Azocine

Azocine
Names
Preferred IUPAC name
(3Z,5Z,7Z)-Azocine
Other names
Azacyclooctatetraene
Identifiers
3D model (JSmol)
ChemSpider
  • 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- checkY
    Key: XXRGLCKZBCIEKO-BONZMOEMSA-N checkY
  • 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).
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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 has been investigated as a potential antibiotic.

Nakadomarin A

See also


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