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Details

Stereochemistry RACEMIC
Molecular Formula C26H25FN8O4
Molecular Weight 532.5263
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PLEVITREXED, (±)-

SMILES

CC1=NC(=O)C2=C(N1)C=C(C)C(CN(CC#C)C3=CC(F)=C(C=C3)C(=O)NC(CCC4=NN=NN4)C(O)=O)=C2

InChI

InChIKey=IEJSCSAMMLUINT-UHFFFAOYSA-N
InChI=1S/C26H25FN8O4/c1-4-9-35(13-16-11-19-22(10-14(16)2)28-15(3)29-25(19)37)17-5-6-18(20(27)12-17)24(36)30-21(26(38)39)7-8-23-31-33-34-32-23/h1,5-6,10-12,21H,7-9,13H2,2-3H3,(H,30,36)(H,38,39)(H,28,29,37)(H,31,32,33,34)

HIDE SMILES / InChI

Molecular Formula C26H25FN8O4
Molecular Weight 532.5263
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Plevitrexed is an orally bioavailable, small molecule, non-polyglutamatable, antifolate quinazoline derivative thymidine synthetase inhibitor with potential antineoplastic activity. This compound belongs to the class of organic compounds known as hippuric acids, which consist of a benzoyl group linked to the N-terminal of a glycine. Plevitrexed is transported into the cell via the physiological reduced folate carrier (RFC) system. Intracellularly, this agent selectively binds to the folate binding site of thymidylate synthase and inhibits thymidine synthesis, which may result in DNA synthesis inhibition and apoptosis. Plevitrexed has been investigated for use/treatment in pancreatic cancer, solid tumors, gastric cancer, lung cancer, and colorectal cancer.

Approval Year

Substance Class Chemical
Created
by admin
on Thu Jul 06 08:32:00 UTC 2023
Edited
by admin
on Thu Jul 06 08:32:00 UTC 2023
Record UNII
N094EYQ29D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PLEVITREXED, (±)-
Common Name English
2H-TETRAZOLE-5-BUTANOIC ACID, .ALPHA.-((4-(((3,4-DIHYDRO-2,7-DIMETHYL-4-OXO-6-QUINAZOLINYL)METHYL)-2-PROPYN-1-YLAMINO)-2-FLUOROBENZOYL)AMINO)-
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 240207
Created by admin on Thu Jul 06 08:32:01 UTC 2023 , Edited by admin on Thu Jul 06 08:32:01 UTC 2023
FDA ORPHAN DRUG 240307
Created by admin on Thu Jul 06 08:32:01 UTC 2023 , Edited by admin on Thu Jul 06 08:32:01 UTC 2023
Code System Code Type Description
CAS
153538-08-0
Created by admin on Thu Jul 06 08:32:01 UTC 2023 , Edited by admin on Thu Jul 06 08:32:01 UTC 2023
PRIMARY
PUBCHEM
135468750
Created by admin on Thu Jul 06 08:32:01 UTC 2023 , Edited by admin on Thu Jul 06 08:32:01 UTC 2023
PRIMARY
FDA UNII
N094EYQ29D
Created by admin on Thu Jul 06 08:32:01 UTC 2023 , Edited by admin on Thu Jul 06 08:32:01 UTC 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE