Azepane

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title: "Azepane" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["azepanes"] topic_path: "general/azepanes" source: "https://en.wikipedia.org/wiki/Azepane" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

| 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 = | ChemSpiderID = 7828 | InChI = 1/C6H13N/c1-2-4-6-7-5-3-1/h7H,1-6H2 | InChIKey = ZSIQJIWKELUFRJ-UHFFFAOYAF | StdInChI_Ref = | StdInChI = 1S/C6H13N/c1-2-4-6-7-5-3-1/h7H,1-6H2 | StdInChIKey_Ref = | StdInChIKey = ZSIQJIWKELUFRJ-UHFFFAOYSA-N | CASNo_Ref = | CASNo =111-49-9 | UNII_Ref = | UNII = CZD076G73R | PubChem =8119 | ChEMBL_Ref = | ChEMBL = 1375444 | ChEBI_Ref = | ChEBI = 32616 | SMILES = C1CCCNCC1 |Section2={{Chembox Properties | C=6 | H=13 | N=1 | Appearance = colorless liquid | Density =0.88 g/cm3 | MeltingPtC = -37 | BoilingPtC = 138 | BoilingPt_notes = (749 mmHg) | BoilingPt_ref= | Solubility = |Section3={{Chembox Hazards | MainHazards = | FlashPtC = 30 | AutoignitionPtC =

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.

Like many amines, it reacts with carbon dioxide.

Azepane-containing drugs

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

References

References

  1. "Hexamethyleneimine".
  2. Karsten Eller. (2005). "Amines, Aliphatic". Wiley-VCH.
  3. (2016). "New developments on carbon dioxide capture using amine-impregnated silicas". Adsorption.

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azepanes