Azocine

Last updated
Azocine
Azocine Structural Formula V.1.svg
Names
Preferred IUPAC name
(3Z,5Z,7Z)-Azocine
Other names
Azacyclooctatetraene
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C7H7N/c1-2-4-6-8-7-5-3-1/h1-7H/b2-1-,3-1-,4-2-,5-3-,6-4-,7-5-,8-6-,8-7- Yes check.svgY
    Key: XXRGLCKZBCIEKO-BONZMOEMSA-N Yes check.svgY
  • InChI=1/C7H7N/c1-2-4-6-8-7-5-3-1/h1-7H/b2-1-,3-1-,4-2-,5-3-,6-4-,7-5-,8-6-,8-7-
    Key: XXRGLCKZBCIEKO-BONZMOEMBP
  • N=1\C=C/C=C\C=C/C=1
Properties
C7H7N
Molar mass 105.140 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yes check.svgY  verify  (what is  Yes check.svgYX mark.svgN ?)

Azocine is a heterocyclic organic compound with the molecular formula C7H7N. It consists of an unsaturated eight-membered ring having seven carbon atoms, one nitrogen atom and four double bonds.

Saturated or partially saturated azocine rings form the core structure of a group of opioid compounds sometimes known as azocines. These include cyclazocine, pentazocine, and phenazocine.

The fully saturated analog of azocine is azocane.

Azocine rings are found in many natural products, including the manzamine family of marine alkaloids. One such compound is nakadomarin A, which contains a partially saturated azocine within its hexacyclic fused ring system.

Nakadomarin A Nakadomarin.svg
Nakadomarin A

See also

Related Research Articles

<span class="mw-page-title-main">Aromatic compound</span> Compound containing rings with delocalized pi electrons

Aromatic compounds, also known as "mono- and polycyclic aromatic hydrocarbons", are organic compounds containing one or more aromatic rings. The parent member of aromatic compounds is benzene. The word "aromatic" originates from the past grouping of molecules based on smell, before their general chemical properties are understood. The current definition of aromatic compounds does not have any relation with their smell.

<span class="mw-page-title-main">Aliphatic compound</span> Hydrocarbon compounds without aromatic rings

In organic chemistry, hydrocarbons are divided into two classes: aromatic compounds and aliphatic compounds. Aliphatic compounds can be saturated, like hexane, or unsaturated, like hexene and hexyne. Open-chain compounds, whether straight or branched, and which contain no rings of any type, are always aliphatic. Cyclic compounds can be aliphatic if they are not aromatic.

<span class="mw-page-title-main">Functional group</span> Set of atoms in a molecule which augment its chemical and/or physical properties

In organic chemistry, a functional group is a substituent or moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the rest of the molecule's composition. This enables systematic prediction of chemical reactions and behavior of chemical compounds and the design of chemical synthesis. The reactivity of a functional group can be modified by other functional groups nearby. Functional group interconversion can be used in retrosynthetic analysis to plan organic synthesis.

<span class="mw-page-title-main">Hydrocarbon</span> Organic compound consisting entirely of hydrogen and carbon

In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and hydrophobic, and their odors are usually weak or exemplified by the odors of gasoline and lighter fluid. They occur in a diverse range of molecular structures and phases: they can be gases, liquids, low melting solids or polymers.

<span class="mw-page-title-main">Heterocyclic compound</span> Molecule with one or more rings composed of different elements

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). Heterocyclic chemistry is the branch of organic chemistry dealing with the synthesis, properties, and applications of these heterocycles.

<span class="mw-page-title-main">Cycloalkane</span> Saturated alicyclic hydrocarbon

In organic chemistry, the cycloalkanes are the monocyclic saturated hydrocarbons. In other words, a cycloalkane consists only of hydrogen and carbon atoms arranged in a structure containing a single ring, and all of the carbon-carbon bonds are single. The larger cycloalkanes, with more than 20 carbon atoms are typically called cycloparaffins. All cycloalkanes are isomers of alkenes.

<span class="mw-page-title-main">Aromaticity</span> Phenomenon of chemical stability in resonance hybrids of cyclic organic compounds

In chemistry, aromaticity is a chemical property of cyclic (ring-shaped), typically planar (flat) molecular structures with pi bonds in resonance that gives increased stability compared to saturated compounds having single bonds, and other geometric or connective non-cyclic arrangements with the same set of atoms. Aromatic rings are very stable and do not break apart easily. Organic compounds that are not aromatic are classified as aliphatic compounds—they might be cyclic, but only aromatic rings have enhanced stability. The term aromaticity with this meaning is historically related to the concept of having an aroma, but is a distinct property from that meaning.

<span class="mw-page-title-main">Alicyclic compound</span> Organic molecule with one or more non-aromatic all-carbon rings

In organic chemistry, an alicyclic compound contains one or more all-carbon rings which may be either saturated or unsaturated, but do not have aromatic character. Alicyclic compounds may have one or more aliphatic side chains attached.

<span class="mw-page-title-main">Unsaturated hydrocarbon</span> Hydrocarbon with double or triple covalent bonds between adjacent carbon atoms

Unsaturated hydrocarbons are hydrocarbons that have double or triple covalent bonds between adjacent carbon atoms. The term "unsaturated" means more hydrogen atoms may be added to the hydrocarbon to make it saturated. The configuration of an unsaturated carbons include straight chain, such as alkenes and alkynes, as well as branched chains and aromatic compounds.

