Altropane

Altropane (O-587, IACFT, 2β-carbomethoxy-3β-(4-fluorophenyl)-N-((E)-3-iodo-prop-2-enyl)tropane) is a phenyltropane derivative which acts as a potent dopamine reuptake inhibitor and long-acting stimulant drug. It has mainly been used as the ¹²⁵I radiolabelled form for mapping the distribution of dopamine transporters in the brain,^[1] and consequently this has led to its development as a potential diagnostic tool for early detection of Parkinson's disease.^[2] It is also being investigated for potential use in the diagnosis and treatment of attention deficit hyperactivity disorder (ADHD).^[3][4]

Altropane

Clinical data
ATC code	none
Identifiers
IUPAC name Methyl (1R,2S,3S,5S)-3-(4-fluorophenyl)-8-[(E)-3-iodoprop-2-enyl]-8-azabicyclo[3.2.1]octane-2-carboxylate
CAS Number	180468-34-2 Y
PubChem CID	6440180
ChemSpider	4944487 Y
UNII	1Q4092099O
CompTox Dashboard (EPA)	DTXSID901027571
Chemical and physical data
Formula	C18H21FINO2
Molar mass	429.274 g·mol−1
3D model (JSmol)	Interactive image
SMILES COC(=O)[C@@H]1[C@H]2CC[C@H](N2C\C=C\I)C[C@@H]1C3=CC=C(C=C3)F
InChI InChI=1S/C18H21FINO2/c1-23-18(22)17-15(12-3-5-13(19)6-4-12)11-14-7-8-16(17)21(14)10-2-9-20/h2-6,9,14-17H,7-8,10-11H2,1H3/b9-2+/t14-,15+,16+,17-/m0/s1 Y Key:GTQLIPQFXVKRKJ-UNSMHXHVSA-N Y
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