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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H23FN4O8
Molecular Weight 442.3956
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIFLUFOLASTAT

SMILES

OC(=O)CC[C@H](NC(=O)N[C@@H](CCCCNC(=O)C1=CC=C(F)N=C1)C(O)=O)C(O)=O

InChI

InChIKey=OLWVRJUNLXQDSP-RYUDHWBXSA-N
InChI=1S/C18H23FN4O8/c19-13-6-4-10(9-21-13)15(26)20-8-2-1-3-11(16(27)28)22-18(31)23-12(17(29)30)5-7-14(24)25/h4,6,9,11-12H,1-3,5,7-8H2,(H,20,26)(H,24,25)(H,27,28)(H,29,30)(H2,22,23,31)/t11-,12-/m0/s1

HIDE SMILES / InChI

Molecular Formula C18H23FN4O8
Molecular Weight 442.3956
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Piflufolastat F 18 (PYLARIFY®) is an 18F-labelled diagnostic imaging agent that has been developed by Progenics Pharmaceuticals Inc., a Lantheus company, for positron emission tomography (PET) that targets prostate-specific membrane antigen (PSMA). Piflufolastat F 18 binds to cells that express PSMA, including malignant prostate cancer cells, which usually overexpress PSMA. Fluorine-18 (F 18) is a β emitting radionuclide that enables positron emission tomography. Piflufolastat F 18 was approved in the USA on 27 May 2021 for PET of PSMA positive lesions in men with prostate cancer with suspected metastasis who are candidates for initial definitive therapy or with suspected recurrence based on elevated serum prostate specific antigen (PSA) level.

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
1.56 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
PYLARIFY

T1/2

ValueDoseCo-administeredAnalytePopulation
3.47 h
333 MBq single, intravenous
DCFPYL plasma
Homo sapiens

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
Recommended dose is 333 MBq (9 mCi) with an acceptable range of 296 MBq to 370 MBq (8 mCi to 10 mCi), administered as a bolus intravenous injection. Initiate imaging approximately 60 minutes after PYLARIFY administration. The patient should void immediately prior to initiation of imaging. Image acquisition should start from mid-thigh and proceed to the skull vertex.
Route of Administration: Intravenous
In Vitro Use Guide
DCFPyL inhibited PSMA in human LNCaP cell extracts in presence of N-acetylaspartylglutamate by Amplex red glutamic acid dependent fluorescence-based NAALADase assay with IC50 1.56 nM.
Substance Class Chemical
Record UNII
82VH67YON8
Record Status Validated (UNII)
Record Version