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Revision as of 21:46, 6 August 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'DrugBank_Ref', 'UNII_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'KEGG_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:Wi← Previous edit Latest revision as of 13:32, 26 September 2024 edit undoMarbletan (talk | contribs)Extended confirmed users5,416 edits unnecessary and unwieldy - a curated handful of examples is sufficient 
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{{chembox {{chembox
| Verifiedfields = changed
⚫ | verifiedrevid = 443409442
| Watchedfields = changed
|ImageFile=Azepan.png
⚫ | verifiedrevid = 444338541
|ImageSize=100
| ImageFileL1 =Azepane.svg
|IUPACName=azepane
| ImageSizeL1 =100
|OtherNames=Hexahydroazepine
| 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 |Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 7828 | ChemSpiderID = 7828
| InChI = 1/C6H13N/c1-2-4-6-7-5-3-1/h7H,1-6H2 | InChI = 1/C6H13N/c1-2-4-6-7-5-3-1/h7H,1-6H2
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| StdInChIKey = ZSIQJIWKELUFRJ-UHFFFAOYSA-N | StdInChIKey = ZSIQJIWKELUFRJ-UHFFFAOYSA-N
| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| CASNo=111-49-9 | CASNo =111-49-9
⚫ | UNII_Ref = {{fdacite|correct|FDA}}
| PubChem=8119
| UNII = CZD076G73R
⚫ | ChEBI_Ref = {{ebicite|correct|EBI}}
| PubChem =8119
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 1375444
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 32616 | ChEBI = 32616
| SMILES = C1CCCNCC1 | SMILES = C1CCCNCC1
}} }}
|Section2={{Chembox Properties |Section2={{Chembox Properties
| C=6|H=13|N=1 | C=6 | H=13 | N=1
| Appearance= | 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>
| Density=0.825 g/cm<sup>3</sup>
| MeltingPtC = -37
| MeltingPt=
| BoilingPtC = 138
| BoilingPt=142.666 °C
| BoilingPt_notes = (749 mmHg)
| Solubility=
| BoilingPt_ref= <ref name=sigmaaldrich/>
| Solubility =
}} }}
|Section3={{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards= | MainHazards =
| FlashPtC = 30
| FlashPt=18.333 °C
| AutoignitionPtC =
| Autoignition=
}} }}
}} }}


'''Azepane''' is the ] with the formula (CH<sub>2</sub>)<sub>6</sub>NH. It is a colorless liquid. A cyclic ], it is a precursor to several drugs and pesticides. It is produced by partial ] of ].<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>
'''Azepane''' is a saturated ], containing one ] atom in seven-membered ring.


Like many amines, it reacts with ].<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>
A well known azepane derivative is ].

==Azepane-containing drugs==
A variety of pharmaceutical drugs contain an azepane ring including ], ], ], ], ], ], and ], among others.


== See also == == See also ==
* ] * ]


==References==

{{reflist}}
{{heterocyclic-stub}}



] ]

]
]
]
]

Latest revision as of 13:32, 26 September 2024

Azepane
Skeletal formula of azepane
Ball-and-stick model of the azepane molecule
Names
Preferred IUPAC name Azepane
Other names
  • Hexahydroazepine
  • Hexamethyleneimine
  • Homopiperidine
  • Perhydroazepine
  • HMI
  • azacycloheptane
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.003.524 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C6H13N/c1-2-4-6-7-5-3-1/h7H,1-6H2Key: ZSIQJIWKELUFRJ-UHFFFAOYSA-N
  • InChI=1/C6H13N/c1-2-4-6-7-5-3-1/h7H,1-6H2Key: ZSIQJIWKELUFRJ-UHFFFAOYAF
SMILES
  • C1CCCNCC1
Properties
Chemical formula C6H13N
Molar mass 99.177 g·mol
Appearance colorless liquid
Density 0.88 g/cm
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 , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

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.

See also

References

  1. ^ "Hexamethyleneimine".
  2. 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.
  3. 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.
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