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1,4-Diazacycloheptane

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1,4-Diazacycloheptane
Names
Preferred IUPAC name 1,4-Diazepane
Other names
  • DACH
  • Homopiperazine
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.007.288 Edit this at Wikidata
EC Number
  • 208-016-1
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C5H12N2/c1-2-6-4-5-7-3-1/h6-7H,1-5H2Key: FQUYSHZXSKYCSY-UHFFFAOYSA-N
SMILES
  • C1CNCCNC1
Properties
Chemical formula C5H12N2
Molar mass 100.165 g·mol
Appearance Colorless oily solid
Melting point 42 °C (108 °F; 315 K)
Boiling point 168–170 °C (334–338 °F; 441–443 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references
Chemical compound

1,4-Diazacycloheptane is an organic compound with the formula (CH2)5(NH)2. This cyclic diamine is a colorless oily liquid that is soluble in polar solvents. It is studied as a chelating ligand. The N-H centers can be replaced with many other groups.

It has known use in piperazine pharmaceuticals, for example:

  1. Fasudil
  2. Bunazosin
  3. Homochlorcyclizine
  4. Homopipramol

Related compounds

References

  1. Musker, W. Kenneth (1992). "Coordination chemistry of bidentate medium ring ligands (mesocycles)". Coordination Chemistry Reviews. 117: 133–57. doi:10.1016/0010-8545(92)80022-J.
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