Azepane

Azepane
Names
	Preferred IUPAC name Azepane
	Other names Hexahydroazepine; Hexamethyleneimine; Homopiperidine; Perhydroazepine; HMI; azacycloheptane;
Identifiers
CAS Number	111-49-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:32616 ;
ChEMBL	ChEMBL1375444 ;
ChemSpider	7828 ;
PubChem CID	8119;
UNII	CZD076G73R ;
	InChI InChI=1S/C6H13N/c1-2-4-6-7-5-3-1/h7H,1-6H2 Key: ZSIQJIWKELUFRJ-UHFFFAOYSA-N ; InChI=1/C6H13N/c1-2-4-6-7-5-3-1/h7H,1-6H2 Key: ZSIQJIWKELUFRJ-UHFFFAOYAF;
	SMILES C1CCCNCC1;
Properties
Chemical formula	C6H13N
Molar mass	99.177 g·mol−1
Appearance	colorless liquid
Density	0.88 g/cm3
Melting point	−37 °C (−35 °F; 236 K)
Boiling point	138 °C (280 °F; 411 K) (749 mmHg)
Hazards
Flash point	30 °C (86 °F; 303 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Azepane is the organic compound with the formula (CH₂)₆NH. 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.^[2]

Like many amines, it reacts with carbon dioxide.^[3]

Azepane-containing drugs

A variety of pharmaceutical drugs contain an azepane ring including bazedoxifene, cetiedil, glisoxepide, mecillinam, nabazenil, setastine, and tolazamide, among others.

^ ^1.0 ^1.1 "Hexamethyleneimine".
^ Karsten Eller; Erhard Henkes; Roland Rossbacher; Hartmut Höke (2005). "Amines, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_001. ISBN 3527306730.
^ Sanz-Pérez, E. S.; Arencibia, A.; Sanz, R.; Calleja, G. (2016). "New developments on carbon dioxide capture using amine-impregnated silicas". Adsorption. 22 (4): 366–375. doi:10.1007/s10450-015-9740-2. S2CID 100692983.