|
Sydnone
Sydnones are mesoionic heterocyclic chemical compounds possessing a 1,2,3-oxadiazole core with a keto group in the 5 position. Like other mesoionic compounds they are di-polar, possessing both positive and negative charges which are delocalized across the ring. Recent computational studies have indicated that sydnones and other similar mesoionic compounds are nonaromatic, "though well-stabilized in two separate regions by electron and charge delocalization." Sydnones are heterocyclic compounds named after the city of Sydney, Australia. A sydnone imine in which the keto group of sydnone (=O) has been replaced with an imino (=NH) group can be found as a substructure in the stimulant drugs feprosidnine and mesocarb. Discovery Sydnone was first prepared in 1935 by Earl & Mackney by cyclodehydration of N-Nitroso-N-phenylglycine ''N''-Phenylglycine is an organic compound with the formula C6H5NHCH2CO2H. This white solid achieved fame as the industrial precursor to indigo dye. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sydnone Structures
Sydnones are mesoionic heterocyclic chemical compounds possessing a 1,2,3-oxadiazole core with a keto group in the 5 position. Like other mesoionic compounds they are di-polar, possessing both positive and negative charges which are delocalized across the ring. Recent computational studies have indicated that sydnones and other similar mesoionic compounds are nonaromatic, "though well-stabilized in two separate regions by electron and charge delocalization." Sydnones are heterocyclic compounds named after the city of Sydney, Australia. A sydnone imine in which the keto group of sydnone (=O) has been replaced with an imino (=NH) group can be found as a substructure in the stimulant drugs feprosidnine and mesocarb. Discovery Sydnone was first prepared in 1935 by Earl & Mackney by cyclodehydration of N-Nitroso-N-phenylglycine with acetic anhydride. Later work showed that this could be applied fairly generally to the nitrosamines of N-substituted amino acids. Chemical structu ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sydnone Imine
Sydnone imine is a mesoionic heterocyclic aromatic chemical compound. Sydnone imine is the imine of sydnone where the keto functional group of sydnone (=O) has been replaced with an imine (=NH) group. A sydnone imine substructure can be found in the drugs feprosidnine, mesocarb, molsidomine, ciclosidomine, and linsidomine. Chemical structure See also * Montréalone * Münchnone Münchnone (synonyms: 1,3-oxazolium-5-oxide; 1,3-oxazolium-5-olate; anhydro-5-hydroxy-1,3-oxazolium hydroxide; 5-hydroxy-1,3-oxazolium hydroxide, inner salt; oxido-oxazolium) is a mesoionic heterocyclic aromatic chemical compound, with the molecula ... * Sydnone External links IUPAC Goldbook entryDictionary of Organic Compounds Simple aromatic rings Oxadiazoles Imines ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Sydnone Imine
Sydnone imine is a mesoionic heterocyclic aromatic chemical compound. Sydnone imine is the imine of sydnone where the keto functional group of sydnone (=O) has been replaced with an imine (=NH) group. A sydnone imine substructure can be found in the drugs feprosidnine, mesocarb, molsidomine, ciclosidomine, and linsidomine. Chemical structure See also * Montréalone * Münchnone Münchnone (synonyms: 1,3-oxazolium-5-oxide; 1,3-oxazolium-5-olate; anhydro-5-hydroxy-1,3-oxazolium hydroxide; 5-hydroxy-1,3-oxazolium hydroxide, inner salt; oxido-oxazolium) is a mesoionic heterocyclic aromatic chemical compound, with the molecula ... * Sydnone External links IUPAC Goldbook entryDictionary of Organic Compounds Simple aromatic rings Oxadiazoles Imines ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Mesoionic
