Ciclafrine

Ciclafrine
Clinical data
Other names	Go 3026A; W-43026A
ATC code	None;
Identifiers
	IUPAC name 3-(1-Oxa-4-azaspiro[4.6]undec-2-yl)phenol;
CAS Number	55694-98-9;
PubChem CID	193971;
ChemSpider	168322;
UNII	76HZX0GVCD;
ChEMBL	ChEMBL2110798;
CompTox Dashboard (EPA)	DTXSID60971060 ;
Chemical and physical data
Formula	C15H21NO2
Molar mass	247.338 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1cc(cc(c1)O)C2CNC3(O2)CCCCCC3;
	InChI InChI=1S/C15H21NO2/c17-13-7-5-6-12(10-13)14-11-16-15(18-14)8-3-1-2-4-9-15/h5-7,10,14,16-17H,1-4,8-9,11H2; Key:AJNAKEPPGKJNKU-UHFFFAOYSA-N;

Ciclafrine (INNTooltip International Nonproprietary Name; developmental code names Go 3026A, W-43026A) is a sympathomimetic and antihypotensive agent of the phenethylamine family that was never marketed.^[1]^[2]^[3]^[4]

Chemistry

Ciclafrine is a substituted phenethylamine and belongs to the class of hemiaminal ethers.

Ciclafrine can be prepared by the reaction of norfenefrine with cycloheptanone.^[5]

↑ Elks, J. (2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer US. p. 271. ISBN 978-1-4757-2085-3. Retrieved 2024-08-31.
↑ Ganellin CR, Triggle DJ (21 November 1996). Dictionary of Pharmacological Agents. CRC Press. pp. 586–. ISBN 978-0-412-46630-4.
↑ Milne, G.W.A. (2018). Drugs: Synonyms and Properties. Routledge Revivals. Taylor & Francis. p. 325. ISBN 978-1-351-78990-5. Retrieved 31 August 2024.
↑ Korolkovas A (1988). Essentials of medicinal chemistry. John Wiley & Sons, Incorporated. p. 405. ISBN 978-0-471-88356-2.
↑ DE 2336746, Satzinger, Gerhard & Herrmann, Manfred, "2-Hydroxyphenyl-1-oxa-4-azaspiro-alkan-Derivate [2-Hydroxyphenyl-1-oxa-4-azaspiro-alkane derivatives]", published 1975-02-13, assigned to Gödecke AG