Benzimidazole
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Benzimidazole
Benzimidazole is a heterocyclic aromatic organic compound. This bicyclic compound may be viewed as fused rings of the aromatic compounds benzene and imidazole. It is a colorless solid. Preparation Benzimidazole is produced by condensation of o-phenylenediamine with formic acid,. or the equivalent trimethyl orthoformate: :C6H4(NH2)2 + HC(OCH3)3 → C6H4N(NH)CH + 3 CH3OH 2-substituted derivatives are obtained when the condensation is conducted with aldehydes in place of formic acid, followed by oxidation.Robert A. Smiley "Phenylene- and Toluenediamines" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. Reactions Benzimidazole is a base: :C6H4N(NH)CH + H+ → [C6H4(NH)2CH]+ It can also be deprotonated with stronger bases: :C6H4N(NH)CH + LiH → Li [C6H4N2CH] + H2 The imine can be alkylated and also serves as a ligand in coordination chemistry. The most prominent benzimidazole complex features ''N''-ribosyl-dimethylbenzimidazole as found ...
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Albendazole
Albendazole (also known as albendazolum) is a broad-spectrum anthelmintic and antiprotozoal agent of the benzimidazole type. It is used for the treatment of a variety of intestinal parasite infections, including ascariasis, pinworm infection, hookworm infection, trichuriasis, strongyloidiasis, taeniasis, clonorchiasis, opisthorchiasis, cutaneous larva migrans, giardiasis, and gnathostomiasis, among other diseases. Common side effects include nausea, abdominal pain, and headache. Rare but potentially serious side effects include bone marrow suppression which usually improves on discontinuing the medication. Liver inflammation has been reported and those with prior liver problems are at greater risk. It is pregnancy category C in the United States and category D in Australia, meaning it may cause harm if taken by pregnant women. Albendazole was developed in 1975. It is on the World Health Organization's List of Essential Medicines. Medical uses Albendazole is an effective tr ...
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Triclabendazole
Triclabendazole, sold under the brand name Egaten among others, is a medication used to treat fascioliasis and paragonimiasis. It is very effective for both conditions. Treatment in hospital may be required. It is taken by mouth with typically one or two doses being required. Side effects are generally few, but can include abdominal pain and headaches. Biliary colic may occur due to dying worms. While no harm has been found with use during pregnancy, triclabendazole has not been studied well in this population. It is a member of the benzimidazole family of anthelmintics, medications for worms. Triclabendazole was approved for medical use in the United States in 2019. It is on the WHO Model List of Essential Medicines, World Health Organization's List of Essential Medicines. For human use, it can be obtained from the World Health Organization. It is also used in animals. Chemistry It is a member of the benzimidazole family of anthelmintics. The benzimidazole drugs share a com ...
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Oxibendazole
Oxibendazole is a benzimidazole drug that is used to protect against roundworms, strongyles, threadworms, pinworms and lungworm infestations in horses and some domestic pets. It is usually white to yellowish in appearance, and may take the form of a powder, tablet or paste. Synthesis 4‑Hydroxyacetamide (1) is alkylated with ''n''-propyl bromide in the presence of potassium hydroxide to give the ether (2). Nitration of this product with nitric and sulfuric acids proceeds at the position ''ortho'' to the amide group (3), which is then reduced with SnCl2 to yield the phenylenediamine derivative (4). Reaction of that intermediate with ''S''-methyl isothiourea proceeds first by aromatic cyclisation to the guanidine derivative followed by elimination of methyl mercaptan Methanethiol (also known as methyl mercaptan) is an organosulfur compound with the chemical formula . It is a colorless gas with a distinctive putrid smell. It is a natural substance found in the blood, bra ...