In chemistry, mesoionic compounds are one in which a heterocyclic structure is dipolar and where both the negative and the positive charges are delocalized. A completely uncharged structure cannot be written and mesoionic compounds cannot be represented satisfactorily by any one mesomeric structure. Mesoionic compounds are a subclass of betaines. Examples are sydnones and sydnone imines (e.g. the stimulant mesocarb), münchnones, and mesoionic carbenes. The formal positive charge is associated with the ring atoms and the formal negative charge is associated either with ring atoms or an exocyclic nitrogen or other atom. These compounds are stable zwitterionic compounds and belong to nonbenzenoid aromatics. See also * Mesomeric betaine Mesomeric betaines are dipolar heterocyclic compounds in which both the negative and the positive charges are delocalized. Examples are mesoionic compounds and heteropentalenes (e.g. diazapentalenes). Heteropentalenes are not mesoionic In c ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Oxadiazole
Oxadiazoles are a class of heterocyclic aromatic chemical compound of the azole family; with the molecular formula C2H2N2O. There are four isomers of oxadiazole: File:1,2,3-oxadiazole.svg, 1,2,3-oxadiazole File:1,2,4-oxadiazole.svg, 1,2,4-oxadiazole File:1,2,5-oxadiazole.svg, 1,2,5-oxadiazole(furazan) File:1,3,4-oxadiazole.svg, 1,3,4-oxadiazole 1,2,4-Oxadiazole, 1,2,5-oxadiazole, and 1,3,4-oxadiazole are all known and appear in a variety of pharmaceutical drugs including raltegravir, butalamine, fasiplon, oxolamine, and pleconaril. The 1,2,3-isomer is unstable and ring-opens to form the diazoketone tautomer; however, it does exist within the unusual sydnone motif. In 2018, a compound called bis(1,2,4-oxadiazole)bis(methylene) dinitrate which might have a 1.5 times the power of TNT was developed at the United States Army Research Laboratory (ARL) working with the Los Alamos National Laboratory Los Alamos National Laboratory (often shortened as Los Alamos and LANL) is one ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Oxadiazoles
Oxadiazoles are a class of heterocyclic aromatic chemical compound of the azole family; with the molecular formula C2H2N2O. There are four isomers of oxadiazole: File:1,2,3-oxadiazole.svg, 1,2,3-oxadiazole File:1,2,4-oxadiazole.svg, 1,2,4-oxadiazole File:1,2,5-oxadiazole.svg, 1,2,5-oxadiazole(furazan) File:1,3,4-oxadiazole.svg, 1,3,4-oxadiazole 1,2,4-Oxadiazole, 1,2,5-oxadiazole, and 1,3,4-oxadiazole are all known and appear in a variety of pharmaceutical drugs including raltegravir, butalamine, fasiplon, oxolamine, and pleconaril. The 1,2,3-isomer is unstable and ring-opens to form the diazoketone tautomer; however, it does exist within the unusual sydnone motif. In 2018, a compound called bis(1,2,4-oxadiazole)bis(methylene) dinitrate which might have a 1.5 times the power of TNT was developed at the United States Army Research Laboratory (ARL) working with the Los Alamos National Laboratory Los Alamos National Laboratory (often shortened as Los Alamos and LANL) is one ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Feprosidnine
Feprosidnine (Sydnophen) is a stimulant drug which was developed in the USSR in the 1970s. It is structurally related to another Russian drug mesocarb but unlike mesocarb, was withdrawn earlier from production. In comparison with mesocarb it has own antidepressant activity, which makes it useful in treating depressions. Indications of feprosidnine included apathic, asthenic depressions, fatigue, apathic syndrome, narcolepsy and other similar conditions. Therapeutic range of doses: 10-50mg a day. Sydnophen has multiple mechanisms of action, the relative importance of which has not been clearly established. Effects on the body include reversible monoamine oxidase inhibition, cholinergic, adrenergic, opioid and nitric oxide donating actions, all of which may contribute to its pharmacological effects to some extent. Chemistry Feprosidnine is a mesoionic sydnone imine Sydnone imine is a mesoionic heterocyclic aromatic chemical compound. Sydnone imine is the imine of sydnone whe ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Mesocarb
