Chemistry:Bencyclane

From HandWiki
Bencyclane
Structural formula of bencyclane
Ball-and-stick model of the bencyclane molecule
Names
IUPAC name
3-[(1-benzylcycloheptyl)oxy]-N,N-dimethylpropan-1-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
Properties
C19H31NO
Molar mass 289.45554
Pharmacology
1=ATC code }} C04AX11 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Bencyclane is an antispasmodic, vasodilator, and platelet aggregation inhibitor.[1]

Synthesis

Synthesis:[2][3] Patents:[4][5]

Grignard addition of benzylmagnesiumbromide to suberone would give 1-benzylcycloheptanol [4006-73-9] (1'). Williamson ether synthesis with 3-dimethylaminopropylchloride [109-54-6] (2) completed the synthesis of bencyclane (3).

See also

References

  1. J. Elks, ed (2014). The Dictionary of Drugs: Chemical Data, Structures and Bibliographies. Springer. https://books.google.com/books?isbn=1475720858. 
  2. Pallos, L.; Budai, Z.; Zólyomi, G. (1972). "Basic ethers of 1-substituted cycloalkanols. 1.". Arzneimittel-Forschung 22 (9): 1502–1505. PMID 4678613. 
  3. Pallos, L.; Budai, Z.; Zólyomi, G. (1972). "Basic ethers of 1-substituted cycloalkanols. 2.". Arzneimittel-Forschung 22 (9): 1505–1509. PMID 4678614. 
  4. Anon., ES patent 376120 (1972-04-01 to Gallardo Antonio SA).
  5. Spaeter Genannt Werden Wird, DE patent 2455051A1 (1975 to Andreu S A Lab).