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Mebendazole
Mebendazole (MBZ), sold under the brand name Vermox among others, is a medication used to treat a number of parasitic worm infestations. This includes ascariasis, pinworm infection, hookworm infections, guinea worm infections, hydatid disease, and giardia, among others. It is taken by mouth. Mebendazole is usually well tolerated. Common side effects include headache, vomiting, and ringing in the ears. If used at large doses it may cause bone marrow suppression. It is unclear if it is safe in pregnancy. Mebendazole is a broad-spectrum antihelminthic agent of the benzimidazole type. Mebendazole came into use in 1971, after it was developed by Janssen Pharmaceutica in Belgium. It is on the World Health Organization's List of Essential Medicines. Mebendazole is available as a generic medication. Medical use Mebendazole is a highly effective, broad-spectrum antihelmintic indicated for the treatment of nematode infestations, including roundworm, hookworm, whipworm, threadworm (pinw ...
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Oxfendazole
Oxfendazole is a broad spectrum benzimidazole anthelmintic. Its main use is for protecting livestock against roundworm, strongyles and pinworms. Oxfendazole is the sulfoxide metabolite of fenbendazole. Oxfendazole is an anthelmintic (wormer) compound used in veterinary practice. It comes under the chemical class of the benzimidazoles. This drug is barely used in horses, goats, sheep, and cattle. It is very scarcely applied on dogs and cats. The drug for livestock is majorly available in the form of pills, tablets, drenches, bolus, etc. They are meant for oral consumption. Several drenches are allowed for intraruminal injection in some of the countries. Few countries also prefer injectables and pour-ons. For pet dogs, the drug is available in the form of drenches. Efficacy Both oxfendazole and fenbendazole are efficacious against gastrointestinal lungworms and roundworms of livestock, adults, and L4-larvae of the significant species for example, of the genera ''Bunostomum'', '' ...
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Cyanocobalamin
Cyanocobalamin is a form of vitamin used to treat vitamin deficiency except in the presence of cyanide toxicity. The deficiency may occur in pernicious anemia, following surgical removal of the stomach, with fish tapeworm, or due to bowel cancer. It is less preferred than hydroxocobalamin for treating vitamin deficiency. It is used by mouth, by injection into a muscle, or as a nasal spray. Cyanocobalamin is generally well tolerated. Minor side effects may include diarrhea and itchiness. Serious side effects may include anaphylaxis, low blood potassium, and heart failure. Use is not recommended in those who are allergic to cobalt or have Leber's disease. Vitamin is an essential nutrient meaning that it cannot be made by the body but is required for life. Cyanocobalamin was first manufactured in the 1940s. It is available as a generic medication and over the counter. In 2020, it was the 105th most commonly prescribed medication in the United States, with more than 6milli ...
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Anthelmintic
Anthelmintics or antihelminthics are a group of antiparasitic drugs that expel parasitic worms (helminths) and other internal parasites from the body by either stunning or killing them and without causing significant damage to the host. They may also be called vermifuges (those that stun) or vermicides (those that kill). Anthelmintics are used to treat people who are infected by helminths, a condition called helminthiasis. These drugs are also used to treat infected animals. Pills containing anthelmintics are used in mass deworming campaigns of school-aged children in many developing countries. The drugs of choice for soil-transmitted helminths are mebendazole and albendazole; for schistosomiasis and tapeworms it is praziquantel. Types Antiparasitics that specifically target worms of the genus ''Ascaris'' are called ascaricides. * Benzimidazoles: ** Albendazole – effective against threadworms, roundworms, whipworms, tapeworms, hookworms ** Mebendazole – effective against v ...
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Bilastine
Bilastine is an antihistamine medication used to treat hives (urticaria) and inflammation of the eye (allergic conjunctivitis) caused by an allergy. It is a second-generation antihistamine and takes effect by selectively inhibiting the histamine H1 receptor, preventing these allergic reactions. Bilastine has an effectiveness similar to cetirizine, fexofenadine, and desloratadine. It was originally developed in Spain by FAES Farma. Bilastine is sold by several pharmaceutical companies under the brand names shown in the table. Bilastine is approved in the European Union for the symptomatic treatment of allergic conjunctivitis and urticaria. It is not approved for any use in the United States. Evidence has shown that bilastine is effective in treating skin and eye symptoms of allergic reactions, improving patient's quality of life. Bilastine meets the treatment criteria for allergic rhinitis, as published by the European Academy of Allergy and Clinical Immunology (EAACI) and ...
