Altropane

Drugbox
IUPAC_name = methyl (1R,2S,3S,5S)-3-(4-fluorophenyl)-8- [(E)-3-iodoprop-2-enyl] -8-azabicyclo [3.2.1] octane-2-carboxylate



width= 220
CAS_number= 180468-34-2
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PubChem= 6440180
DrugBank=
C=18 | H=21 | F=1 | I=1 | N=1 | O=2
molecular_weight = 429.268
smiles = COC(=O) [C@@H] 1 [C@H] 2CC [C@H] (N2CC=CI)C [C@@H] 1C3=CC=C(C=C3)F
bioavailability=
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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, [Elmaleh DR, Fischman AJ, Shoup TM, Byon C, Hanson RN, Liang AY, Meltzer PC, Madras BK. Preparation and biological evaluation of iodine-125-IACFT: a selective SPECT agent for imaging dopamine transporter sites. "Journal of Nuclear Medicine". 1996 Jul;37(7):1197-202. PMID 8965198] and consequently this has led to its development as a potential diagnostic tool for early detection of Parkinson's disease. [Fischman AJ, Bonab AA, Babich JW, Palmer EP, Alpert NM, Elmaleh DR, Callahan RJ, Barrow SA, Graham W, Meltzer PC, Hanson RN, Madras BK. Rapid detection of Parkinson's disease by SPECT with altropane: a selective ligand for dopamine transporters. "Synapse". 1998 Jun;29(2):128-41. PMID 9593103] It is also being investigated for potential use in the diagnosis and treatment of ADHD. [Cattabeni F. Altropane (Boston Life Science). "Current Opinion in Investigational Drugs". 2002 Nov;3(11):1647-51. PMID 12476968] [Spencer TJ, Biederman J, Madras BK, Dougherty DD, Bonab AA, Livni E, Meltzer PC, Martin J, Rauch S, Fischman AJ. Further evidence of dopamine transporter dysregulation in ADHD: a controlled PET imaging study using altropane. "Biological Psychiatry". 2007 Nov 1;62(9):1059-61. PMID 17511972]

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