Bencyclane

Bencyclane
Names
	IUPAC name 3-[(1-benzylcycloheptyl)oxy]-N,N-dimethylpropan-1-amine
Identifiers
CAS Number	2179-37-5 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL2110767 ;
ChemSpider	2222 ;
ECHA InfoCard	100.016.861
PubChem CID	2312;
UNII	6I97Z6S135 ;
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 Key: FYJJXENSONZJRG-UHFFFAOYSA-N ; 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). verify (what is ?) Infobox references

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

Synthesis

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).

References

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

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[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).

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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

Synthesis

See also

References