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Details

Stereochemistry EPIMERIC
Molecular Formula C70H105FN20O23
Molecular Weight 1612.7038
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FPPRGD2 F-18

SMILES

CC([18F])C(=O)NCCOCCOCCOCC(=O)N[C@@H](CCC(=O)NCCCC[C@@H]1NC(=O)[C@@H](CC2=CC=C(O)C=C2)NC(=O)[C@H](CC(O)=O)NC(=O)CNC(=O)[C@H](CCCNC(N)=N)NC1=O)C(=O)NCCCC[C@@H]3NC(=O)[C@@H](CC4=CC=C(O)C=C4)NC(=O)[C@H](CC(O)=O)NC(=O)CNC(=O)[C@H](CCCNC(N)=N)NC3=O

InChI

InChIKey=YAOQNDCEKABEDO-RTOYRMACSA-N
InChI=1S/C70H105FN20O23/c1-39(71)59(102)78-26-27-112-28-29-113-30-31-114-38-56(97)83-48(60(103)77-23-5-3-9-47-64(107)87-45(11-7-25-80-70(74)75)62(105)82-37-55(96)85-52(35-58(100)101)68(111)91-50(66(109)89-47)33-41-14-18-43(93)19-15-41)20-21-53(94)76-22-4-2-8-46-63(106)86-44(10-6-24-79-69(72)73)61(104)81-36-54(95)84-51(34-57(98)99)67(110)90-49(65(108)88-46)32-40-12-16-42(92)17-13-40/h12-19,39,44-52,92-93H,2-11,20-38H2,1H3,(H,76,94)(H,77,103)(H,78,102)(H,81,104)(H,82,105)(H,83,97)(H,84,95)(H,85,96)(H,86,106)(H,87,107)(H,88,108)(H,89,109)(H,90,110)(H,91,111)(H,98,99)(H,100,101)(H4,72,73,79)(H4,74,75,80)/t39?,44-,45-,46-,47-,48-,49+,50+,51-,52-/m0/s1/i71-1

HIDE SMILES / InChI

Molecular Formula C70H105FN20O23
Molecular Weight 1612.7038
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 9 / 10
E/Z Centers 4
Optical Activity UNSPECIFIED

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 11:29:01 UTC 2023
Edited
by admin
on Sat Dec 16 11:29:01 UTC 2023
Record UNII
E8XU52J025
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
FPPRGD2 F-18
Common Name English
(18F)FPPRGD2
Common Name English
CYCLO(L-ARGINYLGLYCYL-L-.ALPHA.-ASPARTYL-D-PHENYLALANYL-L-LYSYL), 5,5'-(N-(14-(FLUORO-18F)-1,13-DIOXO-3,6,9-TRIOXA-12-AZAPENTADEC-1-YL)-L-GLUTAMOYL)BIS-
Systematic Name English
5,5'-(N-(14-(FLUORO-18F)-1,13-DIOXO-3,6,9-TRIOXA-12-AZAPENTADEC-1-YL)-L-GLUTAMOYL)BIS(CYCLO(L-ARGINYLGLYCYL-L-.ALPHA.-ASPARTYL-D-PHENYLALANYL-L-LYSYL))
Systematic Name English
2-((2S,5R,8S,11S)-5-BENZYL-8-(4-(((4S)-5-(4-((2S,5S,11S,14R)-14-BENZYL-11-(CARBOXYMETHYL)-5-(3-GUANIDINOPROPYL)-3,6,9,12,15-PENTAOXO-1,4,7,10,13-PENTAZACYCLOPENTADEC-2-YL)BUTYLAMINO)-4-((2-(2-(2-(2-(2-FLUORANYLPROPANOYLAMINO)ETHOXY)ETHOXY)ETHOXY)ACETYL)A
Systematic Name English
Code System Code Type Description
FDA UNII
E8XU52J025
Created by admin on Sat Dec 16 11:29:01 UTC 2023 , Edited by admin on Sat Dec 16 11:29:01 UTC 2023
PRIMARY
CAS
1346416-53-2
Created by admin on Sat Dec 16 11:29:01 UTC 2023 , Edited by admin on Sat Dec 16 11:29:01 UTC 2023
PRIMARY
PUBCHEM
134823891
Created by admin on Sat Dec 16 11:29:01 UTC 2023 , Edited by admin on Sat Dec 16 11:29:01 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY
The administration of 18F-FPPRGD2 was well tolerated, with no marked effects on vital signs, ECG readings, or laboratory values. The tracer showed the same pattern of biodistribution in all volunteers: primary clearance through the kidneys (0.360 rem/mCi +/- 0.185 (0.098 mSv/MBq +/- 0.050)) and bladder (0.862 rem/mCi +/- 0.436 (0.233 mSv/MBq +/- 0.118), voiding model) and uptake in the spleen (0.250 rem/mCi +/- 0.168 (0.068 mSv/MBq +/- 0.046)) and large intestine (0.529 rem/mCi +/- 0.236 (0.143 mSv/MBq +/- 0.064)). The mean effective dose of 18F-FPPRGD2 was 0.1462 rem/mCi +/- 0.0669 (0.0396 mSv/MBq +/- 0.0181). With an injected dose of 10 mCi (370 MBq) and a 1-hour voiding interval, a patient would be exposed to an effective radiation dose of 1.5 rem (15 mSv). Above the diaphragm, there was minimal uptake in the brain ventricles, salivary glands, and thyroid gland. Time-activity curves showed rapid clearance from the vasculature, with a mean 26% +/- 17 of the tracer remaining in the circulation at 30 minutes and most of the activity occurring in the plasma relative to cells (mean whole bloodplasma ratio, 0.799 +/- 0.096).
ACTIVE MOIETY
Official Title: Phase I/II 18F FPPRGD2 PET/CT or PET/MRI Imaging of .ALPHA.v.BETA.3 Integrins Expression as a Biomarker of Angiogenesis Purpose: The purpose of the study is to conduct research of a new PET radiopharmaceutical in cancer patients. We will assess the uptake of this novel radiopharmaceutical in subjects with breast cancer, lung cancer, glioblastoma multiforme (GBM) and other cancers requiring antiangiogenesis treatment.