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Benomyl
Benomyl (also marketed as Benlate) is a fungicide introduced in 1968 by DuPont. It is a systemic benzimidazole fungicide that is selectively toxic to microorganisms and invertebrates, especially earthworms, but nontoxic toward mammals. Due to the prevalence of resistance of parasitic fungi to benomyl, it and similar pesticides are of diminished effectiveness. Nonetheless it is widely used. Toxicity Benomyl is of low toxicity to mammals. It has an arbitrary LD50 of "greater than 10,000 mg/kg/day for rats". Skin irritation may occur through industrial exposure, and florists, mushroom pickers and floriculturists have reported allergic reactions to benomyl. In a laboratory study, dogs fed benomyl in their diets for three months developed no major toxic effects, but did show evidence of altered liver function at the highest dose (150 mg/kg). With longer exposure, more severe liver damage occurred, including cirrhosis. The US Environmental Protection Agency classified benomyl ...
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Tiabendazole
Tiabendazole (INN, BAN), also known as thiabendazole (AAN, USAN) or TBZ and the trade names Mintezol, Tresaderm, and Arbotect, is a preservative, an antifungal agent, and an antiparasitic agent. Uses Preservative Tiabendazole is used primarily to control mold, blight, and other fungal diseases in fruits (e.g. oranges) and vegetables; it is also used as a prophylactic treatment for Dutch elm disease. Tiabendazole is also used as a food additive, a preservative with E number E233 (INS number 233). For example, it is applied to bananas to ensure freshness, and is a common ingredient in the waxes applied to the skins of citrus fruits. It is not approved as a food additive in the EU, Australia and New Zealand. Use in treatment of aspergillosis has been reported. It is also used in anti-fungal wallboards as a mixture with azoxystrobin. Parasiticide As an antiparasitic, tiabendazole is able to control roundworms (such as those causing strongyloidiasis), hookworms, and other ...
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Fenbendazole
Fenbendazole is a broad spectrum benzimidazole anthelmintic used against gastrointestinal parasites including: giardia, roundworms, hookworms, whipworms, the tapeworm genus '' Taenia'' (but not effective against ''Dipylidium caninum'', a common dog tapeworm), pinworms, aelurostrongylus, paragonimiasis, strongyles, and strongyloides that can be administered to sheep, cattle, horses, fish, dogs, cats, rabbits, most reptiles, freshwater shrimp tanks as planaria and hydra treatments, as well as seals. Drug interactions Drug interactions may occur if salicylanilides such as dibromsalan and niclosamide are co-administered. Abortions in cattle and death in sheep have been reported after using these medications together. Abortions in domestic ruminants have been associated with concurrent use of anti-trematode therapeutic agents. Toxicity Fenbendazole is poorly absorbed from the gastrointestinal tract in most species. The in laboratory animals exceeds 10 g/kg when administered ...
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Aromatic
In chemistry, aromaticity is a chemical property of cyclic ( ring-shaped), ''typically'' planar (flat) molecular structures with pi bonds in resonance (those containing delocalized electrons) that gives increased stability compared to saturated compounds having single bonds, and other geometric or connective non-cyclic arrangements with the same set of atoms. Aromatic rings are very stable and do not break apart easily. Organic compounds that are not aromatic are classified as aliphatic compounds—they might be cyclic, but only aromatic rings have enhanced stability. The term ''aromaticity'' with this meaning is historically related to the concept of having an aroma, but is a distinct property from that meaning. Since the most common aromatic compounds are derivatives of benzene (an aromatic hydrocarbon common in petroleum and its distillates), the word ''aromatic'' occasionally refers informally to benzene derivatives, and so it was first defined. Nevertheless, many ...
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