8-AZABICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID, 8-(3-FLUOROPROPYL)-3-(4-IODOPHENYL)-, METHYL ESTER (1R,2S,3S,5S)-

CAS No.
155798-07-5
Chemical 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 123I;ioflupane I(123)
CBNumber:
CB42448673
Molecular Formula:
C18H23FINO2
Molecular Weight:
431.283
MDL Number:
MFCD08061453
MOL File:
155798-07-5.mol
Last updated:2022-12-21 16:56:50

8-AZABICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID, 8-(3-FLUOROPROPYL)-3-(4-IODOPHENYL)-, METHYL ESTER (1R,2S,3S,5S)- Properties

Melting point 82-83°
alpha D24 -12.8°
FDA UNII 3MM99T8R5Q

8-AZABICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID, 8-(3-FLUOROPROPYL)-3-(4-IODOPHENYL)-, METHYL ESTER (1R,2S,3S,5S)- Chemical Properties,Uses,Production

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

8-AZABICYCLO[3.2.1]OCTANE-2-CARBOXYLIC ACID, 8-(3-FLUOROPROPYL)-3-(4-IODOPHENYL)-, METHYL ESTER (1R,2S,3S,5S)- Preparation Products And Raw materials

Raw materials

Preparation Products

IOFLUPANE ioflupane I(123) Ioflupane 123I 155798-07-5