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CAS 118675-83-5

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5,8-Dideazapteroylornithine

Description:
5,8-Dideazapteroylornithine, with the CAS number 118675-83-5, is a chemical compound that belongs to the class of antifolate agents. It is a structural analog of folate and is characterized by the presence of a pteridine ring system, which is modified to include two nitrogen atoms at the 5 and 8 positions, hence the name "dideaza." This modification impairs the compound's ability to participate in folate-dependent enzymatic reactions, making it a potent inhibitor of dihydrofolate reductase (DHFR). The compound is of interest in medicinal chemistry, particularly for its potential applications in cancer therapy and as an antimicrobial agent, as it can disrupt nucleotide synthesis in rapidly dividing cells. Its solubility, stability, and bioavailability are important factors that influence its pharmacological properties. Additionally, research into its mechanism of action and efficacy continues to be an area of active investigation, particularly in the context of developing new therapeutic strategies against resistant strains of pathogens or cancer cells.
Formula:C21H24N6O4
InChI:InChI=1/C21H24N6O4/c22-9-1-2-17(20(30)31)25-18(28)13-4-6-14(7-5-13)24-11-12-3-8-16-15(10-12)19(29)27-21(23)26-16/h3-8,10,17,24H,1-2,9,11,22H2,(H,25,28)(H,30,31)(H3,23,26,27,29)/t17-/m0/s1
Synonyms:
  • N~2~-[(4-{[(2-amino-4-oxo-1,4-dihydroquinazolin-6-yl)methyl]amino}phenyl)carbonyl]-L-ornithine
  • L-Ornithine, N2-(4-(((2-amino-1,4-dihydro-4-oxo-6-quinazolinyl)methyl)amino)benzoyl)-
  • DDPO
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