(S)-THK-5105 F-18

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C20H21FN2O2
Molecular Weight	339.3939
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CN(C)C1=CC=C(C=C1)C2=NC3=C(C=C2)C=C(OC[C@H](O)C[18F])C=C3

InChI

InChIKey=YECXMTCPEPHEAA-LMHJQRBWSA-N

InChI=1S/C20H21FN2O2/c1-23(2)16-6-3-14(4-7-16)19-9-5-15-11-18(8-10-20(15)22-19)25-13-17(24)12-21/h3-11,17,24H,12-13H2,1-2H3/t17-/m1/s1/i21-1

HIDE SMILES / InChI

Molecular Formula	C20H21FN2O2
Molecular Weight	339.3939
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 23:49:07 GMT 2023` Edited by `admin` on `Fri Dec 15 23:49:07 GMT 2023`
Record UNII	4QLN263MTS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

(S)-THK-5105 F-18

Code

English

S-(18F)THK-5105

Code

English

(2S)-PROPANOL, 1-((2-(4-(DIMETHYLAMINO)PHENYL)-6-QUINOLINYL)OXY)-3-(FLUORO-18F)-

Systematic Name

English

J3.333.984D

Code

English

THK5105 F-18

Common Name

English

1-((2-(4-(DIMETHYLAMINO)PHENYL)-6-QUINOLINYL)OXY)-3-(FLUORO-18F)-2-PROPANOL

Systematic Name

English

18F-THK-5105

Code

English

(18F)-THK-5105S

Code

English

Code System Code Type Description

PUBCHEM

118655170

Created by admin on Fri Dec 15 23:49:07 GMT 2023 , Edited by admin on Fri Dec 15 23:49:07 GMT 2023

PRIMARY

FDA UNII

4QLN263MTS

Created by admin on Fri Dec 15 23:49:07 GMT 2023 , Edited by admin on Fri Dec 15 23:49:07 GMT 2023

PRIMARY

CAS

1374108-16-3

Created by admin on Fri Dec 15 23:49:07 GMT 2023 , Edited by admin on Fri Dec 15 23:49:07 GMT 2023

NON-SPECIFIC STEREOCHEMISTRY

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MICROTUBULE-ASSOCIATED PROTEIN TAU (PAIRED HELICAL FILAMENTS (PHF))

TARGET->RADIOLIGAND

Amount:

Related Record Type Details


					4QLN263MTS

(S)-THK-5105 F-18

ACTIVE MOIETY

Comments:

RESULTS: In vitro binding assays demonstrated higher binding affinity of THK-5105 and THK-5117 than THK-523 to tau protein aggregates and tau-rich AD brain homogenates. Autoradiographic analyses of AD brain sections showed that these radiotracers preferentially bound to neurofibrillary tangles and neuropil threads, which colocalized with Gallyas-positive and immunoreactive tau protein deposits. The distribution of this radiotracer binding in AD brain sections was completely different from that of (11)C-Pittsburgh compound B, showing preferential binding to amyloid plaques. Furthermore, these derivatives demonstrated abundant initial brain uptake and faster clearance in normal mice than (18)F-THK-523 and other reported (18)F-labeled radiotracers. THK-5105 and THK-5117 showed no toxic effects related to the administration of these compounds in mice and rats and no significant binding for various neuroreceptors, ion channels, and transporters at 1-.MU.M concentrations. CONCLUSION: (18)F-labeled THK-5105 and THK-5117 are promising candidates as PET tau imaging radiotracers.

Amount: