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C124

Sigma-Aldrich

β-CFT naphthalenedisulfonate monohydrate

solid

Synonym(s):

(−)-2-β-Carbomethoxy-3-β-(4-fluorophenyl)tropane 1,5-naphthalenedisulfonate monohydrate, WIN 35,428 naphthalenedisulfonate monohydrate

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About This Item

Empirical Formula (Hill Notation):
C16H20FNO2 · C10H8O6S2 · H2O
CAS Number:
77210-32-3
Molecular Weight:
583.65
MDL number:
MFCD11044874
UNSPSC Code:
12352200
PubChem Substance ID:
24892389
NACRES:
NA.77

form

solid

optical activity

[α]25/D −62.5°, c = 1.0 in H2O(lit.)

drug control

USDEA Schedule II

color

white

solubility

H2O: soluble

Storage temp.

2-8°C

SMILES string

O.OS(=O)(=O)c1cccc2c(cccc12)S(O)(=O)=O.COC(=O)[C@@H]3C4CCC(C[C@@H]3c5ccc(F)cc5)N4C

InChI

1S/C16H20FNO2.C10H8O6S2.H2O/c1-18-12-7-8-14(18)15(16(19)20-2)13(9-12)10-3-5-11(17)6-4-10;11-17(12,13)9-5-1-3-7-8(9)4-2-6-10(7)18(14,15)16;/h3-6,12-15H,7-9H2,1-2H3;1-6H,(H,11,12,13)(H,14,15,16);1H2/t12-,13+,14+,15-;;/m0../s1

InChI key

XSJPWVYASBDEJI-YEVYTSHMSA-N

Biochem/physiol Actions

Cocaine analog that inhibits the dopamine, norepinephrine, and serotonin transporters with Kis of 26.1 nM, 31.9 nM, and 127 nM, respectively. [11C]-β-CFT and [18F]-β-CFT are ligands for PET imaging of the dopamine transporter in vivo.

Features and Benefits

This compound is featured on the Biogenic Amine Transporters page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 2 Dermal - Acute Tox. 2 Inhalation - Acute Tox. 2 Oral - Repr. 2 - Skin Sens. 1

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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M Haaparanta et al.
Synapse (New York, N.Y.), 23(4), 321-327 (1996-08-01)
We describe the 18F-radiolabelling synthesis (18F; T(1/2) = 109.8 min) of 2-beta-carbomethoxy-3 beta-(4-fluorophenyl)tropane (also known as CFT or WIN 35,428) and the biodistribution of this compound in rats. 18F-labelled CFT has high chemical and radiochemical purity and relatively high specific
Tingting Huang et al.
Clinical nuclear medicine, 37(12), 1159-1162 (2012-11-17)
C-Labeled 2-β-carbomethoxy-3-β-(4-fluorophenyl)tropane (C-CFT) is a commonly used positron emission tomography (PET) tracer for dopamine transporters imaging. The present study estimated human radiation absorbed doses of C-CFT based on whole-body PET imaging in healthy subjects. Whole-body PET was performed on 6
Tingting Huang et al.
Clinical nuclear medicine, 37(8), 743-747 (2012-07-13)
Fully automated synthesis of 11C-labeled 2β-carbomethoxy-3β-(4-fluorophenyl)tropane (11C CFT) as a dopamine transporter positron emission tomography (PET) tracer is performed with Sep-Pak purification, which cannot separate 11C CFT from nor-β-CFT and will result in the residual precursor nor-β-CFT in the final
Amit Anand et al.
Bipolar disorders, 13(4), 406-413 (2011-08-17)
Dopamine transmission abnormalities have been implicated in the etiology of bipolar disorder (BPD). However, there is a paucity of receptor imaging studies in BPD, and little information is available about the dopamine system in BPD. Reuptake of synaptic dopamine by
Imaging striatal dopaminergic function in phospholipase A2 group VI-related parkinsonism.
Pankaj Agarwal et al.
Movement disorders : official journal of the Movement Disorder Society, 27(13), 1698-1699 (2012-11-30)
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