which possess bacteriostatic properties against a wide range of organisms. These diamidines exert antibacterial action against pyrogenic cocci, antibiotic resistant staphylococci and some Gram-negative bacilli, the activity of the diamidines being retained in the presence of organic matter such as tissue fluids, pus and serum. References Amidines Antiseptics Antiparasitic agents Phenol ethers {{dermatologic-drug-stub ...
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Antiseptics
An antiseptic (from Greek ἀντί ''anti'', "against" and σηπτικός ''sēptikos'', "putrefactive") is an antimicrobial substance or compound that is applied to living tissue/skin to reduce the possibility of infection, sepsis, or putrefaction. Antiseptics are generally distinguished from ''antibiotics'' by the latter's ability to safely destroy bacteria within the body, and from ''disinfectants'', which destroy microorganisms found on non-living objects. Antibacterials include antiseptics that have the proven ability to act against bacteria. Microbicides which destroy virus particles are called viricides or antivirals. Antifungals, also known as antimycotics, are pharmaceutical fungicides used to treat and prevent mycosis (fungal infection). Surgery The widespread introduction of antiseptic surgical methods was initiated by the publishing of the paper ''Antiseptic Principle of the Practice of Surgery'' in 1867 by Joseph Lister, which was inspired by Louis Pasteur's ...
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Amidines
Amidines are organic compounds with the functional group RC(NR)NR2, where the R groups can be the same or different. They are the imine derivatives of amides (RC(O)NR2). The simplest amidine is formamidine, HC(=NH)NH2. Examples of amidines include: * DBU * diminazene * benzamidine * Pentamidine * Paranyline Preparation A common route to primary amidines is the Pinner reaction. Reaction of the nitrile with alcohol in the presence of acid gives an iminoether. Treatment of the resulting compound with ammonia then completes the conversion to the amidine. Instead of using a Bronsted acid, Lewis acids such as aluminium trichloride promote the direct amination of nitriles. They are also generated by amination of an imidoyl chloride. They are also prepared by the addition of organolithium reagents to diimines, followed by protonation or alkylation. Dimethylformamide acetal reacts with primary amines to give amidines: :Me2NC(H)(OMe)2 + RNH2 → Me2NC=NHR + 2 MeOH Properties and applica ...
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