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CAS 111113-73-6

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8-deazahomofolic acid

Description:
8-Deazahomofolic acid is a synthetic derivative of folic acid, characterized by the substitution of a nitrogen atom in the pteridine ring, which alters its biological activity and properties. This compound is primarily recognized for its role as a folate antagonist, making it significant in biochemical research and potential therapeutic applications, particularly in cancer treatment and antifolate drug development. It exhibits solubility in polar solvents, which is typical for many folate derivatives, and its structure includes a pteridine core, a para-aminobenzoic acid moiety, and a glutamic acid residue. The modification in the nitrogen atom affects its interaction with enzymes involved in folate metabolism, such as dihydrofolate reductase. As a result, 8-deazahomofolic acid can inhibit the growth of certain cell types by disrupting nucleotide synthesis. Its unique properties make it a valuable tool in studying folate metabolism and the development of targeted therapies in oncology.
Formula:C21H22N6O6
InChI:InChI=1/C21H22N6O6/c22-21-26-14-6-5-13(24-17(14)19(31)27-21)9-10-23-12-3-1-11(2-4-12)18(30)25-15(20(32)33)7-8-16(28)29/h1-6,15,23H,7-10H2,(H,25,30)(H,28,29)(H,32,33)(H3,22,26,27,31)/t15-/m0/s1
Synonyms:
  • 8-Deazahomofolic acid
  • N-(4-{[2-(2-amino-4-oxo-1,4-dihydropyrido[3,2-d]pyrimidin-6-yl)ethyl]amino}benzoyl)-L-glutamic acid
  • N-(4-((2-(2-Amino-1,4-dihydro-4-oxopyrido(3,2-d)pyrimidin-6-yl)ethyl)amino)benzoyl)-L-glutamic acid
  • L-Glutamic acid, N-(4-((2-(2-amino-1,4-dihydro-4-oxopyrido(3,2-d)pyrimidin-6-yl)ethyl)amino)benzoyl)-
  • 8Deazahomofolic acid,8 Deazahomofolic acid
  • L-Glutamic acid, N-[4-[[2-(2-amino-1,4-dihydro-4-oxopyrido[3,2-d]pyrimidin-6-yl)ethyl]amino]benzoyl]- (9CI)
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