153537-74-7
Chemical Structure
(R)-Plevitrexed
Synonym(s): (R)-ZD 9331; (R)-BGC9331
- CAS No.: 153537-74-7
- Formula:C26H25FN8O4
- Molecular Weight:532.53
IUPAC Name: (R)-2-(4-(((2,7-dimethyl-4-oxo-3,4-dihydroquinazolin-6-yl)methyl)(prop-2-yn-1-yl)amino)-2-fluorobenzamido)-4-(2H-tetrazol-5-yl)butanoic acid
InChIKey: IEJSCSAMMLUINT-OAQYLSRUSA-N
SMILES: O=C(NC(C)=N1)C2=C1C=C(C)C(CN(C3=CC=C(C(N[C@@H](C(O)=O)CCC4=NNN=N4)=O)C(F)=C3)CC#C)=C2
Biological Activity: (R)-Plevitrexed ((R)-ZD 9331; (R)-BGC9331) is a less active enantiomer of Plevitrexed[1]. Plevitrexed is an orally active and potent thymidylate synthase (TS) inhibitor[2]. (R)-Plevitrexed is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.
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(R)-Plevitrexed | (R)-Plevitrexed ((R)-ZD 9331; (R)-BGC9331) is a less active enantiomer of Plevitrexed. Plevitrexed is an orally active and potent thymidylate synthase (TS) inhibitor. (R)-Plevitrexed is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups. | |||||||||||||||||||||
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- [1]. Marsham PR, et al. Design and synthesis of potent non-polyglutamatable quinazoline antifolatethymidylate synthase inhibitors. J Med Chem. 1999 Sep 23;42(19):3809-20. [Content Brief]
- [2]. Tochowicz A, et al. Development and binding mode assessment of N-[4-[2-propyn-1-yl[(6S)-4,6,7,8-tetrahydro-2-(hydroxymethyl)-4-oxo-3H-cyclopenta[g]quinazolin-6-yl]amino]benzoyl]-l-γ-glutamyl-D-glutamic acid (BGC 945), a novel thymidylate synthase inhibitor that targets tumor cells. J Med Chem. 2013 Jul 11;56(13):5446-55. [Content Brief]
Keywords
