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Acylurea
Acylureas (also called ''N''-acylureas or ureides) are a class of chemical compounds formally derived from the acylation of urea. Uses Insecticides A subclass of acylureas known as benzoylureas are insecticides. They act as insect growth regulators by inhibiting the synthesis of chitin resulting in weakened cuticles and preventing molting. Members of this class include diflubenzuron, flufenoxuron, hexaflumuron, lufenuron, and teflubenzuron. Anticonvulsants and sedatives The acylurea functional group is also found in some pharmaceutical drugs such as the anticonvulsants phenacemide, pheneturide, chlorphenacemide, and acetylpheneturide (which are phenylureides), and the sedatives acecarbromal, bromisoval, and carbromal (which are bromoureides). Others include apronal (apronalide), capuride, and ectylurea. Barbiturates (a class of cyclic ureas) are structurally and mechanistically related to them. The phenylureides are also closely related to the hydantoins, such as phenytoin, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acylurea
Acylureas (also called ''N''-acylureas or ureides) are a class of chemical compounds formally derived from the acylation of urea. Uses Insecticides A subclass of acylureas known as benzoylureas are insecticides. They act as insect growth regulators by inhibiting the synthesis of chitin resulting in weakened cuticles and preventing molting. Members of this class include diflubenzuron, flufenoxuron, hexaflumuron, lufenuron, and teflubenzuron. Anticonvulsants and sedatives The acylurea functional group is also found in some pharmaceutical drugs such as the anticonvulsants phenacemide, pheneturide, chlorphenacemide, and acetylpheneturide (which are phenylureides), and the sedatives acecarbromal, bromisoval, and carbromal (which are bromoureides). Others include apronal (apronalide), capuride, and ectylurea. Barbiturates (a class of cyclic ureas) are structurally and mechanistically related to them. The phenylureides are also closely related to the hydantoins, such as phenytoin, ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acecarbromal
Acecarbromal (INN) (brand names Sedamyl, Abasin, Carbased, Paxarel, Sedacetyl, numerous others), also known as acetylcarbromal and acetyladalin, is a hypnotic and sedative drug of the ureide (acylurea) group discovered by Bayer in 1917 that was formerly marketed in the United States and Europe. It is also used in combination with extract of quebracho and vitamin E as a treatment for erectile dysfunction under the brand name Afrodor in Europe. Acecarbromal is structurally related to the barbiturates, which are basically cyclized ureas. Prolonged use is not recommended as it can cause bromine poisoning. See also * Bromisoval * Carbromal Carbromal is a hypnotic/sedative originally synthesized in 1909 by Bayer and subsequently marketed as Adalin. The drug was later sold by Parke-Davis in combination with pentobarbital, under the name Carbrital. Synthesis Diethylmalonic acid 10 ... References Erectile dysfunction drugs GABAA receptor positive allosteric modulators ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Apronal
Apronal (brand name Sedormid), or apronalide, also known as allylisopropylacetylurea or allylisopropylacetylcarbamide, is a hypnotic/sedative drug of the ureide (acylurea) group synthesized in 1926 by Hoffmann-La Roche that is no longer used except in Japan (See Japanese article). Though it is not a barbiturate, apronalide is similar in structure to the barbiturates (being an open-chain carbamide instead of having a heterocyclic ring). In accordance, it is similar in action to the barbiturates, although considerably milder in comparison (formerly used as a daytime sedative at doses of 1 to 2 grams every 3 to 4 hours). Upon the finding that it caused patients to develop thrombocytopenic purpura, apronalide was withdrawn from clinical use. See also * Bromoureide Bromoureides are sedative-hypnotics available mainly in Europe, including acecarbromal, bromisoval, and carbromal (Horowitz, 1997). They are a subfamily of the ureides (acylureas). See also * Apronal Apronal (brand n ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bromoureide
Bromoureides are sedative-hypnotics available mainly in Europe, including acecarbromal, bromisoval, and carbromal Carbromal is a hypnotic/sedative originally synthesized in 1909 by Bayer and subsequently marketed as Adalin. The drug was later sold by Parke-Davis in combination with pentobarbital, under the name Carbrital. Synthesis Diethylmalonic acid 10 ... (Horowitz, 1997). They are a subfamily of the ureides (acylureas). See also * Apronal References * Horowitz, B., "Bromism from Excessive Cola Consumption," Clinical Toxicology, 35(3), 1997, pp. 315–320. Hypnotics Organobromides Sedatives Ureas {{sedative-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Chlorphenacemide
Chlorphenacemide is pharmaceutical drug of the acylurea class used as an anticonvulsant Anticonvulsants (also known as antiepileptic drugs or recently as antiseizure drugs) are a diverse group of pharmacological agents used in the treatment of epileptic seizures. Anticonvulsants are also increasingly being used in the treatment of b .... References Anticonvulsants Imides Ureas {{anticonvulsant-stub ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Insect Growth Regulator
An insect growth regulator (IGR) is a substance (chemical) that inhibits the life cycle of an insect. IGRs are typically used as insecticides to control populations of harmful insect pests such as cockroaches and fleas. Advantages Many IGRs are labeled "reduced risk" by the Environmental Protection Agency, meaning that they target juvenile harmful insect populations while causing less detrimental effects to beneficial insects. Many beekeepers have reported IGR's negatively affecting brood and young bees. Unlike classic insecticides, IGRs do not affect an insect's nervous system and are thus more friendly to "worker insects" within closed environments. IGRs are also more compatible with pest management systems that use biological controls. In addition, while insects can become resistant to insecticides, they are less likely to become resistant to IGRs. Mechanism of action As an insect grows it molts, growing a new exoskeleton under its old one and then shedding the old one to al ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bromisoval
