Bicifadine

Bicifadine
Clinical data
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	US: Unscheduled;
Pharmacokinetic data
Elimination half-life	1.6 hours
Excretion	renal
Identifiers
	IUPAC name 1-(4-Methylphenyl)-3-azabicyclo[3.1.0]hexane;
CAS Number	71195-57-8 ;
PubChem CID	47953;
ChemSpider	9889978 ;
UNII	B0SV3N7J3H;
ChEMBL	ChEMBL511099 ;
CompTox Dashboard (EPA)	DTXSID20867995 ;
ECHA InfoCard	100.124.957
Chemical and physical data
Formula	C12H15N
Molar mass	173.259 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1cc(ccc1C)[C@]32CNC[C@@H]2C3;
	InChI InChI=1S/C12H15N/c1-9-2-4-10(5-3-9)12-6-11(12)7-13-8-12/h2-5,11,13H,6-8H2,1H3/t11-,12+/m0/s1 ; Key:OFYVIGTWSQPCLF-NWDGAFQWSA-N ;
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Bicifadine (DOV-220,075) is a serotonin-norepinephrine-dopamine reuptake inhibitor (SNDRI) discovered at American Cyanamid as an analgesic drug candidate, and licensed to DOV Pharmaceutical in 1998 after American Cyanamid was acquired by Wyeth.

In January 2007, Dov licensed the rights to bicifadine to XTL Biopharmaceuticals after bicifadine failed in a phase III clinical trial for chronic low back pain. XTL ran a phase IIb clinical trial for pain caused by diabetic neuropathy, which failed in 2008;l. XTL terminated the agreement in 2010. In 2010, Dov was acquired by Euthymics Bioscience which intended to continue development of other candidates from Dov's portfolio.

Bicifadine has a non-opioid, non-NSAID mechanism for the treatment of pain, which should have less abuse potential than opioid drugs and less propensity to cause gastric ulcers than NSAID drugs. While the drug is purported to be a serotonin (SERT) and noradrenaline transporter (NET) inhibitor, it also has effects at the dopamine transporter (DAT), effectively making it a broad-spectrum monoamine transporter inhibitor or "triple reuptake inhibitor."