{{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 with the formula (CH<sub>2</sub>)<sub>6</sub>NH. It is a colorless liquid. A cyclic secondary amine, it is a precursor to several drugs and pesticides. It is produced by partial hydrogenolysis of 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.<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, cetiedil, glisoxepide, mecillinam, nabazenil, setastine, and tolazamide, among others.
== See also == * Azepine
==References== {{reflist}}
Category:Azepanes