Bromisoval (INN), commonly known as bromovalerylurea, is a hypnotic and sedative of the bromoureide group discovered by Knoll in 1907 and patented in 1909. It is marketed over the counter in Asia under various trade names (such as ''Brovarin''), usually in combination with nonsteroidal anti-inflammatory drugs. Chronic use of bromisoval has been associated with bromine poisoning. Bromisoval can be prepared by bromination of isovaleric acid by the Hell-Volhard-Zelinsky reaction followed by reaction with urea. See also * Acecarbromal * Carbromal Carbromal is a hypnotic/sedative originally synthesized in 1909 by Bayer and subsequently marketed as Adalin. The drug was later sold by Parke-Davis in combination with pentobarbital, under the name Carbrital. Synthesis Diethylmalonic acid 10 ... * Apronal References Hypnotics">Apronal.html" ;"title="10 ... * Apronal">10 ... * Apronal References Hypnotics Sedatives Organobromides GABAA receptor positive allosteri ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hydantoin
Hydantoin, or glycolylurea, is a heterocyclic organic compound with the formula CH2C(O)NHC(O)NH. It is a colorless solid that arises from the reaction of glycolic acid and urea. It is an oxidized derivative of imidazolidine. In a more general sense, hydantoins can refer to a groups and a class of compounds with the same ring structure as the parent. For example, phenytoin (mentioned below) has two phenyl groups substituted onto the number 5 carbon in a hydantoin molecule. Synthesis Hydantoin was first isolated in 1861 by Adolf von Baeyer in the course of his study of uric acid. He obtained it by hydrogenation of allantoin, hence the name. : Friedrich Urech synthesized 5-methylhydantoin in 1873 from alanine sulfate and potassium cyanate in what is now known as the Urech hydantoin synthesis. The method is very similar to the modern route using alkyl and arylcyanates. The 5,5-dimethyl compound can also be obtained from acetone cyanohydrin (also discovered by Urech: see cyanohydri ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Allantoin
Allantoin is a chemical compound with formula C4H6N4O3. It is also called 5-ureidohydantoin or glyoxyldiureide. It is a diureide of glyoxylic acid. Allantoin is a major metabolic intermediate in most organisms including animals, plants and bacteria. It is produced from uric acid, which itself is a degradation product of nucleic acids, by action of urate oxidase (uricase). The occurs as a natural mineral compound ( IMA symbol Aan). History Allantoin was first isolated in 1800 by the Italian physician Michele Francesco Buniva (1761–1834) and the French chemist Louis Nicolas Vauquelin, who mistakenly believed it to be present in the amniotic fluid. In 1821, the French chemist Jean Louis Lassaigne found it in the fluid of the allantois; he called it ''"l'acide allantoique"''. In 1837, the German chemists Friedrich Wöhler and Justus Liebig synthesized it from uric acid and renamed it "allantoïn". Animals Named after the allantois (an amniote embryonic excretory organ in whic ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Uric Acid
Uric acid is a heterocyclic compound of carbon, nitrogen, oxygen, and hydrogen with the formula C5H4N4O3. It forms ions and salts known as urates and acid urates, such as ammonium acid urate. Uric acid is a product of the metabolic breakdown of purine nucleotides, and it is a normal component of urine. High blood concentrations of uric acid can lead to gout and are associated with other medical conditions, including diabetes and the formation of ammonium acid urate kidney stones. Chemistry Uric acid was first isolated from kidney stones in 1776 by Swedish chemist Carl Wilhelm Scheele. In 1882, the Ukrainian chemist Ivan Horbaczewski first synthesized uric acid by melting urea with glycine. Uric acid displays lactam–lactim tautomerism (also often described as keto–enol tautomerism). Although the lactim form is expected to possess some degree of aromaticity, uric acid crystallizes in the lactam form, with computational chemistry also indicating that tautomer to be the most s ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Phenytoin
Phenytoin (PHT), sold under the brand name Dilantin among others, is an anti-seizure medication. It is useful for the prevention of tonic-clonic seizures (also known as grand mal seizures) and focal seizures, but not absence seizures. The intravenous form, fosphenytoin, is used for status epilepticus that does not improve with benzodiazepines. It may also be used for certain heart arrhythmias or neuropathic pain. It can be taken intravenously or by mouth. The intravenous form generally begins working within 30 minutes and is effective for roughly 24 hours. Blood levels can be measured to determine the proper dose. Common side effects include nausea, stomach pain, loss of appetite, poor coordination, increased hair growth, and enlargement of the gums. Potentially serious side effects include sleepiness, self harm, liver problems, bone marrow suppression, low blood pressure, and toxic epidermal necrolysis. There is evidence that use during pregnancy results in abnormalities ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hydantoin
Hydantoin, or glycolylurea, is a heterocyclic organic compound with the formula CH2C(O)NHC(O)NH. It is a colorless solid that arises from the reaction of glycolic acid and urea. It is an oxidized derivative of imidazolidine. In a more general sense, hydantoins can refer to a groups and a class of compounds with the same ring structure as the parent. For example, phenytoin (mentioned below) has two phenyl groups substituted onto the number 5 carbon in a hydantoin molecule. Synthesis Hydantoin was first isolated in 1861 by Adolf von Baeyer in the course of his study of uric acid. He obtained it by hydrogenation of allantoin, hence the name. : Friedrich Urech synthesized 5-methylhydantoin in 1873 from alanine sulfate and potassium cyanate in what is now known as the Urech hydantoin synthesis. The method is very similar to the modern route using alkyl and arylcyanates. The 5,5-dimethyl compound can also be obtained from acetone cyanohydrin (also discovered by Urech: see cyanohydri ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
