155798-07-5

Basic information

• Product Name: 8-AZABICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID, 8-(3-FLUOROPROPYL)-3-(4-IODOPHENYL)-, METHYL ESTER (1R,2S,3S,5S)-
• Synonyms: IOFLUPANE;ioflupane I(123);Ioflupane 123I
• CAS NO: 155798-07-5
• Molecular Formula: C18H23FINO2
• Molecular Weight: 431.283
• Mol File: 155798-07-5.mol
• Article Data: 1

Chemical Properties

• Melting Point: 82-83°
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.45g/cm³
• Refractive Index: 1.561
• CAS DataBase Reference: 8-AZABICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID, 8-(3-FLUOROPROPYL)-3-(4-IODOPHENYL)-, METHYL ESTER (1R,2S,3S,5S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 8-AZABICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID, 8-(3-FLUOROPROPYL)-3-(4-IODOPHENYL)-, METHYL ESTER (1R,2S,3S,5S)-(155798-07-5)
• EPA Substance Registry System: 8-AZABICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID, 8-(3-FLUOROPROPYL)-3-(4-IODOPHENYL)-, METHYL ESTER (1R,2S,3S,5S)-(155798-07-5)

Safety Data

• Hazardous Substances Data: 155798-07-5(Hazardous Substances Data)

Usage

Description

loflupane was launched as a new imaging agent for investigation of the dopaminergic neurons and the early diagnosis of Parkinson’s disease and related syndromes. This (123I) iodine-labeled agent was developed for imaging with single-photon emission computed tomography (SPECT); it binds to dopamine transporters on cerebral neurons, enabling the detection of an eventual loss of functional neurons, particularly in the striatal region. The use in clinical routine of SPECT technique with this new agent generates reliable and reproducible results in healthy control subjects as well as in patients with Parkinson’s disease. So, it displays a quantification of striatal dopaminergic function and can help in the identification of the parkinsonian syndromes and their differentiation from syndromes due to other diseases. The major metabolic reactions in healthy humans are hydrolysis of the ester bond to the free acid and N-dealkylation to the 123-I labeled noranalog.

Originator

Research Biochemicals Int (UK)

Definition

ChEBI: An azabicycloalkane that is ecgonine methyl ester in which the N-methyl group is replaced by 3-fluoropropyl and the 3beta-hydroxy group is replaced by 4-(123I)iodophenyl. Used for the imaging of dopa ine transporters in the brain of adult patients with potential Parkinsonian Syndromes.

Brand name

DatSCAN

InChI:InChI=1/C18H23FINO2/c1-23-18(22)17-15(12-3-5-13(20)6-4-12)11-14-7-8-16(17)21(14)10-2-9-19/h3-6,14-17H,2,7-11H2,1H3/t14-,15+,16+,17-/m0/s1/i20-4

Relevant articles and documents

METHOD FOR THE PREPARATION OF N-MONOFLUOROALKYL TROPANES AND THEIR USE

The present invention relates to a method for the preparation of an N-monofluoroalkyl tropane, a method for the preparation of a trialkyltin tropane, a method for the preparation of an iodinated and/or radioiodinated tropane and the use of the N-monofluoroalkyl tropane as a precursor in the method for the preparation of the trialkyltin tropane and/or the iodinated and/or radioiodinated tropane.