Cannabaceae

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
ECHA InfoCard 100.016.861 Edit this at Wikidata
UNII
  • InChI=1S/C19H31NO/c1-20(2)15-10-16-21-19(13-8-3-4-9-14-19)17-18-11-6-5-7-12-18/h5-7,11-12H,3-4,8-10,13-17H2,1-2H3 checkY
    Key: FYJJXENSONZJRG-UHFFFAOYSA-N checkY
  • InChI=1/C19H31NO/c1-20(2)15-10-16-21-19(13-8-3-4-9-14-19)17-18-11-6-5-7-12-18/h5-7,11-12H,3-4,8-10,13-17H2,1-2H3
    Key: FYJJXENSONZJRG-UHFFFAOYAM
  • O(CCCN(C)C)C1(CCCCCC1)Cc2ccccc2
Properties
C19H31NO
Molar mass 289.45554
Pharmacology
C04AX11 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

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

Synthesis[edit]

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[edit]

References[edit]

  1. ^ J. Elks, ed. (2014). The Dictionary of Drugs: Chemical Data, Structures and Bibliographies. Springer.
  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 376120  (1972-04-01 to Gallardo Antonio SA).
  5. ^ Spaeter Genannt Werden Wird, DE 2455051A1  (1975 to Andreu S A Lab).


One thought on “Cannabaceae

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

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