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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H12FNO3
Molecular Weight 212.2081
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of D-FLUOROMETHYLTYROSINE F-18

SMILES

N[C@H](CC1=CC=C(OC[18F])C=C1)C(O)=O

InChI

InChIKey=GEBHVOHKNWLITQ-DEVVULMSSA-N
InChI=1S/C10H12FNO3/c11-6-15-8-3-1-7(2-4-8)5-9(12)10(13)14/h1-4,9H,5-6,12H2,(H,13,14)/t9-/m1/s1/i11-1

HIDE SMILES / InChI

Molecular Formula C10H12FNO3
Molecular Weight 212.2081
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

BAY-86-9596 (D-18F-FMT, or O-18F-fluoromethyl-D-tyrosine) was developed as an agent not only for tumor detection but also for monitoring early-phase response to radiation therapy by positron emission tomography (PET). This drug participated in clinical trials for patients with inflammation and solid tumors, but further information about trials is not available.

Approval Year

PubMed

PubMed

TitleDatePubMed
Evaluation of D-18F-FMT, 18F-FDG, L-11C-MET, and 18F-FLT for monitoring the response of tumors to radiotherapy in mice.
2009 Feb

Sample Use Guides

Cancer patients, single intravenous bolus injection of 300 MBq BAY 86-9596 on day one of the treatment period, PET/CT.
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:14:07 GMT 2023
Edited
by admin
on Sat Dec 16 10:14:07 GMT 2023
Record UNII
58HVN5SR99
Record Status Validated (UNII)
Record Version
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Name Type Language
D-FLUOROMETHYLTYROSINE F-18
Common Name English
BAY-86-9596
Code English
BAY-86-9596 F-18
Code English
(F18)-D-FMT
Common Name English
(18F)D-FMT
Common Name English
BAY-869596-
Code English
BAY 86-9596
Code English
BAY-869596
Code English
J2.566.882K
Code English
(D)-18F-FLUOROMETHYLTYROSINE
Common Name English
(R)-2-AMINO-3-(4-18F-FLUOROMETHOXYPHENYL)- PROPIONIC ACID
Systematic Name English
BAY86-9596
Code English
D-(18F)FMT
Common Name English
(2R)-2-AMINO-3-(4-(FLUORANYLMETHOXY)PHENYL)PROPANOIC ACID
Systematic Name English
D-TYROSINE, O-(FLUORO-18F-METHYL)-
Common Name English
Code System Code Type Description
DRUG BANK
DB15296
Created by admin on Sat Dec 16 10:14:07 GMT 2023 , Edited by admin on Sat Dec 16 10:14:07 GMT 2023
PRIMARY
CAS
870452-26-9
Created by admin on Sat Dec 16 10:14:07 GMT 2023 , Edited by admin on Sat Dec 16 10:14:07 GMT 2023
PRIMARY
PUBCHEM
11579379
Created by admin on Sat Dec 16 10:14:07 GMT 2023 , Edited by admin on Sat Dec 16 10:14:07 GMT 2023
PRIMARY
SMS_ID
300000041416
Created by admin on Sat Dec 16 10:14:07 GMT 2023 , Edited by admin on Sat Dec 16 10:14:07 GMT 2023
PRIMARY
FDA UNII
58HVN5SR99
Created by admin on Sat Dec 16 10:14:07 GMT 2023 , Edited by admin on Sat Dec 16 10:14:07 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY
Results: No adverse reactions were observed related to D-18F-FMT. Fifty-two lesions were 18F-FDGpositive, and 42 of those were malignant (34 histologically proven and 8 with clinical reference). Thirty-two of the 42 malignant lesions were also D-18FFMT positive, and 10 lesions had no tracer uptake above the level of the blood pool. Overall there were 34 true-positive, 8 true-negative, 10 false-negative, and only 2 false-positive lesions for D-18FFMT, whereas 18F-FDG was true-positive in 42 lesions, with 10 false-positive and only 2 false-negative, resulting in a lesion-based detection rate for D-18F-FMT and 18F-FDG of 77% and 95%, respectively, with an accuracy of 78% for both tracers. A high D-18F-FMT tumor-to-blood pool ratio had a negative correlation with overall survival (P 5 0.050), whereas the 18F-FDG tumor-to-blood pool ratio did not correlate with overall survival.
ACTIVE MOIETY
Originator: Bayer HealthCare Pharmaceuticals; Class: Imaging agent, Radioisotope, Radiopharmaceutical diagnostic, Radiopharmaceutical; Mechanism of Action: Ionising radiation emitter, Positron-emission tomography enhancer; Orphan Drug Status: No; On Fast track: No; New Molecular Entity: No; Available For Licensing: Yes; Highest Development Phases: Phase I for Inflammation, Solid tumour; Most Recent Events: 13 Nov 2014 BAY 869596 is available for licensing as of 13 Nov 2014. http://piramal.com/piramal-enterprises/piramal-capital, 13 Nov 2014 Phase I development is ongoing in Switzerland, Netherlands and Singapore