Cypenamine

Cypenamine
Clinical data
Other names	2-Phenylcyclopentanamine
ATC code	none;
Identifiers
	IUPAC name (±)-trans-2-phenylcyclopentan-1-amine;
CAS Number	15301-54-9 ;
PubChem CID	21786;
ChemSpider	20476 ;
UNII	VP9115827H;
ChEMBL	ChEMBL2110918;
CompTox Dashboard (EPA)	DTXSID40546452 ;
Chemical and physical data
Formula	C11H15N
Molar mass	161.248 g·mol−1
3D model (JSmol)	Interactive image;
Chirality	Racemic mixture
	SMILES N[C@H]1CCC[C@@H]1C2=CC=CC=C2;
	InChI InChI=1S/C11H15N/c12-11-8-4-7-10(11)9-5-2-1-3-6-9/h1-3,5-6,10-11H,4,7-8,12H2 ; Key:VNGYTYNUZHDMPP-UHFFFAOYSA-N ;
	(verify)

Cypenamine (INN, BAN), or cypenamine hydrochloride (USAN), also known as 2-phenylcyclopentylamine, is a psychostimulant drug which was developed by a group at the William S. Merrell Chemical Company in the 1940s.^[1]^[2] It is currently known only in scientific research and has never been developed for market use. Cypenamine is currently legal throughout the entire world, and though its chemical structure has a vague similarity to certain controlled stimulants like fencamfamine, it is likely that it is too distant for it to be considered an illicit analogue under the United States Federal Analogue Act of the Controlled Substances Act.

^ US patent 2520516, van Zoeren GJ, "Cyclic Amines and Method of Making Them", issued 1950-08-29
^ Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 966–. ISBN 978-1-4757-2085-3.