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Acridone Structural Formula V1
Acridone is an organic compound based on the acridine skeleton, with a carbonyl group at the ''9'' position. It is a yellow solid. Synthesis and structure The molecule is planar. Optical spectra reveal that the keto tautomer predominates in the gas-phase and in ethanol solution. Acridone can be synthesized by the condensation of aniline and 2-chlorobenzoic acid and subsequently heating of ''N''-phenylanthranilic acid. History One of the first who were able to prove the compound's existence was Karl Drechsler, Student of G. Goldschmiedt, at the k.u.k. Universität Wien (Vienna, Austria) in 1914. Derivatives Acridone constitutes the scaffold of some synthetic compounds with diverse pharmacological activities. 3-Chloro-6-(2-diethylamino-ethoxy)-10-(2-diethylamino-ethyl)-acridone has shown promise as an antimalarial drug. See also * Quinacridone Quinacridone is an organic compound used as a pigment. Numerous derivatives constitute the quinacridone pigment family, which finds e ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Acridine
Acridine is an organic compound and a nitrogen heterocycle with the formula C13H9N. Acridines are substituted derivatives of the parent ring. It is a planar molecule that is structurally related to anthracene with one of the central CH groups replaced by nitrogen. Like the related molecules pyridine and quinoline, acridine is mildly basic. It is an almost colorless solid, which crystallizes in needles. There are few commercial applications of acridines; at one time acridine dyes were popular, but they are now relegated to niche applications, such as with acridine orange. The name is a reference to the acrid odour and acrid skin-irritating effect of the compound. Isolation and syntheses Carl Gräbe and Heinrich Caro first isolated acridine in 1870 from coal tar. Acridine is separated from coal tar by extracting with dilute sulfuric acid. Addition of potassium dichromate to this solution precipitates acridine bichromate. The bichromate is decomposed using ammonia. Acridine an ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Aniline
Aniline is an organic compound with the formula C6 H5 NH2. Consisting of a phenyl group attached to an amino group, aniline is the simplest aromatic amine In organic chemistry, an aromatic amine is an organic compound consisting of an aromatic ring attached to an amine. It is a broad class of compounds that encompasses aniline Aniline is an organic compound with the formula C6 H5 NH2. Consi .... It is an industrially significant Commodity chemicals, commodity chemical, as well as a versatile starting material for fine chemical synthesis. Its main use is in the manufacture of precursors to polyurethane, dyes, and other industrial chemicals. Like most volatile amines, it has the odor of rotten fish. It Combustion, ignites readily, burning with a smoky flame characteristic of aromatic compounds. It is toxic to humans. Relative to benzene, it is electron-rich. It thus participates more rapidly in electrophilic aromatic substitution reactions. Likewise, it is also prone ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
2-Chlorobenzoic Acid
2-Chlorobenzoic acid is an organic compound with the formula ClC6H4CO2H. It is one of three isomeric chlorobenzoic acids, the one that is the strongest acid. This white solid is used as a precursor to a variety of drugs, food additives, and dyes.Takao Maki, Kazuo Takeda "Benzoic Acid and Derivatives" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. . Synthesis and reactions It is prepared by the oxidation of 2-chlorotoluene. The laboratory scale reaction employs potassium permanganate Potassium permanganate is an inorganic compound with the chemical formula KMnO4. It is a purplish-black crystalline salt, that dissolves in water as K+ and , an intensely pink to purple solution. Potassium permanganate is widely used in the c .... Alternatively it arises by the hydrolysis of α,α,α-trichloro-2-toluene. The chloride is readily replaced by ammonia to 2-aminobenzoic acid. Similarly, the chloride is displaced by diphenylphosphide, leading to 2- ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
N-Phenylanthranilic Acid
Fenamic acid is an organic compound, which, especially in its ester form, is called fenamate. serves as a parent structure for several nonsteroidal anti-inflammatory drugs (NSAIDs), including mefenamic acid, tolfenamic acid, flufenamic acid, and meclofenamic acid. These drugs are commonly referred to as "anthranilic acid derivatives" or "fenamates" because fenamic acid is a derivative of anthranilic acid.Sriram D, Yogeeswari PMedicinal Chemistry, 2nd Edition Pearson Education India, 2010. Fenamic acid can be synthesized from 2-chlorobenzoic acid and can be converted into acridone Acridone is an organic compound based on the acridine skeleton, with a carbonyl group at the ''9'' position. It is a yellow solid. Synthesis and structure The molecule is planar. Optical spectra reveal that the keto tautomer predominates in the ga .... References {{Prostanoidergics Anthranilic acids Nonsteroidal anti-inflammatory drugs ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Guido Goldschmiedt
Guido Goldschmiedt (May 29, 1850 – August 6, 1915) was an Austrian chemist. During his career, he collaborated with Bunsen in Heidelberg and Baeyer in Straßburg. In 1891, he became full professor at the University of Vienna and later at the University of Prague. His most remarkable results were establishing the structure of several natural compounds including papaverine and ellagic acid. Life Goldschmiedt was born in Triest, Austria-Hungary. He started studying economics at the business school in Frankfurt am Main, but then started attending science lectures in other educational institutions. In 1869, he went back to Vienna, where part of his family lived, and studied chemistry at the University of Vienna. There he attended lectures of Josef Redtenbacher and Franz Cölestin Schneider – the most prominent chemists of the time in Vienna. In 1871, he moved to the University of Heidelberg, Germany. There he received his PhD for work with Robert Wilhelm Bunsen and his assista ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Antimalarial Drug
Antimalarial medications or simply antimalarials are a type of antiparasitic chemical agent, often naturally derived, that can be used to treat or to prevent malaria, in the latter case, most often aiming at two susceptible target groups, young children and pregnant women. As of 2018, modern treatments, including for severe malaria, continued to depend on therapies deriving historically from quinine and artesunate, both parenteral (injectable) drugs, expanding from there into the many classes of available modern drugs. Incidence and distribution of the disease ("malaria burden") is expected to remain high, globally, for many years to come; moreover, known antimalarial drugs have repeatedly been observed to elicit resistance in the malaria parasite—including for combination therapies featuring artemisinin, a drug of last resort, where resistance has now been observed in Southeast Asia. As such, the needs for new antimalarial agents and new strategies of treatment (e.g., new combin ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Quinacridone
Quinacridone is an organic compound used as a pigment. Numerous derivatives constitute the quinacridone pigment family, which finds extensive use in industrial colorant applications such as robust outdoor paints, inkjet printer ink, tattoo inks, artists' watercolor paints, and color laser printer toner. As pigments, the quinacridones are insoluble. The development of this family of pigments supplanted the alizarin dyes. Synthesis The name indicates that the compounds are a fusion of acridone and quinoline, although they are not made that way. Classically the parent is prepared from the 2,5-dianilide of terephthalic acid (C6H2(NHPh)2(CO2H)2). Condensation of succinosuccinate esters with aniline followed by cyclization affords dihydroquinacridone, which are readily dehydrogenated. The latter is oxidized to quinacridone. Derivatives of quinacridone can be readily obtained by employing substituted anilines. Linear ''cis''-Quinacridones can be prepared from isophthalic acid. ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
