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An azole is a class of five-membered nitrogen
Nitrogen

Nitrogen is a chemical element that has the symbol N and atomic number 7 and atomic mass 14.00674?. Elemental nitrogen is a colorless, odorless, tasteless and mostly inert diatomic gas at standard conditions, constituting 78% by volume of Earth's atmosphere....
 heterocyclic ring compounds containing at least one other noncarbon atom, nitrogen, sulfur or oxygen. The parent compounds are aromatic and have two double bonds; there are successively reduced analogs (azolines and azolidines) with less. Names of azoles maintain the prefix upon reduction
Reduction

Reduction, reduced, or reduce may refer to:...
 (such as pyrazoline, pyrazolidine
Pyrazolidine

Pyrazolidine is a heterocyclic compound.See also* Pyrazole* Pyrazoline...
), except for pyrrole
Pyrrole

Pyrrole, or pyrrol, is a heterocyclic aromatic organic compound, a five-membered ring with the chemical formula carbon4hydrogen4nitrogenH....
, which has no -azole suffix and is reduced to pyrroline
Pyrroline

Pyrrolines, also known under the name dihydropyrroles, are three different heterocyclic compound organic chemistry chemical compounds which differ in the position of the double bond....
 and pyrrolidine
Pyrrolidine

Pyrrolidine, also known as tetrahydropyrrole, is an organic compound with the molecular formula C4H9N. It is a cyclic amine with a five-membered ring containing four carbon atoms and one nitrogen atom....
.

azoles include:







A "dioxole" is a similar compound with two oxygen atoms in a five membered ring.






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An azole is a class of five-membered nitrogen
Nitrogen

Nitrogen is a chemical element that has the symbol N and atomic number 7 and atomic mass 14.00674?. Elemental nitrogen is a colorless, odorless, tasteless and mostly inert diatomic gas at standard conditions, constituting 78% by volume of Earth's atmosphere....
 heterocyclic ring compounds containing at least one other noncarbon atom, nitrogen, sulfur or oxygen. The parent compounds are aromatic and have two double bonds; there are successively reduced analogs (azolines and azolidines) with less. Names of azoles maintain the prefix upon reduction
Reduction

Reduction, reduced, or reduce may refer to:...
 (such as pyrazoline, pyrazolidine
Pyrazolidine

Pyrazolidine is a heterocyclic compound.See also* Pyrazole* Pyrazoline...
), except for pyrrole
Pyrrole

Pyrrole, or pyrrol, is a heterocyclic aromatic organic compound, a five-membered ring with the chemical formula carbon4hydrogen4nitrogenH....
, which has no -azole suffix and is reduced to pyrroline
Pyrroline

Pyrrolines, also known under the name dihydropyrroles, are three different heterocyclic compound organic chemistry chemical compounds which differ in the position of the double bond....
 and pyrrolidine
Pyrrolidine

Pyrrolidine, also known as tetrahydropyrrole, is an organic compound with the molecular formula C4H9N. It is a cyclic amine with a five-membered ring containing four carbon atoms and one nitrogen atom....
.

Examples

The azoles include:
  • 1 nitrogen (But it only includes one Nitrogen and no other heteroatom !)
    • pyrrole
      Pyrrole

      Pyrrole, or pyrrol, is a heterocyclic aromatic organic compound, a five-membered ring with the chemical formula carbon4hydrogen4nitrogenH....


  • 2 or more nitrogen atoms
    • pyrazole
      Pyrazole

      Pyrazole refers both to the class of simple aromatic ring organic compounds of the heterocyclic series characterized by a 5-membered ring structure composed of three carbon atoms and two nitrogen atoms in adjacent positions and to the unsubstituted parent compound....
    • imidazole
      Imidazole

      Imidazole is a organic compound with the formula C3H4N2. This aromatic heterocyclic is classified as an alkaloid....
      , included in histidine
      Histidine

      Histidine is one of the 20 standard amino acids present in proteins. In the nutritional sense, in humans, histidine is considered an essential amino acid, but only in children....
    • triazole
      Triazole

      Triazole refers to either one of a pair of isomeric chemical compounds with molecular formula C2H3N3, having a five-membered ring of two carbon atoms and three nitrogen atoms....
      , included in Ribavirin
      Ribavirin

      Ribavirin is an anti-viral drug indicated for severe Human respiratory syncytial virus infection , hepatitis C infection and other viral infections....
    • tetrazole
      Tetrazole

      Tetrazoles are a class of chemical synthesis organic heterocyclic compound organic compound, consisting of a 5-member ring of four nitrogen and one carbon atom ....
    • pentazole
      Pentazole

      Pentazole is an aromatic compound consisting of a five-membered ring with all nitrogen atoms, one of which is bonded to a hydrogen atom. It has a molecular formula of HN5....


  • 1 nitrogen atom and 1 oxygen atom
    • oxazole
      Oxazole

      Oxazole is the parent compound for a vast class of heterocyclic compound aromatic organic compounds. These are azoles with an oxygen and a nitrogen separated by one carbon....
    • isoxazole
      Isoxazole

      Isoxazole is an azole with an oxygen atom next to the nitrogen.Isoxazoles are found in some natural products, such as ibotenic acid. Isoxazoles also form the basis for a number of drugs, including the COX-2 inhibitor valdecoxib ....


  • 1 nitrogen atom and 1 sulfur atom
    • thiazole
      Thiazole

      Thiazole, or 1,3-thiazole, is a clear to pale yellow flammable liquid with a pyridine-like odor and the molecular formula C3H3NS....
    • isothiazole
      Isothiazole

      An isothiazole is a type of organic compound containing a five-membered aromatic ring that consists of three carbon atoms, one nitrogen atom, and one sulfur atom....


A "dioxole" is a similar compound with two oxygen atoms in a five membered ring. Dioxolane
Dioxolane

Dioxolane or 1,3-dioxolane is an Heterocyclic compound acetal with the chemical formula C3H6O2. It is an analogue of tetrahydrofuran with an additional ring oxygen atom and an analogue of the 6 membered ring dioxane....
 is a derivative of dioxole.

Uses

Many azoles are used as antifungal drugs (azole antifungals), inhibiting the fungal enzyme 14a-demethylase which produces ergosterol
Ergosterol

Ergosterol , a sterol, is a biological precursor to Vitamin D. It is turned into viosterol by ultraviolet light, and is then converted into ergocalciferol, which is a form of Vitamin D....
 (an important component of the fungal plasma membrane).

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