Bencyclane

Bencyclane

Names
IUPAC name 3-[(1-benzylcycloheptyl)oxy]-N,N-dimethylpropan-1-amine
Identifiers
CAS Number	2179-37-5  N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL2110767  N
ChemSpider	2222  Y
ECHA InfoCard	100.016.861
PubChem CID	2312
UNII	6I97Z6S135  Y
CompTox Dashboard (EPA)	DTXSID0022646
InChI 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 Y Key: FYJJXENSONZJRG-UHFFFAOYSA-N Y 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
SMILES O(CCCN(C)C)C1(CCCCCC1)Cc2ccccc2
Properties
Chemical formula	C19H31NO
Molar mass	289.45554
Pharmacology
ATC code	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  YN ?) Infobox references

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

Synthesis

Synthesis: Patents:

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

• Clofenciclan

References

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).