Benzimidazoles
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Benzimidazoles
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+ → 6H4(NH)2CHsup>+ It can also be deprotonated with stronger bases: :C6H4N(NH)CH + LiH → Li 6H4N2CH + 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 foun ...
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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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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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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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Candesartan
Candesartan is an angiotensin receptor blocker used mainly for the treatment of high blood pressure and congestive heart failure. Candesartan has a very low maintenance dose. The metabolism for the drug is unique as it is a cascading prodrug. Candesartan has good bioavailibility and is more potent among the AT-1 receptor antagonists. It was patented in 1990 and approved for medical use in 1997. Medical uses Hypertension As with other angiotensin II receptor antagonists, candesartan is indicated for the treatment of hypertension. Candesartan has an additive antihypertensive effect when combined with a diuretic, such as chlorthalidone. It is available in a fixed-combination formulation with a low dose of the thiazide diuretic hydrochlorothiazide. Candesartan/hydrochlorothiazide combination preparations are marketed under various trade names including Atacand Plus, Hytacand, Blopress Plus, Advantec and Ratacand Plus. Congestive heart failure Angiotensin receptor blockers such a ...
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Astemizole
Astemizole (marketed under the brand name Hismanal, developmental code R43512) was a second-generation antihistamine drug that has a long duration of action. Astemizole was discovered by Janssen Pharmaceutica in 1977. It was withdrawn from the market globally in 1999 because of rare but potentially fatal side effects ( QTc interval prolongation and related arrhythmias due to hERG channel blockade). Pharmacology Astemizole is a histamine H1-receptor antagonist. It has anticholinergic and antipruritic effects. Astemizole is rapidly absorbed from the gastrointestinal tract and competitively binds to histamine H1 receptor sites in the gastrointestinal tract, uterus, blood vessels, and bronchial muscle. This suppresses the formation of edema and pruritus (caused by histamine). Despite some earlier reports that astemizole does not cross the blood–brain barrier, several studies have shown high permeability and high binding to protein folds associated with Alzheimer's. Astemizol ...
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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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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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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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Flubendazole
Flubendazole is an anthelmintic. Its brand name is Flutelmium which is a paste manufactured by Janssen Pharmaceutica N.V. used by veterinarians for protection against internal parasites and worms in dogs and cats. Other brand names are Flubenol, Biovermin, and Flumoxal. It is also available for human use to treat worm infections. It is available OTC (without prescription) in Europe. Since 2000, Flubendazole-treated grit has increasingly been laid out on a landscape-scale across many UK grouse-shooting moors by gamekeepers in an attempt to reduce the impact on bird numbers from strongyle worm. Evidence of high worm burden is required before a veterinarian can dispense and sell the product, known as 'medicated grit'. However, there has been increasing concern about contaminants entering the ground waters running off from moorlands, as well as from its use in farming environments and its presence in manure Manure is organic matter that is used as organic fertilizer in agricul ...
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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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Ciclobendazole
Ciclobendazole is an anthelmintic, that is a pharmaceutical drug against parasitic worms. It underwent a clinical trial in the 1970s, where it was found to be as effective as mebendazole in the treatment of hookworm infection and ascariasis, but significantly less effective in the treatment of trichuriasis Trichuriasis, also known as whipworm infection, is an infection by the parasitic worm ''Trichuris trichiura'' (whipworm). If infection is only with a few worms, there are often no symptoms. In those who are infected with many worms, there may b .... It is not known to be marketed anywhere in the world. References Anthelmintics Aromatic ketones Benzimidazoles Carbamates Cyclopropyl compounds {{antiinfective-drug-stub ...
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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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