WIN-35428

WIN-35428
Clinical data
Other names	CFT, WIN 35,428
Legal status
Legal status	US: Schedule II;
Identifiers
	IUPAC name Methyl (1R,2S,3S,5S)-3-(4-fluorophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate;
CAS Number	50370-56-4 ; 77210-32-3;
PubChem CID	105056;
IUPHAR/BPS	4606;
ChemSpider	94788 ;
UNII	8ZT6KJ947T;
ChEMBL	ChEMBL541252 ;
CompTox Dashboard (EPA)	DTXSID30198424 ;
ECHA InfoCard	100.164.866
Chemical and physical data
Formula	C16H20FNO2
Molar mass	277.339 g·mol−1
3D model (JSmol)	Interactive image;
Specific rotation	-62.5°
Melting point	202 to 204 °C (396 to 399 °F)
	SMILES CN1[C@H]2CC[C@@H]1[C@H]([C@H](C2)C3=CC=C(C=C3)F)C(=O)OC;
	InChI InChI=1S/C16H20FNO2/c1-18-12-7-8-14(18)15(16(19)20-2)13(9-12)10-3-5-11(17)6-4-10/h3-6,12-15H,7-9H2,1-2H3/t12-,13+,14+,15-/m0/s1 ; Key:QUSLQENMLDRCTO-YJNKXOJESA-N ;
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WIN 35,428 (β-CFT, (–)-2-β-Carbomethoxy-3-β-(4-fluorophenyl)tropane) is a stimulant drug used in scientific research. CFT is a phenyltropane based dopamine reuptake inhibitor and is structurally derived from cocaine. It is around 3-10x more potent than cocaine and lasts around 7 times longer based on animal studies. While the naphthalenedisulfonate salt is the most commonly used form in scientific research due to its high solubility in water, the free base and hydrochloride salts are known compounds and can also be produced. The tartrate is another salt form that is reported.^[1]

^ Wee S, Carroll FI, Woolverton WL (February 2006). "A reduced rate of in vivo dopamine transporter binding is associated with lower relative reinforcing efficacy of stimulants". Neuropsychopharmacology. 31 (2): 351–362. doi:10.1038/sj.npp.1300795. PMID 15957006.

[Wee-1] Wee S, Carroll FI, Woolverton WL (February 2006). "A reduced rate of in vivo dopamine transporter binding is associated with lower relative reinforcing efficacy of stimulants". Neuropsychopharmacology. 31 (2): 351–362. doi:10.1038/sj.npp.1300795. PMID 15957006.

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