# Azepane

> Mediated Wiki article. Canonical URL: https://mediated.wiki/source/Azepane
> Markdown URL: https://mediated.wiki/source/Azepane.md
> Source: https://en.wikipedia.org/wiki/Azepane
> Source revision: 1247873006
> License: Creative Commons Attribution-ShareAlike 4.0 International (https://creativecommons.org/licenses/by-sa/4.0/)

{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 444338541
| ImageFileL1 =Azepane.svg
| ImageSizeL1 =100
| ImageAltL1 = Skeletal formula of azepane
| ImageFileR1 = Azepane-3D-balls.png
| ImageSizeR1 = 140
| ImageAltR1 = Ball-and-stick model of the azepane molecule
| PIN =Azepane
| OtherNames ={{bulletedlist|Hexahydroazepine | Hexamethyleneimine | Homopiperidine | Perhydroazepine|HMI|
azacycloheptane}}
|Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7828
| InChI = 1/C6H13N/c1-2-4-6-7-5-3-1/h7H,1-6H2
| InChIKey = ZSIQJIWKELUFRJ-UHFFFAOYAF
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C6H13N/c1-2-4-6-7-5-3-1/h7H,1-6H2
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = ZSIQJIWKELUFRJ-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo =111-49-9
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = CZD076G73R
| PubChem =8119
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1375444
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 32616
| SMILES = C1CCCNCC1
}}
|Section2={{Chembox Properties
| C=6 | H=13 | N=1
| Appearance = colorless liquid
| Density =0.88 g/cm<sup>3</sup><ref name=sigmaaldrich>{{cite web | url = http://www.sigmaaldrich.com/catalog/product/aldrich/h10401 | title = Hexamethyleneimine}}</ref>
| MeltingPtC = -37
| BoilingPtC = 138
| BoilingPt_notes = (749 mmHg)
| BoilingPt_ref= <ref name=sigmaaldrich/>
| Solubility =
  }}
|Section3={{Chembox Hazards
| MainHazards =
| FlashPtC = 30
| AutoignitionPtC = 
 }}
}}

'''Azepane''' is the [organic compound](/source/organic_compound) with the formula (CH<sub>2</sub>)<sub>6</sub>NH.  It is a colorless liquid.  A cyclic [secondary amine](/source/secondary_amine), it is a precursor to several drugs and pesticides. It is produced by partial [hydrogenolysis](/source/hydrogenolysis) of [hexamethylene diamine](/source/hexamethylene_diamine).<ref name=Ullmann>{{cite encyclopedia |author=Karsten Eller |author2=Erhard Henkes |author3=Roland Rossbacher |author4=Hartmut Höke|title=Amines, Aliphatic|encyclopedia=Ullmann's Encyclopedia of Industrial Chemistry|year=2005|publisher=Wiley-VCH|location=Weinheim|doi=10.1002/14356007.a02_001|isbn=3527306730 }}</ref>

Like many amines, it reacts with [carbon dioxide](/source/carbon_dioxide).<ref>{{cite journal|last1=Sanz-Pérez|first1=E. S.|last2=Arencibia|first2=A.|last3=Sanz|first3=R.|last4=Calleja|first4=G.|title=New developments on carbon dioxide capture using amine-impregnated silicas|journal=Adsorption|issue=4|volume=22|year=2016|pages=366–375|doi=10.1007/s10450-015-9740-2|s2cid=100692983 }}</ref>

==Azepane-containing drugs==
A variety of pharmaceutical drugs contain an azepane ring including [bazedoxifene](/source/bazedoxifene), [cetiedil](/source/cetiedil), [glisoxepide](/source/glisoxepide), [mecillinam](/source/mecillinam), [nabazenil](/source/nabazenil), [setastine](/source/setastine), and [tolazamide](/source/tolazamide), among others.

== See also ==
* [Azepine](/source/Azepine)

==References==
{{reflist}}

Category:Azepanes

---
Adapted from the Wikipedia article [Azepane](https://en.wikipedia.org/wiki/Azepane) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/Azepane?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.