A substitution reaction is a chemical reaction during which one functional group in a chemical compound is replaced by another functional group. Substitution reactions are of prime importance in organic chemistry. Substitution reactions in organic chemistry are classified either as electrophilic or nucleophilic depending upon the reagent involved, whether a reactive intermediate involved in the reaction is a carbocation, a carbanion or a free radical, and whether the substrate is aliphatic or aromatic. Detailed understanding of a reaction type helps to predict the product outcome in a reaction. It also is helpful for optimizing a reaction with regard to variables such as temperature and choice of solvent.

Thiazine is an organic compound containing a ring of four carbon, one nitrogen and one sulfur atom. There are three isomers of thiazine, 1,2-thiazine, 1,3-thiazine, and 1,4-thiazine, which differ by the arrangement of the nitrogen and sulfur atoms in the ring.

<span class="mw-page-title-main">Spiro compound</span> Organic molecule with two or more rings sharing a common atom

In organic chemistry, spiro compounds are compounds that have at least two molecular rings with only one common atom. The simplest spiro compounds are bicyclic, or have a bicyclic portion as part of the larger ring system, in either case with the two rings connected through the defining single common atom. The one common atom connecting the participating rings distinguishes spiro compounds from other bicyclics: from isolated ring compounds like biphenyl that have no connecting atoms, from fused ring compounds like decalin having two rings linked by two adjacent atoms, and from bridged ring compounds like norbornane with two rings linked by two non-adjacent atoms.

<span class="mw-page-title-main">Cyclic compound</span> Molecule with a ring of bonded atoms

A cyclic compound is a term for a compound in the field of chemistry in which one or more series of atoms in the compound is connected to form a ring. Rings may vary in size from three to many atoms, and include examples where all the atoms are carbon, none of the atoms are carbon, or where both carbon and non-carbon atoms are present. Depending on the ring size, the bond order of the individual links between ring atoms, and their arrangements within the rings, carbocyclic and heterocyclic compounds may be aromatic or non-aromatic; in the latter case, they may vary from being fully saturated to having varying numbers of multiple bonds between the ring atoms. Because of the tremendous diversity allowed, in combination, by the valences of common atoms and their ability to form rings, the number of possible cyclic structures, even of small size numbers in the many billions.

<span class="mw-page-title-main">Degree of unsaturation</span>

In the analysis of the molecular formula of organic molecules, the degree of unsaturation is a calculation that determines the total number of rings and π bonds. A formula is used in organic chemistry to help draw chemical structures. It does not give any information about those components individually—the specific number of rings, or of double bonds, or of triple bonds. The final structure is verified with use of NMR, mass spectrometry and IR spectroscopy, as well as qualitative inspection. It is based on comparing the actual molecular formula to what would be a possible formula if the structure were saturated—having no rings and containing only σ bonds—with all atoms having their standard valence.

<span class="mw-page-title-main">Benzopyran</span> Chemical compound

Benzopyran is a polycyclic organic compound that results from the fusion of a benzene ring to a heterocyclic pyran ring.

<span class="mw-page-title-main">Heterocyclic amine</span> Any heterocyclic compound having at least one nitrogen heteroatom

Heterocyclic amines, also sometimes referred to as HCAs, are chemical compounds containing at least one heterocyclic ring, which by definition has atoms of at least two different elements, as well as at least one amine (nitrogen-containing) group. Typically it is a nitrogen atom of an amine group that also makes the ring heterocyclic, though compounds exist in which this is not the case. The biological functions of heterocyclic amines vary, including vitamins and carcinogens. Carcinogenic heterocyclic amines are created by high temperature cooking of meat and smoking of plant matter like tobacco. Some well known heterocyclic amines are niacin, nicotine, and the nucleobases that encode genetic information in DNA.

In organic chemistry, a homologation reaction, also known as homologization, is any chemical reaction that converts the reactant into the next member of the homologous series. A homologous series is a group of compounds that differ by a constant unit, generally a methylene group. The reactants undergo a homologation when the number of a repeated structural unit in the molecules is increased. The most common homologation reactions increase the number of methylene units in saturated chain within the molecule. For example, the reaction of aldehydes or ketones with diazomethane or methoxymethylenetriphenylphosphine to give the next homologue in the series.

Dioxin may refer to:

<span class="mw-page-title-main">Azocane</span> Chemical compound

Azocane is a heterocyclic organic compound with the molecular formula C7H15N. It consists of a saturated eight-membered ring having seven carbon atoms and one nitrogen atom attached to a single hydrogen atom. The fully unsaturated analog of azocane is azocine.

<span class="mw-page-title-main">Azane</span> Acyclic, saturated hydronitrogens

Azanes are acyclic, saturated hydronitrogens, which means that they consist only of hydrogen and nitrogen atoms and all bonds are single bonds. They are therefore pnictogen hydrides. Because cyclic hydronitrogens are excluded by definition, the azanes comprise a homologous series of inorganic compounds with the general chemical formula N
n
H
n+2
.