U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C16H20INO2
Molecular Weight 381.2411
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of IOMETOPANE I-123

SMILES

COC(=O)[C@@H]1[C@H]2CC[C@@H](C[C@@H]1C3=CC=C([123I])C=C3)N2C

InChI

InChIKey=SIIICDNNMDMWCI-LTFFGQHJSA-N
InChI=1S/C16H20INO2/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/i17-4

HIDE SMILES / InChI
Iometopane I-123 is a tropane derivative labeled with iodine-123 that was being developed by MGI GP (MGI Pharma) as an injectable Single-photon emission computed tomography (SPECT) imaging agent. The ability of iometopane to bind to the dopamine transporter on presynaptic dopaminergic nerve terminal in the striatum has been used to differentiate the uptake of the agent by the neurons in the striatum in patients with a Parkinsonian disorder from patients without a Parkinsonian disorder with high sensitivity and specificity. The diminished uptake of iometopane in the striatum on the SPECT images of patients with a Parkinsonian disorder can be applied to assess both disease trait and disease state (severity) reflected by the severity of the brain dopamine neuron loss. Unfortunately Phase III clinical trials and further development of iometopane was discontinued due to the inability to contract a suitable manufacturer for the clinical and commercial supply of iometopane on acceptable conditions in the US. Currently, Iometopane is mainly used in scientific research into the dopamine reuptake transporter.

Approval Year

PubMed

PubMed

TitleDatePubMed
Iometopane: (123)I beta-CIT, dopascan injection, GPI 200, RTI 55.
2003
Patents

Patents

Name Type Language
IOMETOPANE I-123
Common Name English
Iometopane (123 i) [WHO-DD]
Common Name English
METHYL 3.BETA.-(P-(SUP 123)I)IODOPHENYL-1.ALPHA.H,5.ALPHA.H-TROPANE-2.BETA.-CARBOXYLATE
Common Name English
(123I)-2.BETA.-CARBOMETHOXY-3.BETA.-(4-IODOPHENYL)TROPANE
Common Name English
IOMETOPANE (123 I)
WHO-DD  
Common Name English
iometopane (¹²³I) [INN]
Common Name English
IOMETOPANE (123I)
INN  
INN  
Official Name English
(123I)-.BETA.-CIT
Common Name English
IOMETOPANE I 123 [USAN]
Common Name English
DOPASCAN
Brand Name English
(123I)-RTI 55
Code English
IOMETOPANE I 123
USAN  
USAN  
Official Name English
(123I)-RTI-55
Code English
8-AZABICYCLO(3.2.1)OCTANE-2-CARBOXYLIC ACID, 3-(4-(IODO-(SUP 123)I)PHENYL)-8-METHYL-, METHYL ESTER, (1R-(EXO,EXO)-
Common Name English
GPI-200
Code English
Classification Tree Code System Code
NCI_THESAURUS C2124
Created by admin on Sat Dec 16 18:01:24 GMT 2023 , Edited by admin on Sat Dec 16 18:01:24 GMT 2023
Code System Code Type Description
SMS_ID
100000083104
Created by admin on Sat Dec 16 18:01:24 GMT 2023 , Edited by admin on Sat Dec 16 18:01:24 GMT 2023
PRIMARY
EVMPD
SUB08237MIG
Created by admin on Sat Dec 16 18:01:24 GMT 2023 , Edited by admin on Sat Dec 16 18:01:24 GMT 2023
PRIMARY
ChEMBL
CHEMBL2110676
Created by admin on Sat Dec 16 18:01:24 GMT 2023 , Edited by admin on Sat Dec 16 18:01:24 GMT 2023
PRIMARY
EPA CompTox
DTXSID60929546
Created by admin on Sat Dec 16 18:01:24 GMT 2023 , Edited by admin on Sat Dec 16 18:01:24 GMT 2023
PRIMARY
NCI_THESAURUS
C132272
Created by admin on Sat Dec 16 18:01:24 GMT 2023 , Edited by admin on Sat Dec 16 18:01:24 GMT 2023
PRIMARY
FDA UNII
719Y64M4R6
Created by admin on Sat Dec 16 18:01:24 GMT 2023 , Edited by admin on Sat Dec 16 18:01:24 GMT 2023
PRIMARY
CAS
136794-86-0
Created by admin on Sat Dec 16 18:01:24 GMT 2023 , Edited by admin on Sat Dec 16 18:01:24 GMT 2023
PRIMARY
WIKIPEDIA
RTI-55
Created by admin on Sat Dec 16 18:01:24 GMT 2023 , Edited by admin on Sat Dec 16 18:01:24 GMT 2023
PRIMARY
PUBCHEM
9821267
Created by admin on Sat Dec 16 18:01:24 GMT 2023 , Edited by admin on Sat Dec 16 18:01:24 GMT 2023
PRIMARY
INN
7569
Created by admin on Sat Dec 16 18:01:24 GMT 2023 , Edited by admin on Sat Dec 16 18:01:24 GMT 2023
PRIMARY