Dibenzocycloheptene

Dibenzocycloheptene

Names
Preferred IUPAC name 10,11-Dihydro-5H-dibenzo[a,d][7]annulene
Other names 10,11-dihydro-5H-dibenzo[a,d]cycloheptene
Identifiers
CAS Number	833-48-7
3D model (JSmol)	Interactive image
ChemSpider	63219
ECHA InfoCard	100.011.482
PubChem CID	70029
UNII	GU7KLN5ED5  Y
CompTox Dashboard (EPA)	DTXSID10232254
InChI InChI=1S/C15H14/c1-3-7-14-11-15-8-4-2-6-13(15)10-9-12(14)5-1/h1-8H,9-11H2
SMILES c1cc3c(cc1)Cc2c(cccc2)CC3
Properties
Chemical formula	C15H14
Molar mass	194.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Dibenzocycloheptene (also known as dibenzosuberane and dibenzocycloheptadiene) is a tricyclic chemical compound featuring two benzene rings bound to a cycloheptene group. It is an occasional motif in synthetic organic chemistry. ^[1] Various tricyclic antidepressants (TCAs) contain the dibenzocycloheptene moiety in their chemical structures, including amineptine, amitriptyline, amitriptylinoxide, butriptyline, demexiptiline, nortriptyline, noxiptiline, and protriptyline. Cyclobenzaprine, a skeletal muscle relaxant, also contains this functional group.

All of these agents are typically prepared from dibenzosuberone or dibenzosuberenone and not dibenzosuberane itself.

Numbering system

Dibenzocycloheptene numbering system

See also

• Dibenzazepine
• Dibenzothiepin
• Dibenzoxepin
• Dibenzothiazepine

External links

• Dibenzocycloheptenes at the U.S. National Library of Medicine Medical Subject Headings (MeSH)

References

1. Chen, Chien-Tien; Chou, Y-Chen (2000). "C₂-Symmetric Dibenzosuberane-Based Helicenes as Potential Chirochromic Optical Switches". Journal of the American Chemical Society. 122 (32): 7662–7672. Bibcode:2000JAChS.122.7662C. doi:10.1021/ja993297d.