Mesocarb (brand names Sidnocarb, Sydnocarb) is a drug that is currently being developed for Parkinson's disease. The drug was originally developed in the USSR in the 1970s for a variety of indications including asthenia, apathy, adynamia and some clinical aspects of depression and schizophrenia. Mesocarb was used for counteracting the sedative effects of benzodiazepine drugs, increasing workload capacity and cardiovascular function, treatment of ADHD and hyperactivity in children, as a nootropic, and as a drug to enhance resistance to extremely cold temperatures. It is also listed as having antidepressant and anticonvulsant properties. The drug has been found to act as a selective dopamine reuptake inhibitor by blocking the actions of the dopamine transporter (DAT), and lacks the dopamine release characteristic of stimulants such as dextroamphetamine. It was the most selective DAT inhibitor amongst an array of other DAT inhibitors to which it was compared. Mesocarb was so ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alan R
Alan may refer to: People * Alan (surname), an English and Turkish surname * Alan (given name), an English given name **List of people with given name Alan ''Following are people commonly referred to solely by "Alan" or by a homonymous name.'' *Alan (Chinese singer) (born 1987), female Chinese singer of Tibetan ethnicity, active in both China and Japan *Alan (Mexican singer) (born 1973), Mexican singer and actor * Alan (wrestler) (born 1975), a.k.a. Gato Eveready, who wrestles in Asistencia Asesoría y Administración *Alan (footballer, born 1979) (Alan Osório da Costa Silva), Brazilian footballer *Alan (footballer, born 1998) (Alan Cardoso de Andrade), Brazilian footballer *Alan I, King of Brittany (died 907), "the Great" *Alan II, Duke of Brittany (c. 900–952) * Alan III, Duke of Brittany(997–1040) *Alan IV, Duke of Brittany (c. 1063–1119), a.k.a. Alan Fergant ("the Younger" in Breton language) *Alan of Tewkesbury, 12th century abbott *Alan of Lynn (c. 1348–1423), 15th ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Münchnone
Münchnone (synonyms: 1,3-oxazolium-5-oxide; 1,3-oxazolium-5-olate; anhydro-5-hydroxy-1,3-oxazolium hydroxide; 5-hydroxy-1,3-oxazolium hydroxide, inner salt; oxido-oxazolium) is a mesoionic heterocyclic aromatic chemical compound, with the molecular formula C3H3NO2. The name refers to the city of Munich, Germany (), where the compound and its derivatives were first discovered and studied. Synthesis and reactivity The first preparation of a münchnone derivative was reported in 1959 by Lawson & Miles by cyclodehydration of 2-pyridone-''N''-acetic acid with acetic anhydride. The azomethine ylide reactivity of münchnones, and their reaction with alkynes in the synthesis of pyrroles, was first published by Huisgen et al. The Huisgen group followed up with a thorough investigation of the chemical properties, reactivity, and utility of münchnones towards the synthesis of many other products.Gribble, G. W. In ''Oxazoles: Synthesis, Reactions, and Spectroscopy'', A; Palmer, D. C., Ed.; ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Montréalone
Montréalone (synonyms: montrealone, phospha-münchnone) is a mesoionic heterocyclic compound, heterocyclic chemical compound. It is named for the city of Montreal, Montréal, Canada, which is the location of McGill University, where it was first discovered. Structure The montréalone parent structure, parent compound has been studied theoretically,Krenske, E. H.; Houk, K. N.; Arndtsen, B. A.; St. Cyr, D. J., Cyclic 1,3-Dipoles or Acyclic Phosphonium Ylides? Electronic Characterization of "Montréalones". ''J. Am. Chem. Soc.'' 2008, ''130'', 10052. () and is unlikely to exist as a stable species. structural analog, Analogs bearing multiple substituents display chemical stability, stability suitable for synthesis, isolation, and characterization.St-Cyr, D. J.; Morin, M. S. T.; Belanger-Gariepy, F.; Arndtsen, B. A.; Krenske, E. H.; Houk, K. N., Phospha-Münchnones: Electronic Structures and 1,3-Dipolar Cycloadditions. ''J. Org. Chem.'' 2010, ''75'', 4261. () Substituted montréalon ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
