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Heterocyclic compound information


Structures and names of common heterocyclic compounds
Pyridine, a heterocyclic compound

A heterocyclic compound or ring structure is a cyclic compound that has atoms of at least two different elements as members of its ring(s).[1] Heterocyclic organic chemistry is the branch of organic chemistry dealing with the synthesis, properties, and applications of organic heterocycles.[2]

Examples of heterocyclic compounds include all of the nucleic acids, the majority of drugs, most biomass (cellulose and related materials), and many natural and synthetic dyes. More than half of known compounds are heterocycles.[3] 59% of US FDA-approved drugs contain nitrogen heterocycles.[4]

  1. ^ IUPAC Gold Book heterocyclic compounds
  2. ^ Cite error: The named reference Gilchrist was invoked but never defined (see the help page).
  3. ^ Rees, Charles W. (1992). "Polysulfur-Nitrogen Heterocyclic Chemistry". Journal of Heterocyclic Chemistry. 29 (3): 639–651. doi:10.1002/jhet.5570290306.
  4. ^ Edon Vitaku, David T. Smith, Jon T. Njardarson (2014). "Analysis of the Structural Diversity, Substitution Patterns, and Frequency of Nitrogen Heterocycles among U.S. FDA Approved Pharmaceuticals". J. Med. Chem. 57 (24): 10257–10274. doi:10.1021/jm501100b. PMID 25255204.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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Heterocyclic compound

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Aromatic compound

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nitrogen, or sulfur. Examples of non-benzene compounds with aromatic properties are furan, a heterocyclic compound with a five-membered ring that includes...

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Bicyclic molecule

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α-thujene and camphor. A bicyclic compound can be carbocyclic (all of the ring atoms are carbons), or heterocyclic (the rings' atoms consist of at least...

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Diazepine

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Diazepine is a seven-membered heterocyclic compound with two nitrogen atoms (e.g., in ring positions 1 and 2). Types include: 1,2-diazepine 1,3-diazepine...

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Tetrahydrofuran

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(THF), or oxolane, is an organic compound with the formula (CH2)4O. The compound is classified as heterocyclic compound, specifically a cyclic ether. It...

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Ethylene oxide

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the addition reactions typical of unsaturated compounds — had long been a matter of debate. The heterocyclic triangular structure of ethylene oxide was proposed...

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Benzofuran

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Benzofuran is the heterocyclic compound consisting of fused benzene and furan rings. This colourless liquid is a component of coal tar. Benzofuran is...

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Benzotriazole

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a heterocyclic compound with the chemical formula C6H5N3. Its five-membered ring contains three consecutive nitrogen atoms. This bicyclic compound may...

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Mesoionic compounds

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In chemistry, mesoionic compounds are one in which a heterocyclic structure is dipolar and where both the negative and the positive charges are delocalized...

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Tetraborate

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scientific study of the structure, properties, and reactions of organic compounds and organic materials, i.e., matter in its various forms that contain...

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Azole

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Azoles are a class of five-membered heterocyclic compounds containing a nitrogen atom and at least one other non-carbon atom (i.e. nitrogen, sulfur, or...

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Uric acid

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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...

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Heterocyclic amine formation in meat

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Thiophene

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Thiophene is a heterocyclic compound with the formula C4H4S. Consisting of a planar five-membered ring, it is aromatic as indicated by its extensive substitution...

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Triazole

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A triazole is a heterocyclic compound featuring a five-membered ring of two carbon atoms and three nitrogen atoms with molecular formula C2H3N3. Triazoles...

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Benzimidazolinone

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Benzimidazolinone is an organic compound with the formula C6H4(NH)2CO. Also classified as a heterocyclic compound it is a bicyclic urea. It is a tautomer...

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Pyrrole

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Pyrrole is a heterocyclic, aromatic, organic compound, a five-membered ring with the formula C4H4NH. It is a colorless volatile liquid that darkens readily...

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Oxadiazole

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Oxadiazoles are a class of heterocyclic aromatic chemical compound of the azole family; with the molecular formula C2H2N2O. There are four isomers of...

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Benzothiazole

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an aromatic heterocyclic compound with the chemical formula C 7H 5NS. It is colorless, slightly viscous liquid. Although the parent compound, benzothiazole...

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Triazine

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Transactions (9): 1675–1685. doi:10.1039/B301178J. Retrieved 30 April 2013. Heterocyclic Chemistry T.L. Gilchrist 1985 ISBN 0-582-01421-2 (1997, ISBN 0-582-27843-0)...

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Terpyridine

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Terpy or Tpy) is a heterocyclic compound derived from pyridine. It is a white solid that is soluble in most organic solvents. The compound is mainly used...

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Imidazolidine

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Imidazolidine is a heterocyclic compound (CH2)2(NH)2CH2. The parent imidazolidine is lightly studied, but related compounds substituted on one or both...

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